***old naples***near the beach***annual or seasonal***1 bed/1 bath***experience the best of naples living in this charming and updated 1-bedroom, 1-bath corner condo, perfectly situated in the heart of old naples. Just steps from the white sandy beaches, world-class dining, and upscale shopping on fifth avenue south and third street. This boutique residence offers a rare blend of luxury and comfort in an intimate, exclusive setting. Enjoy a light, bright interior with stylish finishes and thoughtful details that create a warm and inviting atmosphere ideal as your full-time residence or seasonal retreat. Located in a higly sought after neighborhood, this condo stands out from the rest, elegant, distinctive, and truly one of a kind. Updated interior with nice touches bright corner unit with abundant natural light prime old naples location — walk to beach, shops, and restaurants small, quiet community setting available seasonally or annually this is your opportunity to enjoy old naples charm and luxury lifestyle in one perfect package! Dec- april: $3, 995 may- nov: $2, 295 annual rate $2, 500 ( first, last & security due prior to move in)

Furnished

Chatelaine At Olde Naples, 940 S 3rd St #101, Naples, Florida 34102, image 1

$7,000

2 Beds
2 Baths
1,100 SqFt
$6.36/SqFt

Condo for rent in Chatelaine At Olde Naples940 S 3rd St #101, Naples, FL 34102

Absolutely charming residence located right in the heart of olde naples on 3rd street south. This 2 bedroom, 2 bath, ground floor condo has had the modern face-lift with all new kitchen and baths, and the only property in the community with private washer/dryer in residence, flat tv's in the living room and master bedroom and wifi internet. Just 4 blocks from fifth avenue south where you will find fine restaurants, live theatre, browse the array of wonderful art galleries and world class shopping, best of all the property is only 3 blocks to the white sandy beaches of the gulf of mexico. The chatelaine is located directly across the street from st. Ann's church. No pets permitted.

Turnkey

Park Terrace At Olde Naples, 72 S 7th St #203, Naples, Florida 34102, image 1

$6,490

2 Beds
1¹/₂ Baths
1,000 SqFt
$6.49/SqFt

Condo for rent in Park Terrace At Olde Naples72 S 7th St #203, Naples, FL 34102

**available for january & february 2027** experience the ultimate olde naples coastal lifestyle in this turnkey, 2-bedroom, 1.5-bath second-floor condominium at park terrace club. Featuring elevator access, an open-concept living and dining area with crown molding, laminate flooring throughout, and a bright enclosed lanai, this residence is designed for effortless living. The functional kitchen comes equipped with a ge stainless steel appliance package, including a newer range cooktop, dishwasher, microwave, and custom-sized refrigerator. Additional conveniences include an assigned parking spot, private storage locker, and same-floor common laundry. Residents enjoy access to a community pool and lounge deck in an unbeatable location west of us-41 - just a short stroll to gulf beaches, 5th avenue south dining and shopping, sugden community theater, cambier park tennis, wynn’s market, and more.

Furnished

Chatelaine At Olde Naples, 940 S 3rd St #201, Naples, Florida 34102, image 1

$6,200

2 Beds
1 Baths
936 SqFt
$6.62/SqFt

Condo for rent in Chatelaine At Olde Naples940 S 3rd St #201, Naples, FL 34102

Experience the best of old naples from this beautifully furnished 2 bedroom, 1 bath second-floor condominium, just 3 blocks from the beach! Ideally located in the heart of old naples, this charming residence puts you just moments from the area’s renowned boutiques, restaurants, parks and entertainment, with 3rd street south and 5th avenue south both close by. Inside, the residence offers a bright, airy and inviting coastal-inspired atmosphere, with crisp white furnishings, natural wood tones, blue accents and colorful artwork throughout. The comfortable living room provides a relaxing space to unwind, while the spacious dining area and beautifully updated kitchen create an ideal setting for enjoying meals at home. The primary bedroom features a king-sized bed and tv, while the guest bedroom offers two twin beds, making this an inviting retreat for couples, friends or a small family. Beyond the condominium itself, the location is truly the highlight. Cambier park, the beach, tin city, 3rd street south and 5th avenue south’s shopping and dining are all within easy reach without needing to drive. With its stylish coastal décor, comfortable accommodations and exceptional old naples location, this seasonal rental offers the perfect home base for enjoying everything naples has to offer. Live exceptionally in old naples!

Furnished

Marina Manor At Olde Naples, 1100 S 8th Ave #328H, Naples, Florida 34102, image 1

$8,950$550

2 Beds
2 Baths
1,350 SqFt
$6.63/SqFt

Condo for rent in Marina Manor At Olde Naples1100 S 8th Ave #328H, Naples, FL 34102

Available for the entire 2027 season! Unbeatable olde naples location, convenience and unobstructed bay views from this tastefully updated 2-bedroom + den condo in marina manor overlooking naples bay. Just 3 blocks to 5th avenue south and walking distance to naples beach. If quiet and privacy within steps to downtown naples is your priority, you will love this boutique- building end-unit, top-floor condo with assigned carport parking, elevator access and in-unit laundry. The well-laid out floorplan offers a fully equipped open kitchen with updated appliances, full dining area, and a generously sized, comfortably furnished living room with views of the bay from every window. Two large bedrooms at either end of the unit function as double primary suites with en-suite bathrooms. Residents enjoy access to a heated community pool and bocce courts. Sit outside and watch boats and dolphins go by, or bike/walk to beaches, shops, dining, art galleries and more.

Furnished, Turnkey

Olde Naples, 223 S 11th Ave, Naples, Florida 34102, image 1

$18,000

4 Beds
4 Baths
2,691 SqFt
$6.69/SqFt

House for rent in Olde Naples223 S 11th Ave, Naples, FL 34102

Adjusted high-season rate reflects remaining seasonal availability, as mid january through march is already committed. Olde naples oasis is a short walk to the beautiful gulf of mexico! Nestled in a non-gated coastal neighborhood, this 2-story home with a key west ambiance is the ideal place to relax & unwind enjoying the florida sun. Situated right next to naples 5th ave and 3rd street south where you can find world-famous shopping & dining, plus a 2-block walk or bike ride to the gorgeous beach that lines the gulf of mexico. This home offers a comfortable layout with formal living room, family room, kitchen w/ long bar area, and formal dining area. On the first floor there is a guest room, guest full bath, and guest suit. The primary suite & a second guest suite can be found on the 2nd floor. There is a private front patio that is surrounded by old florida landscaping, rear porch with sitting area & grill station, outdoor shower, open yard to play in, and parking is available in the front of the home as well as in the rear. Very convenient location- short distance from the airport, easy drive to marco island and to championship golf courses, plus you will be only a short drive to local attractions like the naples zoo, boating tours, & more!

Furnished, Turnkey

Sun Dial Of Olde Naples, 285 S 5th Ave #2B, Naples, Florida 34102, image 1

$10,500

2 Beds
2 Baths
1,568 SqFt
$6.70/SqFt

Condo for rent in Sun Dial Of Olde Naples285 S 5th Ave #2B, Naples, FL 34102

January 2027 available at a discounted rate! Walk to dinner and the beach! (on the corner of 5th ave & 3rd street!). Forget about needing a car because you can comfortably walk roughly 50 feet to the exclusive shops and restaurants in downtown naples, and enjoy its many vibrant events. Almost 1600 square feet of luxury living. Marble and travertine floors throughout greet you in this custom 2bedroom+den(with sofa sleeper), 2bath. With a brand new king size bed in the master bedroom, 2 coffee makers (nepresso delonghi & keurig), hurricane impact glass, remote controlled blinds in the living room and plantation shutters throughout, custom woodwork, ceiling details, raised baseboards, and crown moldings. High quality appliances, wine cooler, full size newer washer and dryer, generous master suite with three closets, marble tops and modern lighting. You will also have your own private garage and extra private storage space. Limited guest parking is also available. If you are looking to be in the center of all that downtown naples has to offer, there is no better location than this!

Turnkey

Franciscan Gardens At Olde Naples, 802 S 10th Ave #802, Naples, Florida 34102, image 1

$10,000

2 Beds
2 Baths
1,480 SqFt
$6.76/SqFt

Condo for rent in Franciscan Gardens At Olde Naples802 S 10th Ave #802, Naples, FL 34102

Off season rental available. Renovating and need a place for a few months. Your chance to get a beautiful 2 bedroom plus den and lanai. Heated pool! Turnkey, just bring your clothes! Light and bright natural light fills your private 1 floor oasis. Central to 3rd street shops and restaurants and 5th avenue shops and restaurants! Gorgeous beach! Bike, walk everywhere! Come and enjoy the fun! Quiet location near the landings park.

Furnished

French Quarter At Olde Naples, 375 S 8th Ave #D, Naples, Florida 34102, image 1

$13,000$2,000

3 Beds
3 Baths
1,915 SqFt
$6.79/SqFt

Condo for rent in French Quarter At Olde Naples375 S 8th Ave #D, Naples, FL 34102

Beautifully remodeled three-bedroom, three-bath residence in the heart of old naples, just a short walk to the beach, 5th avenue south dining, and boutique shopping. The bright, open living and dining area features vaulted ceilings, wood and tile flooring, and plantation shutters throughout. The modern kitchen offers quartz countertops, custom cabinetry, stainless steel appliances, and a charming pass-through window to an enclosed sitting nook. All three baths are elegantly appointed with marble tile showers and quartz vanities. The main level includes a master suite and a second bedroom, each with private bath access. The dramatic upper-level loft suite spans 24 x 14 with soaring sloped ceilings, exposed beams, a skylight, and a private balcony overlooking lush tropical landscaping — an exceptional third-bedroom retreat. Enjoy the covered entry porch and covered carport. Part of a quiet, well-managed boutique complex of only five units. Impact windows and doors, in-unit washer and dryer included. The ultimate old naples seasonal address.***information contained herein deemed reliable but not guaranteed***

Furnished

Franciscan At Olde Naples, 1080 S 6th St, Naples, Florida 34102, image 1

$11,000

2 Beds
2¹/₂ Baths
1,584 SqFt
$6.94/SqFt

Condo for rent in Franciscan At Olde Naples1080 S 6th St, Naples, FL 34102

This condo offers an amazing location and fabulous living in the heart of old naples! Spend your vacation on iconic 5th avenue and 3rd street for luxury shopping and five-star dining. Or the stunning, sandy beaches of the gulf of mexico are just minutes away. This 2 bedroom/2.5 bath condo is beautifully decorated and is fully equipped for your winter vacation. The updated kitchen boasts granite countertops, new appliances and wine cooler. The 2nd floor primary suite has a king-sized bed, flat screen tv and a private, open balcony to enjoy beautiful sunset skies. The guest bedroom offers a queen-sized bed, and the bath has a tub/shower combo. Amenities include covered parking and a community pool making this property the perfect place for your warm winter getaway. Live exceptionally in olde naples!

Turnkey

Franciscan At Olde Naples, 1060 S 6th St, Naples, Florida 34102, image 1

$11,000

2 Beds
2¹/₂ Baths
1,570 SqFt
$7.01/SqFt

Condo for rent in Franciscan At Olde Naples1060 S 6th St, Naples, FL 34102

Welcome to your fabulous townhouse retreat nestled in the heart of old naples! This exquisite home invites you to experience a sense of tranquility from the moment you step through the doors. With an open floor plan that exudes warmth and charm, this townhouse is designed for both relaxation and entertaining. The dream chef's kitchen is a true highlight, featuring elegant quantum white quartz countertops that extend to the baths and bar area. Equipped with top-of-the-line fisher & paykel appliances, including a refrigerator, dishwasher, induction cooktop, and a separate faucet for filtered water, you'll have everything you need to create culinary masterpieces. The first level showcases a stunning hardwood look tile, beautifully complemented by french oak flooring on the stairs and second story. This end unit offers the advantage of extra windows, bathing the space in natural light and providing refreshing airflow throughout. With its prime location, you're just a stroll away from the vibrant 5th street, third street shopping and dining district, the breathtaking gulf, city docks, cambier park, and crayton cove. The home's modern amenities include impact glass windows and sliders, ensuring peace of mind and energy efficiency. In addition to its charming interiors, recent updates enhance the home's appeal: a new roof was installed in 2019, parking pavers were added in 2020, and the building's exterior was freshly painted in october 2022. For your convenience, the property includes carport parking with storage, and an additional vehicle can be accommodated directly behind the carport in tandem. This townhouse is more than just a place to live—it's a lifestyle choice, offering comfort, convenience, and a touch of luxury in an unbeatable location. Don't miss your chance to rent this beautiful, calm retreat!

Furnished, Turnkey

Central Garden At Olde Naples, 766 Central Ave #312, Naples, Florida 34102, image 1

$6,000$300

2 Beds
2 Baths
855 SqFt
$7.02/SqFt

Condo for rent in Central Garden At Olde Naples766 Central Ave #312, Naples, FL 34102

Available for jan & february and april 2027. This 2 bedroom / 2 bath unit in olde naples is just 4 blocks north from 5th ave south so you can walk or ride your bike to the downtown area where you can enjoy shopping, entertainment, dining and what olde naples has to offer. This small complex with mature trees and lush landscaping has a heated pool with a large area for poolside lounging, a sauna, bbq area and bike storage. You may find some residents pool side for water aerobics or just social gathering. If you wish to go to the beach, you are just 7 blocks east of naples beach on the gulf of mexico or you can just relax in the courtyard area. The neighborhood is often appreciated for its walkability, as residents can easily access nearby parks, shops, restaurants, and cultural attractions.

Turnkey

Villas Escalante At Olde Naples, 270 S 5th Ave #H-2, Naples, Florida 34102, image 1

$26,000

4 Beds
4¹/₂ Baths
3,576 SqFt
$7.27/SqFt

Villa for rent in Villas Escalante At Olde Naples270 S 5th Ave #H-2, Naples, FL 34102

A rare opportunity located in the heart of old naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported italian wood and glass custom doors and custom cabinetry in the kitchen and baths. A private interior elevator leads you to the additional floors featuring a fitness room, guest suites with custom closets, full marble bath and individual balconies. The spacious master bedroom suite and master bath features a soaking tub and spanish marble. The exterior botanical garden setting complements the expansive interior courtyard and sparkling pool. Encircled by some of the finest shopping, trendy art galleries and fine dining in all of naples. Whether strolling down fifth avenue, taking a short walk to the beach or to watch the sunset from renowned naples pier, you are consistently assured that each return home will be one of complete comfort!

Furnished

Central Garden At Olde Naples, 766 Central Ave #303, Naples, Florida 34102, image 1

$6,300

3 Beds
2 Baths
855 SqFt
$7.37/SqFt

Condo for rent in Central Garden At Olde Naples766 Central Ave #303, Naples, FL 34102

This gem awaits you in olde naples. Quaint 2 bdr quiet unit is everything you need for your stay. Super close to the beach, quick walk to downtown 5th ave., for all your shopping, dinning, art and exciting entertainment naples has to offer. Also just a few blocks to our awarded white sandy beaches, for unbelievable sunrises and sunsets. The prettiest sunsets are in naples, florida escape to naples, see you in florida.

Furnished

Central Garden At Olde Naples, 766 Central Ave #304, Naples, Florida 34102, image 1

$6,300

2 Beds
2 Baths
855 SqFt
$7.37/SqFt

Condo for rent in Central Garden At Olde Naples766 Central Ave #304, Naples, FL 34102

Location, location, location! Experience the best of downtown naples living from this beautifully appointed two-bedroom, two-bath residence, ideally positioned just blocks from iconic fifth avenue south and third street south. Thoughtfully decorated and impeccably maintained, the residence offers elegant, comfortable interiors complemented by serene views of the pool and city. The inviting floor plan provides the perfect setting for relaxing after a day at the beach, enjoying a quiet morning at home, or entertaining family and friends during your naples stay. Step outside and discover everything that makes downtown naples so desirable. Fine dining, boutique shopping, charming cafés, art galleries, and vibrant entertainment are all just moments away, while the award-winning white sandy beaches of the gulf are within walking distance. Whether strolling fifth avenue south for dinner, spending the afternoon along third street south, or enjoying a sunset at the beach, this prime location places the very best of naples right at your fingertips. Elegant. Walkable. Exceptionally located. Your downtown naples retreat awaits.

Furnished, Turnkey

The Colonnade On 5th At Olde Naples, 600 S 5th Ave #A-212, Naples, Florida 34102, image 1

$20,000$5,000

3 Beds
2 Baths
2,700 SqFt
$7.41/SqFt

Condo for rent in The Colonnade On 5th At Olde Naples600 S 5th Ave #A-212, Naples, FL 34102

Available season 2027. Coastal yet cosmopolitan, this 3-bedroom, 2 bath townhome with private elevator access to each floor is located on the quieter (south - facing) side of prestigious 5th avenue just 6 blocks from the white sand beaches of old naples. Take the secured elevator to the second floor to enter the main living area framed with huge picture windows encasing the open great room/dining room/kitchen area - the heart of the home. Down the hall is a full bathroom and two guest bedrooms, one with a juliet balcony, and both with king size beds. Take the stairs or the private elevator to the second-floor loft to enjoy the primary bedroom suite with a third king size bed, and a large en-suite bath with dual vanities and a separate tub and shower. The loft area offers a covered balcony, a desk/home office area and a laundry room with a full-size washer and dryer. Private elevator accesses both floors. Enjoy the community pool, spa and grill area. Walk to cambier park to play tennis or visit one of the many art shows. The beach is a short bike ride away. Located in the middle of the world-famous shops and restaurants of fifth avenue south, this oasis is comfortably elegant.

Turnkey

Olde Towne At Olde Naples, 250 S 7th Ave #305, Naples, Florida 34102, image 1

$7,500

2 Beds
2 Baths
1,000 SqFt
$7.50/SqFt

Condo for rent in Olde Towne At Olde Naples250 S 7th Ave #305, Naples, FL 34102

This fantastic condo is conveniently nestled in olde naples only 2 blocks from naples beaches and boutiques, as well as within walking distance of many world renowned restaurants and other specialty shoppes. You will be able to enjoy all the olde naples charm and ambience!

Furnished

Beach Breeze At Olde Naples, 286 S 4th St #203, Naples, Florida 34102, image 1

$8,000$2,000

2 Beds
2 Baths
1,058 SqFt
$7.56/SqFt

Condo for rent in Beach Breeze At Olde Naples286 S 4th St #203, Naples, FL 34102

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of olde naples only two blocks from 5th avenue south and just a short walk or bike ride to the famous white sand beaches of sw florida. This light and bright corner unit has been meticulously decorated and stocked full of everything you need to enjoy your stay. Two updated bedrooms and an in-unit laundry room with a full-size washer and dryer so that you are comfortable during your longer-term stay! This unit has high-speed internet, smart tvs, a fully equipped kitchen, and beach gear including towels, chairs, and an umbrella.

Furnished

Central Garden At Olde Naples, 766 Central Ave #112, Naples, Florida 34102, image 1

$6,500

2 Beds
2 Baths
855 SqFt
$7.60/SqFt

Condo for rent in Central Garden At Olde Naples766 Central Ave #112, Naples, FL 34102

Location, location, location!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘olde naples’, only four blocks from 5th avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all the modern conveniences of theater, cultural arts center and a library. ‘central garden’ provides a solace from the ‘hustle and bustle’ of downtown and offers a heated community pool in a courtyard setting, a sauna, community bbq area, an on-site laundry and one assigned parking spot. All ready for your arrival.

Turnkey

Ashley Court At Olde Naples, 360 S 10th Ave #B100, Naples, Florida 34102, image 1

$12,000

2 Beds
2 Baths
1,544 SqFt
$7.77/SqFt

Condo for rent in Ashley Court At Olde Naples360 S 10th Ave #B100, Naples, FL 34102

Welcome to ashley court in the heart of olde naples. This beautifully renovated two-bedroom plus den condo with two full bathrooms is ideally positioned for your 2027 season. Gorgeous natural wood flooring flows throughout the impeccably styled interior, where abundant natural light fills every room and both bedrooms offer complete privacy. The spacious kitchen features stainless steel appliances, and a quiet office provides the perfect space for productivity. The screened lanai sits just steps from the community pool courtyard — charming and ideal for lounging. Ashley court is moments from 5th avenue and 3rd street, and just a five-minute walk to naples' white sand beaches. In the heart of olde naples, you're surrounded by exceptional restaurants, shopping, and nightlife — all within walking distance.

Furnished

La Majorca At Olde Naples, 411 S 6th St #202, Naples, Florida 34102, image 1

$18,000

3 Beds
3 Baths
2,293 SqFt
$7.85/SqFt

Condo for rent in La Majorca At Olde Naples411 S 6th St #202, Naples, FL 34102

Experience the best of downtown naples from this beautifully updated seasonal residence at la majorca. Designed with coastal luxury in mind, this spacious 3-bedroom, 3 bath condo features modern coastal furnishings, an open and inviting floor plan, and all the comforts of a luxury retreat. Each bedroom offers its own en-suite bathroom, providing privacy and comfort for family and guests alike. The oversized primary suite features a spa-inspired bathroom with dual vanities, a soaking tub, and a separate walk-in shower. One guest bedroom is furnished with two twin beds, while the second guest suite offers a king bed for additional flexibility. Enjoy indoor-outdoor living from the large screened balcony, perfect for morning coffee or relaxing evenings after a day at the beach. Additional conveniences include a full laundry room, elevator access, and secure gated parking garage. La majorca residents enjoy access to a private community pool and spa, all within walking distance to naples’ renowned 5th avenue shops, fine dining, entertainment, and the white sandy beaches of the gulf. An exceptional seasonal rental opportunity in one of naples’ most desirable downtown locations

Furnished, Turnkey

Olde Naples, 271 S Broad Ave #203, Naples, Florida 34102, image 1

$11,000

2 Beds
2 Baths
1,400 SqFt
$7.86/SqFt

Condo for rent in Olde Naples271 S Broad Ave #203, Naples, FL 34102

Embrace the quintessential old naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location just steps from 3rd street south, where world-class dining, boutique shopping, and charming cafés line the palm-shaded streets. Only two blocks from the white sands of naples beach! Inside, natural light floods the space from multiple exposures, highlighting the bright, modern interior finishes and creating an airy, inviting atmosphere throughout. The spacious kitchen is a true centerpiece, featuring updated appliances, a breakfast bar, and a cozy dining nook—perfect for casual mornings or intimate dinners. The patio extends your living space outdoors, offering areas for grilling, dining, and relaxing—ideal for entertaining under the naples sun. Pet-friendly and designed with a green space for you and your dog to enjoy, this residence offers the perfect blend of comfort, style, and location. Beautifully remodeled and ideally situated, it captures the very best of coastal living in the heart of old naples.

Turnkey

Gulf South At Olde Naples, 1140 S 5th St #A, Naples, Florida 34102, image 1

$9,000

3 Beds
2¹/₂ Baths
1,140 SqFt
$7.89/SqFt

Townhouse for rent in Gulf South At Olde Naples1140 S 5th St #A, Naples, FL 34102

Welcome to your vacation paradise in the heart of olde naples! This beautifully updated three-bedroom, 2½-bath townhouse offers the ideal location for enjoying everything naples has to offer. The home features a private outdoor patio, an attached one-car garage with a private driveway, and stylish flooring throughout—no carpet. Step outside and you're just minutes from the boutiques, galleries, restaurants, and entertainment of third street south, fifth avenue south, and tin city. Best of all, the sugar-sand beaches of the gulf of mexico are only a short five-block walk away. Dogs under 25 pounds are welcome, making this the perfect seasonal retreat for you and your four-legged companion. Available for both seasonal and off-season rentals. Current seasonal availability includes december, january, and april.

Furnished, Turnkey

Suntide On Tenth At Olde Naples, 663 S 10th Ave #B663, Naples, Florida 34102, image 1

$10,000

2 Beds
2 Baths
1,241 SqFt
$8.06/SqFt

Condo for rent in Suntide On Tenth At Olde Naples663 S 10th Ave #B663, Naples, FL 34102

Furnished top-floor retreat at suntide on tenth — olde naples living at its easiest unit is available for the 2027 season! $10, 000/month for 3+ months, $11, 000/month for 2+ months, and $12, 000/month for 1+ months. Tucked along a quiet, palm-lined stretch of 10th avenue south, suntide on tenth is an intimate six-residence community where lush courtyard grounds, bright tropical plantings, and a sparkling pool set the tone the moment you arrive. This light-filled 2-bedroom, 2-bath residence sits at the top of the building, with windows on three sides that fill the open great room with sunshine and gulf breezes. The layout lives easily — an open kitchen flowing into the main living space, two comfortable bedrooms, and a screened lanai made for morning coffee or an evening glass of wine. The residence comes fully furnished and turnkey, so all you need to bring is a suitcase. Practical comforts are covered too: a private one-car garage below the residence with generous extra storage, a full-size washer and dryer in the unit, and guest parking on-site. Spend your afternoons poolside in the courtyard, then set out on foot — fifth avenue south dining and shopping, the boutiques and galleries of third street south, cambier park, and the sugar-sand beaches of the gulf are all just a short stroll away. Whether you're escaping for the season or settling in for the year, this is the effortless olde naples lifestyle everyone imagines — quiet, walkable, and minutes from everything.

Furnished

Kasota South At Olde Naples, 1280 Gordon Dr #C, Naples, Florida 34102, image 1

$15,500

2 Beds
3 Baths
1,920 SqFt
$8.07/SqFt

Condo for rent in Kasota South At Olde Naples1280 Gordon Dr #C, Naples, FL 34102

Location location location walk to all your restaurant's, the beach, tennis, fishing off the pier and fabulous shopping. This renovated 2 large bedroom condo has all the amenities of luxury living. Your open living/kitchen with its quartzite island that seats 8 makes for great family and guest entertaining. Kitchen has been totally updated in the past two years. The den with large tv can be used as a guest room if needed with a full bath and the ability to close off th the living area. The second floor has the master bedroom with two large closets, large tv and an office area. The masterbath has a juccuzi tub as well as a shower. The guest room also has a large tv and a private bath with walking shower. The laundry room is on the second level and has a laundry tub for convenience. Parking is under the building as well as a storage room for bikes and beach toys. This condo is in the heart of naples and welcomes you.

Furnished, Turnkey

Olde Naples, 271 Broad Ave S 201 #202, Naples, Florida 34102, image 1

$12,500

2 Beds
2 Baths
1,500 SqFt
$8.33/SqFt

Condo for rent in Olde Naples271 Broad Ave S 201 #202, Naples, FL 34102

Experience the ultimate naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for immediate short term lease. Ideally located on the top floor of a quaint, three-unit building in the heart of old naples, this residence is just steps from the iconic 3rd street south, renowned for its world-class shopping and dining. Only two blocks away, the pristine white sands of naples beach await. Inside, chic interior furnishings and a thoughtfully curated design create an atmosphere of modern coastal elegance. The open-concept layout features an updated kitchen, designated laundry room, and seamless flow between living and dining spaces. The spacious primary suite offers a serene retreat, complemented by a beautifully appointed bath with designer-grade finishes. Enjoy morning coffee or evening cocktails on the spacious lanai, complete with a grill for effortless outdoor dining and entertaining. Pet-friendly and complete with a dedicated green space for you and your furry companions, this exceptional residence invites you to embrace effortless coastal living—steps from the best of downtown naples.

Turnkey

Olde Naples, 900 S 5th Ave #303, Naples, Florida 34102, image 1

$16,000

3 Beds
3 Baths
1,905 SqFt
$8.40/SqFt

Condo for rent in Olde Naples900 S 5th Ave #303, Naples, FL 34102

Experience luxury living in the heart of olde naples - location, location, location! This luxurious penthouse is the perfect vacation rental in the heart of old naples. Ideal for those seeking a high-end getaway, this property offers everything you need for a memorable stay. Its prime location on 5th avenue puts you within walking distance of world-class restaurants, galleries, boutique shopping, and vibrant special events, ensuring you’re always at the center of the action. After a day of exploring, unwind on the expansive wraparound lanai, taking in the magnificent views. The newly renovated interior, with its open floor plan and chef’s kitchen, makes it ideal for entertaining or enjoying a quiet evening in. Just minutes from the beach, this penthouse offers the best of naples’ luxury coastal living. This property ensures a seamless blend of comfort, style, and convenience—making it the perfect choice for your next vacation rental.

Turnkey

Olde Naples, 740 N 5th Ave, Naples, Florida 34102, image 1

$17,500$7,500

3 Beds
3 Baths
2,051 SqFt
$8.53/SqFt

House for rent in Olde Naples740 N 5th Ave, Naples, FL 34102

August through october offered at $7, 500 per month, november and december at $12, 000 per month, and january 2027 at $17, 500. Welcome to your slice of paradise in the heart of olde naples! This beautifully updated coastal cottage offers the perfect blend of charm, comfort, and location—just minutes from the beach and the world-class dining and boutique shopping of 5th avenue south. Enjoy the ultimate naples lifestyle with easy access to sandy shores, scenic bike rides, and golf cart-friendly streets. Inside, the home boasts a bright, beach-inspired design with modern updates throughout. The open layout includes both a living room and a separate family room, a spacious master suite, and a large u-shaped kitchen that seamlessly connects to the dining and family areas—ideal for entertaining or relaxing after a day in the sun. Step outside to your private oasis featuring a southern-exposure pool, built-in outdoor kitchen, and a covered lanai perfect for al fresco dining. This well-built home offers peace of mind with solid construction, durable cement siding, and a proven track record—remaining completely dry through major storms. Additional features include a circular driveway with ample parking and a detached oversized one-car garage with convenient alley access. Discover why this delightful home is one of the best values in olde naples. It’s everything you need for a perfect seasonal retreat!

Furnished, Turnkey

Driftwood Of Olde Naples, 376 S 3rd St #102, Naples, Florida 34102, image 1

$12,000

2 Beds
2 Baths
1,396 SqFt
$8.60/SqFt

Condo for rent in Driftwood Of Olde Naples376 S 3rd St #102, Naples, FL 34102

Discover the best of olde naples living in this beautifully decorated 2-bedroom, 2-bath condo, ideally located just one block from the bustling 5th ave s. Enjoy easy access to an incredible array of top-rated restaurants, boutique shopping, vibrant nightlife, and charming art galleries — all within walking distance. The pristine white sand beach is only three blocks away, perfect for sunbathing, swimming, or evening strolls along the shore. Step inside to a bright and open living area featuring elegant tile floors, crown molding, and plantation shutters. French doors open to a spacious screened lanai overlooking lush tropical landscaping, with direct access to the pool and bbq area — ideal for relaxing or entertaining guests. The kitchen is fully equipped with granite countertops, a built-in bar, and plenty of dining space. The serene main bedroom boasts sliding doors opening directly to the pool area, a walk-in closet, and an en-suite bathroom with dual vanities and a walk-in shower. The guest bedroom and bathroom provide complete privacy, perfect for friends or family. This rare find also includes a one-car garage within the intimate driftwood of olde naples complex, featuring only 8 residences surrounded by lush landscaping. Experience comfort, convenience, and style in the heart of naples!

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1 – 6 BR

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$3K – $150K

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1990

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3300 Gulf Shore Naples

Condos in Naples, FL 34103

Starts at
$3M
Units
51
Stories
8

3300 GULF SHORE NAPLES' MOST Anticipated Waterfront Address

Perfectly positioned between the Gulf of Mexico and Outer Doctors Bay, these exclusive residences redefine coastal luxury with dual water views, private boat docks, and effortless access to downtown Naples. Each residence captures the essence of Gulf Shore Blvd living; serene, sophisticated, and distinctly Naples.

Crafted for discerning homeowners seeking both refinement and ease, 3300 Gulf Shore offers expansive floor plans, modern architecture, and world-class design. Every detail from panoramic glass walls to designer finishes celebrates waterfront tranquility. Enjoy private lobbies, concierge services, and exclusive marina access just steps away.

Located minutes from 5th Avenue and 3rd Street South, 3300 Gulf Shore connects residents to Naples’ finest dining, culture, and boutiques while maintaining the calm of a private coastal retreat. Enjoy the best of both worlds, sophisticated downtown proximity and the peaceful rhythm of the bay. Discover the rare opportunity to own along Gulf Shore Blvd. Complete the form below to request floor plans, availability, and exclusive details about Naples’ premier new waterfront condominium community.

Discover the art of coastal living at 3300 Gulf Shore, a boutique collection of waterfront condos in Naples, Florida. Each residence is designed with open-concept layouts, private outdoor terraces, and refined interior finishes that blend luxury and livability. Explore detailed floor plans to find your perfect retreat; from elegant two-bedroom residences to expansive Gulf-view penthouses.

RESIDENCE Features

Expansive 51 Two- to Five-Bedroom Residences
Residences from 2,000 to 7,500 sq. ft.
Seamless Indoor and Outdoor Living
Gracious Terraces with Panoramic Views
Residences Overlooking the Bay and Gulf
Outdoor Gas Grills with Dining Areas on Terraces
Ceiling Heights up to 11 ft. in Main Living Areas & Owner’s Suite
Sub-Zero and Wolf® Panel-Ready Appliance Suite
Oversized Kitchen Island with Cascading Stone Waterfall Edge
Custom Luxury European-Style Cabinetry
Dornbracht® Rainfall and Hand Shower with Built in Floating Bench
Spa-Inspired Baths with Soak Tubs and Toto® Neorest bidet toilets

At 3300 Gulf Shore, every detail has been curated for an effortless waterfront lifestyle. Residents enjoy a private marina on Outer Doctors Bay with 16 boat slips, a sunrise resort-style pool with lap lane, and direct access to paddleboarding and waterfront recreation.

3300 WELLNESS CLUB

A spa terrace with cold plunge and daybeds is complemented by a state-of-the-art fitness center, flexible training and yoga spaces, a multisensory experience shower, steam and sauna rooms, and a private treatment suite designed for restoration. Just steps away, a second resort-style pool awaits on the sunset terrace, surrounded by serene lounge seating.A spa terrace with cold plunge and daybeds is complemented by a state-of-the-art fitness center, flexible training and yoga spaces, a multisensory experience shower, steam and sauna rooms, and a private treatment suite designed for restoration. Just steps away, a second resort-style pool awaits on the sunset terrace, surrounded by serene lounge seating.

CONCIERGE & SERVICES

Designed for relaxation and connection, the marina-front lounge features outdoor trellis seating, summer kitchen, and private dining rooms with a chef’s catering kitchen. Residents can unwind in the exclusive club lounge and tasting bar or host gatherings overlooking Venetian Bay.

AMENITIES & Services

Private lobbies in each tower
On-site property management services
24-hour front desk concierge
Mail room and delivery services
Private marina on Outer Doctors Bay with 16 boat slips
Watersport launch for paddle boarding and waterfront activities
Sunrise resort-style pool with lap lane overlooking the marina
Marina front lounge and trellis for entertaining
Outdoor lounge with a summer kitchen, lounge & dining seating
Residents-only bar, club kitchen, and lounge with tasting table
Private dining or conference room with chef’s catering kitchen
Sports and gaming lounge with multi-sports simulator
Stylish and well-appointed game and card room
Hospitality station providing water and coffee daily

Details

Encore At Naples Square

Condos in Naples, FL 34102

Starts at
$3.6M
Units
15
Stories
3

Details

Epique At Pelican Bay

Condos in Naples, FL 34108

Starts at
$6.5M
Units
68
Stories
19

Celebrated as one of the most desirable residential communities in Florida, Pelican Bay, in Naples, is a sophisticated and cosmopolitan enclave lined by pristine sugar-sand beaches framed by the gentle currents of the Gulf of Mexico. Epique Pelican Bay is ideally positioned to offer the most spectacular waterfront and sunset views.

Epique Pelican Bay offers residents a rarified and all-encompassing lifestyle on the Gulf. Enjoy a host of sporting amenities including tennis, boating, paddleboarding, canoeing and biking surrounded by 88 acres of parks and recreation. As a resident of Pelican Bay, owners have access to chauffeured golf cart beach tram service and the opportunity to join Club Pelican Bay with 27 holes of championship golf.

Every service. Every amenity. Delivered to Epique owners flawlessly. From the Private Dining Club to the full floor of indoor and outdoor social and wellness amenities, Epique is dedicated to addressing the needs of every resident. The concierge oversees the wealth of benefits and opportunities available to the 68 owners, including 24/7 staffing and monitoring, greeting residents and guests, and offering a suite of conveniences.

The beautifully landscaped Pool Deck, surrounded by lush tropical foliage, is an inviting retreat for exercise or relaxation. Reinvigorate with laps or luxuriate on a chaise lounge. Enhance your rejuvenation with a private training session in the Health and Fitness Club or wind down in the adjacent steam room.

Stone and wood-paneled galleries, displaying a significant art collection, lead to an impressive array of thoughtful amenities. Business meetings and social gatherings can take place in the Board Room or Salon. The Club Room, Card Room/Solarium, state-of-the-art Private Screening Room, Golf Simulator and Game Room provide inviting escapes. The professionally equipped Health and Fitness Club overlooks the landscaped Pool Deck.

The Private Dining Club allows residents to entertain effortlessly. Exclusively reserved for Epique owners and their guests, the impressively designed indoor and outdoor spaces offer masterful mixology, inspired menus and a private room that can be reserved for intimate events.

Soaring 19 stories above Pelican Bay, Epique offers the best views in Naples. The striking façade is encased in floor-to-ceiling windows capturing the technicolor splendor of the sunsets over the Gulf.

The grandly scaled Estates, which range in size from 4,001+/- to 5,213+/- air conditioned square feet, offer a level of bespoke finishing and detailing that raises the benchmark in Naples. Estates feature 10’ ceiling heights and a SmartEstate™ integrated home technology system.

The four Penthouse residences will be the most prized and desired residences in Naples. Designed for expansive entertaining, the homes are richly appointed in millwork and the finest finishes with elevated 12-foot ceiling heights. Each Penthouse offers a private resort-style rooftop pool deck overlooking the Gulf.

Details

Olana Naples Residences

Condos in Naples, FL 34102

Starts at
$30M
Units
12
Stories
6

Olana introduces a limited collection of twelve estate scale residences on one of the most coveted stretches of Gulf Shore Boulevard in Naples. The property combines direct Gulf frontage, expansive architectural volume, and a private residential experience shaped for a discerning global audience. This is a place designed for long term significance, quiet sophistication, and a level of beachfront exclusivity rarely seen in Southwest Florida.

The design of Olana reflects a studied balance of modern coastal architecture and refined interior living. Every line, proportion, and material choice is shaped to enhance light, privacy, and the connection to the Gulf. The architectural and interior elements work together to create spaces that feel both contemporary and enduring, with scale and detail that support a true estate level living experience.

Olana’s residences offer the space and exclusive amenities to create the experience of life in a mansion, but beautifully suspended in the sky. Owners arrive via private elevator either from the lobby or from their individual parking garage. An expansive wellness suite with spa and fitness features brings well-being home.

CHEF KITCHENS INCLUDE PROFESSIONAL-GRADE STAINLESS STEEL CABINETRY AND COUNTERTOPS AS WELL AS SUB-ZERO® AND WOLF® APPLIANCE SUITE
CLIMATE-CONTROLLED WINE ROOM WITH GLASS-ENCLOSED DISPLAYS
CUSTOMIZED WET BAR WITH BUILT-IN UNDER-THE-COUNTER SUB-ZERO® BEVERAGE CENTER AND ICE MAKER FOR ELEGANT ENTERTAINING
GLASS-ENCLOSED FIREPLACE CONNECTING THE GREAT ROOM
FITNESS CENTER WITH CUSTOM RESISTANCE FLOORING DESIGNED FOR FITNESS EQUIPMENT, PERFECT FOR CORE, PILATES, AND WEIGHT TRAINING
WELLNESS CENTER WITH A FULL HYDROTHERAPY SUITE
OWNER’S SUITES INCLUDE DUAL WALK-IN CLOSETS AND LUXURIOUS SPA-LIKE RETREATS
THEATER ROOM FEATURING ACOUSTICALLY DESIGNED WALLS FOR SUPERIOR SURROUND SOUND
TECHNOLOGY-READY INFRASTRUCTURE FOR EASY-OWNER CUSTOMIZED HOME AUTOMATION

Details

Palazzo At Bayfront

Condos in Naples, FL 34102

Starts at
$1.7M

This is it – the rare opportunity to live where the pulse of downtown Naples meets the privilege of a waterfront community lifestyle. With only 35 luxury condominiums available, Palazzo Bayfront Naples is a rare opportunity to surround yourself with everything the most livable city in America has to offer, right here in Florida.

Palazzo Bayfront Naples stands at the gateway to the iconic 5th Avenue South. Stepping outside your door offers immediate access to world-class dining, designer shopping, captivating art galleries, and stunning natural beauty. Palazzo’s luxury condominiums also sit just steps away from the newly opened Gulfshore Playhouse.

Palazzo’s resort-style amenities provide exactly what residents need to enjoy a relaxed and walkable Naples lifestyle. From the tropical oasis of the pool deck to the intimate clubhouse space, every detail ensures a refined lifestyle that feels like an endless vacation.

Palazzo Bayfront Naples will feature 35 spacious condominiums highlighted by the latest innovations and exquisite finishes. Every residence features three bedrooms and extraordinary designer touches that exceed expectations. Private terraces invite residents to unwind and enjoy the indoor/outdoor Florida lifestyle in style.

Featuring four unique floor plans ranging from 2,100 to over 3,100 total square feet, this assortment of elegant residences combines waterfront living with downtown offerings like never before.

Each condominium has been designed with three bedrooms and three bathrooms and offers spa-like amenities, top-of-the-line finishes and convenient covered parking as you enjoy the shops, restaurants and entertainment steps from your front door.

Palazzo perfectly embodies the Naples Bay waterfront lifestyle with amenities designed for ultimate enjoyment. Residents of this pet-friendly community will relish the uniqueness of Palazzo’s location, within easy reach of Bayfront’s excitement, yet set in a more tranquil private setting. Here, every day feels like a vacation getaway.

The resort-style pool and spa are ideal for relaxing in true Florida fashion. Surrounded by inviting cabanas and comfortable loungers, this oasis is ideal for lounging or enjoying a good book. Outdoor barbecue areas invite residents to savor delicious meals with friends and family in a relaxed setting.

The poolside clubhouse serves as a sophisticated social hub for residents. With inviting lounging spaces, it’s the perfect place to celebrate sunset with friends before embarking on a memorable evening out. The indoor chef’s kitchen is ideal for entertaining and creating engaging experiences with neighbors.

The Fitness Room offers all the essentials to enhance your wellness journey from cardio workouts to strength or stretch training. Whether residents aim to build strength, boost endurance, or maintain an active lifestyle, this well-equipped space makes it effortless to prioritize health from the comfort of home.

Palazzo’s standout amenity is its unbeatable location, with everything you need just steps away. Bayfront Naples offers residents a vibrant selection of shopping, dining, and design services, all surrounded by its private marina lifestyle.

Boat slips for the on-site marina are available for Palazzo residents, providing direct access to Naples Bay and the Gulf of Mexico. Boating enthusiasts can join the Freedom Boat Club for easy boat reservations for sunset cruises, fishing trips, or day outings. Ready for something more invigorating, venture out on a kayak or paddle board to explore the local waterways.

Details

Park Place On Gulf Shore

Condos in Naples, FL 34102

Starts at
$7.5M
Units
15
Stories
4

Park Place On Gulf Shore
Luxury Condos With Beach-to-Bay Views in Naples, FL
Once described as "a beautiful little city on the west coast of Florida," Naples has emerged from a tiny fishing village home for esteemed winter residents to a modern coastal city alive with arts, culture, recreation and the best beaches in Southwest Florida. Park Place on Gulf Shore presents a rare opportunity to become part of the small enclave of luxury condominiums along the famed Gulf Shore Boulevard and the only one offering beach-to-bay "thru" views.

The Naples Lifestyle
Park Place on Gulf Shore is poised to present an unparalleled lifestyle amidst the captivating backdrop of Southwest Florida. Perfectly positioned along the tranquil bay, this enclave provides a haven for water enthusiasts with the added luxury of private boat slips.

Proximity to acclaimed dining and upscale boutique shopping destinations such as Venetian Village, Waterside Shops, Fifth Avenue South and Third Street South solidifies its status as one of the most exclusive developments in the area.

With a myriad of white sand beaches, just steps from these luxury condominiums, residents and their guests will certainly enjoy all the nearby tropical offerings Naples has become famous for.

A Sophisticated Resume
Led by prestigious developers Golub & Company and Barron Collier Companies, Park Place on Gulf Shore is expected to exceed all expectations for the luxury condominium market. Building upon their illustrious track record of past achievements, this development promises to set a new benchmark for excellence.

Crafted with meticulous attention to detail, Park Place on Gulf Shore will feature 15 exclusive residences, each with breathtaking views of the Gulf of America and Moorings Bay. Here, you will discover a luxury living experience in a location that stands unrivaled.

Park Place on Gulf Shore will boast two eye-catching mid-rises with luxurious amenities including a bayfront pool and pool deck, private boat slips, hospitality-inspired rooftop bar and seating areas, fire pit, under building parking, storage areas and much more.

For the utmost in elegance and privacy, Park Place on Gulf Shore’s luxury condominiums will feature six exceptional residences across three floors, in the west building, and in the east building, nine equally impressive residences, also across three floors. Each condominium will also have direct elevator access. With 10’ ceilings, luxury finishes and boat slips available, Park Place on Gulf Shore will indeed offer elegance from floor to ceiling.

Details

Rosewood Residences Naples

Condos in Naples, FL 34102

Starts at
$12.8M
Units
42
Stories
7

Rosewood Residences Naples is a luxurious destination that exudes sophistication and elegance. Our beachfront residences provide a premium luxury experience with refined interiors and abundant amenities surrounded by lush tropical foliage with direct access to pristine beaches. And with Naples’ internationally renowned golf courses, upscale designer shopping, world-class art galleries, exceptional culinary offerings, and enticing outdoor excursions to soak up the region’s natural beauty, there is always more to discover and experience.

Indulge in a wealth of luxurious amenities. Exceptional indoor and outdoor facilities offer the perfect blend of tranquility and entertainment, a hallmark of the Rosewood Enriched Living experience. All residents and their guests have exclusive access to a sun deck with resort-style pool, zero-edge lap pool, multiple spas and shaded areas, terrace, game rooms, lounges and more. At Rosewood Residences Naples superior accommodations, amenities and services are always within reach.

Created in collaboration with the esteemed and favored developer in Southwest Florida, Ronto Group, Rosewood Residences Naples is the epitome of beachfront living perfected. Surrounded by white sandy beaches, turquoise blue waters, lush vegetation and an oasis of premium resort-style amenities, every day is filled with luxurious possibilities.

At A Glance

42 private residences with unobstructed Gulf of Mexico views
Beachfront access at multiple entry points
Elegant and elevated interior design by Lillian Wu Studio, NYC
Spacious floor plans and private terraces
Lush landscaping throughout the property and amenities deck
Resort-level outdoor amenities deck plus stylish indoor lounges and social spaces
Exceptional feature and finishes selections

Arrival Experience

Porte cochère with valet services for residents and guests
Enchanting commissioned sculpture of polished steel
Graceful framing of lush coconut palms and fragrant wax jasmine upon entry
Grand staircase and custom chandelier in main lobby
Secure access to one private and one service elevator per residence

Building Features

Gated entry
Controlled perimeter access
24/7 security
Parking spaces with 40 amp power: two spaces for typical units, four spaces for penthouse units
Association-owned golf carts
Bicycle storage
Long term storage

Details

The Ritz-Carlton Residences Naples

Condos in Naples, FL 34108

Starts at
$4.8M
Units
128
Stories
12

A Once-In-A-Lifetime Address

From the very first moment you encounter The Ritz-Carlton Residences, Naples, it is clear this is a destination that transcends the typical coastal lifestyle. Here, the gulf is yours like never before with a prestigious marina-front location that also overlooks one of the most beautiful beaches on Florida’s west coast. This boutique collection of 128 residences is made all the more desirable by spacious layouts, captivating seaside and sunset views, a secluded park, and The Vanderbilt Club — a 28,000-square-foot residents’ retreat. It is a one-of-a-kind lifestyle made even more rewarding with the legendary service of The Ritz-Carlton.

Sophisticated Enjoyment in Every Moment

Welcome to a world where all you love is at your fingertips. A private library, upscale restaurant with water views, coffee lounge, theater room, golf simulator, billiards and game room, and business café are just a few of the many options available at the Clubroom. Outdoors, an elevated terrace, pool with sun shelf, jetted spa, cabanas, a putting green, covered grilling areas, a secluded neighborhood park, and full-service marina await. Special areas are devoted to children and teens, fitness, pets, and sensory relaxation. If it brings you joy, you’ll find it at The Ritz-Carlton Residences, Naples.

Details