Olde Naples Single Family Homes For Rent

Naples, FL 34102 | View (148) other subdivisions in Olde Naples

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$5,000

Golf Drive Estates At Olde Naples

650 S Golf Dr, Naples, FL 34102

MLS# 224056972

Beds

Baths

2,318

SqFt

0.0%

Garage

$2.16

$/SqFt

Fantastic location for this pool home on s golf drive. You can walk many places including the beach. The property itself features a large private pool with a stone deck, lots of seating and lounging for outside entertaining, gas grill, and southern exposure to take advantage of the florida sun! This spacious home includes four bedrooms, three bathrooms, and two large living areas. Great opportunity to experience olde naples at this affordable off-season price.

Downing Frye Realty Inc.

$4,350

Olde Naples

120 N 6th St, Naples, FL 34102

MLS# 224056508

Beds

Baths

1,600

SqFt

0.0%

Garage

$2.72

$/SqFt

UNFURNISHED

Old naples and easy walking distance to beach, school, shopping, etc. Charming beach cottage 3 bedrooms and 2 baths, glass enclosed den. Home did not get flooded in ian. Terrazzo marble floors throughout. Kitchen updated with granite, some newer appliances, updated cabinets. Baths with granite and updated vanities, fixtures. Some impact windows and storm protection, laundry area with washer & dryer, storage area plus storage shed, carport, etc. Annual rental, lawn service included in rent, tenant responsible for utilities, no smoking, no sub-leasing, pets upon approval.

Klein and Associates Realty In

$8,500

Olde Naples

320 S Gulf Shore Blvd, Naples, FL 34102

MLS# 224059063

Beds

Baths

2,293

SqFt

0.0%

Garage

$3.71

$/SqFt

FURNISHED***downtown***olde naples***beach is just a few steps from front door***4 beds/ 3 baths***furnished seasonal***stately charm and olde naples elegance await you in beautiful villa rosa, a classic bahamian villa just steps from the sugar-sand beaches in olde naples. Four bedrooms and three full baths make this home the perfect spot for the whole family to enjoy! There's a large kitchen and living area for entertaining guests, and everyone can walk to 5th avenue, 3rd street, cambier park for dinner, art shows, and the farmer's market. This beautiful villa is bright and clean with brand new tile throughout the living area. Enjoy the naples lifestyle at one of the most exclusive addresses in town. Your well-behaved pets are welcome with approval!

Premier Property Management

Service by Hyperlocal Advisor

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Syndicated Exposure

$35,000

Olde Naples

215 N 3rd Ave, Naples, FL 34102

MLS# 224006670

Beds

5¹/₂

Baths

6,213

SqFt

0.0%

Garage

$5.63

$/SqFt

FURNISHEDWelcome to this stunning private pool & spa 5-bedroom, 5 1/2-bath oasis, meticulously designed for luxurious living. Nestled within walking distance to both the pristine beach and the vibrant downtown area, this home seamlessly blends elegance with coastal charm. As you step through the front door, you're greeted by a grand foyer that sets the tone for the entire residence. The impeccable attention to detail is evident in every corner, from the sophisticated living spaces to the gourmet kitchen adorned with top-of-the-line appliances. Each of the 5 bedrooms is a retreat of its own, offering comfort and serenity. The master suite is a haven with its spa-like en-suite bath, providing the perfect escape. Large windows throughout the home invite natural light and offer picturesque views of the surrounding beauty. Entertain effortlessly in the spacious living areas or take the celebration outdoors to the meticulously landscaped backyard, featuring a gorgeous private pool. This residence embodies the essence of coastal living, with the naples beach and famous 5th avenue conveniences are just a leisurely stroll away.

Premier Property Management

$8,500

Olde Naples

550 N 3rd Ave, Naples, FL 34102

MLS# 224034660

Beds

2¹/₂

Baths

1,350

SqFt

0.0%

Garage

$6.30

$/SqFt

FURNISHED***naples beach get-away***unique olde naples living*** 4 blocks from the beach!!!! Heart of olde naples, famous 5th avenue shopping and restaurnt galore!!! Searching for your own affordable piece of paradise in the heart of downtown naples? Look no further than this rental! You'll enjoy a convenient location that's a five-minute stroll to the beach and downtown fifth avenue where high-end dining and boutique shopping await you. After days spent soaking up the sun at the beach, you can relax and unwind in your private screened lanai, perfect for hosting friends and family! There's room for your whole family thanks to the generous floorplan of two spacious bedrooms, plus a loft den area for overflow guests. New shower, new flooring going in in master bedroom. Light and bright skylights, new landscaping and lighting -- perfect quiet peaceful unit in the highly desired area of olde naples! 5 blocks from naples beach. ***owners open to short term rentals of 2-3 months minimum*** ***small dogs allowed and cat with approval and deposit*** aug-mar $5688 apr $3000 may-jul $4200

Premier Property Management

$33,600

Olde Naples

194 N 4th Ave, Naples, FL 34102

MLS# 224076103

Beds

4¹/₂

Baths

5,132

SqFt

0.0%

Garage

$6.55

$/SqFt

The advertised rate is for high-season (nov.-april); longer terms have greater discounted rates. The annual rate is $26,880 / Month. Situated only four houses from naples’ sugar sand beaches on an oversized lot offering the utmost this home represents the quintessential tropical retreat! The residence features old-florida architecture, a metal roof, hardi plank siding, a front porch, wood floors, and vaulted cypress beamed ceilings. The seamlessly-flowing floor plan hosts multiple sun-drenched living spaces, a butler’s pantry and bar off the formal dining room, four spacious bedrooms plus a study on the main level, as well as three full and one half bathrooms. Located on the second level, a spacious guest suite encompasses a wet bar, full bath, and covered balcony, making it ideal for long-term guests or live-in help. The residence also entails a three car garage with private, paved alley access. The residences ninety-degree sliders opens the family room and kitchen area to a backyard oasis surrounded by lush tropical environs. A well-equipped outdoor kitchen, a natural-stone look pool and spa, as well as plenty of space for sunbathing, make this area the ideal space for entertaining and providing the ultimate florida lifestyle. When the need for adventure ensues, the highly-anticipated naples beach club / Four seasons is just seconds away, while the chic boutiques and world class dining of fifth avenue south / Third street south within a few blocks.

John R Wood Properties

$18,000

Olde Naples

223 S 11th Ave, Naples, FL 34102

MLS# 224068894

Beds

Baths

2,691

SqFt

0.0%

Garage

$6.69

$/SqFt

Available for january, march, and april season 2025! 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!

John R Wood Properties

$42,000

Olde Naples

221 N 2nd Ave, Naples, FL 34102

MLS# 224084362

Beds

6¹/₂

Baths

5,641

SqFt

0.0%

Garage

$7.45

$/SqFt

Listed rate is for high season (nov. Through april). Longer high season leases have greater discounted rates. Annual rate is $33,600 per month. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space located off of the master - allowing plenty of space for large families and guests. Enhancements that truly make this an ideal home-away-from-home include generously sized interior living spaces, lofty ceilings, travertine floors, exquisite molding detail, french doors, numerous windows that allow the sunshine to pour right in, plantation shutters, a gourmet styled kitchen with gas range, fireplace, gallery hallways, and extensive build-in cabinetry throughout. The exterior living environs entail a massive pool, spa, and verdant green lawns - all the while conveniently close to the all the chic galleries, boutiques, and bistros that downtown naples has to offer.

John R Wood Properties

$35,000

Olde Naples

195 N 2nd Ave, Naples, FL 34102

MLS# 224084369

Beds

5¹/₂

Baths

4,434

SqFt

0.0%

Garage

$7.89

$/SqFt

Listed rate is for high-season (nov.-april). Longer high-season leases have greater discounted rates. Annual rate is $28,000 per month. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other desirable features are found throughout including a great-room style floor plan, bamboo flooring, sky-high tongue and groove ceilings, chicago brick details. A sprawling patio and pool-area is perfect for backyard bbqs or post-beach dips. This charming residence is also located a mere stone's throw to the renowned galleries, shoppes, restaurants, and entertainment found on fifth avenue south and third street south.

John R Wood Properties

$21,000

Ridge Lake At Olde Naples

776 N 7th Ave, Naples, FL 34102

MLS# 224043452

Beds

Baths

2,617

SqFt

0.0%

Garage

$8.02

$/SqFt

FURNISHEDThis beautiful home at 776 7th ave n in naples, fl is available as a long-term rental and offers a luxurious living experience in the heart of olde naples. This single-family home, built in 2018, features four bedrooms plus a den, three bathrooms, and approximately 2,617 square feet of living space. The property boasts modern amenities and high-end finishes, including a chef’s kitchen with white shaker-style cabinets, quartz countertops, a large center island, and top-of-the-line appliances such as a gas range and a double drawer beverage cooler. The home is designed for both comfort and style, with features like light hardwood floors, shiplap walls, recessed lighting, and in-ceiling speakers. The master suite includes vaulted ceilings, walk-in closets, and a spa-like ensuite bathroom. The outdoor area is equally impressive, featuring a heated saltwater pool with a sun shelf, a covered lanai with electric storm and bug screens, and lush landscaping that ensures privacy. It includes a two-car attached garage, central vacuum, and a video security system. It is located just half a mile from the beach and close to downtown naples, the property is ideally situated for enjoying the best of what naples has to offer.

William Raveis Real Estate

$29,750

Olde Naples

431 N 1st Ave, Naples, FL 34102

MLS# 224084372

Beds

Baths

3,702

SqFt

0.0%

Garage

$8.04

$/SqFt

Listed rate is for high season (nov.-april). Longer high season leases have greater discounted rates. Annual rate is $23,800 per month. Ideally situated on a quiet, mahogany lined street in the heart of downtown olde naples sits this custom 4-bedroom home with a very accommodating floorplan. Freshly updated and decorated. Features include including wood floors throughout, hurricane impact doors/windows, 12' tray ceilings heated pool, large 2 car garage, large loft/media room on 2nd floor, new paint throughout, circle driveway, easy back-alley access, & a spacious office. Located only 4 blocks from naples beach and conveniently close to the famous 5th ave and 3rd street shopping and dining. Come live the olde naples lifestyle!

John R Wood Properties

$37,500

Olde Naples

255 N 2nd Ave, Naples, FL 34102

MLS# 224085912

Beds

6¹/₂

Baths

4,351

SqFt

0.0%

Garage

$8.62

$/SqFt

FURNISHED**available for the 2025 winter season - new to market! Take advantage of special discounted introductory rates for 2025. Complimentary beach picnic with each booking!** escape to your perfect family beach retreat, just seven doors away from the stunning white sands of old naples! This unique and spacious property, designed to accommodate multi-generational gatherings, features not one but two beautifully updated homes—ideal for large families or friends traveling together. Recently renovated, the main house and guest house each offer modern amenities while retaining their charming historic ambiance. Both homes are connected by a screen-enclosed pool lanai, offering the perfect spot for family fun and relaxation. With separate entrances, a circular front drive, and a rear alley drive, these two homes provide comfort, privacy, and flexibility—perfect for hosting! Relax beneath a canopy of mature trees and lush landscaping, softly lit to blend with the serene neighborhood vibe. Not only are you steps from the beach, but also just a few blocks from the vibrant dining and shopping of 5th avenue south. You'll be minutes away from world-class golf, tennis, museums, theaters, the naples botanical gardens. This vacation rental offers a luxurious, convenient, and comfortable stay in the heart of olde naples—perfect for your next beach getaway. Work hard and play hard - guest house offers a office setup for remote work and the property is fully stocked with 6 bicycles, beach chairs, umbrellas and towels. Be sure to view or request the property video tour.

Alpizar & Company, LLC

$20,000

Olde Naples

739 N 7th Ave, Naples, FL 34102

MLS# 224045537

Beds

Baths

2,253

SqFt

0.0%

Garage

$8.88

$/SqFt

This gorgeously remodeled house is the ideal fusion of your modern coastal home and your olde naples beach cottage. Everything you need in a naples vacation rental is present in this three-bedroom home with a den and three bathrooms. All rooms include hardwood and tile flooring, and the kitchen has been entirely rebuilt with new cabinets, countertops, stainless steel appliances, and a wine cooler. The bathrooms have also been updated, and there is new furniture and décor throughout. Take use of your personal pool and spa, or stroll down the street to the gulf of mexico. It is centrally located between some of the best dining and shopping at the waterside shops and downtown naples.

William Raveis Real Estate

$30,000

Olde Naples

150 Central Ave, Naples, FL 34102

MLS# 224021899

Beds

4¹/₂

Baths

3,268

SqFt

0.0%

Garage

$9.18

$/SqFt

FURNISHEDExclusively available during the off-season, this exquisite cottage is the perfect place to hang your hat during a renovation, or while you look for your new forever home. Nestled in charming olde naples, just a stone's throw away from the pristine sandy beaches and four blocks from the iconic 5th avenue, naples living is at your fingertips. Boasting 5 bedrooms and 4.5 bathrooms, this residence exudes luxury. The expansive primary bedroom is flooded with natural light through its large windows and features a king-size bed, a cozy sitting area, a tray ceiling, and stunning decor. Its ensuite bathroom offers dual sinks, a spacious custom vanity, and walk-in shower and luxurious soaking tub. The guest bedrooms offer two twin beds and 3 kings. Beautiful wood floors grace the vast, open great room with its vaulted ceilings, creating a captivating ambiance. The gourmet kitchen, equipped with a large island, gas range, and ample storage, is ideal for hosting gatherings. A dining area with seating for eight complements the kitchen perfectly. Outdoor living reaches new heights in this home, boasting an alfresco dining area, inviting seating arrangements, and a fireplace overlooking the dazzling pool and spa. Surrounded by lush landscaping, privacy is paramount. A brick, circular driveway completes the picture of naples luxury in an unbeatable location!

Gulf Coast International Lux R

$36,750

Olde Naples

168 N 2nd Ave, Naples, FL 34102

MLS# 224077567

Beds

4¹/₂

Baths

3,815

SqFt

0.0%

Garage

$9.63

$/SqFt

Advertised rate is for high-season (nov. Through april); longer lease terms have greater discounted rates. Annual rate is $29,400. This old naples cottage home is a perfect union of style and function and is situated just three doors to the beach on a lushly landscaped lot. As you enter you are greeted by beautiful tongue and groove cathedral ceilings, custom millwork, and vintage pendant lighting that complete the cottage look. Additionally, this home features vintage terrazzo and tile flooring, custom cabinetry and lighting, updated bathrooms, skylights and open, flowing floorplan. The kitchen has been updated to please the chef of the household with a viking gas-range, beautiful cabinetry, abundant counter space, and large breakfast bar. The expansive master suite has a 13.3’ x 13.6’ sitting room, updated bath, walk-in closet and pool walk-out. This large lot has southern exposure and an open patio with heated salt-water pool, bougainvillea covered latticework and lush environs. With the beach just 3 doors away and moments to 5th ave/3rd street shopping and dining this a must see for those wanting the old naples lifestyle.

John R Wood Properties

$26,500

Olde Naples

590 E. Lake Dr, Naples, FL 34102

MLS# 224018029

Beds

Baths

2,500

SqFt

0.0%

Garage

$10.60

$/SqFt

Book now for 2024-2025 season! Enjoy olde naples at its best! Wonderful 4 bedroom, 3 bath, pool/spa home, sits on a quiet lake just off 5th avenue south. Walk to fine restaurants, shops and galleries plus 4 blocks to naples' white, sandy beaches! There are two master bedrooms, one upstairs, with a private deck overlooking the lake, and one downstairs, with direct access to the pool area, both offering a king-size bed, and private bath. The third bedroom has a queen size bed, and shares a bath with the fourth bedroom, offering twin beds. Enjoy sitting on the screened lanai area, with covered roof for entertaining, and a wonderful pool/spa, looking west over the lake. Tenant pays: per diem utilities, long-distance, internet service, up-graded cable, house-keeping, twice a month, and final departure cleaning, at $25.00/hr. Landlord pays: local phone, basic cable, lawn and pool care, interior and exterior pest control.

Royal Shell Real Estate, Inc.

$22,000

Olde Naples

740 N 5th Ave, Naples, FL 34102

MLS# 224058992

Beds

Baths

2,051

SqFt

0.0%

Garage

$10.73

$/SqFt

Soak up the sun in this pet friendly cottage! This single family pool home gives you the perfect place to drop your bags and hit the beaches that line the gulf of mexico, go shopping or dining at the world famous 5th ave naples, or relax poolside in the privacy of your own backyard. The spacious pool deck offers a covered sitting/dining area, grill station, and mini fridge. Located right around the corner from the pool lanai is a fenced-in dog run area that spans the entire side of the home. In the rear of the property there is also a 1 car garage in addition to the ample parking provided by the circular drive at the front of the home. The inside of this amazing vacation home features a sprawling living & family room layout, large u-shaped kitchen, dining area, 3 bedrooms, and 3 full baths. Coffee aficionado's prepare your favorite drink at the coffee bar equipped to make cappuccino, espresso, lattes, coffee, etc. Naples is one of the most popular vacation destinations in florida... Known for its championship golf courses, wide beaches, & peaceful coastal setting.

John R Wood Properties

$30,000

Olde Naples

444 N 2nd Ave, Naples, FL 34102

MLS# 224090876

Beds

Baths

2,776

SqFt

0.0%

Garage

$10.81

$/SqFt

Discover timeless charm with a front porch perfect for morning coffee or evening breezes in the heart of olde naples! This two-story gem, just several blocks from the beach, offers a unique blend of character and coastal allure. Inside, find 3 bedrooms, a flexible den, and an open, sunlit layout that combines old florida charm with modern comforts. Step outside to enjoy your private pool and spa, surrounded by lush greenery, creating an oasis just moments from the gulf of mexico. Embrace a relaxed, beachside lifestyle in this one-of-a-kind property that places naples' best at your doorstep!

William Raveis Real Estate

$24,000

Olde Naples

150 N 1st Ave, Naples, FL 34102

MLS# 224072969

Beds

Baths

2,097

SqFt

0.0%

Garage

$11.44

$/SqFt

The perfect beach cottage! This classic olde naples home has been completely renovated to offer comfort and coastal style in an ideal location along tree-lined 1st ave n, just three houses from the beach. Walk out your front door to catch nightly sunsets or enjoy early morning beach walks to welcome another beautiful day in paradise. Inside the house, you will find three beautifully appointed bedrooms arranged in a split floor plan. At the center of the home is the open kitchen with sparkling quartz countertops, stainless appliances and a breakfast bar overlooking the living room. A large dining room offers plenty of space for entertaining and the screened lanai has another outdoor dining table, perfect for enjoying those balmy gulf breezes over coffee or dinner!

John R Wood Properties

$16,000

Olde Naples

1155 S 6th St, Naples, FL 34102

MLS# 224049126

Beds

Baths

1,384

SqFt

0.0%

Garage

$11.56

$/SqFt

Bella bungalow is a classic olde naples ranch home, newly renovated and furnished to honor its mid century modern roots! Experience an authentic taste of olde naples in this excellent location just 6 blocks from the beach, 3 blocks from the beloved 3rd street south shopping and dining district and 3-4 blocks from crayton cove and naples city dock on the bay. Fifteen minute walk to the luxurious 5th ave shopping and boutiques! Three bedrooms sleep 6 comfortably and the open floor plan offers a den that can be enclosed with wooden doors as an additional private work or lounge space. Outside, enjoy a screened lanai in the back for meals as well as a tropical shell stone recreation area and open air patio at the front of the home. A gas bbq grill is provided on the covered open lanai out back. Enjoy clean modern comfort in the true heart of olde naples at bella bungalow!

John R Wood Properties

$38,000

Olde Naples

354 N 1st Ave, Naples, FL 34102

MLS# 224084366

Beds

4¹/₂

Baths

3,100

SqFt

0.0%

Garage

$12.26

$/SqFt

Listed rate is for high season (november through april). Longer high season leases have greater discounted rates. Annual rate is $28,500 per month. Nestled one of olde naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire. The interior of the residence is dressed in wood flooring, pecky cypress vaulted ceilings, coastal eclectic furnishings and decor, all the while equipped with a remastered kitchen and a private, detached guest cabana. The outdoor living space flows seamlessly from the indoors and hosts a heated pool and spa, as well as a summer kitchen and firepit - making an ideal space for a post-beach dip or al fresco dining. Located within just seconds to 5th avenue south and third street south, this quaint residence makes the perfect 'post card picturesque' tropical retreat!

John R Wood Properties

$38,000

Olde Naples

680 S 8th Ave, Naples, FL 34102

MLS# 224098745

Beds

Baths

3,050

SqFt

0.0%

Garage

$12.46

$/SqFt

FURNISHEDListed rate is for high season (december through april). Longer leases have greater discounted rates. Annual rate is $28,500 per month. See rental rate sheet. Located just steps to cambier park, 5th avenue south, third street south, and naples' famous beaches, the 1929 captain parker house is unequivocally filled with every ounce of history, charm, and luxury one would desire! Numerous luxurious features make this residence the perfect home-away-from home including a lovely front porch, a chef’s kitchen with a lacanche gas range, sub-zero refrigerator and wine cooler, three spacious bedrooms plus den, three completely renovated bathrooms, high ceilings, wood floors, as well as a private grotto-style pool for a refreshing post-beach dip. This is the ideal rental for anyone looking to completely submerge themselves in the olde naples lifestyle!

John R Wood Properties

$45,000

Olde Naples

160 N 3rd St, Naples, FL 34102

MLS# 224038987

Beds

3¹/₂

Baths

3,515

SqFt

0.0%

Garage

$12.80

$/SqFt

Experience the ultimate in luxury living in this stunning residence located in prestigious olde naples, just steps away from the white sugar sand beaches of the gulf of mexico. Recently renovated to reflect today's lifestyle, this key west architectural gem boasts over 3,600 square feet of interior living space with three bedrooms, an office, and three and a half bathrooms. As you step through the large glass double doors, you are greeted by a foyer with soaring ceilings that lead you to a formal living room complete with a cozy fireplace, adjacent study, and a separate dining room. The home features exquisite hardwood floors throughout, custom-made cabinets, high-end furniture, and top-of-the-line stainless steel chef's appliances in the upgraded kitchen with a large center island. The kitchen opens to a spacious family room with double volume ceilings and french doors that usher you to a sparkling new saltwater pool and luxurious spa surrounded by a lush turf and a grilling area. The two-story layout includes a charming coffee/cocktail spot on the ground floor and upstairs, three spacious bedrooms each with its own ensuite bathroom. The sumptuous primary suite includes a balcony and a luxurious bath with a separate shower, soaking tub, and double vanities. A large front patio and a two-car garage with ample storage space accessed by an alley add to the convenience of this home. Just a short stroll to both 5th avenue and 3rd street's quaint boutiques and upscale restaurants, this home is perfect for those looking to enjoy the superb naples lifestyle.

William Raveis Real Estate

$49,500

Olde Naples

362 N 2nd Ave, Naples, FL 34102

MLS# 224053884

Beds

5¹/₂

Baths

3,811

SqFt

0.0%

Garage

$12.99

$/SqFt

A welcoming olde naples retreat awaits at neapolitan sky! The stately key west style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from beach access. Approach the home from the circular driveway and enter across the the covered front porch. The main floor has an open white marble kitchen, dining area, living room, home office with adjacent full bath, and the master suite (this whole floor is handicap accessible from the garage!). Upstairs, find 4 guest bedrooms and 2 shared guest bathrooms. From the kitchen, a hall leads toward the back, providing access to the 3-car garage and stairway up to a private guest suite with a king size bed, tv, kitchenette and bathroom plus a bonus sleeping area with a twin size daybed accessible via a closable door - a perfect setup for a small family to share! The house can comfortably sleep 12-14 people. At the center of the property is the heated swimming pool and deck with chaise lounges, a pool bathroom and enclosed outdoor shower. A covered back porch off of the living room and kitchen accommodates an outdoor dining table that seats 8 and an outdoor living room with a porch swing.

John R Wood Properties

$30,000

Olde Naples

359 N 2nd Ave, Naples, FL 34102

MLS# 224102080

Beds

Baths

2,252

SqFt

0.0%

Garage

$13.32

$/SqFt

Booked jan.-march 2025: this charming old naples house has a perfect combination of great location, serene outdoor spaces, and a spacious, updated interior. The house is 2.5 blocks to the beach, a short bike ride to 5th ave. S., as a well as the local grocery so leaving the car in the three - car garage is optional. Magnificent outdoor spaces make this home a private oasis. Spend the day by the open- air, resort style pool with lounge chairs, umbrellas, and the sound of palm fronds rustling in the wind. For reading, relaxing, or entertaining friends and family, this property boasts both a lanai and a courtyard. The lanai has a large dining area and sitting area. The courtyard is a unique walled and screened space that provides privacy and another area for entertaining. It combines indoor comforts with fresh air and sunshine or evening stars. The interior has been updated with upscale furnishings throughout an open floor plan. The kitchen was recently renovated with all new white shaker cabinets with quartz countertops in the heart of the home. This three- bedroom, three bath home has a large master suite with cozy seating area walk in closet and large bath with soaking tub and walk in shower.

Royal Shell Real Estate, Inc.

$60,000

Mangrove Bay At Olde Naples

237 S 13th St, Naples, FL 34102

MLS# 224090436

Beds

4¹/₂

Baths

4,476

SqFt

0.0%

Garage

$13.40

$/SqFt

FURNISHED

PRECONSTRUCTION ~Est. 2024

Also available annually for $30,000/month. Experience luxury and prestige at its finest in mangrove bay, just a short stroll from naples’ iconic 5th avenue. This exceptional 4-bedroom, 4.5-bathroom home with a 6-car garage epitomizes downtown living. Available for both seasonal and annual leases, it offers breathtaking views of the gordon river. The gourmet kitchen showcases top-of-the-line finishes, custom cabinetry, high-end thermador appliances, a natural gas range, a sub-zero wine refrigerator, and stylish décor throughout. The expansive primary suite is designed with a king-sized bed for ultimate comfort, and each guest bedroom also features a king-sized bed. A private elevator provides easy access to all three floors. With over 2,900 square feet of outdoor living space, this home is perfect for entertaining. The outdoor area includes a gourmet kitchen, fireplace, and a massive pool area designed for relaxation. The resort-style pool boasts a negative edge, custom water feature, and spa, offering a true oasis experience. This stunning home also features a 6-car garage and a dedicated boat garage. No detail has been overlooked, embodying the pinnacle of naples living at its finest. Construction is complete and co is expected in december. Photos will be added once the property is fully furnished. Annual rate is $30,000/month.

Gulf Coast International Lux R

$26,250

Olde Naples

271 S 1st Ave, Naples, FL 34102

MLS# 224084375

Beds

Baths

1,930

SqFt

0.0%

Garage

$13.60

$/SqFt

Listed rate is for high season (nov.-april). Longer high season leases have greater discounted rates. Annual rate is $19,688 per month. Ideally located, this is the quintessential olde naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect naples escape. Pets welcome! Only a short walk to the beach and minutes to famed 5th avenue south and 3rd street south's dining, shopping, and entertainment.

John R Wood Properties

$70,000

Olde Naples

154 N 4th Ave, Naples, FL 34102

MLS# 224068908

Beds

5¹/₂

Baths

5,145

SqFt

0.0%

Garage

$13.61

$/SqFt

Coastal chalet in olde naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the gulf of mexico! This beautifully appointed home includes 4 bedrooms (two of them being primary suites), a centrally located study perfect for midday meetings, an upstairs den set up as a 2nd entertainment area, and an upstairs loft perfect for reading or cards. This vacation home is an entertainer's dream! The kitchen boasts a light and bright atmosphere with six-french doors that open to the outside oasis. The outdoor kitchen & bar provide the perfect swfl ambiance while overlooking the pristine pool and spa. Enjoy a southern sunset while playing a game on the brand new bocce court. Naples is the ideal vacation destination! Enjoy beaches, championship golf courses, tennis, boating, eco adventures to nearby keewaydin and the 10,000 islands, deep sea and backwater fishing, paddle boarding and kids activities from the naples zoo to putt putt golf.

John R Wood Properties

$45,000

Olde Naples

380 N 5th Ave, Naples, FL 34102

MLS# 224080089

Beds

3¹/₂

Baths

3,229

SqFt

0.0%

Garage

$13.94

$/SqFt

Experience life in one of naples' most pleasant neighborhoods just steps to the beach! Southern sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure showcases lush tropical landscaping around the private pool area while keeping bugs out so you can enjoy dining and lounging on the covered lanai. Outside the lanai is a small deck area with a gas grill and fire pit with comfortable chairs. Inside, a split floor plan places the master bedroom on the west side of the house with a king size bed, flat screen tv and large en suite bath. Three guest bedrooms are located on the east side of the house. The newly updated open kitchen with breakfast bar offers views out to the pool and dining room with pocketing sliders. The living room and adjacent sitting area with writing desk offer space for everyone to lounge inside and watch the large television, also visible from the kitchen. Comfort, privacy, style, and a fantastic location - truly an ideal rental!

John R Wood Properties

$35,000

Olde Naples

370 S 6th Ave, Naples, FL 34102

MLS# 224092517

Beds

Baths

2,488

SqFt

0.0%

Garage

$14.07

$/SqFt

Nestled in the heart of olde naples, this exquisite 4-bedroom, 3-bathroom home offers the perfect blend of luxury, privacy, and convenience. With its prime location just one block from the bustling 5th avenue and three blocks from the pristine beaches, you'll have the best of both worlds: the tranquility of a private oasis and the excitement of a vibrant coastal town. As you step through the remote-controlled gate, you'll be greeted by lush landscaping and a serene atmosphere. The interior of the home has been meticulously renovated, featuring new flooring, fresh paint, and stylish upgrades throughout. The spacious living areas, including two inviting sitting rooms, provide ample space for relaxation and entertainment. Modern amenities such as smart tvs in every bedroom and living room enhance your comfort and connectivity. The outdoor space is equally impressive, with a sparkling saltwater pool, a spacious deck, and an outdoor television. Whether you're lounging by the pool, dining al fresco, or enjoying a movie night under the stars, you'll find yourself surrounded by luxury and tranquility. To make your beach days effortless, we've provided four bikes, four beach chairs, a cooler, and beach towels. Simply grab your essentials and head to the beach, knowing that your home away from home is just a short walk away. For added convenience, consider renting our golf cart to explore the neighborhood with ease. Additional fee and paperwork apply to golf cart rental.

Naples Trust Real Estate Servi

1 - 30 of 43 Results

Community Snapshot

N/ABedrooms

$300K to $99MPrice Range

350 - 11,516SqFt Range

1994Year Build

2Total Floors

N/ATotal Units

Subdivision Amenities

Bike Storage

Common Laundry

Fitness Center

Internet Access

Pool

See Remarks

Shopping

Sidewalk

Spa/Hot Tub

Storage

Streetlight

Underground Utility

Barbecue

Beach Access

Bike Storage

None

Pool

Schools

Scores

Walk Score^®

Somewhat Walkable. Some errands can be accomplished on foot.

100

Transit Score^®

No data.

N/A

Bike Score^®

Bikeable. Some bike infrastructure.

100

Sound Score^®

Very loud.

100

Olde Naples Communities in Naples, FL

Ultra Luxury 11

High-End 25

Mid-Range 18

Affordable 1

Coconut Grove At Olde Naples Single Family Homes9

Economic 93

Naples Ultra Luxury Homes & Condos