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Olde Naples Real Estate For Rent

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Olde Naples, 550 N 3rd Ave, Naples, Florida 34102, image 1
Furnished
$5,688
  • 2 Beds
  • 21/2 Baths
  • 1,950 SqFt
  • $2.92/SqFt
House for rent in Olde Naples
550 N 3rd Ave, Naples, FL 34102
***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*** dec - april: $11, 000 oct - nov: $8, 000 may- sept: $5, 500
Olde Naples, 320 S Gulf Shore Blvd, Naples, Florida 34102, image 1
Furnished
$15,000 $3K
  • 4 Beds
  • 3 Baths
  • 2,293 SqFt
  • $6.54/SqFt
House for rent in Olde Naples
320 S Gulf Shore Blvd, Naples, FL 34102
***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!
Broadview Villas At Olde Naples, 1136 S 6th St #5, Naples, Florida 34102, image 1
Furnished
$16,150
  • 4 Beds
  • 3 Baths
  • 2,011 SqFt
  • $8.03/SqFt
Villa for rent in Broadview Villas At Olde Naples
1136 S 6th St #5, Naples, FL 34102
***old naples***fully furnished rental***walk to the beach*** old naples perfectly situated on 6th st. Just minutes from the beautiful beaches, world-class restaurants, and shopping, don’t miss out now on this chance! Feel right at home in this beautifully decorated, air-conditioned, and furnished vacation home in the heart of naples. Two parking spots available on-site. Screened-in lanai area offers the perfect spot for late-night wine & cocktails. Private pool to enjoy while soaking up the warm naples sunshine. Small pets allowed! Jan - mar $16, 150 apr - sep $11, 300 oct - nov $11, 190 dec $12, 350
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Olde Westlake Villas At Olde Naples, 392 S 7th Ave #4, Naples, Florida 34102, image 1
Furnished
$14,000 $1K
  • 2 Beds
  • 2 Baths
  • 1,600 SqFt
  • $8.75/SqFt
Villa for rent in Olde Westlake Villas At Olde Naples
392 S 7th Ave #4, Naples, FL 34102
Welcome to your coastal sanctuary at olde westlake villas! This fully remodeled 2-bedroom, 2-bathroom plus den residence on the first floor offers the perfect blend of luxury and convenience, just 4 blocks from the beach. Step inside and immerse yourself in the tranquility of this meticulously upgraded space. The master bedroom features a sumptuous king-size bed and a lavish ensuite bathroom boasting dual sinks and a spacious shower, providing a serene retreat after a day at the beach. Your guests will feel right at home in the comfortable guest bedroom with twin beds, accompanied by a convenient guest bathroom featuring a shower/tub combination. Throughout the home, elegant wood tile 36 x 36 designer tiles create a seamless flow, enhancing the coastal ambiance. The gourmet kitchen is a chef's dream, complete with an oversized island, viking appliances, a built-in refrigerator, stainless barn sink, and custom island lights, perfect for preparing and enjoying delicious meals with loved ones. Need to catch up on work or accommodate extra guests? The property includes a den with a desk and sleeper sofa, providing flexibility and comfort for your lifestyle. A dedicated laundry room with stacked washer and dryer adds convenience to your daily routine. Outside, bask in the sunshine by the community pool or host a barbecue at the community grill, creating lasting memories with neighbors and friends. With its prime location just steps from the beach, this olde westlake villas residence offers the ultimate coastal lifestyle. Don't miss out on this opportunity to live in luxury near the sea – schedule your viewing today! *information deemed reliable but not guaranteed*
Olde Naples, 370 6th Ave S #, Naples, Florida 34102, image 1
Turnkey
$22,000 $3K
  • 4 Beds
  • 3 Baths
  • 2,488 SqFt
  • $8.84/SqFt
House for rent in Olde Naples
370 6th Ave S #, Naples, FL 34102
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.
Olde Naples, 739 N 7th Ave, Naples, Florida 34102, image 1
Turnkey
$20,000
  • 3 Beds
  • 3 Baths
  • 2,253 SqFt
  • $8.88/SqFt
House for rent in Olde Naples
739 N 7th Ave, Naples, FL 34102
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.
Olde Naples, 150 Central Ave, Naples, Florida 34102, image 1
Furnished
$30,000
  • 5 Beds
  • 41/2 Baths
  • 3,268 SqFt
  • $9.18/SqFt
House for rent in Olde Naples
150 Central Ave, Naples, FL 34102
Exclusively 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! Live exceptionally in olde naples!
Spellbinder Villas At Olde Naples, 1080 S 5th St #1080, Naples, Florida 34102, image 1
Furnished, Turnkey
$21,500
  • 3 Beds
  • 3 Baths
  • 2,310 SqFt
  • $9.31/SqFt
Villa for rent in Spellbinder Villas At Olde Naples
1080 S 5th St #1080, Naples, FL 34102
Fabulous multistory attached villa located right in the heart of olde naples! So close to everything this highly desirable neighborhood has to offer. Four stories of luxurious, yet comfortable, accommodations offer the best of florida living. Numerous luxury appointments include all solid surface flooring throughout, soaring ceilings, granite kitchen countertops, stainless steel appliances plus much more. Separate living room/dining room combo and casual family room plus a top floor den/office equipped with a desk station. Sofa and reclining chair in the formal living room. The family room offers a sofa, reclining chair and tv. The wood dining room table seats six plus there are three stools at the breakfast bar. A covered screened lanai located just off the kitchen and family room area leads directly to the private courtyard boasting its own heated splash soaking pool. Every creature comfort has been provided to make a tenant's stay more convenient and enjoyable. Conveniently located just five blocks to the beach and six blocks to 5th avenue south shopping & dining district and three blocks to chic 3rd street south offering fine shopping, dining and entertainment.
Olde Naples, 194 4th Ave N, Naples, Florida 34102, image 1
Turnkey
$48,000
  • 5 Beds
  • 41/2 Baths
  • 5,132 SqFt
  • $9.35/SqFt
House for rent in Olde Naples
194 4th Ave N, Naples, FL 34102
The annual rate is $36, 000.00 / month. The advertised rate is for high-season (nov.-april); longer terms have greater discounted rates. 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.
Olde Naples, 339 4th Ave N, Naples, Florida 34102, image 1
Turnkey
$19,995
  • 4 Beds
  • 3 Baths
  • 2,122 SqFt
  • $9.42/SqFt
House for rent in Olde Naples
339 4th Ave N, Naples, FL 34102
Exquisitely renovated (11/2025) olde naples beach home. Long term offerings like this are extremely rare in olde naples. Lease the multi million dollar lifestyle at a fraction of the cost! With soaring ceilings and boundless outdoor living spaces, this house flows exceptionally. The house is situated on a larger lot which provides a large outdoor covered, pavered and turf area. Providing four bedrooms & three baths, this sanctuary is situated in one of the finest locations of olde naples. The outdoor space feels as if one walked into a botanical garden. Relax pool side, or dine al fresco under the beautiful canopies of mature royal poincianas, palms and mango trees. Walk to both the beach and newly completed four seasons naples beach club. With a spacious, open floor plan, some of the features include wide plank flooring, arhaus/restoration hardware/west elm furnishings, wolf induction cooktop, marble/tile bathrooms, shiplap walls, skylights, heated pool, putting green and much much more. The master bedroom oasis includes an office desk space and reading sofa. Each bedroom is outfitted with extremely comfortable, high end mattresses and linens. All aspects of this renovation, design and furnishing were intentional; taking inspiration from the natural surroundings of naples, you truly experience a coastal, luxurious experience. This property has not experienced any flooding in the past storms. 339 4th continues to be meticulously maintained and cared for. True pride of ownership is felt as soon as you walk through the door. Secure one of naples' finest beach houses today.
Olde Naples, 160 S Broad Ave, Naples, Florida 34102, image 1
Furnished
$50,000
  • 4 Beds
  • 42/2 Baths
  • 5,283 SqFt
  • $9.46/SqFt
House for rent in Olde Naples
160 S Broad Ave, Naples, FL 34102
Welcome to the pier house, an old naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5, 200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the naples pier for sunset. Inside, airy, sunlit rooms flow effortlessly for gathering and relaxing. The chef’s kitchen opens to casual dining and a loungey great room that spills outdoors for morning coffee by the pool. Flexible spaces let you tailor the layout—a quiet den for remote work, a cozy media room for movie nights, or an extra lounge for guests. Bedrooms are spacious and serene, and the baths showcase designer fixtures and luxury materials. The location is pure old naples magic: wander two blocks to third street south for fresh pastries at tony’s off third, dinner al fresco, and boutique shopping; head west to the beach for shelling and a sunset walk along the iconic naples pier—complete with restrooms, showers, and beach access mats for easy beach days. This is the quintessential naples luxury rental: refined, walkable, and designed for effortless indoor-outdoor living. Highlights you’ll love     •    ~5, 200 sf of refined living with flexible den/bonus spaces     •    stunning courtyard pool with private sundeck and covered seating     •    walk to naples pier & the beach; moments to third street south dining and boutiques     •    premier old naples address close to parks, weekly farmers’ markets, and galleries
Olde Naples, 221 N 2nd Ave, Naples, Florida 34102, image 1
Turnkey
$54,000
  • 5 Beds
  • 61/2 Baths
  • 5,641 SqFt
  • $9.57/SqFt
House for rent in Olde Naples
221 N 2nd Ave, Naples, FL 34102
Annual rate is $40, 500 per month. Listed rate is for high season (nov. Through april). Longer high season leases have greater discounted rates. See attached rate sheet. 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.
Olde Naples, 155 S 1st Ave, Naples, Florida 34102, image 1
Furnished
$30,000
  • 4 Beds
  • 31/2 Baths
  • 3,094 SqFt
  • $9.70/SqFt
House for rent in Olde Naples
155 S 1st Ave, Naples, FL 34102
Available 2026 season at 30k/month or 15k/month annually. The home is currently being furnished. Welcome to your coastal retreat, just steps from the pristine white sands of naples' famous beaches. Nestled on one of the most coveted and tranquil streets in olde naples, this timeless residence is now available as a long-term, unfurnished rental. Recently refreshed with new interior paint and updated landscaping, this home offers an ideal retreat for those seeking comfort, charm, and location. Enjoy your morning coffee from the inviting front porch. The spacious floor plan features 4 bedrooms, including a first-floor primary suite for convenience and privacy, and three additional bedrooms upstairs, accompanied by a flexible loft/tv area—perfect for relaxation or remote work. Located between gulf shore boulevard and 2nd street south, you’re within easy walking distance to 5th avenue south’s world-class shopping, dining, and entertainment. Don’t miss this rare opportunity to experience the best of naples living — west of 41, just steps from the beach, and ready to be your home away from home in paradise.
Olde Naples, 255 2nd Ave N #, Naples, Florida 34102, image 1
Turnkey
$43,500
  • 6 Beds
  • 61/2 Baths
  • 4,351 SqFt
  • $10.00/SqFt
House for rent in Olde Naples
255 2nd Ave N #, Naples, FL 34102
Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of old naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the main house and a guest house—each offering modern comforts with a touch of historic charm. Recently renovated, both homes are connected by a screened-in pool lanai, creating an inviting space for family fun and relaxation. With separate entrances, a circular front drive, and a rear alley drive, this property provides the perfect balance of privacy, flexibility, and comfort. Surrounded by mature trees and lush landscaping, the serene setting is enhanced by soft lighting that complements the tranquil neighborhood. Enjoy being steps from the beach and a short walk from the vibrant dining and shopping of 5th avenue south. Additionally, world-class golf, tennis, museums, theaters, and the naples botanical gardens are all just minutes away. Whether you’re working remotely or enjoying leisure time, this home has it all. The guest house includes a dedicated office space, and the property is stocked with six bicycles, beach chairs, umbrellas, and towels—everything you need for an unforgettable stay. This is your chance to experience luxurious and convenient living in the heart of old naples.
Raintree Club At Olde Naples, 380 S 4th Ave #380, Naples, Florida 34102, image 1
Furnished
$10,000
  • 2 Beds
  • 2 Baths
  • 1,000 SqFt
  • $10/SqFt
Condo for rent in Raintree Club At Olde Naples
380 S 4th Ave #380, Naples, FL 34102
Welcome to an exquisite abode at 380 4th avenue south, unit 380, nestled in the heart of scenic naples, fl. This tastefully appointed residence offers 1, 000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central air conditioning and heating for your utmost comfort. The residence comes fully furnished, presenting a harmonious blend of style and functionality. Enjoy the convenience of an in-unit washer and dryer, and the luxury of a private outdoor space for serene relaxation. Parking is included, ensuring effortless access to your new home. This pet-free sanctuary awaits those who appreciate life’s finer touches. Experience a blend of elegance and convenience in this magnificent residence.
Olde Naples, 195 2nd Ave N, Naples, Florida 34102, image 1
Turnkey
$45,000
  • 5 Beds
  • 51/2 Baths
  • 4,434 SqFt
  • $10.15/SqFt
House for rent in Olde Naples
195 2nd Ave N, Naples, FL 34102
Annual rate is $33, 750 per month. Listed rate is for high-season (nov.-april). Longer high-season leases have greater discounted rates. 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.
Tre Ville At Olde Naples, 425 S 5th St #A, Naples, Florida 34102, image 1
Furnished
$33,000
  • 3 Beds
  • 41/2 Baths
  • 3,213 SqFt
  • $10.27/SqFt
Villa for rent in Tre Ville At Olde Naples
425 S 5th St #A, Naples, FL 34102
Booked for the 2026 season. Location, location, location! This stunning, 3 level, 3 bedroom villa is located less than 1 block from fifth avenue in beautiful downtown naples, featuring a private pool/spa and outdoor kitchen with wet bar & fridge. As you enter the 1st level you are greeted by a spacious foyer leading to a comfortable den with a murphy bed, large screen tv and private outdoor patio. Also on the lower level is the first of 4 full bathrooms with a walk-in shower. Take your private elevator to the main level where you will find a cozy family room with fireplace, open gourmet kitchen with high-end cabinetry, ample storage, breakfast island and top of the line appliances. The adjacent dining area features a large glass table and an all-glass, walk-in wine cooler. The 3rd floor boasts the primary bedroom with a king-sized bed, private balcony and a bright bath with a walk-in shower and soaking tub. A 2nd bedroom also has a king-sized bed, and a tub and shower combo in the bath. Bask in the tropical breezes through the multitude of balconies and enjoy the city lights and ease of downtown living, all just a few blocks from the sandy beaches of the gulf of mexico.
Olde Naples, 223 S 11th Ave, Naples, Florida 34102, image 1
Furnished, Turnkey
$28,000
  • 4 Beds
  • 4 Baths
  • 2,691 SqFt
  • $10.41/SqFt
House for rent in Olde Naples
223 S 11th Ave, Naples, FL 34102
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!
Olde Naples, 877 7th St S, Naples, Florida 34102, image 1
Furnished, Turnkey
$20,000
  • 3 Beds
  • 21/2 Baths
  • 1,900 SqFt
  • $10.53/SqFt
House for rent in Olde Naples
877 7th St S, Naples, FL 34102
Walk to beach - yes. Steps to fifth and third - yes. Fabulously updated, old-florida style, coastal contemporary - yes. Pet friendly - yes. Elevator - yes. It doesn't get any better than this in a rental property in olde naples. Perfectly designed to be warm, friendly and functional. This three-bedroom and a den property meets all your needs. Very private and lush outdoor living area with large pool, outdoor showers and grill. Information contained herein deemed reliable but not guaranteed.
Kensington Gardens At Olde Naples, 480 S 5th St #102, Naples, Florida 34102, image 1
Turnkey
$6,500
  • 1 Beds
  • 1 Baths
  • 600 SqFt
  • $10.83/SqFt
Condo for rent in Kensington Gardens At Olde Naples
480 S 5th St #102, Naples, FL 34102
One-half block off 5th avenue south in downtown naples fl! 4 blocks to the beach! This is the one-bedroom condo that puts you right in the heart of naples. Completely renovated and well-designed with all the comforts of home. So elegant, so sophisticated, so comfortable. Huge sectional sofa, 2 flat-screen tvs, plantation shutters, beautiful quartz and marble countertops, stainless steel appliances, king bed, stylish bathroom, and washer and dryer in the unit. Experience what naples is truly about.
Olde Naples, 783 11th Ave S, Naples, Florida 34102, image 1
Furnished
$40,000
  • 4 Beds
  • 41/2 Baths
  • 3,582 SqFt
  • $11.17/SqFt
House for rent in Olde Naples
783 11th Ave S, Naples, FL 34102
This exquisite 4 bedroom, 5 bathroom coastal contemporary home is perfectly situated just blocks from naples’ white sand beaches and the vibrant third street south and fifth avenue districts. Built in 2022, the 4, 600-square-foot retreat blends modern luxury with sophisticated design. The gourmet kitchen features wolf/sub-zero appliances, dual refrigerators, a wine tower, and a cristallo quartzite island, complemented by a butler’s pantry with a second dishwasher. The open-concept layout flows seamlessly from kitchen to living and dining, filled with natural light and enhanced by a sonos sound system. An air-conditioned lounge with fireplace and folding doors overlooks the outdoor oasis. The first-floor primary suite with king bed offers a spa-like marble bath and generous closet space, while upstairs a second primary suite includes a private balcony. Two additional en suite king bedrooms and an upper-level lounge provide comfort for guests. Outdoors, enjoy a 35-foot heated pool and spa, water feature, dining area, and four-season room with wet bar. Additional features include dual laundry rooms, a full-house generator, air-conditioned 2-car garage, beach and pool gear, security system, and spacious circular driveway. Live exceptionally in olde naples!
Olde Naples, 150 N 1st Ave, Naples, Florida 34102, image 1
Turnkey
$24,000
  • 3 Beds
  • 2 Baths
  • 2,097 SqFt
  • $11.44/SqFt
House for rent in Olde Naples
150 N 1st Ave, Naples, FL 34102
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!
Olde Naples, 431 1st Ave N, Naples, Florida 34102, image 1
Turnkey
$42,500
  • 4 Beds
  • 4 Baths
  • 3,702 SqFt
  • $11.48/SqFt
House for rent in Olde Naples
431 1st Ave N, Naples, FL 34102
Annual rate is $31, 875 per month. Listed rate is for high season (nov.-april). Longer high season leases have greater discounted rates. 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!
Olde Naples, 1155 S 6th St, Naples, Florida 34102, image 1
Furnished, Turnkey
$16,000
  • 3 Beds
  • 2 Baths
  • 1,384 SqFt
  • $11.56/SqFt
House for rent in Olde Naples
1155 S 6th St, Naples, FL 34102
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!
Olde Naples, 617 Gulf Shore Blvd N, Naples, Florida 34102, image 1
Furnished
$25,000
  • 3 Beds
  • 2 Baths
  • 2,147 SqFt
  • $11.64/SqFt
House for rent in Olde Naples
617 Gulf Shore Blvd N, Naples, FL 34102
This stunningly updated 3-bedroom, 2-bathroom beach cottage along famous gulf shore blvd is a coastal masterpiece, evoking the timeless beauty and coastal charm of naples. It boasts sleek white cabinetry, quartz countertops, and new flooring. The open floorplan is bathed in natural light pouring through a wall of french doors, creating a true haven of tranquility. Step outside to find meticulously manicured, lush landscaping that offers privacy and serenity - featuring a beautifully hedged side yard for your family to bask in the naples sun. Just moments from your front door or private patio, you'll find yourself with toes in the sand in mere seconds. This charming beach bungalow embodies the quintessential naples beach cottage lifestyle. Perfectly located in the heart of old naples, this charming beach bungalow offers peaceful living just moments from the new four seasons naples beach club and a short walk to the shops, dining, and entertainment of 5th avenue south and 3rd street south. Available for lease january 10th through march 17th, this is an exceptional opportunity to enjoy the quintessential naples beach cottage lifestyle for your seasonal stay.
Olde Naples, 477 S 3rd Ave ##2, Naples, Florida 34102, image 1
Turnkey
$30,000 $3K
  • 3 Beds
  • 31/2 Baths
  • 2,563 SqFt
  • $11.71/SqFt
Villa for rent in Olde Naples
477 S 3rd Ave ##2, Naples, FL 34102
30 day minimum. Available november and/or december 2025 at $20, 000 per month. Available april 2026 at $28, 000 per month. Newly available! Escape to this stunning beach villa in the heart of olde naples—just 4 blocks from the gulf and 2 blocks from the world-class dining, boutique shops, and art galleries of 5th avenue south. The perfect winter retreat awaits you! The main level boasts a gourmet chef’s kitchen. Beyond the dining area, a spacious living room opens seamlessly through disappearing glass doors to a private outdoor oasis featuring a heated pool, comfortable seating, a gas grill, and a cozy fireplace. Upstairs, the primary suite offers a spa-like bath with double vanities and an oversized walk-in shower, along with a private sitting area complete with a desk and large television. A conveniently located laundry room is just steps away. The third floor includes two additional bedrooms, each with its own private en-suite bathroom—perfect for family, friends, and guests. For added convenience, the home also includes an air-conditioned one-car garage, a fully finished storage room, and a covered carport. Your dream naples vacation starts here!
Villas Ravello At Olde Naples, 846 S 9th Ave #104, Naples, Florida 34102, image 1
Furnished
$25,000
  • 3 Beds
  • 21/2 Baths
  • 2,022 SqFt
  • $12.36/SqFt
Villa for rent in Villas Ravello At Olde Naples
846 S 9th Ave #104, Naples, FL 34102
This impeccable villa is ideally situated in the heart of olde naples, just steps away from 5th avenue south, cambier park, and naples' pristine white sandy beach. Villas ravello was designed to embrace abundant natural light throughout the entire home. The interior has been professionally curated with high-end décor and furnishings. In addition, the villa features a private courtyard complete with a saltwater pool. The first floor encompasses a spacious living area, a well-appointed kitchen, a half bathroom, and a reading/tv nook. The second floor houses three bedrooms and a generously sized laundry room. The master suite is particularly noteworthy, offering two walk-in closets, a large en-suite bathroom, and a luxurious soaking tub. Additional amenities include a one-car garage with a long driveway situated on the south side of the property. The home is fully turnkey, equipped with upscale white hotel-style linens, beach towels, and beach gear, ensuring a seamless and elegant living experience.
Olde Naples, 154 N 4th Ave, Naples, Florida 34102, image 1
Furnished, Turnkey
$65,000
  • 5 Beds
  • 51/2 Baths
  • 5,145 SqFt
  • $12.63/SqFt
House for rent in Olde Naples
154 N 4th Ave, Naples, FL 34102
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.
Olde Naples, 160 N 3rd St, Naples, Florida 34102, image 1
Turnkey
$45,000
  • 3 Beds
  • 31/2 Baths
  • 3,558 SqFt
  • $12.65/SqFt
House for rent in Olde Naples
160 N 3rd St, Naples, FL 34102
Available for 2026 season! 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.
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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

Scores

Walk Score®

Very Walkable. Most errands can be accomplished on foot.

73

100

Transit Score®

No data.

N/A

Bike Score®

Bikeable. Some bike infrastructure.

50

100

Sound Score®

Very loud.

72

100

Olde Naples Communities in Naples, FL

Entry-Level 88
Inactive Segment 87

Naples
Ultra Luxury Homes & Condos

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