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House vacation rentals in Old Naples

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Top-rated house rentals in Old Naples

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

Home in South Naples

4.96 out of 5 average rating, 111 reviews

New Home, 6 Beds, Heated POOL / Game Room

Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

Top guest favorite

A spacious pool area is presented, featuring a heated pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, and a bar area with stools is visible. Colorful inflatables float in the water, while greenery provides privacy beyond the enclosure.

4.99 out of 5 average rating, 134 reviews

POOL HOUSE, CLOSE TO THE BEACH & DOWN TOWN NAPLES!

HEATED Pool home - Completely renovated home that comfortably sleeps 6 Only 5 minutes to the most desirable Beaches in the USA! Also very close to incredible restaurants, Publix, Target, Shopping, Parks and only 10 minutes to Downtown Naples. Flat-Screen TVs, Hi-Speed Internet, Comfy beds, modern and fully-stocked Kitchen. Very private and large pool with outside grill and patio furniture. Perfect for relaxing after a long day at the beach, we look forward to welcoming you to our HAPPY PLACE!

An inviting collage showcases various areas of the Naples Holiday House. Bright outdoor seating is paired with an umbrella, while the living space features comfortable seating and coastal decor. A cozy dining area invites meals al fresco, and serene beach views complete the relaxing atmosphere.

Home in East Naples

4.96 out of 5 average rating, 190 reviews

Home Close To Beach & Downtown Naples

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

The living area showcases a modern design with a white leather sofa and a stylish ottoman. A large television is mounted on a sleek wall unit. Colorful bar stools surround a kitchen island, providing a lively contrast to the white cabinetry and stainless-steel appliances.

Home in East Naples

4.96 out of 5 average rating, 215 reviews

The Paradise

Hello! My name is Joseph, or just call me Joe. I am a very responsible, honest and serious person. I am a foreign medical doctor ( 8 years of practice), now I am taking some more courses in order to get my title updated right here in this wonderful country, the “US”. I also have my own business. you will feel completely comfortable in my lovely, safe and peaceful house..Trust me, you won’t regret to spend your time in it. I do speak English, Spanish and French. so guys, welcome to “The Paradise”

A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.

Home in East Naples

4.95 out of 5 average rating, 151 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

4.94 out of 5 average rating, 126 reviews

LUXE Oasis | 10 min Beach+5th Ave | HTD Pool• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.

Home in East Naples

4.96 out of 5 average rating, 123 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Top guest favorite

A modern kitchen is showcased with white cabinetry, stainless steel appliances, and a large island featuring a marble countertop. Ample natural light enters through windows, illuminating the space. A dining area with wooden chairs is visible in the background, complementing the warm tones of the flooring.

Home in East Naples

4.98 out of 5 average rating, 102 reviews

Naples Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

A serene hot tub is seen with bubbling water, situated amidst lush greenery. A shaded seating area featuring a tent with comfortable bedding is nearby, providing a peaceful retreat. The setting is enhanced by natural light filtering through the surrounding trees.

4.95 out of 5 average rating, 111 reviews

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

A comfortable living area is displayed with two light-colored sofas, adorned with patterned cushions. A rustic coffee table featuring a wire basket sits at the center. The wall is decorated with an eclectic array of framed artwork, while a modern kitchen is visible in the background.

Home in East Naples

4.95 out of 5 average rating, 170 reviews

Modern Loft Just minutes to Naples Beach

Unplug and recharge in our treetop loft. Perfect for remote workers seeking inspiration or travelers craving tranquility, this stylish and cozy retreat offers the best of both worlds. Immerse yourself in the art-infused ambiance while enjoying the peace and privacy of your own space. Just 10 minutes away from Naples' sunny beaches and vibrant downtown, you're never far from adventure. Experience the ultimate work-life balance. Book your escape today!

A spacious living area showcases a blue leather sectional couch and a marble-topped coffee table. Bright white bar stools are positioned around a light-colored kitchen island, with navy blue cabinets in the background. Natural light enters through nearby windows, enhancing the inviting environment.

4.95 out of 5 average rating, 133 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

An inviting outdoor space features a heated pool and spa, enclosed by a fine mesh screen. Comfortable seating areas are arranged nearby, complemented by lush greenery. Sunlight streams through the enclosure, highlighting the tranquil atmosphere of this private oasis.

4.91 out of 5 average rating, 105 reviews

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!

Vacation rentals for every style

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Unique stays

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Popular amenities for Old Naples house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A private backyard features a heated in-ground pool and spa, surrounded by lush greenery. Four lounge chairs sit alongside the pool, inviting relaxation. A floating swan pool float adds a playful touch. The covered lanai offers shade and is perfect for outdoor gatherings.

Home in Naples Park

5 out of 5 average rating, 15 reviews

Gulf Haven Hideaway: Naples 4BD Oasis - Pool + Spa

An inviting outdoor area features a heated pool surrounded by a screened enclosure. A floating pool toy is present in the water, while lounge chairs are positioned nearby. Sliding doors lead to the interior living space, enhancing the seamless indoor-outdoor connection.

Home in South Naples

4.92 out of 5 average rating, 12 reviews

Families-private heated pool & hot tub-pickle ball

A heated pool features a pink flamingo float in the clear water, surrounded by lush greenery. Comfortable lounge chairs and shaded umbrellas provide ample seating for relaxation. The patio area is designed for outdoor enjoyment, showcasing a tranquil atmosphere.

Home in Naples Park

4.93 out of 5 average rating, 148 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Top guest favorite

A screened-in outdoor area features a clear blue inground pool alongside a jacuzzi, both surrounded by stone pavers. Lush greenery is visible beyond the enclosure, providing a serene backdrop. Comfortable seating awaits for relaxation in this private oasis.

4.93 out of 5 average rating, 112 reviews

Venetian Photoshoot - La Dolce Vita

A sun setting over the horizon casts a warm glow on the water, creating a serene scene. The beach is lined with soft white sand, and a pier extends into the sea in the distance, framed by a clear sky above.

Home in East Naples

4.98 out of 5 average rating, 126 reviews

Pool Home! Near Beach, Walk to Coffee & Dining!

An expansive outdoor area features a swimming pool surrounded by a spacious deck. Several lounge chairs are positioned near the water, and a slide is visible for added fun. Lush tropical vegetation enhances the secluded atmosphere, creating a serene environment.

Home in East Naples

4.83 out of 5 average rating, 29 reviews

Charming Waterfront Tropical Escape Near Downtown

Top guest favorite

An outdoor dining area is highlighted by a large wooden table surrounded by woven chairs. Pendant lights hang above, casting soft illumination. A swimming pool with clear water is visible through a screened enclosure, complemented by lush greenery in the background.

Home in South Naples

5 out of 5 average rating, 24 reviews

Mediterranean Inspired Villa with Private MiniGolf

Top guest favorite

An inviting outdoor space features a saltwater pool surrounded by comfortable seating areas and lush greenery. Sun loungers with rolled towels rest beside the pool, offering a relaxing atmosphere for sunbathing. An umbrella provides shade over the seating arrangement, creating an ideal spot for outdoor gatherings.

4.96 out of 5 average rating, 57 reviews

Your Oasis in Naples! Saltwater Heated Pool!

Weekly house rentals

A modern kitchen is highlighted by stainless steel appliances and sleek white cabinetry. A spacious island with seating faces a window that provides a view of the outdoors. Soft lighting is created by pendant fixtures above, enhancing the bright and airy atmosphere.

Home in South Naples

4.81 out of 5 average rating, 32 reviews

RARE FIND! New Renovated Home on Golf Course!

Top guest favorite

A spacious living area features a light-colored sofa paired with a minimalist side table. A dining table with chairs is positioned near the kitchen area. Natural light fills the room through large windows, highlighting the natural wood ceiling and creating an open atmosphere.

Home in East Naples

5 out of 5 average rating, 11 reviews

Your Perfect Naples Getaway

A comfortable living area is seen, featuring two stylish sofas adorned with soft cushions. A dark coffee table is centered on a neutral area rug. Large windows provide views of the outdoor greenery, while potted plants add freshness to the space.

Home in East Naples

4.92 out of 5 average rating, 51 reviews

Mid Century Rambler

Top guest favorite

A screened patio area contains a hot tub and pool, surrounded by palm trees and lush greenery. Comfortable seating arrangements are visible, alongside a spacious layout that invites relaxation. The outdoor space is bathed in natural light, enhancing the tranquil atmosphere.

Home in South Naples

5 out of 5 average rating, 22 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

An outdoor dining area is featured, enclosed within a screened patio. A round table is surrounded by four comfortable chairs, set with blue plates and napkins. The pool is visible nearby, framed by lush greenery and tropical plants, adding to the serene environment.

4.94 out of 5 average rating, 67 reviews

Sunshine days! Stunning pool home. Gated community

Top guest favorite

A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.

Home in Bonita Springs

5 out of 5 average rating, 18 reviews

Elegant Beachside Luxury Home Awaits!

A modern living area is highlighted by a blue sofa and a wooden coffee table, accented with decorative objects. Natural light fills the space, which includes a dining area with a stylish chandelier. Art pieces adorn the walls, enhancing the inviting ambiance.

5 out of 5 average rating, 23 reviews

Naples Private Pool Home w/ Garden close to Beach

Top guest favorite

A serene outdoor space features a pool surrounded by a spacious paved area, complemented by lounge chairs and umbrellas. Lush palm trees and vibrant greenery create a natural border, while a sunset sky casts warm tones over the setting, enhancing the tranquil atmosphere.

Home in East Naples

4.98 out of 5 average rating, 94 reviews

Perfect 2 Bedroom House w/ Pool!

Private house rentals

The outdoor area features a spacious pool surrounded by lounge chairs and complemented by a well-maintained putting green. Lush landscaping, including palm trees and colorful plantings, enhances the setting. A covered patio area provides seating and dining options, ideal for outdoor gatherings.

Home in Naples Park

4.93 out of 5 average rating, 29 reviews

Harmony Beach Bungalow

Top guest favorite

A modern living area features a spacious gray sofa adorned with textured blue and a warm yellow pillow. Framed botanical artwork decorates the walls, complemented by wall-mounted planters. A sleek white coffee table sits in the center, with a decorative bowl and a wood accent piece on its surface.

Home in East Naples

5 out of 5 average rating, 11 reviews

“Taormina House” 5th ave and beaches 2 Miles away!

The exterior view showcases a two-story home with an arched entrance, surrounded by palm trees. A family van is parked in the driveway, which features a well-maintained landscaping of grass and shrubs. Bright blue skies complement the appealing structure.

Home in East Naples

4.84 out of 5 average rating, 50 reviews

Waterfront* OldNaplesBeach 3mi* Tranquil & Private

A spacious covered outdoor seating area features multiple dark wooden chairs and a round table, providing a comfortable space for relaxation. The heated saltwater pool is visible in the background, surrounded by lush landscaping and patio chairs. Ceiling fans enhance airflow in the shaded area.

Home in East Naples

4.95 out of 5 average rating, 73 reviews

Edgy Modern house with Heated Salt Water Pool

A spacious screened lanai features a heated pool and hot tub, surrounded by lounging chairs and umbrellas. Light reflections dance on the water, while a view of the home's interior is visible through the glass doors. Lush landscaping provides a backdrop to this inviting outdoor space.

Home in South Naples

5 out of 5 average rating, 39 reviews

Spacious Luxury Home with Heated Pool and Hot Tub

Top guest favorite

A screened-in outdoor area features a private pool and a spacious patio. Comfortable lounge chairs are positioned beside the pool. A dining table with wooden chairs is arranged on one side, providing space for gatherings. Lush greenery surrounds the enclosure, enhancing privacy.

Home in East Naples

4.98 out of 5 average rating, 45 reviews

Heated Florida Pool Home - Flamingo Times

Top guest favorite

A bright living area features a spacious white sofa with decorative pillows, complemented by two blue armchairs. A round wooden coffee table sits in the center. Large windows allow natural light to fill the room, alongside light-toned walls and a patterned area rug.

5 out of 5 average rating, 12 reviews

Walk to 5th Ave and beach!

A covered outdoor seating area features two hanging hammocks and a modern seating arrangement. A flat-screen television is mounted on the wall, and greenery adds a touch of nature. The patterned rug creates a stylish contrast against the wooden accents and neutral color scheme.

Home in East Naples

4.89 out of 5 average rating, 9 reviews

Naples treasure

Quick stats about house rentals in Old Naples

Total rentals
50 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
700 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore