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Holiday rentals with a pool in Naples

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Naples

  • Total holiday rentals

    Explore 1,030 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at ₹3,805 per night before taxes and fees

  • Verified guest reviews

    Over 18,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    860 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 290 rentals that welcome pets

  • Rentals with dedicated workspaces

    610 properties have a dedicated workspace

  • Wifi availability

    1,020 of Naples holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Naples rentals

  • 4.8 Average rating

    Naples stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Naples

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.
Home in Naples

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

LocationFamilyLong stay

4.96 out of 5 average rating, 135 reviews
Guest favourite
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.
Home in Naples

Lux Oasis | HTD Pool•10 min Beach and 5th Ave•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!

LocationValueBeach

4.94 out of 5 average rating, 159 reviews
Top guest favourite
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

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).

FamilyValueBiking

4.96 out of 5 average rating, 156 reviews
Top guest favourite
Home in Naples Park

Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King

The perfect Naples beach getaway for families and/or groups of 8–10 and just a few minute bike ride to the beach. The home doesn't just sleep large groups, it supports it with every space designed for guests to gather. Bikes and beach gear are included, plus guest-only perks including local beach know-how, golf cart rental and shuttle options, pre-arrival fridge stocking, Naples recommendations, and special benefits with select local partners. Less time planning. More time enjoying Naples.

FamilyLocationCheck-in

4.96 out of 5 average rating, 139 reviews
Top guest favourite
Home in Naples

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

LocationFamilyBeach

4.97 out of 5 average rating, 115 reviews
Top guest favourite
Home in Naples Park

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from The Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

ValueFamilyAccuracy

5.0 out of 5 average rating, 135 reviews
Guest favourite
Home in East Naples

Luxury Private Retreat with New Pool in Naples

Welcome to The Park Villa, a serene private retreat in the heart of Naples. Nestled among nature, this peaceful haven features a brand-new salt water heated pool and is just minutes from the Gulf of Mexico's beautiful beaches and vibrant downtown Naples, with its top restaurants and shops. Situated next to a regional park with the largest freshwater lake in Collier County, enjoy stunning views of the park and spot local wildlife like iguanas and tropical birds from your backyard.

ValueLocationBathroom

4.96 out of 5 average rating, 101 reviews
Guest favourite
The tropical lanai features a heated saltwater pool with a stone waterfall, surrounded by lush greenery and potted plants. A child safety gate provides restricted access. The area is designed with natural stone tiles and offers ample sunlight through the screen enclosure.
Home in Naples Park

The Beach Getaway Home only steps from the water!

Perfect location for a beach getaway! Centrally located, enjoy all of Naples in the Naples Park neighborhood. Less than half a mile from Vanderbilt beach, walk or bike to the sunny gulf coast in under 10 minutes. Also steps away from the Ritz Carlton tiki bar! Shop groceries at the nearby Whole Foods, Trader Joes, and Publix. Feel like an evening out that's close by? Enjoy the Mercato shopping and dining area with several bars, restaurants, nightclubs, and even a movie theater.

FamilyValueIndoor spaces

4.95 out of 5 average rating, 125 reviews
Guest favourite
A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.
Home in Naples

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

LocationFamilyLong stay

4.93 out of 5 average rating, 167 reviews
Guest favourite
A private heated pool is surrounded by lounge chairs and umbrellas, set against a vibrant sunset sky. Lush landscaping frames the area, enhancing the secluded feel. A shaded outdoor bar area is visible in the background, inviting relaxation and social gatherings.
Home in East Naples

Outdoor Kitchen | Heated Pool Near Beach + 5th Ave

Your oasis awaits! Beyond the doors of this impeccably renovated home you'll find a private, heated pool with a fantastic, fenced-in, backyard with mango trees, tropical vegetation & string lights. Beach towels, gear, and loungers are provided so all you need is your suit! Work remotely from the office areas and grill out each evening (propane grill provided). Need space for a crowd? We have multiple homes within walking distance available for large groups.

LocationValueSleep quality

4.88 out of 5 average rating, 126 reviews
Top guest favourite
A bright pool area features a sparkling blue swimming pool surrounded by beige stone tiles. Comfortable lounge chairs are positioned alongside the pool, with a shaded gazebo in the background. Lush greenery and palm trees create a serene atmosphere, enhancing the outdoor experience.
Bungalow in Naples Park

Sugar Beach Bungalow With a Pool!

Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

FamilyLocationGrill

4.99 out of 5 average rating, 124 reviews
Top guest favourite
An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.
Home in Naples

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

LocationValueTV

4.99 out of 5 average rating, 141 reviews

Popular amenities for Naples rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
An outdoor pool area is presented within a screened enclosure, featuring a clear blue pool. Two chaise lounges with towels sit alongside the pool, and lush greenery frames the space, providing a serene backdrop under a partly cloudy sky.
Home in Naples

Elegant house w/heated Private Pool

LocationFamilyParks

4.92 out of 5 average rating, 115 reviews
Guest favourite
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.
Home in Naples

Private Oasis in the of Naples Heated Pool/Spa

FamilyValueSleep quality

4.91 out of 5 average rating, 138 reviews
Top guest favourite
A spacious private pool area features a heated pool and spa, enclosed by a screen for comfort. Lush greenery is visible through the arches, enhancing the serene setting. Modern lounge seating is positioned nearby, inviting relaxation and enjoyment.
Home in North Naples

Luxurious Naples Home. Heated Pool. Mins to Beach.

FamilyValueComfort

4.98 out of 5 average rating, 120 reviews
Guest favourite
Home in Naples

Naples Luxury 5BDRM Home/Htd Pool/SuperClean/Pets

FamilyLocationWalkability

4.93 out of 5 average rating, 105 reviews
Top guest favourite
An outdoor dining area features a table with teal accents and an umbrella, set near a glistening pool. Lounge chairs are positioned along the poolside, while a gazebo is visible in the background, surrounded by greenery and a white fence.
Home in Naples

Cozy Vacation Home * Heated Pool*Near The Beach !

LocationFamilyPool

4.98 out of 5 average rating, 155 reviews
Luxe
A serene outdoor area features two lounge chairs positioned beside a clear, inviting pool. A small table adds convenience between the chairs. Lush greenery surrounds the pool area, offering privacy, while the sky above is bright with a few scattered clouds.
Home in Naples Park

Naples Luxury Orange Blossom Oasis 4/3 Tiki Bar

LocationFamilyHot tub

4.95 out of 5 average rating, 105 reviews
Guest favourite
Home in Naples

Naples Oasis: Private Pool | 10 Min to Beach

LocationValueLayout

4.95 out of 5 average rating, 100 reviews
Guest favourite
An aerial view showcases a private backyard with a sparkling swimming pool and a hot tub. A white umbrella provides shade over a lounged area, with comfortable seating options visible nearby. Lush green grass surrounds the pool area, enhancing the outdoor space.
Home in East Naples

Your Perfect Escape in the Heart of South Naples

LocationFamilyBathroom

4.86 out of 5 average rating, 58 reviews

Apartment rentals with a pool

Guest favourite
Apartment in Old Naples

Downtown Condo at Naples Pier Beach

ValueFamilyBeach

4.9 out of 5 average rating, 186 reviews
Top guest favourite
A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.
Apartment in Park Shore

Lush tropical 1st floor getaway in Naples

LocationValueCondition

4.94 out of 5 average rating, 120 reviews
Guest favourite
A bright and airy living area features a comfortable sofa paired with decorative pillows. A glass coffee table rests atop tiled flooring, while a dining table is positioned nearby. A flat-screen TV is mounted on the wall, and wall art adds a coastal touch.
Apartment in Old Naples

Luxury 2-Bedroom. Steps to Naples Beach & Town.

ValueLocationKitchen

4.93 out of 5 average rating, 101 reviews
Top guest favourite
A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.
Apartment in Park Shore

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

ValueFamilyNearby

4.92 out of 5 average rating, 173 reviews
Guest favourite
A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.
Apartment in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

FamilyLocationWifi

4.92 out of 5 average rating, 141 reviews
Top guest favourite
A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.
Apartment in Fort Myers Beach

Beachfront fully equipped apartment

LocationFamilyLayout

4.91 out of 5 average rating, 128 reviews
Top guest favourite
The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.
Apartment in Old Naples

Fun At The Beach

FamilyValueSleep quality

4.98 out of 5 average rating, 128 reviews
Top guest favourite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Apartment in Sanibel

100+ 5 Star Reviews and Right on The Beach!

LocationFamilyBathroom

4.95 out of 5 average rating, 121 reviews

Other holiday rentals with a pool

Top guest favourite
An outdoor balcony features a round dining table surrounded by several chairs, offering stunning views of the ocean and a glowing sunset. The serene atmosphere is enhanced by soft colors in the sky, while a small table stands beside a chair.
Apartment in Park Shore

The Club at Naples Cay 1101

ValueLocationHospitality

5.0 out of 5 average rating, 24 reviews
Top guest favourite
A serene pool area is surrounded by lush greenery and palm trees, featuring a tiled patio that leads to the pool. Comfortable lounge chairs with colorful towels are positioned for relaxation. The outdoor space is complemented by a Tiki hut, adding charm and shade.
Home in East Naples

Chic Pool Naples Beach House

FamilyLocationPool

4.96 out of 5 average rating, 52 reviews
Superhost
Home in Naples

Luxury Naples 3bd/2ba- 10 mins to Beach & 5th Ave

FamilyLocationAir conditioning

4.67 out of 5 average rating, 6 reviews
Superhost
An aerial view reveals a private pool surrounded by a spacious patio. Colorful umbrellas provide shade over lounge areas, while landscaped gardens with lush greenery add to the outdoor aesthetic. A shaded area with a sail-like structure overlooks the pool, enhancing the inviting setting.
Home in Naples

The Heron: Poolside Paradise

ValueLocationLong stay

4.83 out of 5 average rating, 64 reviews
Luxe
Home in Naples

Pickleball, Pool, Hot Tub, Game room-Naples escape

LocationFamilyComfort

5.0 out of 5 average rating, 7 reviews
Top guest favourite
A spacious screened lanai features a private pool surrounded by lounge chairs. A BBQ grill is positioned nearby, and a glimpse of the indoor living area is visible through large glass doors. Lush greenery offers a natural backdrop to this relaxing outdoor space.
Villa in Naples

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

FamilyLocationCondition

5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Golden Gate

Relaxing Naples Getaway–Comfort, Style & Sunshine

LocationFamilyLaundry

5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in North Naples

Naples Dream Getaway w/ a view !

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 13 reviews

When is the best time to visit Naples?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹26,251₹34,241₹33,290₹25,300₹19,688₹19,023₹18,071₹16,645₹15,884₹17,311₹20,354₹24,729
Avg. temp18°C20°C21°C24°C26°C28°C29°C29°C28°C26°C23°C20°C

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