
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 ₹3,841 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.

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.
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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 new privately fenced lit 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⛱️
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Lux Oasis | 10 min Beach and 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!
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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).
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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
LocationFamilyComfort

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym
Indulge in Old Florida with our Boho Chic estate combining mid-century modern esthetics with tropical flare. Complete with a whole house Reverse Osmosis system, a heated saltwater pool + spa, a sprawling carefully maintained property with hundreds of mature trees, you can enjoy Florida living in privacy and style. You might even spot some wildlife! You'll have a beautiful master suite, a fully equipped kitchen, a 75" smart TV, several dedicated desks, a Weber grill, a fire pit, and more.
ValueFamilyTV

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.
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Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.
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Oasis Naples Condo 2BR/2Bath
Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)
FamilyValueHot tub

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.
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Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets
Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...
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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!
ValueFamilyAir conditioning
Popular amenities for Naples rentals with a pool
House rentals with a pool

Heated Salted Pool/Spa/Mins to the beach/2KingBeds
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"The Mac" Beach House! Premier Location! Pool/Spa
LocationFamilyPool

LUXE: Beach Home w/ Screened Pool & Spa, BBQ
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Heated Salt Pool Retreat• Minutes to 5th ave Beach
ValueLocationGetting around

Luxury Private Retreat with New Pool in Naples
ValueFamilyAccuracy

Naples Luxury Orange Blossom Oasis 4/3 Tiki Bar
FamilyLocationCheck-in

Chic Pool Naples Beach House
LocationFamilyCondition

Your Perfect Escape in the Heart of South Naples
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Apartment rentals with a pool

Perfectly located Old Naples condo
FamilyValueLaundry

Downtown Condo at Naples Pier Beach
LocationValueDecor

Luxury 2-Bedroom. Steps to Naples Beach & Town.
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Lely Greenlinks Golf Resort Luxury Condo
FamilyLocationHot tub

Lush tropical 1st floor getaway in Naples
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Beachfront fully equipped apartment
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Park Shore Resort Beautiful Top Floor 2 Bed 2Bath
LocationFamilyAir conditioning

Fun At The Beach
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Other holiday rentals with a pool

Sugar Beach Bungalow With a Pool!
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The Club at Naples Cay 1101
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Naples Dream Getaway w/ a view !
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White Palm Paradise
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Brilliant Stays |12 PPL|Golf | Movie Theater| Pool
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Naples Park Luxury New Construction
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Mediterranean Inspired Villa with Private MiniGolf
LocationValueLaundry

LUXE: Custom Beach Home w/Pool&Spa, Fire Pit, BBQ
LocationFamilyNearby
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹26,505 | ₹34,571 | ₹33,611 | ₹25,544 | ₹19,878 | ₹19,206 | ₹18,246 | ₹16,805 | ₹16,037 | ₹17,478 | ₹20,551 | ₹24,968 |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
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- Rentals with pools Collier County
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- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Florida Gulf Coast University
- Tigertail Beach
- Bowman's Beach
- Jetblue Park
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Big Cypress National Preserve
- The Naples Pier
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Clam Pass Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course
- Tarpon Bay Beach
- Sun Splash Family Waterpark
- Del Tura Golf & Country Club
- Things to do Naples
- Things to do Collier County
- Water sports Collier County
- Things to do Florida
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