
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 ₹3,780 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.
FamilyLocationDecor

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!
ValueFamilyParks

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).
ValueLocationKitchen

Elegant house w/heated Private Pool
House has an open layout and a peaceful atmosphere. Step out to the pool for a refreshing swim and enjoy outdoor dining. Roku TVs in Living Room and in each bedroom, ceiling fans in all rooms. A pet friendly (extra charge)and work-friendly accommodation with high-speed internet. Fully equipped, laundry room with provided laundry essentials. The kitchen is fully stocked. Coffee machine, toaster, Ninja Professional Blender to make refreshing cocktails. All the comforts of your own home!!!
ValueFamilyLayout

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.
ValueFamilyAccuracy

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.
LocationValueView

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.
LocationFamilyKitchen

Private Heated Pool | Playset | Near the Beach!
Just minutes from the beach, Flamingo Feliz is a cheerful 3-bedroom getaway with a brand-new pool, cozy tiki lounge, and family-friendly extras. Enjoy smart TVs in every room, a fully stocked kitchen, beach gear, bikes, and plenty of space to relax. The heated pool (heating avail. Oct–May) and outdoor living areas make it perfect for a sunny Florida escape. Located near 5th Ave dining, shops, and Naples' best beaches—everything you need for a laid-back vacation!
ValueLocationSleep quality

Naples Luxury 5BDRM Home/Htd Pool/SuperClean/Pets
Have fun with the whole family in this stylish place. This luxury 5 bedroom pool home home getaway is close to everything Naples has to offer! Beaches shopping and restaurants are all within minutes of this home. 5 bedrooms gives plenty of room for everyone! The open concept kitchen, dining area and living room keeps the conversation flowing in the cool A/C! The outdoor dining table turns into shuffleboard and bowling in-between dips in the oversized pool.
LocationFamilyNearby

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...
FamilyValueKitchen

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!
FamilyLocationComfort

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.
ValueFamilyGrill
Popular amenities for Naples rentals with a pool
House rentals with a pool

"The Mac" Beach House! Premier Location! Pool/Spa
LocationFamilyCleanliness

Cathedral Heights
ValueLocationCondition

The Lounge| Modern,Pool, Privacy, 10min Beach/5th
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Attention Naples Lovers! Entire Home w/Pool&HotTub
FamilyValueCleanliness

Luxury Private Retreat with New Pool in Naples
LocationValueBeach

Private Pool · 4 mi to Beach · Walk to Dining
FamilyValueView

Last Minute Deals! Walk to beach! Jacuzzi & Pool
FamilyLocationPets

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

Perfectly located Old Naples condo
LocationFamilySleep quality

Downtown Condo at Naples Pier Beach
FamilyValueCleanliness

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
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Luxury 2-Bedroom. Steps to Naples Beach & Town.
ValueFamilyCleanliness

Lush tropical 1st floor getaway in Naples
LocationFamilyLong stay

Fun At The Beach
LocationValueIndoor spaces

Lely Greenlinks Golf Resort Luxury Condo
LocationValueHospitality

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath
LocationFamilyQuiet
Other holiday rentals with a pool

The Club at Naples Cay 1101
LocationFamilyHospitality

Mediterranean Inspired Villa with Private MiniGolf
ValueLocationAccess

*New* Naples Villa w/ Pool Jacuzzi | Sleeps 14
FamilyLocationNearby

LUXE: Custom Beach Home w/Pool&Spa, Fire Pit, BBQ
LocationValueGetting around

Casa Blanca Gated Villa Heated Pool & Spa Near 5th
FamilyLocationKitchen

The Heron: Poolside Paradise
FamilyValueAir conditioning

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

The Club at Naples Cay 501 - Gulf Views
LocationFamilyCleanliness
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹26,083 | ₹34,021 | ₹33,076 | ₹25,138 | ₹19,562 | ₹18,900 | ₹17,955 | ₹16,538 | ₹15,782 | ₹17,199 | ₹20,223 | ₹24,570 |
| 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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- 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
- Seminole Casino Hotel Immokalee
- Things to do Naples
- Things to do Collier County
- Water sports Collier County
- Things to do Florida
- Landmarks Florida
- Performances Florida
- Wellness Florida
- Flying Florida
- Water sports Florida
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- Cooking Florida
- Workouts Florida
- Cultural tours Florida
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- Art workshops Florida
- Wildlife Florida
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