
Holiday rentals with a pool in Collier County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Collier County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Pool House+Game Room, Moments to Beach & Downtown
Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

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/spa no jets, 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.

Dolphin Pardise Waterview, Wildlife, Pool &Fishing
Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. 1 block from Snook Inn! Adjacent Pool Steps Away from Patio. NEWLY REMODELED! Pool & 2 Private Patios overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor -no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

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.

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!

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).

Beach House on pond w/ HEATED pool - sleeps 6
This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Flamingo Paradise 4 min walk from Beach Access.
Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

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.

835 GulfShore Villa | Mins 2 Mercato & White Sands
Welcome to 835 GulfShoreVilla! Bask in the Florida sunshine, practice your golf swing, & explore the Gulf Coast in style when you choose this completely remodeled vacation rental! This 2BD/1.5BA Villa is just a block away from Mercato Shopping Center, where you'll unique shops, eateries, live entertainment & more. With a fully equipped kitchen, 2 Smart TVs, free WiFi, modern decor, & a peaceful location, this home invites you to kick back, relax, & enjoy!

Beach! Heated Pool, Game Room, 2 Kings, 2 Suites
We are Super Hosts since 2018. You can see our history of reviews by navigating to my profile. The perfect home for a beach vacation just 3 minutes to the beach and 2 king beds. Every room in the house includes streaming TV even the outdoor lanai. A large chef's kitchen with an oversized island is great for entertaining. Bikes, towels, beach chairs, and toys are all included! Great house to enjoy the Florida sun.
Popular amenities for Collier County rentals with a pool
House rentals with a pool

Ole Lely Luxury | Lanai | 3BR+Office

Charming 3BR Lake Home w/ Pool, Hot Tub & Fire Pit

Paradise on Estero Bay

Chic Pool Naples Beach House

Luxury Design/Water-Heater-Pool/Pet friendly

Belle Rio Paradise - Pool Home near beach on canal

Large Cozy Oasis w/Pool and Sunroom 7 min to Beach

Lush Paradise: Heated Pool, Near Beach, Sleeps 10
Apartment rentals with a pool

Marco Beach Ocean Resort 707

Lely Greenlinks Golf Resort Luxury Condo

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Breezy Island Paradise on Marco River

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Beautiful Pool 5m to the Beach Downtown & Shopping

100+ 5 Star Reviews and Right on The Beach!

Park Shore Walk to Beach!
Other holiday rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Spacious and private pool home

BEACH 5 MIN WALK | HEATED POOL | OUTDOOR KITCHEN

Gorgeous Marco Island Pool Home near Mackle Park!

Naples Seabreeze Paradise, heated pool, beachwalk

Attention Naples Lovers! Entire Home w/Pool&HotTub

Entire Home w/ Private Heated Pool Sleeps up to 8

Blue Agave - 2/2 Pool w/Dockage
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- Naples Beach
- Tigertail Beach
- Lovers Key Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Stonebridge Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Big Cypress National Preserve
- Bunche Beach
- Montura Ranch Estates
- Hertz Arena
- Manatee Park
- Coconut Point
- Naples Botanical Gardens
- The Naples Pier
- Barefoot Beach State Preserve
- Bonita Beach Dog Park
- Four Mile Cove Ecological Preserve
- Things to do Collier County
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