
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.

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.

June Special: Beachfront unit w/stunning views
Enjoy the stunning ocean views from every room, watch the colorful sunsets from the comfort of this home! Feel at home as this condo is truly set up to provide you with everything you need during your stay – kitchen, bedroom and bathroom essentials, beach gear, you name it! Access to Crescent beach and Tigertail beach, outdoor heated pool, fitness center in the building, outdoor tennis and pickleball courts; best restaurants and boutique shops within walking distance or just a short ride away.

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!

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).

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.

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.)

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.

Charming Heated Pool Villa - minutes from beach
Self check-in in this charming villa and live like a true local in Naples. We're within driving distance to restaurants, shops, and beaches. Our place comes with 4 bedrooms, 3 baths, and a private pool. Completely fenced, ideal for kids and pets to play safely while enjoying the ultimate coastal comfort. Located in a low traffic, low noise area. Ample parking space, and spacious front and backyard. Ideal for parking large vehicles, RVs, boats, and hosting multiple families.

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.

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!
Popular amenities for Collier County rentals with a pool
House rentals with a pool

Private Resort Oasis w/ Pool, Fire Pit & Mini Golf

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

Close to Everything! Stylish Home w/ Pool & Spa

Briarwood Paradise - The Briarwood Rental Company

Marco Island Villa | Waterfront, Pool & Boat Dock

Mediterranean Inspired Villa with Private MiniGolf

Sunset Serenity | Heated Pool | SPA |5min Beach

Remodeled 4 BR 3 Full Bath Sunshine Getaway
Apartment rentals with a pool

Beachfront fully equipped apartment

2nd Floor Beachfront Condo Sanibel Harbour

Lush tropical 1st floor getaway in Naples

Seaside Coastal Condo

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

100+ 5 Star Reviews and Right on The Beach!

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

Downtown Condo at Naples Pier Beach
Other holiday rentals with a pool

Gulf Access Canal Home with Heated Pool

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

BEACH 5 MIN WALK | HEATED POOL | OUTDOOR KITCHEN

Wonderful pool oasis in a great location 3BR/3BA

Sunny Naples Escape-Pool/ Hot Tub-9 min to beach

Tropical Retreat Naples-Private Heated Pool, Patio

Charming 2-BR Home w/ AC, Dock & Peaceful.

Entire Home w/ Private Heated Pool Sleeps up to 8
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- Naples Beach
- Lovers Key Beach
- Tigertail Beach
- Bonita National Golf & Country Club
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Naples Pier
- Jetblue Park
- Montura Ranch Estates
- Big Cypress National Preserve
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Bunche Beach
- Barefoot Beach State Preserve
- Ave Maria University
- Coconut Point
- Lovers Key State Park
- Manatee Park
- Hertz Arena
- Tarpon Bay Beach
- Seminole Casino Hotel Immokalee
- Barbara B Mann Performing Arts Hall
- Things to do Collier County
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