Vacation rentals with a pool in Caribbean

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caribbean

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

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Guest favorite

Condo in East End

4.91 out of 5 average rating, 212 reviews

Luxury Beachside Escape with private pool and wifi

This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Guest favorite

Condo in Fort Lauderdale

4.98 out of 5 average rating, 150 reviews

#1 Luxury Resort Style Fort Lauderdale EPIC POOL

ADULTS ONLY PROPERTY 21+, Welcome to PoolHouse FTL. Enter the gates and feast your eyes on this chic, modern, and luxurious resort style oasis. Each of the one bedroom bungalow style apartments open directly onto the enormous travertine pool and sun deck, and EPIC pool that is heated year round. Private, gated, surrounded by lush tropical landscaping. You may cancel all your plans, and lay poolside for your entire stay. Located minutes from the beaches, downtown and the famous Wilton Manors.

Guest favorite

Home in Wilton Manors

5 out of 5 average rating, 102 reviews

Private & Cabana Heated Pool in Wilton Manors

Private Poolside Cabana Home walking distance to thriving Wilton Drive. Open kitchen to a bright, airy living room and pool view. 3 bed/2baths each room is richly appointed featuring lux linens, vanity, & TVs. The private backyard, large heated pool with waterfall, cabana & sun lounges are yours to enjoy. Complete with BBQ, outdoor dining & lounge seating. All the pool amenities with cooler, umbrella, towels & more. Cable & Wifi included. Please review house rules prior to booking/inquiring.

Superhost

Home in North Port

4.81 out of 5 average rating, 133 reviews

Luxury villa 4 bdr with a heated pool (14guests)

Rare to find a luxury villa with a swimmable heated pool at the upscale district of North Port near a golf course. Very spacious (14 guests), high ceiling. Two empty lots on both sides of the property and a canal on the back guarantee full privacy. 2 minutes to Walmart and Publix. 10 minutes to Warm Mineral Spring. Close to Water park, Wellen park, Manasota, Siesta and others beaches. Very close to highways. The home is 2230 sq. ft. of living space. Fully furnished with high-end furniture.

Guest favorite

Home in Fort Lauderdale

4.88 out of 5 average rating, 186 reviews

Stunning gardens! Spa and heated pool

Highlights of this upgraded house include: high end outdoor bar and kitchen; spectacular outdoor garden areas, multiple sun decks, screened in outdoor living room with TV & crate and barrel furniture; heated saltwater pool and spa. Inside you’ll find a beautiful, fully stocked kitchen, primary bedroom with en suite, polished concrete floors, beach towels /beach chairs, soaps, coffee/teas; 8 minutes to the beach, restaurants, downtown Fort Lauderdale; nothing is shared - A private oasis!

Guest favorite

Home in Vero Beach

4.94 out of 5 average rating, 161 reviews

2 King Beds / Heated Private Pool / 10min to Beach

Entire house in private HOA community, very little traffic, quiet neighborhood : -Prime location:10 min to beach, 5 min to downtown Vero Beach, Dodgertown, Movie Theaters, Shopping& Restaurants. -Heated Pool in private backyard heated year round at 89 degrees -BBQ Grill -Large open floor plan -2 King Beds / 1 Full/Twin Bunkbed -Master Bedroom Suite: separate private access to pool and master bathroom -Smart TVs: all the major streaming apps -Stainless steel appliances -Updated bathrooms

Superhost

Home in Lake Worth

4.83 out of 5 average rating, 298 reviews

#2 Lake Osborne Tropical Pool Oasis HEATED POOL

4 Bedroom 2 baths with Large Private Heated Pool. Large private Fenced Backyard. Large living area completely equipped. Kitchen full size Stove, Refrigerator, Dishwasher. Dinning Room, Enclosed Family room with Pool Table. Large covered outside eating area and BBQ area. 2 Flat TV's with Roku and internet service. In Lake Osborne Estate Entire House. Close to PBI Airport, close to Beaches (Lake Worth Beach, Lantana Beach, Palm Beach, Delray Beach). Just off I-95 convenient easy driving.

Guest favorite

Home in Fort Lauderdale

4.9 out of 5 average rating, 260 reviews

Heated Pool | King Bed | BBQ & Hammock

Beautiful home in Fort Lauderdale with the city and beach within 10min Uber/Lyft. You may not even need to leave as you will find your own piece of paradise in the backyard right in the middle of a wonderful city. Completely Private backyard and heater pool, grill, beach supplies including towels, shampoo/conditioner, stocked kitchen, and pack 'n play. No shared amenties. washer and dryer on site for guests. Approved City of Fort Lauderdale Vacation Rental, Certificate #170 1190

Guest favorite

Home in North Port

4.97 out of 5 average rating, 115 reviews

Private, beautiful house with a heated pool

Relax with the whole family or a group of friends at this peaceful place in paradise. A beautiful, clean home that can accommodate up to 6 guests. The home is fully remodeled with new furniture. Start your morning with a nice cup of Nespresso by the heated pool and end the night at the jacuzzi in the spacious master bedroom. Located 5 min away from water park(aquatic center) 10 min from the famous Warm Mineral Springs and 25 min from multiple beaches.

Guest favorite

Home in West Palm Beach

4.84 out of 5 average rating, 44 reviews

Beautiful Blue House Heated Pool

Looking for a perfect Florida getaway? This newly renovated and decorated 3BR/2BA private house and furnished pergola has everything you need for a perfect vacation! Located 1-1/2 blocks from the Intracoastal and a short drive to the multiple beaches, shops and restaurants that make this location so popular. Features include 3 spacious bedrooms, updated kitchen and a beautiful backyard with heated pool and hot tub. We welcome your hypoallergenic dog!

Guest favorite

Home in Vero Beach

4.93 out of 5 average rating, 114 reviews

Heated Pool, Putt Putt Golf

Enjoy the newly updated, “The Pink Palms” with modern amenities. Outdoors: heated pool, putt putt golf, 2 fire pits, hammocks, bar, sun chaise loungers, outdoor sofas. Indoors: completely renovated, 3 bedrooms, 2 bathrooms with soaking tub, work station with fast speed Internet. In case your desired dates are unavailable check out @schlittstays.

Guest favorite

Apartment in Punta Cana

4.93 out of 5 average rating, 102 reviews

New Elite Penthouse with own Private Pool

Penthouse with own private Pool centrally located, ocean front, less than a minute walking distance from Punta Cana white sand beach and multiple restaurants, mini market and pharmacy. Enjoy your own private pool under the light of the moon and the sound of the ocean. Amazing to share with family and friends.