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

Home in Lauderdale-by-the-Sea

4.95 out of 5 average rating, 78 reviews

Luxurious Beach Home~Heated Pool&Spa~Walk to Beach

-New luxurious 3 bedroom 2.5 bath beach home -2 min drive to beach -Heated Pool&Spa for 10 w/ waterfall -Ensuite master bedrm w/ jacuzzi -Stylish living room w/ electric fireplace and waterfall views -Fully equipped kitchen w/ brand new appliances -Dining accommodations up to 10 people -Game room w/ pool table and 6 Smart TV's, includes Outdoor TV too! -BBQ Grill (propone) & cooler on wheels -Beach wagon, beach chairs, umbrella & cooler -Everything you need for a relaxing and memorable vacation

Guest favorite

Home in Venice

4.9 out of 5 average rating, 50 reviews

Heated POOL close to beach fenced in, kid friendly

Family friendly, Pool home has an open floor plan. New kitchen w/ stainless appliances & a breakfast bar. Living room has sleeper sofa w/ upgraded memory foam mattress. Large sunroom overlooks the fully screened in private pool & fenced tropical backyard. Many amenities: washer & dryer, pool floats, beach chairs, umbrella, beach towels & toys, coolers. 7 min by car to Manasota beach, 5 min to shopping restaurants etc. Primary has ensuite bathroom, walk in closet. Pack n play crib, toys & games!

Guest favorite

Home in West Bradenton

4.99 out of 5 average rating, 139 reviews

Suncoast Beach Getaway - 10 Minutes to Gulf & IMG

Enjoy some of Florida's finest white sandy beaches. Only 4 miles/10 minutes to the shimmering Gulf of Mexico or IMG Academy. This Luxurious 3 bedroom 2 bath pool home has an additional queen futon & queen sleeper sofa. 100% remodeled by builder/owner. Over 2300 square ft. of A/C space (3 zones) all on one level with a huge private HEATED POOL. Featuring a fully stocked gourmet chef kitchen & stunning granite counters! The very large rear lanai could easily serve as a 4th bedroom. Come & relax!

Guest favorite

Condo in East End

4.9 out of 5 average rating, 203 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!

Superhost

Home in North Port

4.81 out of 5 average rating, 130 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 Pompano Beach

4.95 out of 5 average rating, 110 reviews

New Listing/Pool Paradise at the Beach!

Only a couple miles from the beach, this beautifully renovated house has 3 full bedrooms with attached bathrooms. The living area is spacious with a full size sofabed to accommodate extra persons. With all the comforts of a home, this house includes linens, towels, washer-dryer, & flatscreen TVs in all rooms. Kitchen is fully equip with toaster, coffee maker, blender & all pots and pans making it functional. The house has a beautiful deck , backyard and a heated pool- perfect for entertaining.

Guest favorite

Home in Port St. Lucie

5 out of 5 average rating, 30 reviews

Blue Skies Bungalow - Heated Pool & Beach Fire Pit

Welcome to our 2-bedroom, 2-bathroom home with an amazing heated pool. Enjoy a comfortable stay in the well designed bedrooms and relax in the living room while drinking coffee or a cocktail and watching TV. Our backyard oasis features a sparkling pool and beach fire pit surrounded by palm trees, perfect for relaxing and spending time with loved ones. The fully equipped kitchen has all the modern appliances you need. Swim all year and make your vacation unforgettable at our amazing home.

Guest favorite

Home in Fort Lauderdale

4.9 out of 5 average rating, 256 reviews

Heated Private Pool | King Bed & 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 pool, grill, beach supplies including towels, shampoo/conditioner, stocked kitchen, and kids toys with pack 'n play. Full-size washer and dryer on site for guests. Approved City of Fort Lauderdale Vacation Rental, Certificate #170 1190

Superhost

Apartment in Lauderdale-by-the-Sea

4.88 out of 5 average rating, 239 reviews

Just a few minutes to the beach with Heated pool

Enjoy a spacious 1-bedroom apartment with direct access to a shared heated pool on the same level. The apartment features a king-size bed, in-unit washer and dryer, dishwasher, fully equipped kitchen, and provides one set of towels per guest, along with beach towels and chairs. Stay connected with high-speed internet and a smart TV for your entertainment. Please Note: A $25 per day fee for the heated pool applies from November 1st to March 31st.

Guest favorite

Home in West Palm Beach

4.96 out of 5 average rating, 27 reviews

Amazing pool home

Welcome to our stunning 4/2 home just minutes from downtown West Palm Beach. Our heated pool & backyard oasis will make your visit memorable. Situated in a vibrant neighborhood, our home boasts convenience and comfort. With plenty of restaurants nearby, you'll have no shortage of dining options. Plus, being minutes from the outlet mall, beaches, Kravis ctr, and downtown, you will have endless entertainment options.

Guest favorite

Home in Cape Coral

4.89 out of 5 average rating, 210 reviews

Modern Oasis pool paradise

Location! Location! The entire place. This is a brand new Condo with gorgeous pool located next to supermarkets, restaurants including famous seafood restaurant, very close to Captiva, Fort Myers and Sanibel beaches Beautiful modern decor quiet secluded amazing!!! Great pool. No pets no service dogs no comfort pets allowed owner is allergic.

Guest favorite

Home in Cape Coral

4.93 out of 5 average rating, 44 reviews

Amazing Luxurious 3 bedroom Pool home! Three Palms

Your family will be close to everything when you stay at this centrally-located home. Restaurants, shopping, parks, waterpark, mini golf and of course many different and unique BEACHES! The home has been completely remodeled with high end finishes and has everything for your stay! Pool heat IS included in your stay.