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 favourite

Home in Venice

4.9 out of 5 average rating, 51 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 favourite

Condo in East End

4.9 out of 5 average rating, 208 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, 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 favourite

Villa in Pembroke Pines

4.88 out of 5 average rating, 220 reviews

Stunning Lake-Front Villa with Pool & Spa

This beautifully renovated and spacious villa is the perfect spot for your South Florida getaway! Located in the family-friendly neighborhood of Pembroke Pines, this home boasts a large heated swimming pool and spa, furnished deck and stunning lake-front views. The interior features 2 large living rooms, 2 dining areas, a state-of-the-art kitchen, 5 comfortable bedrooms and 2 modern bathrooms. Also included are free parking, laundry room, gaming tables, 6 TVs, BBQ grill and high-speed wifi.

Superhost

Home in Lake Worth

4.84 out of 5 average rating, 252 reviews

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

Newly Re-listed! Beautiful heated tropical pool home oasis! Home away from home. Relax and enjoy the tropics, beach Lake theme home. 3/2 house with large tropical private pool, covered patio. Only mins away from Lake Worth and Lantana Beach. Right off I-95 close to downtown areas. Short walk to Lake Osborne. Enjoy a walk, bike ride, or run to John Prince Park. Other great entertainment near by are Palm Beach Zoo,Golfing, Fishing, Outlet malls all within 25 mins. 10 minutes from PBI Airport.

Guest favourite

Home in Fort Lauderdale

4.88 out of 5 average rating, 184 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 favourite

Home in Port St. Lucie

4.94 out of 5 average rating, 36 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 favourite

Home in Fort Lauderdale

4.98 out of 5 average rating, 122 reviews

Huge pool + 5 mins to beach + 2 king suites

🏊 New resort-style pool & hottub 🛌🏽 KING Westin Heavenly Beds; ultimate comfort & sleep 👙2 mi. to beach & downtown 🏠Professionally designed decorated ✅Kitchen is fully stocked; ready for gourmet cooking 🏖️Beach chairs, towels, and umbrellas all available for you 🐶Low pet fee; bring your furry friends! 💻 WFH ready - high speed internet 📺 Large Roku Smart TVs in both bedrooms & living rooms 😊Hosts with a service heart (we’re here to make your trip perfect!)

Superhost

Home in West Palm Beach

4.86 out of 5 average rating, 185 reviews

Priv 4/2 Bdm Palm Beach Gardens Pool Home-Beaches

Enjoy Paradise South Florida Living with over 1 acre of land , Mins to freeway ,1.2 miles Roger Dean stadium , 10min from Juno Beach , Downtown and Shopping Mall, MacArthur Beach Park, Peanut Island, Ocean Reef Park, Munyon Island, & 12min from Rapids Water Park. Entire 4 bedroom modern home with private pool .The house is totally renovated, clean and nicely decorated! Free Arcade ( Regular Stand Up Arcade ) and Regular Size Air Hockey Table.

Guest favourite

Apartment in Fort Lauderdale

4.91 out of 5 average rating, 183 reviews

#2 Heated Pool+Pvt Patio & Grill

This unit is in a complex of ten units surrounding a large backyard. Pool: shared, heated year round, 20x40’ (6x12m), very deep SmartTV: in LR and BR, log on to your Netflix/HBO/etc account Kitchen: fully equipped, with dishwasher Grill: private gas grill & patio Wifi: redundant high speed connections Parking: free, off-street, two cars Also: desk, office chair, crib, beach gear

Guest favourite

Villa in Fort Lauderdale

4.99 out of 5 average rating, 127 reviews

Luxe 4BR Waterfront w/Htd Pool, 5min to beach

Luxurious private waterfront home minutes to gorgeous South Florida beaches, great restaurants, and much more! The home features luxury living at its finest with an open concept design, a gourmet kitchen, 4 generous bedrooms, 3 lavish bathrooms, a game room and a stunning resort yard with a kids playground, an outdoor kitchen/bar & a pool overlooking the canal.

Guest favourite

Home in Cape Coral

4.89 out of 5 average rating, 218 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.