Holiday 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

Apartment

4.99 out of 5 average rating, 139 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.

Superhost

Home

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 favourite

Villa

4.88 out of 5 average rating, 213 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.

Guest favourite

Home

5 out of 5 average rating, 102 reviews

Modern pool home on lake near Hardrock FLL airport

Luxurious lakefront pool home, newly remodeled modern design, conveniently located within minutes of Hardrock Hotel & Casino and Ftl airport. Spacious enough for the whole family. Private and quiet. Sit by the pool and watch the beautiful Florida sunsets or head east 15 minutes to the famous Ft. Lauderdale beach. Enjoy the firepit, light up the BBQ, and enjoy the day poolside. Publix is located less than 1 minute away. Looking for a rental car for your trip? Message me today for more info!

Superhost

Home

4.84 out of 5 average rating, 151 reviews

Large Waterfront House with Pool 4bd/2ba

This Waterfront paradise, located downtown Lauderdale! This beautifully redesigned home has 4 BR, 2 full BA with tubs, and comfortably sleeps 8. Downtown Las Olas Boulevard is a 5 minute walk, and the beach is a 7 minute drive. No Parties, locals and spring breakers Enjoy the backyard pool , BBQ grill, patio furniture, and dock on the Tarpon River. We also offer plenty of local recommendations in the house guide! This rental is for renters responsive renters, not for young groups.

Guest favourite

Flat

4.99 out of 5 average rating, 106 reviews

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*

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

Guest favourite

Home

4.92 out of 5 average rating, 118 reviews

Great shape after Milton -Gorgeous Pool! - os

Great news! We've quickly reopened after Milton! Restaurants, stores, our beach access & Historic downtown-all now open! Beautifully decorated 3 bedrooms, 2 bathrooms, attractive family room & open concept kitchen with breakfast room overlooking private pool. On desirable Island of Venice, “Villa Sorrento” is only 8 minute walk to beach. Near Historic Venice Avenue's unique shops, restaurants. Low-key quiet vacationers only. 2 car max. no visitor parking. No pets. No smoking

Guest favourite

Flat

4.99 out of 5 average rating, 228 reviews

Best location with pool, steps from beach!

Wake up on your super comfortable king premium bedding looking over a beautiful pool surrounded with gorgeous palm trees. Surprise your significant other preparing her/his breakfast choice in your fully equipped kitchen, get up to date with a super-fast internet connection under your secluded patio roofed pergola. Dive in your private pool, get a hot water outdoor shower before heading to the best beach of San Juan, just 50 yards from your house!

Superhost

Flat

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 favourite

Home

4.97 out of 5 average rating, 153 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Guest favourite

Flat

4.91 out of 5 average rating, 179 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

4.99 out of 5 average rating, 126 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.