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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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Top Guest favourite
Condo in East End
5 out of 5 average rating, 187 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

Top Guest favourite
Home in Cape Coral
4.97 out of 5 average rating, 123 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Top Guest favourite
Home in Lagun
4.94 out of 5 average rating, 34 reviews

Casita SOL with cave, pool and jacuzzi

Brand new & unique 3D Concrete bungalow with an own cave and access to the ocean. From the bungalow you walk to our cave, from the cave you can jump straight in the light blue ocean. Watch leaping tuna, dolphins and sometimes whales. Snorkel around the cave to see coral. Having a beer on the bar chairs in the swimmingpool. Or what you think about a nice cocktail in the bubbling jacuzzi on the cliff overlooking the Caribbean Sea? We also provide a outside kitchen area with a BBQ on gas.

Top Guest favourite
Tiny home in Caonillas Arriba
5 out of 5 average rating, 92 reviews

Sun and Moon Mountain Retreat

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Top Guest favourite
Condo in Manatí
4.98 out of 5 average rating, 115 reviews

Beachfront Luxury @ Mar Chiquita

Welcome to the secluded peaceful & modern Seaside Escape at Playa Mar Chiquita. Remodeled & furnished to give you a clean luxurious 5 star experience. Our top floor unit gives unmatched views of the Atlantic & legendary sunsets of Puerto Rico. Its beachfront patio is complete w/ gas grill sink & furniture. The sundeck leads you to an almost private beach while the soft patio lights adorning the tree will keep you under the stars all night. A quiet paradise with Mar Chiquita only steps away.

Top Guest favourite
Villa in Mal Pais
4.97 out of 5 average rating, 137 reviews

House of the Earth and the Sea - stunning luxury

Escape to La Casa Tierra y el Mar: A romantic luxurious mountain top sanctuary where architecture meets wilderness in Costa Rica's Nicoya Peninsula. Breathtaking ocean views, plunge pool, and wildlife at your doorstep. Gourmet kitchen, indoor outdoor living. Moments from pristine beaches, this architectural marvel offers the perfect blend of privacy, comfort, and adventure. Your secure and completely private tropical dream retreat awaits—where extraordinary design meets untamed nature.

Top Guest favourite
Home in Paradera
5 out of 5 average rating, 202 reviews

Airstream With Pool, Amazing Ocean & Nature Views

This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Top Guest favourite
Bungalow in Le Marin
4.95 out of 5 average rating, 173 reviews

Break in the Île aux Fleurs

Be lulled by the sweetness of life on the Île aux Fleurs (special mention for the private pool in this splendid tropical garden). This 36 m2 independent air-conditioned bungalow is a peaceful stopover. Situated on the heights, in a haven of peace close to the turquoise bay of Marin and the most beautiful beaches, discover Martinique differently... Ronald is also a Private Pilot. Discover the island and its magnificent beaches from above in flight with him in a tourist plane.

Top Guest favourite
Guesthouse in BL
4.98 out of 5 average rating, 176 reviews

les Ramiers

Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Top Guest favourite
Villa in Sint Michiel
5 out of 5 average rating, 64 reviews

Beautiful new luxurious villa in Caribbean style

Beautiful new luxurious villa in Caribbean style with private pool just 2 minutes walking distance from the beach. From the semi-covered terrace, you can enjoy the panoramic views overlooking the sea and golf course. The villa is located on the well secured and beautifully maintained Blue Bay Golf and Beach Resort. Entrance to Blue Bay Beach is included with every stay, along with the use of a sunlounger on the beach area.

Top Guest favourite
Home in Fort Lauderdale
5 out of 5 average rating, 110 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts

Top Guest favourite
Tiny home in Aguada
4.98 out of 5 average rating, 171 reviews

Private Beach House/Private Pool/Heated

Relax in this stylish, quiet space. Steps to historic Cañones de Aguada Beach. Enjoy the beautiful private pool with your partner. Fall in love with the beautiful poolside gardens while preparing your favorite charcoal dishes in the BBQ area. Close to one of the best gastronomic routes in the western area with a beautiful coastline. It will be an unforgettable experience...

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