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 San Cayetano de Venecia

4.96 out of 5 average rating, 156 reviews

Quinta La Ceiba Modern Home with Pool in DairyFarm

A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.

Guest favorite

Rental unit in Guerrero

4.96 out of 5 average rating, 274 reviews

Private Pool and Entertainment Area at Lunabelapr

Plan a relaxing getaway while enjoying a private pool with sundeck, fire pit, 100-inch screen projector, gazebo, and pool table that are exclusive for the guests of Lunabela. This special place is just a 10-minute drive from both the beach and Guajataca River, and within walking distance to the mall, restaurants, and bakeries, making it easy to plan your visit and explore Isabela. The unit has a fully stocked kitchen, AC, king-size bed, Wi-Fi, TV, free parking space, BBQ grill, and board games.

Guest favorite

Home in Palm Beach

5 out of 5 average rating, 189 reviews

Aruba Private Resort. Its All Yours and Only Yours

Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

Guest favorite

Home in Grace Bay

4.96 out of 5 average rating, 141 reviews

Follow Your Dreams Villa!

This a New Super Cool Upper Floor Loft Bedroom for one couple. Private Pool! Downstairs full Kitchen and 65" Giant TV entertainment area! Full Kitchen, Dishwasher, Laundry, all you need & more. Just behind Coco Bistro/Coco Van and 2 minutes by car to Beach! Grace Bay Beach that is! This is a Totally Private Villa for 2 Guests Only! Just landscaped with Palms around the Private pool! Great Location & New! Thanks for checking out "Follow Your Dreams!

Guest favorite

Barn in Willemstad

4.93 out of 5 average rating, 113 reviews

Landhuis des Bouvrie Loft

When you walk through the gates of the courtyard of the Loft, you will enter a completely different, dream-like world. Silence, Nature, Space and Privacy are the keywords, when we try to describe what you will experience during a stay in our beautiful loft. A place where history and modern design come together. You will find yourself in a bare-foot-luxury bubble in space and time what will inspire you to slow down, completely surrounded by nature.

Superhost

Home in Anse La Raye

4.94 out of 5 average rating, 102 reviews

Brigand Hill: Full staff included

Access to 2 local beach’s included - one is at a hotel about a ten minute drive. The second is about a ten minute walk or 3 minute drive from the villa. Private, eco-friendly, Jungle " Bungalow" w/pool perfectly situated between all major destinations of the island while providing utmost privacy close to nature. ** Full staff included in the rate includes cook, maid, and caretaker. Food and alcohol NOT included.**

Guest favorite

Home in La Trinité

5 out of 5 average rating, 101 reviews

4-star Vert Azur villa

In the heart of the Caravelle Peninsula, in its green setting set with water, Villa Vert Azur is ideally located and offers exceptional panoramic views. In the glow of sunrise, you can contemplate the treasure bay and the lighthouse of the caravelle as well as in its sublime setting the imposing silhouette of the peeled mountain and the slopes of the pitons of the carbet

Guest favorite

Shipping container in Cabo Rojo

4.98 out of 5 average rating, 147 reviews

Luxury Container W/ Heated Private Pool

Fe Casa Hierro is a luxurious container house located in Cabo Rojo, Puerto Rico. Whether you are looking for a family trip to enjoy the West Coast, preparing for a getaway with friends, or planning a couple's retreat, this place is perfect! Boasting a private pool with all amenities, parking available, a stocked kitchen, and more, you can't miss this Airbnb!

Superhost

Villa in Anse Des Cayes

4.95 out of 5 average rating, 123 reviews

The Perfect Beach House

Villa Palmier is a stunning 2 bedroom, 2 bathroom newly renovated villa in the well located neighborhood of Anse Des Cayes. It is a designers dream having just been featured in the July/August issue of Elle Decor France. With ocean views from every room, a constant sea breeze blowing throughout, and your own private pool, it's the perfect beach retreat.

Guest favorite

Cabin in Aguada

4.94 out of 5 average rating, 300 reviews

Raíces Cabin🪵 private pool/1min walk to beach

Raíces Cabin is hidden gem in the beautiful town of Aguada. This is the perfect haven for couples seeking an intimate exclusive getaway. Our house is amongst nature that allows you to enjoy the morning ocean breeze. Take a dip in a completely private pool area. We are located in a quiet, safe, and accessible area in the heart of Aguada.

Guest favorite

Bungalow in Les Trois-Îlets

4.95 out of 5 average rating, 231 reviews

SAPOTILLE BUNGALOW with private pool

Located at the entrance of the village of Trois-Ilets, a tourist town par excellence, Sapotille is a new bungalow in wood of great standing, with deck and private heated swimming pool. Shops and sea shuttle within walking distance. Quiet and ventilated neighborhood.