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Holiday rentals with a pool in Antilles

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Antilles

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.99 out of 5 average rating, 210 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Top Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.99 out of 5 average rating, 286 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Top Guest favourite
A spacious outdoor area features a heated pool and a small jacuzzi, surrounded by a screened lanai. Two sun loungers are positioned by the pool, offering views of the canal and lush palm trees, creating a relaxing setting.
Home in Cape Coral
4.96 out of 5 average rating, 25 reviews

My Kinda Party - Luxury Rental in Walking Distance

Welcome to My Kinda Party. My Kinda Party is gorgeous, breathtaking four-bedroom, three full bathroom luxury Villa with amazing amenities. This brand-new construction was just finished end of 2022. My Kinda Party is situated in the highly desirable SW Cape. Centrally located with Gulf Access, walking distance to restaurants and shopping, near Cape Harbor with all of its restaurants and shops. The area is a favorite for walking, biking and relaxing. As soon as you open the double glass door

Top Guest favourite
A serene courtyard is surrounded by lush tropical plants. A heated pool is centrally located, with lounge chairs positioned nearby. An umbrella provides shade over an outdoor seating area, framing the cozy cottage in soft evening light.
Apartment in West Palm Beach
4.99 out of 5 average rating, 165 reviews

RATED #1 Airbnb in W. Palm Beach! Heated Pool! 🏳️‍🌈

The cottage is within walking distance to The Square, the intracoastal, and many local restaurants. Clematis St. is close by and is full of fun restaurants and cafes. You can ride a bike to the beach and enjoy our wonderful Historic District and Howard Park. 10 minutes from new Outlet mall. We will be happy to assist you with area information to help plan a wonderful vacation. We have another cottage on property for large families or groups.. https://www.airbnb.com/rooms/13128914?s=51

Top Guest favourite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 101 reviews

Hacienda Sol y Luna 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
The image showcases an aerial view of the Eco-friendly Airstream RV surrounded by a lush cactus landscape, with a deck and a private saltwater pool. The Caribbean Sea is visible in the background, emphasizing the tranquil natural setting.
Home in Paradera
5 out of 5 average rating, 205 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
Apartment in West Bay
5 out of 5 average rating, 7 reviews

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

Welcome to Sunset Point #29 — a brand-new 1-bedroom, 1.5-bath oceanfront condo in Grand Cayman’s quiet North West Point. This 1,016 sq ft ground-floor retreat features floor-to-ceiling windows, a private patio with Weber grill, and the island’s best sunset views. Relax by the oversized pool and spa, work out in the fully equipped gym, or stroll 2 minutes to Macabuca for world-class diving, cocktails, and Cayman sunsets. Perfect for couples or small families seeking style and serenity.

Top Guest favourite
An aerial view showcases a swimming pool with a circular hot tub nearby, surrounded by a paved patio. Several lounge chairs are positioned under a shaded gazebo, with expansive views of the Atlantic Ocean and sandy beaches visible in the background.
Home in Isabela
4.98 out of 5 average rating, 318 reviews

Caribbean Paradise I

This is a studio on a cliff with a spectacular view facing mangroves, Middlesex and Poza El Teodoro beaches and the Atlantic Ocean. Each studio has Smart TV internet, private bathroom, kitchenette microwave, electric coffee maker, small refrigerator, queen size bed, side table, futon (convertible to twin size bed), AC and a balcony with ocean view. The common areas for the studios are a pool, gazebo, sitting area by the pool and they all have ocean view. Pets are not allowed.

Top Guest favourite
A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.
Chalet in Caguas
4.99 out of 5 average rating, 187 reviews

Chalet De Los Vientos

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Top Guest favourite
A tranquil swimming pool is framed by palm trees and a rocky outcrop, with clear blue water inviting relaxation. The ocean is visible in the background, where waves gently meet the shore. Lounge chairs are arranged around the pool area, creating a serene atmosphere.
Guest suite in George Town
4.98 out of 5 average rating, 263 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing. PLEASE NOTE: WE ARE NOT LOCATED ON BATS CAVE BEACH. AIRBNB HAS THIS WRONG!

Top Guest favourite
A serene pool area is depicted with a clear turquoise pool reflecting the sky. A graceful statue stands nearby, enhancing the tranquil setting. The distant view of the harbor is visible under a partly cloudy sky, framed by a decorative railing and outdoor seating.
Cottage in Northside
4.94 out of 5 average rating, 101 reviews

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.

Top Guest favourite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 562 reviews

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

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