Holiday rentals in Antilles

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Top-rated holiday rentals in Antilles

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Villa in Grace Bay

Ideal Honeymoon Villa

Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

ValueLocationWifi

4.96 out of 5 average rating, 85 reviews

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

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.

ValueLocationLayout

4.99 out of 5 average rating, 300 reviews

Top guest favourite

Loft in San Juan

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

FamilyLocationWifi

4.96 out of 5 average rating, 253 reviews

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

Sol y Luna Mountain Retreat Hacienda

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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.

LocationValueOutdoor spaces

5.0 out of 5 average rating, 144 reviews

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

Chalet De Los Vientos (Chalet of the Winds)

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 💡

LocationFamilyAmenities

4.99 out of 5 average rating, 244 reviews

Top guest favourite

An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.

Villa in Treasure Beach

Sanguine Villa Treasure Beach 1-2-3 bed option

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

ValueLocationQuiet

5.0 out of 5 average rating, 106 reviews

Top guest favourite

An outdoor area features a private heated pool surrounded by wooden decking. Colorful flowers and greenery enhance the landscape. The cozy home, with a brown exterior, includes a shaded porch with comfortable seating and a hammock, providing a welcoming atmosphere for relaxation.

Chalet

Beautiful View Chalet

Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

LocationValueNearby

4.97 out of 5 average rating, 301 reviews

Superhost

Home in Hope Bay

Oceanfront Off-Grid Beach House | Portland

Escape to a secluded oceanfront, off-grid beach house in Portland, Jamaica. Wake to Caribbean Sea views, step onto the black-sand beach, swim, kayak or relax beneath the coconut trees. Perfect for families and groups, the home offers spacious bedrooms, comfortable living areas, a full kitchen, pool and outdoor dining overlooking the sea. Fully solar-powered and surrounded by nature, it’s a private tropical escape where the ocean is always just steps away.

FamilyLocationView

New place to stay

Top guest favourite

Apartment in Upper Prince's Quarter

Serenity Seascape | 2BR Retreat, 270° Oceanviews

Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.

LocationValueQuiet

5.0 out of 5 average rating, 11 reviews

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

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.

ValueLocationWifi

4.99 out of 5 average rating, 622 reviews

Top guest favourite

A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.

Tiny home

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza is a romantic getaway retreat, couples only with Climate Pool. We are located in the mountain, it is very private, away from the city, an hour away from San Juan and the Aeropuerto Internacional de Puerto Rico. We recommend washing an SUV or 4x4 vehicle for your peace of mind, if you are not used to riding in the Mountain. Once you start climbing the mountain, it's through curved streets and some steep, but completely walkable slopes.

ValueLocationComfort

4.99 out of 5 average rating, 205 reviews

Top guest favourite

An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.

Loft in Marigot

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

LocationValueCleanliness

5.0 out of 5 average rating, 202 reviews