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Holiday rentals in Caribbean

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Top-rated holiday rentals in Caribbean

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

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Top guest favourite
Home in Playa Jeremi
5 out of 5 average rating, 41 reviews

Overseas

Overseas sits on a clip overlooking the turquoise Caribbean sea. The villa is designed to take in its beauty from every room in the house. Enjoy the scenery while sipping a drink in the infinity pool or venture down the private stairs to snorkel in the ocean where you can enjoy the company of sea turtles and dolphins on a lucky day. Adventure lovers are spoiled with world class diving spots and lush nature reserves in the vicinity. Just be back in time to admire the sunset from the pool deck.

Top guest favourite
A striking A-frame cabin features large glass doors and windows, allowing ample natural light to illuminate the interior. The entrance is framed by lush greenery and a gravel pathway. A small chair is positioned on the patio, inviting relaxation in the serene environment.
Cabin in La Fortuna
4.97 out of 5 average rating, 92 reviews

Cozy Volcano View Stay · Brand New & Hot Tub

Breathtaking mornings in front of Arenal Volcano 🌋 This striking A-frame cabin was designed for those who crave something unforgettable. Nestled directly in front of the majestic Arenal Volcano, the view is not just scenic—it’s cinematic. Built under the bold lines of modern black-design architecture, the cabin blends sleek style with cozy warmth, offering a unique balance between design and nature. At LAVA Homes you can enjoy a private hot tub, panoramic windows and a suspended net lounge.

Top guest favourite
Flat in Havana
4.99 out of 5 average rating, 96 reviews

Spacious and elegant apartment•Old Havana•Wi-Fi

Apartamento amplio y luminoso en pleno corazón de Habana Vieja, ideal para parejas o pequeños grupos que quieren espacio, comodidad y una experiencia auténtica. Cuenta con wifi gratuito y estable sin cortes de electricidad programados. Tendrás varias estancias para relajarte, trabajar o descansar con total privacidad, en una ubicación excepcional para explorar la Habana Vieja caminando. Puedes llegar fácilmente a la Catedral de La Habana, Plaza Vieja, Plaza de Armas, restaurantes y galerías.

Top guest favourite
Guest suite in Savaneta
5 out of 5 average rating, 198 reviews

Cabin By the Sea - Ocean Suite

Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

Top guest favourite
Villa in Charlotte Amalie
4.99 out of 5 average rating, 141 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

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, 126 reviews

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, Puerto Rico, just 50 minutes from Ponce's Airport.

Top guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.99 out of 5 average rating, 308 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Top guest favourite
Guest house in Venecia
5 out of 5 average rating, 76 reviews

Treetop cabin with hot tub, pool & trails

Unique and modern rainforest cabin in a peaceful small town of rural Costa Rica 🙌🏼 Nestled in private primary rainforest of 10 acres with trails, the cabin is a hidden gem close to major tourist spots. Unwind in your own private heated hot tub, listen to nature sounds, and embrace complete rainforest peace. Explore our private trails, river and natural outdoor pools. The cabin includes two beds, full kitchen, nature views & open shower bathroom. Located 2h from SJO. Local owned ✌️🇨🇷

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
5 out of 5 average rating, 99 reviews

May Special Treasure Beach Sanguine Villa

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

Top guest favourite
Guest house in Current
5 out of 5 average rating, 74 reviews

Slow & Easy Cottage #2

Take a break and unwind at this peaceful oasis. Slow & Easy is a multi unit, waterfront property located between Lower Bogue and Current settlements on the main island of Eleuthera. Locals refer to this area as "Current Ridge". It is situated on the south side of Current Road, right on the water. The amazing views, from the enormous dock/pavilion, are priceless. The shallow, sandy bottom water is perfect for swimming. The cottage is approximately 200 feet from the ocean.

Top guest favourite
An inviting outdoor lounge area features a combination of swinging benches and comfortable seating. A natural wood coffee table is centrally positioned, with soft cushions accenting the seating. The pool glimmers nearby, illuminated under the evening sky, enhancing a serene outdoor ambiance.
Home in San Cayetano de Venecia
4.97 out of 5 average rating, 206 reviews

La Ceiba, Modern Villa with Pool in Dairy Farm

Quinta La Ceiba is in heart of a dairy farm, surrounded by green pastures, cows, and mountain views. Enjoy sunrises and sunsets from this 3-bedroom house. Features include a fully equipped kitchen, very comfortable beds, and outdoor dining plus a living room with a hanging bench, perfect for relaxing and enjoy the nature surrounding it, ideally located between Bajos del Toro and La Fortuna with endless nearby adventures. Inquire about the private chef service.

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, 599 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.

Popular amenities for Caribbean holiday rentals

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