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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 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
4.98 out of 5 average rating, 259 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
An outdoor gazebo is framed by lush greenery and palm trees, overlooking the ocean. Comfortable seating is arranged on the patio, inviting relaxation. Brightly colored flowers and plants surround the area, enhancing the natural ambiance and providing a tranquil setting by the water.
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
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
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.

Guest favourite
A wooden viewpoint extends over the lush jungle, offering a panoramic view of rolling hills and a colorful sunset sky. The deck, surrounded by greenery, provides space for relaxation amidst nature.
Cabin in Minca
4.98 out of 5 average rating, 235 reviews

La Casa Del Mono

Welcome to La Casa Del Mono! We are a unique place :) Enjoy your own incredible wooden house in the middle of the jungle while having access to our incredible private viewpoint (2 min walk) where you can enjoy the most amazing sunsets. You will find binoculars in your house and hopefully you will be able to see the Monkeys, Toucans and many other birds! We are located only 10-15 minutes walk from Minca town, 15 minutes from Pozo Azul waterfalls and 10 minutes from the hidden waterfall.

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, 98 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
A serene outdoor living space features comfortable seating arranged around a low table, with panoramic views of a sunset over lush greenery. An infinity pool reflects the vibrant colors of the sky, framed by large glass doors that open to the natural surroundings.
Home in Monteverde
4.99 out of 5 average rating, 93 reviews

Luxury villa on the Cloud Forest + Infinity Pool

Sumérgete en la tranquilidad y belleza natural con esta espectacular casa en medio del bosque, diseñada para ofrecerte una experiencia única de lujo y relajación. Esta propiedad combina elegancia moderna con el encanto de la naturaleza. Despierta con los sonidos del bosque y disfruta de la paz que solo este entorno natural puede brindar. La casa ofrece privacidad total, pero se ubica en el corazón de Monteverde a corta distancia en auto de restaurantes locales y tiendas.

Top guest favourite
Flat in Havana
4.99 out of 5 average rating, 95 reviews

Spacious and elegant apartment•Old Havana•Wi-Fi

Spacious and bright apartment in the heart of Old Havana, perfect for couples or small groups looking for space, comfort, and an authentic experience. It offers free and stable Wi-Fi, with no scheduled power outages. You will have access to multiple rooms where you can relax, work, or rest in complete privacy, all in an exceptional location for exploring Old Havana on foot. You can easily get to Havana Cathedral, Plaza Vieja, Plaza de Armas, restaurants, and galleries.

Top guest favourite
A modern living space features large glass windows that offer views of a colorful sunset. A cozy seating arrangement is situated near a warm wooden bar with a bottle of wine and a bowl of fruit. Tropical plants are positioned throughout the room.
Home in La Lindora
4.97 out of 5 average rating, 151 reviews

Adalis Monteverde

Imagina una casa perfectamente integrada en la exuberante vegetación de las montañas de Monteverde Costa Rica, rodeada de una sinfonía natural de aves y colores vibrantes. Desde aquí, la vista hacia el océano es simplemente impresionante, ofreciendo atardeceres y amaneceres que parecen sacados de un lienzo, cada uno más impresionante que el anterior. El clima es un sueño hecho realidad, con una mezcla perfecta de frescura y calidez que te abraza en cada momento del día.

Top guest favourite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Miami
4.99 out of 5 average rating, 889 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Popular amenities for Caribbean holiday rentals

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