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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
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 40 reviews

Sunrise Over St. Barths

BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Top guest favourite
Home in Los Tornos
5 out of 5 average rating, 65 reviews

Aves Monteverde • Ocean View • Private Jacuzzi

Villa ultraprivada con espectaculares vistas 360° al océano, montañas y valle desde cada rincón, entre nubes y bosque Casa de 3 niveles+cabaña privada con grandes ventanas. Jacuzzi, 2 chimeneas y gran terraza con la chimenea exterior, 2 balcones, lavandería 🚗 A 12 min de downtown. SUV recomendado 🌿 Clima fresco, sin A/C. Llevar abrigo. 6 huéspedes, 4 baños, 2 cocinas, BBQ, sin vecinos Experiencia tipo hotel boutique con atención personalizada 📍 A 100 m de Parque Extremo y actividades cercanas

Top guest favourite
Home in Palma Sola
5 out of 5 average rating, 40 reviews

*NEW Infinity House near El Yunque (private pool)

Wake up in the clouds to the sounds of nature in this modern mountain retreat nestled in the mountains of Puerto Rico near El Yunque Forest. This brand-new, fully equipped home offers the perfect mix of adventure and relaxation. Dip in the private infinity pool overlooking the treetops, unwind in one of several cozy living area or simply take in the mountain views as the sun sets. Whether you’re traveling with family, friends, or on a romantic getaway, this is your private sanctuary in the sky.

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, 137 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.

Superhost
Cabin in Mirador
5 out of 5 average rating, 3 reviews

Crystal Jungle Arenal Bungalow

Un exclusivo refugio de cristal inmerso en el corazón de la selva de Arenal. Sus paredes completamente de vidrio te permiten despertar rodeado de naturaleza, disfrutando vistas panorámicas y la sensación única de dormir entre los árboles. Diseñado para viajeros que buscan tranquilidad, privacidad y una conexión auténtica con la naturaleza, combina arquitectura moderna con el encanto del bosque tropical. Relájate en su terraza, escucha el canto de las aves y contempla la magia de la selva.

Top 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, 246 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
An outdoor terrace features comfortable white lounge furniture arranged around a central table, overlooking serene ocean views. A private pool is visible beyond the terrace, complementing the clear blue sky and tranquil waters.
Villa in Sint Maarten
4.98 out of 5 average rating, 42 reviews

Indigo Oceanfront Condo Poolside - Unit 1

Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

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, 103 reviews

Summer 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
4.97 out of 5 average rating, 106 reviews

Luxury villa & 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, 106 reviews

Spacious and bright apartment in Old Havana

Disfruta de un apartamento amplio y luminoso en pleno corazón de La Habana Vieja, ideal para parejas, familias o pequeños grupos que buscan comodidad, espacio y una experiencia auténtica. Sus amplias estancias ofrecen el lugar perfecto para relajarse tras recorrer la ciudad. Desde aquí podrás llegar caminando a la Catedral, Plaza Vieja, Plaza de Armas, el Malecón y algunos de los mejores restaurantes, galerías y cafeterías del centro histórico.

Top guest favourite
The image captures a serene oceanfront setting, featuring a magnesium pool that reflects the warm sunset. Lush greenery borders the pool area, with palm trees framing the scene, creating a peaceful atmosphere. The calm sea is visible beyond the pool's edge.
Villa in Sint Willibrordus - Rif St. Marie
4.91 out of 5 average rating, 130 reviews

Villa Yazmin - Ocean Front Villa

Follow us @villa_yazmin_curacao Experience refined luxury with stunning ocean views. A beautiful piano for serene moments, a magnesium pool gentle on body and skin, and elegant bedrooms each with a private bathroom. A fully equipped kitchen with cappuccino machine and Quooker. Car rental, early check in and late check out available upon request. Please contact Mary in advance for personalized arrangements. Warm greetings, Villa Yazmin Mary

Top guest favourite
Guest house in Venecia
5 out of 5 average rating, 96 reviews

Treetop cabin - Private hot tub, pool & trails

An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷

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