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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Guest favourite

Home in San Cayetano de Venecia, Costa Rica

4.95 out of 5 average rating, 133 reviews

Quinta La Ceiba Modern Home with Pool in DairyFarm

A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.

16–23 May

$264 SGD per night

Guest favourite

Farm stay in chambacú, Costa Rica

5.0 out of 5 average rating, 136 reviews

Glass Cabin Fortuna/Farm Experience/Private

Welcome to Tres Volcanes, a luxury wood & glass Cabin located within a 56 acres ranch. Strategically built at the highest point of the property, from where you can see the Arenal, Tenorio and Rincón de la Vieja volcanoes on the horizon. You will be able to rest with the sound of the river that passes at the foot of the mountain and wake up to have a cup of coffee while the mist disappears through the treetops. Just in time to walk to the dairy and experience milking by your hands & collect eggs.

5–12 Mar

$341 SGD per night

Guest favourite

Apartment in Montego Bay, Jamaica

4.92 out of 5 average rating, 366 reviews

Jus' Beachy! Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

31 Oct – 7 Nov

$304 SGD per night

Guest favourite

Villa in Guayacanes, Dominican Republic

4.9 out of 5 average rating, 123 reviews

Guayacanes Village- Front beach house

Lujosa casa frente al mar ubicada en el municipio de Guayacanes, equipada con todo lo necesario para una estadia placentera. La casa se encuentra a 15 minutos del aeropuerto y 45 minutos de la ciudad de Santo Domingo. Esta es una propiedad para disfrutar con la familia y amigos cercanos. No permitimos fiestas, bodas y eventos de muchas personas. Tampoco permitimos la entrada de personas extrañas como strippers y prostitutas. El turismo sexual no esta permitido en nuestra propiedad.

10–17 Feb

$841 SGD per night

Superhost

Serviced apartment in Alajuela, Costa Rica

4.85 out of 5 average rating, 195 reviews

Inspire Costa Rica (Breakfast Included)

Inspire Costa Rica ofrece a sus huéspedes una hermosa vista acompañada de una cama King y un Sofá Cama, tipo estudio con baño privado por unidad. Está diseñado para vivir una experiencia única en la zona, con acabados modernos. Es un proyecto 100% autosuficiente. Cuenta con miradores naturales y garantiza la inspiración total en contacto con la naturaleza. La zona cuenta con gran cantidad de lugares turísticos para visitar y podrá tener una experiencia agro-turística en la locación.

17–24 Jan

$149 SGD per night

Guest favourite

Hut in Bavaro, Dominican Republic

4.91 out of 5 average rating, 465 reviews

Hut #1 Romantic Luxury Beachfront

We have 3 Bungalows on the same property surrounded by palm trees and sand. Spend your days sunbathing on a Jacuzzi terrace or private beach, mesmerized by the blue horizon. Luxury furniture in handcrafted wood, quality and design, thatched roofs. We personally deliver the house explaining all its uses. Free golf car with driver. Breakfast is included in cabinets and a refrigerator for elavores to your liking. Starlink Wifi, barbecue, beach games, cheilones, etc...

15–22 Oct

$321 SGD per night

Guest favourite

Treehouse in Monteverde, Costa Rica

4.95 out of 5 average rating, 124 reviews

Suite Camaleón , Monteverde panoramic view.

Looking for an unique experience? Suite Camaleon will transport you to an unique, magical and wonderful place. Majestic views take you to another world where the colors from sunrise to sunset are a unique adventure that only your eyes can enjoy. The cleanliness allows you to relax while looking at the sunsets or enjoying the jacuzzi and waiting for the wonderful stars to light up the night, you will undoubtedly experience the greatest shows of nature in one place!

5–12 Dec

$778 SGD per night

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 215 reviews

Visum Luxury Container House

Experience the beauty of the west side of Puerto Rico has to offer. A shipping container house full of glam and luxury that will enhance an unforgettable stay. A two bedroom and two bathroom house full of amenities such as infinity pool, a fully equipped kitchen, 100% powered house with renewable energy and outstanding views from every corner of the house. From the first sip of coffee until the moment to go to bed you will experience “Visum” at it’s best.

5–12 Oct

$419 SGD per night

Superhost

Townhouse in Cartagena, Colombia

4.86 out of 5 average rating, 186 reviews

Beautiful Designer Loft in the Old City

*** FEATURED IN AXXIS MAGAZINE *** Modern living meets an enchanted old City. A newly constructed loft designed by Colombian architect Miguel Angel Cure, allows you the comfort of a modern gem after enjoying the historic Walled City. Located in El Centro just one block away from La Serrezuela, Plaza San Diego, Hotel Santa Clara. Where you can have a taste of Cartagenan Gastronomy while shopping for unique pieces made by Colombian designers.

9–16 Apr

$438 SGD per night

Guest favourite

Dome in Orocovis, Puerto Rico

4.93 out of 5 average rating, 158 reviews

The LM1 Domescape

Acompáñanos a un lugar mágico e inolvidable en los interiores de nuestra isla, Orocovis PR. Disfruta del encantador entorno de este Domo y todo de lo que ha de ofrecer. A solo minutos de lugares turísticos como lo es Toro Verde, Toro Negro y ciertos rios en donde puedes dar un chapuzon! Además estamos a solo minutos de ciertos restaurantes donde puedes tener un brunch, almuerzo, cena o simplemente pasar a darse un trago o picadera.

29 Nov – 6 Dec

$386 SGD per night

Guest favourite

Farm stay in San José, Costa Rica

4.97 out of 5 average rating, 109 reviews

Heavenly Highlands Unique Mountain Family Farmstay

Welcome to our charming farmhouse in Costa Rica, surrounded by stunning views and lush gardens. Our comfortable and rustic interior is the perfect place to unwind and enjoy the peaceful ambiance of nature. Located just a short drive from San Jose, you'll have easy access to the city's cultural attractions, while still enjoying the tranquility of a rural setting. Take a stroll through the gardens, enjoy a cup of coffee!

30 Aug – 6 Sep

$505 SGD per night

Superhost

Villa in Monteverde, Costa Rica

4.96 out of 5 average rating, 182 reviews

Monteverde Million Dollar View Eco-Villa

Advertencia! Podrías no querer salir mas, se encuentra enclavado en una propiedad de mas de 4ha, con completa privacidad y un entorno natural impresionante, que le permitirá disfrutar de una vista compuesta de montañas, mar, valles, llanuras, nubes, amaneceres y atardeceres que te dejaran sin aliento. Sin duda entenderás el por que la vista de un millón de dólares.

23–30 Jan

$761 SGD per night