Holiday houses in Caribbean

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Top-rated holiday rentals in Caribbean

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Guest favourite

Home in San Cayetano de Venecia, Costa Rica

4.96 out of 5 average rating, 136 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.

2 – 9 Oct

$2,141 AUD total

Guest favourite

Farm stay in chambacú, Costa Rica

5.0 out of 5 average rating, 137 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.

30 Aug – 6 Sept

$2,292 AUD total

Guest favourite

Condo in Miami, Florida, US

4.9 out of 5 average rating, 151 reviews

ICON 2B/2B Skyline Free Pool, Spa, HotTub

INSTA READY, This unit provides over 1,350SqFt of breathtaking ocean and city views with Two Bedrooms and Two Bathrooms. Located within the luxurious Icon building. The Icon is a 5 star condominium. It is located inside the heart of Downtown Miami/ Brickell. It includes the same amenities as the W Hotel, such as free access to spa, pool, hot tub, and 4 restaurants, including Cipriani. The apartment comes with three flat screen TVs, HighSpeed WiFi, and toiletries. As well as four separate beds.

26 Nov – 3 Dec

$6,425 AUD total

Guest favourite

Condo in Montego Bay, Jamaica

4.92 out of 5 average rating, 368 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.

5 – 12 Dec

$2,470 AUD total

Guest favourite

Home in Havana, Cuba

4.97 out of 5 average rating, 315 reviews

Casa Colonial 1922-Entire apartment-DATA internet

Painstakingly restored Casa Colonial 1922 is a private, complete apartment with 2 bedrooms. Spread over 2 levels the home features generous outdoor spaces and refined comfort indoors. Your casa away includes a 70 ft wrap around balcony accessed through 7 doors, 16 ft ceilings, spiral stairs, roof gardens, original tile, 6 AC splits + fans, a modern kitchen, 3 full bathrooms (one en suite), laundry, Also included: A view of the busy Havana street life and Hammocks for maximum relaxation.

22 – 29 Mar

$2,220 AUD total

Guest favourite

Villa in Guayacanes, Dominican Republic

4.9 out of 5 average rating, 124 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.

1 – 8 Sept

$6,650 AUD total

Superhost

Apartment in Alajuela, Costa Rica

4.85 out of 5 average rating, 198 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.

14 – 21 Aug

$1,161 AUD total

Guest favourite

Hut in Bavaro, Dominican Republic

4.91 out of 5 average rating, 467 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...

1 – 8 Mar

$3,379 AUD total

Guest favourite

Villa in Montego Bay, Jamaica

4.93 out of 5 average rating, 148 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal , the first day you arrive to vibes cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes coves villa is super Spacious and private enjoy your vacation by getting pampered. This property comes with a personal chef , Butler, and housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not apart of the property ) only those listed on the Airbnb is allowed at the property.

19 – 26 Apr

$7,684 AUD total

Guest favourite

Guesthouse in Key Largo, Florida, US

4.87 out of 5 average rating, 378 reviews

Guesthouse Tropical Paradise Beach sunset fishing

The Guesthouse/Cabin romantic *sunsets beach, docks and fishing pier, on a peaceful lush gardens with private parking enjoy and relax, surrounded by nature wildlife at its best birds, iguanas, manatees, dolphin’s, eagles only a short walk to the beach from the guesthouse fishing pier, boats cruising by, relax enjoying sipping cocktail. FYI a guesthouse is part as on a state, small separate dwelling on the grounds of a larger one, used for accommodating guests.

5 – 12 July

$2,787 AUD total

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 216 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.

17 – 24 Feb

$3,575 AUD total

Superhost

Villa in Monteverde, Costa Rica

4.96 out of 5 average rating, 183 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.

28 Sept – 5 Oct

$4,781 AUD total