Holiday houses in Caribbean

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Top-rated holiday rentals in Caribbean

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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.

24 Nov – 1 Dec

$6,363 AUD total

Guest favourite

Home in Stake Bay, Cayman Islands

5.0 out of 5 average rating, 36 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

We offer a Hurricane Worry-free Guarantee. Only a short 25-minute flight from Grand Cayman, this newer home provides stunning oceanfront vistas with all modern amenities to enjoy barefoot luxury. Large windows and the open concept floor plan allow for breathtaking views of the pool and sea and include a fully-equipped kitchen, dining, and living areas. Also overlooking the ocean are two master king-size bed suites with tiled baths. A third bedroom has a queen bed and views of tropical foliage.

19 – 26 Mar

$6,159 AUD total

Guest favourite

Apartment in San José, Costa Rica

4.97 out of 5 average rating, 112 reviews

Heavenly Highlands Unique Mountain Family Farmstay

Staying in our farm property offers a unique experience of being surrounded by nature. Our vegetable plot and numerous fruit trees native to Costa Rica further enhance the farm atmosphere. The house itself is nestled in stunning surroundings, providing breathtaking views of the surrounding landscape. Guests can enjoy collecting fresh chicken eggs and indulging in the delicious organic produce grown in our garden. Walking through our small coffee plantation is also an incredible experience.

10 – 17 Sept

$5,452 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.

15 – 22 Apr

$6,648 AUD total

Guest favourite

Villa in Las Galeras, Dominican Republic

5.0 out of 5 average rating, 19 reviews

Casa Ana-luxe Villa , oceanfront, 5 star service

Casa Ana is one of the 8 private villas at The Villas at Rincon Bay, located within the tropical 35-acre Ocama Retreat. Enjoy understated contemporary luxury and 5 star resort style service in this natural paradise with 3 beaches, winding jungle trails, and breathtaking ocean views. The villa is an architectural masterpiece, spanning three indoor-outdoor levels including two sundecks, hanging chairs, infinity pool, outdoor showers and full kitchen. The epitome of tropical living!

14 – 21 Aug

$9,802 AUD total

Guest favourite

Hut in Bavaro, Dominican Republic

4.91 out of 5 average rating, 469 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...

3 – 10 Apr

$2,667 AUD total

Guest favourite

Treehouse in Monteverde, Costa Rica

4.95 out of 5 average rating, 126 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!

9 – 16 Oct

$5,033 AUD total

Guest favourite

Guesthouse in Key Largo, Florida, US

4.87 out of 5 average rating, 379 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.

2 – 9 July

$2,872 AUD total

Superhost

Shipping container in Aguada, Puerto Rico

4.88 out of 5 average rating, 217 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.

26 Oct – 2 Nov

$3,574 AUD total

Superhost

Guest suite in Ocho Rios, Jamaica

4.91 out of 5 average rating, 114 reviews

Luxury White Sand Beach Cottage 1 bd with Chef

Our 1 bedroom villa is part of a collection of beachfront boutique villas on the same property. This includes our 2 and 3 bedroom villas. Our finishes are made from all local lumbar including guango and cedar. Peacock Villa is the perfect setting for an individual, couple or family with small child. Our open air deck adds to the character of this very special spot! Enjoy some of our fresh produce from our garden on site.

11 – 18 Nov

$3,825 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.

13 – 20 Feb

$5,988 AUD total

Superhost

Villa in Gaspar Hernandez, Dominican Republic

4.83 out of 5 average rating, 6 reviews

Exclusive & Private Luxury Villa

Nestled on a hilltop overlooking one of the most pristine beaches on the North Coast of the Dominican Republic, Tala villa has no equal. This 6 bedroom luxury villa is equipped with everything for a top notch, exclusive luxury vacation. At Tala we combine the privacy and exclusivity of a villa with the comforts and amenities offered at the worlds best hotels.

10 – 17 June

$9,301 AUD total