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Holiday houses 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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Dome in Ponce, Puerto Rico

4.93 out of 5 average rating, 544 reviews

Bubble Puerto Rico

Tenemos otra Villa disponible con las mismas características - https://www.airbnb.com/h/bubblepuertoricoeternal ¡Experimenta por primera vez en PR quedarte en una habitación de burbuja! Bubble PR es una estancia ecológica, mágica, escondida en las montañas de Ponce, PR. A 18 minutos de la Ciudad, podrás sumergirte en una experiencia única, romántica, para parejas o viajeros solos, rodeada de naturaleza, abundante en flora, fauna y situados en la orilla de uno de los ríos mas abundante de Ponce

15 – 22 Aug

$3,413 AUD total

Guest favourite

Villa in Sosúa, Dominican Republic

4.86 out of 5 average rating, 112 reviews

836 CASALINDA

Over 4000 sq. ft. !!! This Place screams Party !! 65in TV in living room , outside bar 65 in tv , Barbecue pit , board game floaties for the pool ! I did this place first class please enjoy it like I do , no smoking inside we like to keep the place smelling good by all means smoke outside with a nice cold beer enjoying the pool watching sports on the outside bar , enjoy life! Just installed Hue lighting Sonos throughout the house and pool area. have a huge blue tooth speaker and a wine chiller !

3 – 10 July

$3,508 AUD total

Guest favourite

Villa in La Fortuna, Costa Rica

4.96 out of 5 average rating, 339 reviews

House of Views w/ King Bed + Volcano View

This exclusive and stylish property features gorgeous views of the volcano that can be enjoyed from anywhere in the house. Take a moment to breathe fresh air from the terrace and connect with the nature surrounding you, all this while you savor a warm cup of Costa Rica’s best coffee. After a day of exploring and hiking to the famous waterfall come back to unwind at the jetted pool and reload for another day of fun. Discover La Fortuna like a local while enjoying of privacy, comfort and luxury

16 – 23 Jan

$7,722 AUD total

Guest favourite

Tiny home in Sarasota, Florida, US

4.96 out of 5 average rating, 286 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

16 – 23 May

$2,654 AUD total

Guest favourite

Home in Borinquen, Puerto Rico

4.96 out of 5 average rating, 235 reviews

The Nest at Crash Boat. Only waterfront on Beach

Enjoy romantic sunsets right on your front steps. The Nest is the only exclusive waterfront property on beautiful Crash Boat Beach. Relax on your very own beachfront deck complete with a shaded hammock area and a lounging sunbed area that complements our cozy air-conditioned studio apartment overlooking the ocean. Our beautiful outdoor garden shower and exterior bathroom are an experience all on their own. Two guest parking spaces are located right on the property for your convenience.

5 – 12 Jan

$4,129 AUD total

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.

16 – 23 Nov

$1,189 AUD total

Guest favourite

Villa in Las Galeras, Dominican Republic

5.0 out of 5 average rating, 17 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!

31 July – 7 Aug

$10,043 AUD total

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...

17 – 24 Feb

$3,460 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.

2 – 9 Mar

$7,372 AUD total

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.

18 – 25 Oct

$3,662 AUD total

Guest favourite

Villa in Santa Teresa Beach, Costa Rica

4.94 out of 5 average rating, 66 reviews

Modern Ocean View Villa North Santa-Walk To Surf

Villa el Mango is a new and modern luxury villa in the north of Santa Teresa beach, Costa Rica. This spectacular three-level luxury villa was completed in April 2021. It is built on a steep hill in a safe neighborhood. It has a guard who lives on the property and provides extra night security. Among all the trees and plants, the villa is built on beautiful mango trees which surrounds the villa and gives it the name "Villa el Mango".

14 – 21 Aug

$11,036 AUD total

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!

28 Sept – 5 Oct

$4,818 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Caribbean holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Caribbean

Guest favourite

Treehouse in Monteverde, Costa Rica

4.98 out of 5 average rating, 347 reviews

Naturave #1 - Into the woods

10 – 17 Sept

$2,227 AUD total

Guest favourite

Farm stay in chambacú, Costa Rica

5.0 out of 5 average rating, 136 reviews

Glass Cabin Fortuna/Farm Experience/Private

5 – 12 Mar

$2,761 AUD total

Guest favourite

Villa in Guayacanes, Dominican Republic

4.9 out of 5 average rating, 123 reviews

Guayacanes Village- Front beach house

3 – 10 Dec

$6,811 AUD total

Villa in Gaspar Hernandez, Dominican Republic

4.83 out of 5 average rating, 6 reviews

Exclusive & Private Luxury Villa

3 – 10 June

$9,529 AUD total

Guest favourite

Home in Stake Bay, Cayman Islands

5.0 out of 5 average rating, 35 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

27 Sept – 4 Oct

$5,690 AUD total

Guest favourite

Home in Lake Worth, Florida, US

4.94 out of 5 average rating, 79 reviews

Modern beach escape with heated pool

19 – 26 Nov

$2,371 AUD total

Guest favourite

Villa in Marsh Harbour, Bahamas

5.0 out of 5 average rating, 24 reviews

Brand NEW Oceanfront Villa with protected dockage

10 – 17 Jan

$5,869 AUD total

Hotel room in Playa Juan Dolio, Dominican Republic

4.97 out of 5 average rating, 30 reviews

Sunset Caribbean Beachfront Getaway

31 Aug – 7 Sept

$1,310 AUD total

Destinations to explore