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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.

Guest favourite
Home in San Cayetano de Venecia, Costa Rica
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.
7–14 DecIndividual Host,
€ 187 per night
4.96 out of 5 average rating, 126 reviews
Guest favourite
Apartment in Miami, Florida, US
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.
11–18 Dec
€ 513 per night
4.9 out of 5 average rating, 137 reviews
Guest favourite
Hut in Bavaro, Dominican Republic
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...
2–9 OctIndividual Host,
€ 222 per night
4.91 out of 5 average rating, 449 reviews

Popular amenities for Caribbean holiday rentals

Other great holiday rentals in Caribbean

Guest favourite
Villa in Las Galeras, Dominican Republic
Casa Ana-luxe Villa , oceanfront, 5 star service
6–13 SepIndividual Host,
€ 571 per night
5.0 out of 5 average rating, 11 reviews
Superhost
Villa in Gaspar Hernandez, Dominican Republic
Exclusive & Private Luxury Villa
14–21 JunIndividual Host,
€ 811 per night
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in North Side, Cayman Islands
Ocean's Edge: Beachfront Home with Rooftop Views
18–25 OctIndividual Host,
€ 668 per night
5.0 out of 5 average rating, 51 reviews
Guest favourite
Home in Gros Islet, St. Lucia
Gorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
20–27 NovIndividual Host,
€ 949 per night
4.98 out of 5 average rating, 66 reviews
Guest favourite
Home in Stake Bay, Cayman Islands
Modern Oceanfront, 2Primary Suites, sleeps 6, pool
17–24 AugIndividual Host,
€ 496 per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Lake Worth, Florida, US
Modern beach escape with heated pool
30 May – 6 Jun
€ 187 per night
4.93 out of 5 average rating, 71 reviews
Guest favourite
Villa in La Savane, St. Martin
Villa les Yuccas, Private Pool, 5 min Grand Case
28 Oct – 4 NovProfessional Host,
€ 394 per night
4.8 out of 5 average rating, 15 reviews
Guest favourite
Villa in Kralendijk, Bonaire, Sint Eustatius and Saba
Villa Shores 32, private stunning oceanfront villa
24–31 MayProfessional Host,
€ 1,133 per night
5.0 out of 5 average rating, 12 reviews
Guest favourite
Villa in Tortola, British Virgin Islands
BVI Village - Villas of Tortola bohemian retreat
26 Jul – 2 AugIndividual Host,
€ 623 per night
5.0 out of 5 average rating, 14 reviews
Superhost
Cottage in Eleuthera Island Shores, Bahamas
SHOREBREAK ECO COTTAGE
4–11 AugIndividual Host,
€ 453 per night
4.94 out of 5 average rating, 68 reviews
Guest favourite
Home in Hartswell, Bahamas
Sunset Cove
9–16 JulProfessional Host,
€ 819 per night
5.0 out of 5 average rating, 69 reviews
Superhost
Home in Frederiksted, U.S. Virgin Islands
Turtle Cove
6–13 JulIndividual Host,
€ 468 per night
5.0 out of 5 average rating, 7 reviews

Destinations to explore