Vacation home rentals in Caribbean

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Top-rated vacation home rentals in Caribbean

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Superhost

Vacation home in La Fortuna, Costa Rica

4.81 out of 5 average rating, 520 reviews

La Fortuna WilsonRooms Apartment & WiFi , A/C #1

Apartment Located just 2 blocks From The Central Park. Good Price, but with fine details , Ideal for couples, Friends and small Families About we leave in attention to the guest and the cleaning of our apartments, the comments support us You Can See The Arenal Volcano From Outside The Apartment My Modern apartment has a well equipped kitchen, A/C Room, 12v USB outlets, Led Dimmer Lights, Special double bed for resting. Smart TV 42 📺 We have 24-hour surveillance with HD Security Cameras 📹

Feb 25 – Mar 4

$38 per night

Superhost

Vacation home in Key Largo, Florida

4.84 out of 5 average rating, 254 reviews

Charming Waterside Cabana in Key Largo | Cabana 4

Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

Jun 6 – 13

$149 per night

Superhost

Vacation home in Key West, Florida

4.87 out of 5 average rating, 230 reviews

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Oct 28 – Nov 4

Vacation home rentals in Caribbean

Top-rated vacation home rentals in Caribbean

Vacation rentals for every style

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Popular amenities for Caribbean vacation home rentals

Family-friendly vacation home rentals

Vacation home in Puerto Viejo de Talamanca, Costa Rica

Vacation home in Venice, Florida

Vacation home in Fryers Well, Barbados

Vacation home in Las Galeras, Dominican Republic

Vacation home in Havana, Cuba

Vacation home in Saint James, Barbados

Vacation home in Maxwell, Barbados

Vacation home in San Juan, Puerto Rico

Vacation home rentals with a patio

Vacation home in Coco, Costa Rica

Vacation home in Boquerón, Puerto Rico

Vacation home in Viñales, Cuba

Vacation home in Naples, Florida

Vacation home in Deerfield Beach, Florida

Vacation home in Dover, Barbados

Vacation home in Puerto Viejo de Talamanca, Costa Rica

Vacation home in Santiago De Los Caballeros, Dominican Republic

Vacation home rentals with a washer and dryer

Vacation home in Yabucoa, Puerto Rico

Vacation home in Isabela, Puerto Rico

Vacation home in Providenciales, Turks & Caicos Islands

Vacation home in GRAND CAYMAN, Cayman Islands

Vacation home in Port of Spain, Trinidad & Tobago

Vacation home in La Boquilla, Colombia

Vacation home in Punta Cana, Dominican Republic

Vacation home in Sint Maarten, Sint Maarten

Destinations to explore