Caribbean Islands holiday rentals

Search hundreds of travel sites at once for holiday home deals in Caribbean Islands

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Caribbean Islands holiday rentals

Most recommended holiday rentals in Caribbean Islands

Show all
The Beach Pad - Rincon - Building
Parking
Free Wi-Fi
Pet-friendly
The Gardens - Kingston - Bedroom
Parking
Free Wi-Fi
Pool
Ecolodge Tubagua Puerto Plata - Puerto Plata - Pool
Ecolodge Tubagua Puerto Plata
Puerto Plata, Dominican Republic
8.4Very Good(311)
Parking
Free Wi-Fi
Pool
Pet-friendly
Sea View & Sunset Haven - St. John - Living room
Sea View & Sunset Haven
St. John, U.S. Virgin Islands
8.0Very Good(6)
Parking
Free Wi-Fi
costa del sol juan dolio - Guayacanes - Bedroom
costa del sol juan dolio
Guayacanes, Dominican Republic
Free Wi-Fi
Las Olas by Destinos1a - Guayacanes
Las Olas by Destinos1a
Guayacanes, Dominican Republic
7.8Good(162)
Parking
Free Wi-Fi
Pool
Pet-friendly
La Gaviota B1 - Guayacanes
La Gaviota B1
Guayacanes, Dominican Republic
9.3Wonderful(23)
Parking
Free Wi-Fi
Pool
La Gaviota B3 - Guayacanes
La Gaviota B3
Guayacanes, Dominican Republic
9.1Wonderful(11)
Parking
Free Wi-Fi
Pool
Beachfront, Juandolio - Guayacanes
Beachfront, Juandolio
Guayacanes, Dominican Republic
9.0Wonderful(28)
Parking
Free Wi-Fi
Pool

Good to know

Low season

June

High season

December

Average price (weeknight)

S$ 494

Average price (weekend night)

S$ 428
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 32% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Caribbean Islands holiday rental

FAQs when booking a holiday home in Caribbean Islands

  • How much is a holiday rental in Caribbean Islands for tonight?

    In the last 72 hours, users have found Caribbean Islands holiday rentals for tonight for as little as S$ 23. Search here for similar prices

  • What types of holiday rentals are available in Caribbean Islands?

    There are loads of different property types that you can make your holiday home in Caribbean Islands. You’ll find apartments, boats, bungalows, cabins, campgrounds, chalets, condos, cottages, houses, homestays, houseboats, lodges, treehouses, villas, farm stays, towers, campsites, luxury tents, agritourism, castles, studios, barns and motorhomes.

  • Are there any pet-friendly holiday rentals in Caribbean Islands?

    There are a number of dog and pet-friendly Caribbean Islands holiday rentals, with around 8% allowing you to bring your pet along with you.

Where to stay in Caribbean Islands?

Our map will help you find the perfect place to stay in Caribbean Islands by showing you the exact location of each holiday home.

What Caribbean Islands holiday rental guests are talking about

Show all

Holiday rentals by topic

Show all

Popular topics

Everything you need to know for your stay in Caribbean Islands

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.