Caribbean Islands holiday rentals

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Latest Caribbean Islands holiday rental deals

MOST POPULARNassau
Holiday homes from €84
San Juan
Holiday homes from €134
Punta Cana
Holiday homes from €26

Best Caribbean Islands holiday rentals

Gwada Rêves - Sainte-Anne - Pool
Gwada Rêves
Sainte-Anne, Guadeloupe
8.6Very Good(78)
House
Parking
Free Wi-Fi
Pool
Air conditioning
€133+
Check availability
La Mona Loiza Apartment Complex by Stay with Bear - San Juan - Patio
La Mona Loiza Apartment Complex by Stay with Bear
Santurce
8.2Very Good(167)
Apartment
Free Wi-Fi
Pool
Pet friendly
Air conditioning
€129+
Check availability
Costambar - Puerto Plata - Beach
Costambar
Puerto Plata, Dominican Republic
8.5Very Good(613)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€51+
Check availability
Aruba Beach Villas - Oranjestad - Beach
Aruba Beach Villas
Oranjestad, Aruba
8.0Very Good(376)
Campsite
Parking
Free Wi-Fi
Pool
Air conditioning
€183+
Check availability
Adulo Apartments - Bridgetown - Pool
Adulo Apartments
Bridgetown, Barbados
8.8Very Good(510)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€125+
Check availability
Luxury 1 bed apartment near Seven Mile Beach at The Grove - Villa Gypsy Soul - West Bay - Living room
Luxury 1 bed apartment near Seven Mile Beach at The Grove - Villa Gypsy Soul
West Bay, Cayman Islands
10Wonderful(7)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
€523+
Check availability
Downtown Nassau Oasis Unit 1 - Nassau - Beach
Downtown Nassau Oasis Unit 1
Nassau City
9.1Wonderful(14)
Apartment
Free Wi-Fi
Air conditioning
€148+
Check availability
Kings Beach Village - Saint Peter
Kings Beach Village
Saint Peter, Barbados
8.8Very Good(59)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
€164+
Check availability
Pega Pega Apartments - Oranjestad
Pega Pega Apartments
Oranjestad, Aruba
8.1Very Good(238)
Apartment
Parking
Free Wi-Fi
Air conditioning
€69+
Check availability
Aruba Vacation House - Cozy and Modern! - Oranjestad
Aruba Vacation House - Cozy and Modern!
Oranjestad, Aruba
9.9Wonderful(27)
House
Parking
Free Wi-Fi
Air conditioning
€99+
Check availability
Ocean Breeze Villa 242 - Nassau
Ocean Breeze Villa 242
Nassau City
9.8Wonderful(9)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€401+
Check availability
Starfish Luxury Apartment - San Juan
Starfish Luxury Apartment
San Juan, Puerto Rico
6.3Okay(63)
Apartment
Parking
Free Wi-Fi
Air conditioning
€98+
Check availability
Olive's Apartment - Oranjestad
Olive's Apartment
Oranjestad, Aruba
9.5Wonderful(53)
Apartment
Parking
Free Wi-Fi
Air conditioning
€87+
Check availability
Cadushi Apartments - Oranjestad
Cadushi Apartments
Oranjestad, Aruba
8.1Very Good(319)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€131+
Check availability
Habitación privada en Puerto Plata Bayardo - Puerto Plata
Habitación privada en Puerto Plata Bayardo
Puerto Plata, Dominican Republic
8.9Very Good(53)
Apartment
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€32+
Check availability
Great location, right downtown Puerto plata . - Puerto Plata
Great location, right downtown Puerto plata .
Puerto Plata, Dominican Republic
9.7Wonderful(88)
Apartment
Free Wi-Fi
Air conditioning
€34+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
February
€229
€274
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 23% 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

  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Caribbean Islands for 7 days.
  • The cheapest Caribbean Islands holiday rental found on KAYAK in the last 2 weeks was €116, while the most expensive was €117.
  • Holiday rentals in Caribbean Islands are around 89% cheaper than hotels on average. Search here to compare prices for all accommodation types in Caribbean Islands.

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 €22. Search here for similar prices

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

    In the last 72 hours, users have found Caribbean Islands holiday rentals for this weekend for as little as €17 per night. 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, campgrounds, condos, farm stays, houses, homestays, lodges, villas, resorts, cottages, cabins, campsites, hotels, luxury tents, bungalows, chalets, houseboats, treehouses, barns, caravans, boats, agritourism, bed & breakfasts, studios and castles.

  • What are some of the most-loved holiday rentals available in Caribbean Islands?

    There are many types of properties available for Caribbean Islands holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Ocean Spray Apartments and Mangrove Beach Corendon Resort.

  • 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 4% 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.

Everything you need to know for your stay in Caribbean Islands

Complete your trip to Caribbean Islands

Flights to Caribbean Islands
Car hire in Caribbean Islands