Caribbean Islands holiday rentals

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Latest Caribbean Islands holiday rental deals

MOST POPULARMontego Bay
Holiday homes from £95
Punta Cana
Holiday homes from £719
Bridgetown
Holiday homes from £66

Best Caribbean Islands holiday rentals

Most recommended holiday rentals in Caribbean Islands

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Amazing and Affordable Studio in Providenciales! - Providenciales - Patio
Amazing and Affordable Studio in Providenciales!
Providenciales, Turks and Caicos Islands
Air conditioning
£159+
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Surround yourself by Caribbean art in a local atmosphere. - Oranjestad - Dining room
Surround yourself by Caribbean art in a local atmosphere.
Oranjestad, Aruba
Air conditioning
£48+
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Castle Studio Sunset with Breakfast & Kiteboarding Available - Providenciales - Beach
Castle Studio Sunset with Breakfast & Kiteboarding Available
Providenciales, Turks and Caicos Islands
Free Wi-Fi
Air conditioning
£189+
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Travel Suites Ltd - Port of Spain - Building
Travel Suites Ltd
Port of Spain, Trinidad and Tobago
Free Wi-Fi
Air conditioning
£1,995+
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Castle Studio Sunrise with Breakfast & Kiteboarding Available - Providenciales - Beach
Castle Studio Sunrise with Breakfast & Kiteboarding Available
Providenciales, Turks and Caicos Islands
Free Wi-Fi
Air conditioning
£188+
Check availability
O Condominium Beachfront Residences, by Bocobay Aruba - Oranjestad - Bedroom
O Condominium Beachfront Residences, by Bocobay Aruba
Oranjestad, Aruba
9.6Wonderful(111)
Parking
Free Wi-Fi
Pool
Air conditioning
£395+
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Lesville Tobago - Crown Point - Building
Lesville Tobago
Crown Point, Trinidad and Tobago
Free Wi-Fi
Air conditioning
£45+
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Get Away and Recharge in This Quiet two Bedroom Home on the Water! - St. George's
Get Away and Recharge in This Quiet two Bedroom Home on the Water!
St. George's, Grenada
Free Wi-Fi
Pool
Air conditioning
£313+
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Beautiful 2-Bedroom, 2-Bathroom Condo: Oceanscape B1-101 - Providenciales - Building
Beautiful 2-Bedroom, 2-Bathroom Condo: Oceanscape B1-101
Providenciales, Turks and Caicos Islands
9.6Wonderful(19)
Air conditioning
£341+
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Castle Home - 2 Bedroom/2 Bathroom with Breakfast & Kiteboarding Available - Providenciales - Building
Castle Home - 2 Bedroom/2 Bathroom with Breakfast & Kiteboarding Available
Providenciales, Turks and Caicos Islands
Free Wi-Fi
Air conditioning
£381+
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Blue Haven Holiday Apartments - Christchurch - Bedroom
Blue Haven Holiday Apartments
Christchurch, Barbados
9.1Wonderful(265)
Parking
Free Wi-Fi
Air conditioning
£102+
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Cozy 2-bedroom townhome in welcoming Port of Spain with WiFi, AC - Port of Spain - Living room
Cozy 2-bedroom townhome in welcoming Port of Spain with WiFi, AC
Port of Spain, Trinidad and Tobago
Air conditioning
£360+
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Comfi Spaces - Golden Grove - Pool
Comfi Spaces
Golden Grove, Trinidad and Tobago
9.1Wonderful(24)
Parking
Free Wi-Fi
Pool
Air conditioning
£63+
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Luxury Newly built two-bedroom modern Sunset villa with pool in Discovery Bay! - Providenciales - Building
Luxury Newly built two-bedroom modern Sunset villa with pool in Discovery Bay!
Providenciales, Turks and Caicos Islands
Air conditioning
£479+
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Bubali Studio - Noord
Bubali Studio
Noord, Aruba
9.8Wonderful(175)
Parking
Free Wi-Fi
Air conditioning
£58+
Check availability
Taminaka Apartamento Comfortable I - Oranjestad
Taminaka Apartamento Comfortable I
Oranjestad, Aruba
9.4Wonderful(19)
Parking
Free Wi-Fi
Air conditioning
£55+
Check availability
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£0 - £499£499 - £998£998 - £1,497£1,497 - £1,995£1,995+ per night

Property Types

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Good to know

Low season

August

High season

February

Average price (weeknight)

£262

Average price (weekend night)

£238
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 34% 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 9 days.
  • The cheapest Caribbean Islands holiday rental found on KAYAK in the last 2 weeks was £27, while the most expensive was £116.
  • Holiday rentals in Caribbean Islands are around 61% cheaper than hotels on average. Search here to compare prices for all accommodation types in Caribbean Islands.
  • The city in Caribbean Islands with the most affordable holiday homes is Bridgetown, with around 234 properties and an average price of £75. The most popular holiday rentals in Caribbean Islands among KAYAK users are Adulo Apartments, 2 bedroom house 100 metres from Carlisle Bay/Brownes beach, and Nautilus Ocean Suites.
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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 £13. Search here for similar prices

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

    The average price for a weekly Caribbean Islands holiday rental found by KAYAK users in the last 2 weeks is £707.

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

    The average price for a monthly Caribbean Islands holiday rental found by KAYAK users in the last 2 weeks is £3,030.

  • 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, towers, villas, cottages, cabins, campsites, luxury tents, agritourism, houseboats, treehouses, barns, chalets, motorhomes, bungalows, boats, 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 Melbourne Apartments and Takuma Boutique Hotel Rooms & Suites Jamaica.

  • 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.

See more FAQs

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

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