Caribbean Islands holiday rentals

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Latest Caribbean Islands holiday rental deals

MOST POPULARMontego Bay
Holiday homes from £34
Nassau
Holiday homes from £173
Bridgetown
Holiday homes from £73

Best Caribbean Islands holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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£28 - £268£268 - £508£508 - £749£749 - £989£989+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Caribbean Islands

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Zeus townhouse, - St. John's - Building
Zeus townhouse,
St. John's, Antigua And Barbuda
8.9Very Good(11)
House
Air conditioning
£76+
Check availability
Suite 2, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 2, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.7Wonderful(2)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£333+
Check availability
Lovely Apartment with King Size bed in Venetian Road - Providenciales - Living room
Lovely Apartment with King Size bed in Venetian Road
Providenciales, Turks and Caicos Islands
7.0Good(3)
Apartment
£124+
Check availability
The Oasis at Oaklands Apartment 2 - Kingston - Living room
The Oasis at Oaklands Apartment 2
Kingston, Jamaica
8.8Very Good(6)
Apartment
£58+
Check availability
Paradiso Apartments - 1 Bdr - Oranjestad - Living room
Paradiso Apartments - 1 Bdr
Oranjestad, Aruba
9.0Wonderful(20)
Apartment
Free Wi-Fi
Air conditioning
£124+
Check availability
Sprat Bay Luxury Villa - George Town - Patio
Sprat Bay Luxury Villa
George Town, Cayman Islands
8.9Very Good(19)
Villa
Parking
Free Wi-Fi
Pool
Air conditioning
£1,057+
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Yepton Estate Cottages - St. John's - Bedroom
Yepton Estate Cottages
St. John's, Antigua And Barbuda
9.6Wonderful(20)
Cottage
Free Wi-Fi
Air conditioning
£159+
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Divi Village Villas - Oranjestad - Lobby
Divi Village Villas
Oranjestad, Aruba
10Wonderful(2)
Villa
Parking
Free Wi-Fi
Air conditioning
£579+
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Bushiri's Long Life Studio w/Kingbed & Balcony #5 - Oranjestad - Bedroom
Bushiri's Long Life Studio w/Kingbed & Balcony #5
Oranjestad, Aruba
9.0Wonderful(2)
Apartment
Free Wi-Fi
Air conditioning
£167+
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Eagle Stays Aruba-New Luxury, Cozy & Spacious Studio Near Eagle Beach! - Oranjestad - Bedroom
Eagle Stays Aruba-New Luxury, Cozy & Spacious Studio Near Eagle Beach!
Oranjestad, Aruba
10Wonderful(2)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£147+
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Classic Studio in Venetian Road - Providenciales - Living room
Classic Studio in Venetian Road
Providenciales, Turks and Caicos Islands
10Wonderful(2)
Apartment
Air conditioning
£134+
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Suite 1, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 1, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.1Wonderful(19)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£305+
Check availability
Cyrus H-Housse Coeur De Ville - Pointe-à-Pitre - Kitchen
Cyrus H-Housse Coeur De Ville
Pointe-à-Pitre, Guadeloupe
8.2Very Good(139)
Apartment
Free Wi-Fi
Air conditioning
£146+
Check availability
Apartment in the center of Pointe-A-Pitre - Pointe-à-Pitre - Living room
Apartment in the center of Pointe-A-Pitre
Pointe-à-Pitre, Guadeloupe
Apartment
Air conditioning
£46+
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RoseGold Apartment centrally located near beaches and restaurants - George Town - Bedroom
RoseGold Apartment centrally located near beaches and restaurants
George Town, Cayman Islands
Apartment
Air conditioning
£248+
Check availability
Zeus Estate Guesthouse - St. John's
Zeus Estate Guesthouse
St. John's, Antigua And Barbuda
9.0Wonderful(26)
Apartment
Parking
Free Wi-Fi
Air conditioning
£94+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
December
£134
£179
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 19% 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 10 days.
  • The cheapest Caribbean Islands holiday rental found on KAYAK in the last 2 weeks was £43, while the most expensive was £193.
  • Holiday rentals in Caribbean Islands are around 54% 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 Montego Bay, with around 911 properties and an average price of £29. The most popular holiday rentals in Caribbean Islands among KAYAK users are Homestay - The Hills at Rose Hall, Montego Bay Club Apartments, and Mobay Kotch.

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 £21. 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 £21 per night. 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 £202.

  • 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 £868.

  • 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, cottages, cabins, campsites, luxury tents, bungalows, chalets, houseboats, treehouses, resorts, barns, caravans, hotels, 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 Beach Apartments and Melbourne Apartments.

  • 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 6% 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