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

Best Caribbean Islands holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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£37 - £173£173 - £308£308 - £444£444 - £580£580+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Caribbean Islands

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Lesville Tobago - Crown Point - Pool
Lesville Tobago
Crown Point, Trinidad and Tobago
7.6Good(4)
Parking
Free Wi-Fi
Pool
Air conditioning
£44+
Check availability
Coeur De Pointe -A-Pitre Relaxation And Villegiature - Pointe-à-Pitre - Restaurant
Coeur De Pointe -A-Pitre Relaxation And Villegiature
Pointe-à-Pitre, Guadeloupe
7.0Good(2)
Free Wi-Fi
Air conditioning
£65+
Check availability
Beacon Rise Apartment - Basseterre - Bedroom
Beacon Rise Apartment
Basseterre, Saint Kitts and Nevis
9.6Wonderful(46)
Parking
Free Wi-Fi
Air conditioning
£71+
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Cozy Studio Room with Private Entrance Buckley's - Basseterre - Bedroom
Cozy Studio Room with Private Entrance Buckley's
Basseterre, Saint Kitts and Nevis
Air conditioning
£74+
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Prentice Place Lovely 1 bedroom condo with private parking. - Buckleys - Kitchen
Prentice Place Lovely 1 bedroom condo with private parking.
Buckleys, Antigua And Barbuda
Air conditioning
£87+
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3 Bedroom Vacation Rental - Basseterre - Kitchen
3 Bedroom Vacation Rental
Basseterre, Saint Kitts and Nevis
10Wonderful(15)
Free Wi-Fi
Air conditioning
£102+
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Blu Vista Cottages - Castries - Living room
Blu Vista Cottages
Castries, Saint Lucia
10Wonderful(1)
Free Wi-Fi
Air conditioning
£103+
Check availability
Best E Villas Providence Ch Ch - Christchurch - Beach
Best E Villas Providence Ch Ch
Christchurch, Barbados
9.5Wonderful(69)
Parking
Free Wi-Fi
Pool
Air conditioning
£124+
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Providence Apt 2-bedroom 1 - Christchurch - Building
Providence Apt 2-bedroom 1
Christchurch, Barbados
Parking
Free Wi-Fi
Pool
Air conditioning
£128+
Check availability
Goldy House, logement vue mer , jacuzzi 10min port et aéroport - Pointe-à-Pitre
Goldy House, logement vue mer , jacuzzi 10min port et aéroport
Pointe-à-Pitre, Guadeloupe
8.1Very Good(115)
Free Wi-Fi
Air conditioning
£131+
Check availability
LuxstayTobago Topaz, cozy condo near beaches & airport - Crown Point - Bedroom
LuxstayTobago Topaz, cozy condo near beaches & airport
Crown Point, Trinidad and Tobago
9.6Wonderful(6)
Air conditioning
£144+
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Aruba Beach Villas - Oranjestad - Beach
Aruba Beach Villas
Oranjestad, Aruba
7.8Good(364)
Parking
Free Wi-Fi
Pool
Air conditioning
£164+
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Deluxe Studio with Ocean View - 1A - George Town - Bedroom
Deluxe Studio with Ocean View - 1A
George Town, Cayman Islands
Air conditioning
£238+
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Kaibus Place- Quaint Quiet and Cosy - St. George's - Balcony
Kaibus Place- Quaint Quiet and Cosy
St. George's, Grenada
10Wonderful(1)
Parking
Free Wi-Fi
Air conditioning
£267+
Check availability
Regal Beach Club #232 - George Town - Balcony
Regal Beach Club #232
George Town, Cayman Islands
10Wonderful(8)
Free Wi-Fi
Air conditioning
£545+
Check availability
Modern apartment in the heart of Crown Point - Crown Point - Bedroom
Modern apartment in the heart of Crown Point
Crown Point, Trinidad and Tobago
Air conditioning
£599+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
February
£126
£124
Cheapest month to stay with an average 18% drop in price.
Most expensive month to stay with an average 47% 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 £33, while the most expensive was £175.
  • Holiday rentals in Caribbean Islands are around 45% 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 San Juan, with around 1,329 properties and an average price of £54. The most popular holiday rentals in Caribbean Islands among KAYAK users are Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy, La Esmeralda Pr, and Star of The Olympus.

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 £19. 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 £15 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 £377.

  • 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 £1,617.

  • 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, boats, hotels, 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 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