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 £93

Best Caribbean Islands holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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£20 - £128£128 - £237£237 - £345£345 - £453£453+ 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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Hotel El Conde De Villa Rosa - Punta Cana - Patio
Hotel El Conde De Villa Rosa
Punta Cana, Dominican Republic
8.5Very Good(20)
Free Wi-Fi
£20+
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Apartment in San Juan, with free parking - San Juan - Dining room
Apartment in San Juan, with free parking
Sabana Llana Sur
Air conditioning
£47+
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Cozystudio 3@san Juan - San Juan - Kitchen
Cozystudio 3@san Juan
Santurce
Air conditioning
£49+
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Greg House - Pointe-à-Pitre
Greg House
Pointe-à-Pitre, Guadeloupe
7.7Good(48)
Parking
Free Wi-Fi
Air conditioning
£58+
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chez marvin - Pointe-à-Pitre
chez marvin
Pointe-à-Pitre, Guadeloupe
7.4Good(54)
Parking
Free Wi-Fi
Air conditioning
£68+
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Jadessie ' Centre ville - Downtown ' - Pointe-à-Pitre
Jadessie ' Centre ville - Downtown '
Pointe-à-Pitre, Guadeloupe
8.8Very Good(84)
Parking
Free Wi-Fi
Air conditioning
£70+
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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
£78+
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Vue mer sur la Marina, Le Juliana - Pointe-à-Pitre
Vue mer sur la Marina, Le Juliana
Pointe-à-Pitre, Guadeloupe
8.9Very Good(6)
Parking
Free Wi-Fi
Air conditioning
£79+
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Penthouse 10 Min Port Croisière Et Aéroport - Pointe-à-Pitre
Penthouse 10 Min Port Croisière Et Aéroport
Pointe-à-Pitre, Guadeloupe
6.4Okay(53)
Free Wi-Fi
Air conditioning
£81+
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Fleurs des Iles - Pointe-à-Pitre
Fleurs des Iles
Pointe-à-Pitre, Guadeloupe
9.5Wonderful(18)
Parking
Free Wi-Fi
Pool
Air conditioning
£97+
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Valley View Property - Basseterre - Living room
Valley View Property
Basseterre, Saint Kitts and Nevis
9.4Wonderful(26)
Free Wi-Fi
Air conditioning
£107+
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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
£110+
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Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.8Wonderful(45)
Parking
Free Wi-Fi
Air conditioning
£171+
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Marina Hill Appartement vue mer - Pointe-à-Pitre
Marina Hill Appartement vue mer
Pointe-à-Pitre, Guadeloupe
9.0Wonderful(41)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£256+
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7 Mile Beach, 2BR Ground Floor Oceanfront Condo with Pool and large Patio, Sleeps 6 - George Town
7 Mile Beach, 2BR Ground Floor Oceanfront Condo with Pool and large Patio, Sleeps 6
George Town, Cayman Islands
8.0Very Good(1)
Free Wi-Fi
Air conditioning
£358+
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Plantation Village #20 Condo - George Town - Pool
Plantation Village #20 Condo
George Town, Cayman Islands
9.8Wonderful(20)
Parking
Free Wi-Fi
Pool
Air conditioning
£443+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
March
£135
£124
Cheapest month to stay with an average 18% drop in price.
Most expensive month to stay with an average 25% 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 £173.
  • Holiday rentals in Caribbean Islands are around 53% 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 1,349 properties and an average price of £53. The most popular holiday rentals in Caribbean Islands among KAYAK users are Isla Verde by the Beach, Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy, and La Esmeralda Pr.

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 £28. 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 £12 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 £373.

  • 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 £1,597.

  • 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 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

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