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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£39 - £260£260 - £480£480 - £700£700 - £921£921+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Caribbean Islands

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Unique Mercy Loft - Osbourn - Bedroom
Unique Mercy Loft
Osbourn, Antigua And Barbuda
10Wonderful(5)
Free Wi-Fi
£54+
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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+
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Your Home Away from Home - St. John's - Balcony
Your Home Away from Home
St. John's, Antigua And Barbuda
Free Wi-Fi
Air conditioning
£65+
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Condo unit with private entrance and veranda in Negril, 5 minutes from the beach - Negril - Balcony
Condo unit with private entrance and veranda in Negril, 5 minutes from the beach
Negril, Jamaica
Air conditioning
£78+
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A Rooftop View, Comfort & Event-Ready Spaces - #16 - Negril
A Rooftop View, Comfort & Event-Ready Spaces - #16
Negril, Jamaica
Air conditioning
£108+
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Bay Harbor Luxury 1 bedroom apartments - Oranjestad - Balcony
Bay Harbor Luxury 1 bedroom apartments
Oranjestad, Aruba
8.5Very Good(70)
Free Wi-Fi
Air conditioning
£111+
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Cadushi Apartments - Oranjestad
Cadushi Apartments
Oranjestad, Aruba
8.0Very Good(318)
Parking
Free Wi-Fi
Pool
Air conditioning
£115+
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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
8.2Very Good(115)
Free Wi-Fi
Air conditioning
£131+
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Mel-Bella Retreat - George Town - Living room
Mel-Bella Retreat
George Town, Cayman Islands
Air conditioning
£133+
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Zen Eden 1-bedroom in Savannah with WiFi, AC, close to beach and shopping - George Town - Living room
Zen Eden 1-bedroom in Savannah with WiFi, AC, close to beach and shopping
George Town, Cayman Islands
Air conditioning
£142+
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Summers Dream Your Dreams Become A Reality - Negril - Beach
Summers Dream Your Dreams Become A Reality
Negril, Jamaica
9.6Wonderful(35)
Free Wi-Fi
Air conditioning
£156+
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3 bedroom Caribbean Style Villa - Panoramic view over Smuggler's Cove Beach - Long Bay - Balcony
3 bedroom Caribbean Style Villa - Panoramic view over Smuggler's Cove Beach
Long Bay, British Virgin Islands
9.2Wonderful(5)
Free Wi-Fi
Air conditioning
£286+
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Charming 3-bedroom condo with Wi Fi and AC in Falmouth Harbour. - Jolly Harbour - Pool
Charming 3-bedroom condo with Wi Fi and AC in Falmouth Harbour.
Jolly Harbour, Antigua And Barbuda
Air conditioning
£551+
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Charming 3-bedroom condo with WiFi and AC in serene Falmouth Harbour - Jolly Harbour
Charming 3-bedroom condo with WiFi and AC in serene Falmouth Harbour
Jolly Harbour, Antigua And Barbuda
10Wonderful(1)
Air conditioning
£606+
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Villa Sirenetta-Minutes from the beach! - Leonards - Balcony
Villa Sirenetta-Minutes from the beach!
Leonards, British Virgin Islands
9.6Wonderful(26)
Free Wi-Fi
Air conditioning
£673+
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TAINO - exotic 3 bedroom villa with fabulous pool, everyone's favourite! - Long Bay - Balcony
TAINO - exotic 3 bedroom villa with fabulous pool, everyone's favourite!
Long Bay, British Virgin Islands
9.9Wonderful(32)
Air conditioning
£906+
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 1,312 properties and an average price of £54. The most popular holiday rentals in Caribbean Islands among KAYAK users are 1120 Vieques by Stay with Bear, 610@Miramar, and Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy.

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 £22 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 £1,618.

  • 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