Caribbean Islands vacation rentals

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Latest Caribbean Islands vacation rental deals

MOST POPULARMontego Bay
Vacation homes from C$ 108
Nassau
Vacation homes from C$ 42
Oranjestad
Vacation homes from C$ 67
Punta Cana
Vacation homes from C$ 19
Simpson Bay
Vacation homes from C$ 130

Best Caribbean Islands vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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C$ 46 - C$ 245C$ 245 - C$ 442C$ 442 - C$ 641C$ 641 - C$ 838C$ 838+ per night

Property Types

ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Caribbean Islands

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Apartamentos Melya cerca de la Playa Caleta - La Romana - Bedroom
Apartamentos Melya cerca de la Playa Caleta
La Romana, Dominican Republic
8.2Very good(117)
Parking
Free Wi-Fi
Pet friendly
C$ 62+
Check availability
Lesville Tobago - Crown Point - Pool
Lesville Tobago
Crown Point, Trinidad and Tobago
7.6Good(4)
Parking
Free Wi-Fi
Pool
C$ 82+
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Maison la Mignonette - Le Gosier - Living room
Maison la Mignonette
Le Gosier, Guadeloupe
8.5Very good(42)
C$ 87+
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Summerland Suites - Crown Point - Pool
Summerland Suites
Crown Point, Trinidad and Tobago
Free Wi-Fi
C$ 93+
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A taste of Jamaica Lavern place - Ocho Rios - Building
A taste of Jamaica Lavern place
Ocho Rios, Jamaica
8.8Very good(68)
Parking
Free Wi-Fi
Pool
C$ 121+
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Arnaud-Michel - Pointe-à-Pitre
Arnaud-Michel
Pointe-à-Pitre, Guadeloupe
7.4Good(27)
Free Wi-Fi
C$ 124+
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Lorna's Cottage - Crown Point - Kitchen
Lorna's Cottage
Crown Point, Trinidad and Tobago
7.7Good(17)
Parking
Free Wi-Fi
C$ 139+
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Little Savoy Guest House new - Runaway Bay
Little Savoy Guest House new
Runaway Bay, Jamaica
6.5Okay(17)
Parking
Free Wi-Fi
Pool
C$ 139+
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Urban Zen Appart Spacieux studio atypique avec bain a remous proche de tout - Pointe-à-Pitre
Urban Zen Appart Spacieux studio atypique avec bain a remous proche de tout
Pointe-à-Pitre, Guadeloupe
5.8Fair(42)
Parking
Free Wi-Fi
C$ 151+
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Appartement avec vue panoramique de Pointe-à-Pitre - Pointe-à-Pitre - Living room
Appartement avec vue panoramique de Pointe-à-Pitre
Pointe-à-Pitre, Guadeloupe
7.8Good(24)
Free Wi-Fi
C$ 153+
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Villa Tournesol d Or - Le Gosier
Villa Tournesol d Or
Le Gosier, Guadeloupe
6.8Okay(6)
Free Wi-Fi
C$ 154+
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T1 bis à proximité de la plage - Le Gosier
T1 bis à proximité de la plage
Le Gosier, Guadeloupe
9.6Wonderful(19)
Parking
Free Wi-Fi
Pool
C$ 159+
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Welcome To Mba House - Relaxation & Comfort In Guadeloupe! - Pointe-à-Pitre - Kitchen
Welcome To Mba House - Relaxation & Comfort In Guadeloupe!
Pointe-à-Pitre, Guadeloupe
C$ 165+
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Foyal Suites - Fort-de-France - Living room
Foyal Suites
Fort-de-France, Martinique
7.9Good(209)
Free Wi-Fi
C$ 178+
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Penthouse On The Ridge - Ocho Rios - Living room
Penthouse On The Ridge
Ocho Rios, Jamaica
9.6Wonderful(43)
Free Wi-Fi
C$ 283+
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Attalia Villa 5-bed in Runaway Bay Near Ocho Rios - Runaway Bay - Dining room
Attalia Villa 5-bed in Runaway Bay Near Ocho Rios
Runaway Bay, Jamaica
Free Wi-Fi
Pool
C$ 911+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
February
C$ 208
C$ 191
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 39% 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 vacation rental

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Caribbean Islands for 8 days.
  • The cheapest Caribbean Islands vacation rental found on KAYAK in the last 2 weeks was C$ 54, while the most expensive was C$ 696.
  • Vacation rentals in Caribbean Islands are around 74% 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 vacation homes is St. George's, with around 164 properties and an average price of C$ 86. The most popular vacation rentals in Caribbean Islands among KAYAK users are Bougainvillea Apartments, Woburn Villas, and Reef View Pavilion Villas and Condos.

FAQs when booking a vacation home in Caribbean Islands

  • How much is a vacation rental in Caribbean Islands for tonight?

    In the last 72 hours, users have found Caribbean Islands vacation rentals for tonight for as low as C$ 41. Search here for similar prices

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

    The average price for a weekly Caribbean Islands vacation rental found by KAYAK users in the last 2 weeks is C$ 1,549.

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

    The average price for a monthly Caribbean Islands vacation rental found by KAYAK users in the last 2 weeks is C$ 6,639.

  • What types of vacation rentals are available in Caribbean Islands?

    There are loads of different property types that you can make your vacation home in Caribbean Islands. You’ll find apartments, campgrounds, condos, houses, homestays, villas, farm stays, lodges, cabins, cottages, vacation villages, luxury tents, bungalows, chalets, houseboats, treehouses, barns, caravans, resorts, boats, hotels, agritourism, bed & breakfasts, studios and castles.

  • What are some of the most-loved vacation rentals available in Caribbean Islands?

    There are many types of properties available for Caribbean Islands vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Viking Hill Oceanfront Hostel & Resort and Beach Homes Punta Cana.

  • Are there any pet-friendly vacation rentals in Caribbean Islands?

    There are a number of dog and pet-friendly Caribbean Islands vacation rentals, with around 5% 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 vacation home.

What Caribbean Islands vacation rental guests are talking about

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Vacation rentals by topic

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Numero Uno Beach Apartments - San Juan - Beach
Numero Uno Beach Apartments
Santurce
8.7Very good(39)
Free Wi-Fi
Pet friendly
C$ 450+
Check availability

Everything you need to know for your stay in Caribbean Islands

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