Caribbean Islands vacation rentals

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Latest Caribbean Islands vacation rental deals

MOST POPULARMontego Bay
Vacation homes from C$ 36
Nassau
Vacation homes from C$ 75
Oranjestad
Vacation homes from C$ 85
Punta Cana
Vacation homes from C$ 17
Providenciales
Vacation homes from C$ 206
Fort-de-France
Vacation homes from C$ 75

Best Caribbean Islands vacation rentals

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C$ 0 - C$ 473C$ 473 - C$ 945C$ 945 - C$ 1,419C$ 1,419 - C$ 1,891C$ 1,891+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Caribbean Islands

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Royal Terrace III (Prince) - Puerto Plata - Patio
Royal Terrace III (Prince)
Puerto Plata, Dominican Republic
9.8Wonderful(5)
Parking
Free Wi-Fi
C$ 58+
Check availability
Lesville Tobago - Crown Point - Building
Lesville Tobago
Crown Point, Trinidad and Tobago
Parking
Free Wi-Fi
Pool
C$ 75+
Check availability
Summerland Suites - Crown Point - Pool
Summerland Suites
Crown Point, Trinidad and Tobago
Free Wi-Fi
Pool
C$ 90+
Check availability
Villas Aumis 2mr - Fort-de-France
Villas Aumis 2mr
Fort-de-France, Martinique
7.9Good(77)
Parking
Free Wi-Fi
C$ 120+
Check availability
Le Nid Tropical - Bouillante
Le Nid Tropical
Bouillante, Guadeloupe
8.5Very good(347)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 146+
Check availability
I Heart Ja Serendipity Runaway Bay - Runaway Bay
I Heart Ja Serendipity Runaway Bay
Runaway Bay, Jamaica
Free Wi-Fi
C$ 149+
Check availability
Appartement cosy vue sur la Marina - Pointe-à-Pitre
Appartement cosy vue sur la Marina
Pointe-à-Pitre, Guadeloupe
1.0Poor(1)
Parking
Free Wi-Fi
C$ 155+
Check availability
Foyal Suites - Fort-de-France - Bathroom
Foyal Suites
Fort-de-France, Martinique
8.2Very good(209)
Free Wi-Fi
C$ 163+
Check availability
Golden Villas Aruba - Noord - Pool
Golden Villas Aruba
Noord, Aruba
9.1Wonderful(176)
Parking
Free Wi-Fi
Pool
C$ 187+
Check availability
Marchabell by The Sea E22 - Ocho Rios - Building
Marchabell by The Sea E22
Ocho Rios, Jamaica
8.8Very good(87)
Parking
Free Wi-Fi
Pool
C$ 200+
Check availability
Aruba Boutique Apartments - Adults Only - Noord - Pool
Aruba Boutique Apartments - Adults Only
Noord, Aruba
9.4Wonderful(211)
Parking
Free Wi-Fi
Pool
C$ 212+
Check availability
Sasaki Apartments - Noord - Pool
Sasaki Apartments
Noord, Aruba
8.9Very good(684)
Parking
Free Wi-Fi
Pool
C$ 234+
Check availability
Redoute Paradise - Fort-de-France - Bedroom
Redoute Paradise
Fort-de-France, Martinique
9.0Wonderful(340)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 301+
Check availability
Casa Alto Vista - Noord
Casa Alto Vista
Noord, Aruba
9.5Wonderful(3)
Parking
Free Wi-Fi
Pool
C$ 338+
Check availability
Mullet Bay Suites - Your Luxury Stay Awaits - Cole Bay - Living room
Mullet Bay Suites - Your Luxury Stay Awaits
Cole Bay, St. Maarten
9.4Wonderful(91)
Parking
Free Wi-Fi
Pool
C$ 359+
Check availability
Paradise Beach Villas - Oranjestad - Balcony
Paradise Beach Villas
Oranjestad, Aruba
9.6Wonderful(3)
C$ 579+
Check availability
Useful Info

Good to know

Low season

October

High season

February

Average price (weeknight)

C$ 375

Average price (weekend night)

C$ 361
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 24% 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$ 72, while the most expensive was C$ 459.
  • Vacation rentals in Caribbean Islands are around 91% 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 Puerto Plata, with around 792 properties and an average price of C$ 62. The most popular vacation rentals in Caribbean Islands among KAYAK users are Costambar, Ecolodge Tubagua Puerto Plata, and Royal Terrace III (Prince).

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 in Caribbean Islands for this weekend?

    In the last 72 hours, users have found Caribbean Islands vacation rentals for this weekend for as low as C$ 40 per night. 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$ 1,196.

  • 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$ 5,128.

  • 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, towers, cabins, cottages, vacation villages, luxury tents, boats, bungalows, chalets, agritourism, houseboats, treehouses, barns, recreational vehicles, caravans, castles and studios.

  • 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 The Oasis Retreat and Beach Homes Punta Cana.

  • What are the most popular Caribbean Islands vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is A Pearl In Los Corales Playa Bavaro 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 7% 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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Popular topics

Vacation rentals by topic

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A Pearl In Los Corales Playa Bavaro Punta Cana - Punta Cana
A Pearl In Los Corales Playa Bavaro Punta Cana
Pueblo Bavaro
8.6Very good(15)
Free Wi-Fi
C$ 154+
Check availability
Numero Uno Beach Apartments - San Juan
Numero Uno Beach Apartments
Santurce
8.0Very good(39)
Free Wi-Fi
Pet friendly
C$ 395+
Check availability

Everything you need to know for your stay in Caribbean Islands

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