Caribbean Islands vacation rentals

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Latest Caribbean Islands vacation rental deals

MOST POPULARMontego Bay
Vacation homes from C$ 76
Nassau
Vacation homes from C$ 39
Oranjestad
Vacation homes from C$ 67
Punta Cana
Vacation homes from C$ 19
Bridgetown
Vacation homes from C$ 75

Best Caribbean Islands vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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C$ 38 - C$ 235C$ 235 - C$ 432C$ 432 - C$ 629C$ 629 - C$ 825C$ 825+ per night

Property Types

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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(118)
Apartment
Free Wi-Fi
Pool
Pet friendly
C$ 61+
Check availability
Maison la Mignonette - Le Gosier - Living room
Maison la Mignonette
Le Gosier, Guadeloupe
8.5Very good(42)
House
C$ 85+
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Apartment in the center of Pointe-A-Pitre - Pointe-à-Pitre - Living room
Apartment in the center of Pointe-A-Pitre
Pointe-à-Pitre, Guadeloupe
Apartment
C$ 87+
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Furnished seasonal rental (studio) - Pointe-à-Pitre - Bedroom
Furnished seasonal rental (studio)
Pointe-à-Pitre, Guadeloupe
Apartment
C$ 91+
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Believe Caribbean Apartment - Bridgetown - Living room
Believe Caribbean Apartment
Bridgetown, Barbados
8.5Very good(196)
Apartment
Parking
Free Wi-Fi
C$ 120+
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Large, cosy studio with sea view, pool and beach - Pointe-à-Pitre - Beach
Large, cosy studio with sea view, pool and beach
Pointe-à-Pitre, Guadeloupe
8.0Very good(1)
Apartment
C$ 162+
Check availability
Marchabell by The Sea E22 - Ocho Rios - Building
Marchabell by The Sea E22
Ocho Rios, Jamaica
9.1Wonderful(89)
Apartment
Parking
Free Wi-Fi
Pool
Spa
C$ 208+
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Foyal Suites - Fort-de-France - Living room
Foyal Suites
Fort-de-France, Martinique
7.8Good(211)
Apartment
Free Wi-Fi
C$ 224+
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Willemstad - Mini Resort - 2 Beds - Pool - Garden - Willemstad - Balcony
Willemstad - Mini Resort - 2 Beds - Pool - Garden
Willemstad, Curaçao
10Wonderful(1)
Apartment
Parking
Free Wi-Fi
Pool
C$ 290+
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Sasaki Apartments - Noord - Pool
Sasaki Apartments
Noord, Aruba
9.0Wonderful(695)
Apartment
Parking
Free Wi-Fi
Pool
C$ 297+
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Redoute Paradise - Fort-de-France - Living room
Redoute Paradise
Fort-de-France, Martinique
8.6Very good(344)
House
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 320+
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Genesis Apartments - Oranjestad - Beach
Genesis Apartments
Oranjestad, Aruba
9.2Wonderful(245)
Apartment
Free Wi-Fi
C$ 390+
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Turibana Plaza - Noord - Pool
Turibana Plaza
Noord, Aruba
8.7Very good(145)
Apartment
Free Wi-Fi
C$ 405+
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Charming 2-bedroom apartment for 6 people, with AC, WiFi in Sint Maarten - Simpson Bay - Living room
Charming 2-bedroom apartment for 6 people, with AC, WiFi in Sint Maarten
Simpson Bay, St. Maarten
Apartment
C$ 466+
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Seven Mile Beach - Great Location At Sunset Cove - George Town - Building
Seven Mile Beach - Great Location At Sunset Cove
George Town, Cayman Islands
9.5Wonderful(40)
Condo
C$ 808+
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The Grandview Condos on Seven Mile Beach - George Town - Pool
The Grandview Condos on Seven Mile Beach
George Town, Cayman Islands
9.3Wonderful(25)
Condo
C$ 970+
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

August
January
C$ 201
C$ 241
Cheapest month to stay with an average 20% drop in price.
Most expensive month to stay with an average 22% 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$ 53, while the most expensive was C$ 762.
  • Vacation rentals in Caribbean Islands are around 62% 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 Las Terrenas, with around 753 properties and an average price of C$ 28. The most popular vacation rentals in Caribbean Islands among KAYAK users are Charming 1-bedroom condo in fabulous Las Terrenas with WiFi, AC, Apartamento, Residencial Serenity Beach, and Massive Modern Duplex Penthouse / 4 bedrooms.

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$ 52. 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$ 32 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$ 707.

  • 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$ 3,029.

  • 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 J&G Villa Hotel and Viking Hill Oceanfront Hostel & Resort.

  • 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 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 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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Numero Uno Beach Apartments - San Juan - Beach
Numero Uno Beach Apartments
Santurce
8.8Very good(39)
Apartment
Free Wi-Fi
Pet friendly
C$ 447+
Check availability

Everything you need to know for your stay in Caribbean Islands