Caribbean Vacation Rentals - Wimdu base64Hash Caribbean Vacation Rentals - Wimdu

Caribbean Vacation Rentals

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Choose from 147,776 vacation rentals and homes for your trip!

Best-rated vacation rentals in the Caribbean

Discover vacation rentals with top-notch guest ratings

Condo West Bay
from $386 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with barbeque, private pool & terrace

5.0
Outstanding(99 ratings)
West Bay, Cayman Islands
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Apartment Rendezvous And Ditleff
from $929 per night
Apartment ∙ 16 guests ∙ 5 bedrooms

Apartment with barbecue, private pool & yard | Nature view

4.9
Outstanding(87 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
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Villa Leonards
from $589 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with yard, BBQ & patio

5.0
Outstanding(77 ratings)
Leonards, Tortola, British Virgin Islands
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Pet-friendly rentals in the Caribbean

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

Apartment Villas Del Mar
from $80 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with pool & jacuzzi | Garden view

5.0
Outstanding(1 rating)
Villas Del Mar, Juan Dolio, Dominican Republic
Pet-friendly
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Villa La Perla
from $799 per night
Villa ∙ 20 guests ∙ 8 bedrooms

Villa with private pool, BBQ & patio | Next to Castillo San Cristóbal | Mountain view

4.4
Very good(17 ratings)
La Perla, Old San Juan, Puerto Rico
Pet-friendly
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House Nassau
from $395 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with pool, patio & yard | Beach nearby | Pets are welcome

4.9
Outstanding(25 ratings)
Nassau, New Providence, The Bahamas
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in the Caribbean

Discover best cabin and house rentals with pool in the Caribbean

House Le Marin
from $111 per night
House ∙ 8 guests ∙ 2 bedrooms

Vacation home with garden, private pool & barbeque

Le Marin, Martinique
Pool
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Condo Golden Rock
from $459 per night
Condo ∙ 10 guests ∙ 5 bedrooms

Fully equipped nice condo with pool & patio | Beach nearby

4.4
Very good(19 ratings)
Golden Rock, Sion Farm, U.S. Virgin Islands
Pool
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House Saint James
from $216 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house with barbeque, private pool & yard

4.7
Excellent(61 ratings)
Saint James, Barbados
Pool
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See all offers with pool

Best vacation rental offers in the Caribbean

Apartment Pointe du Bout
from $38 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Beautiful apartment | Next to the beach

4.9
Outstanding(13 ratings)
Pointe du Bout, Les Trois-Îlets, Martinique
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House Cayman Islands
from $584 per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped pleasant vacation home with patio

4.4
Very good(20 ratings)
Cayman Islands
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House Calibishie
from $125 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio

4.9
Outstanding(12 ratings)
Calibishie, Saint Andrew Parish, Dominica
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Villa West Bay
from $227 per night
Villa ∙ 4 guests ∙ 1 bedroom

Family-friendly villa with barbecue & patio | Close to the beach | Suitable for remote work

4.7
Excellent(26 ratings)
West Bay, Cayman Islands
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House Grenada
from $159 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with terrace, garden & grill

5.0
Outstanding(1 rating)
Grenada
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Condo George Town
from $535 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool, terrace & garden

4.9
Outstanding(50 ratings)
George Town, Cayman Islands
View deal
Villa Chocolate Hole
from $992 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with patio, BBQ & jacuzzi

5.0
Outstanding(78 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
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Villa Hellene
from $418 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with private pool & terrace

4.9
Outstanding(149 ratings)
Hellene, Micoud, Saint Lucia
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House Nassau
from $390 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with pool, terrace & barbeque

5.0
Outstanding(21 ratings)
Nassau, New Providence, The Bahamas
View deal
House Green Cay
from $455 per night
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly ample house with patio & grill | Nature view | Close to the beach | Perfect for remote work

5.0
Outstanding(57 ratings)
Green Cay, East End, U.S. Virgin Islands
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Apartment Barrio La Fortaleza Vieja
from $49 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment | Sea view

4.6
Excellent(9 ratings)
Barrio La Fortaleza Vieja, Samana, Dominican Republic
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Villa Saint-Francois
from $123 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with grill, patio & private pool

5.0
Outstanding(4 ratings)
Saint-Francois, Saint-Francois, Guadeloupe
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Villa George Town
from $559 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful villa with BBQ, terrace & pool

4.8
Outstanding(77 ratings)
George Town, Exuma, The Bahamas
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House East End
from $744 per night
House ∙ 11 guests ∙ 4 bedrooms

Fully equipped spacious house with terrace, barbecue & private pool

East End, Cayman Islands
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House La Vallee
from $386 per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque, patio & private pool

5.0
Outstanding(177 ratings)
La Vallee, North Star, U.S. Virgin Islands
View deal
House Anna's Retreat
from $753 per night
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped nice vacation home

5.0
Outstanding(14 ratings)
Anna's Retreat, Tutu, U.S. Virgin Islands
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House Treasure Cay
from $934 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly nice house with grill, garden & terrace | Close to the beach

5.0
Outstanding(137 ratings)
Treasure Cay, Central Abaco, The Bahamas
View deal
House Cruz Bay
from $692 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly pleasant vacation home with barbecue & private pool | Mountain view

5.0
Outstanding(94 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
View deal
Villa Moss Town
from $984 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with barbeque & private pool

5.0
Outstanding(2 ratings)
Moss Town, Exuma, The Bahamas
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House Whitby
from $967 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly house with private pool, grill & patio | Nature view

5.0
Outstanding(25 ratings)
Whitby, North Caicos, Turks and Caicos Islands
View deal
House Zonicles
from $629 per night
House ∙ 11 guests ∙ 6 bedrooms

Family-friendly nice house with barbeque, private pool & patio | Nature view

5.0
Outstanding(43 ratings)
Zonicles, Cat Island, The Bahamas
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Villa Coral Bay
from $676 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Fully equipped ample villa with garden, private pool & patio | Nature view

5.0
Outstanding(38 ratings)
Coral Bay, St. John, U.S. Virgin Islands
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Villa Nazareth
from $1,697 per night
Villa ∙ 18 guests ∙ 6 bedrooms

Villa with patio, jacuzzi & private pool | Nature view

4.9
Outstanding(139 ratings)
Nazareth, East End, U.S. Virgin Islands
View deal
Condo Golden Rock
from $380 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Child-friendly nice condo with pool, barbecue & patio | Beach nearby | Good for workation

4.5
Excellent(32 ratings)
Golden Rock, Sion Farm, U.S. Virgin Islands
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Villa Rincon
from $486 per night
Villa ∙ 11 guests ∙ 5 bedrooms

Villa with barbeque, terrace & private pool | Suitable for remote work

5.0
Outstanding(144 ratings)
Rincon, Pueblo, Puerto Rico
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Villa Chocolate Hole
from $713 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with BBQ, private pool & patio | City view

5.0
Outstanding(36 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
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Villa Anguilla
from $1,221 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with yard, private pool & patio

5.0
Outstanding(63 ratings)
Anguilla
View deal
Villa Michelson
from $1,185 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Children-friendly villa with grill, patio & yard

5.0
Outstanding(137 ratings)
Michelson, Exuma, The Bahamas
View deal
Condo Nazareth
from $513 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented condo with pool & jacuzzi | Perfect for remote work

5.0
Outstanding(12 ratings)
Nazareth, East End, U.S. Virgin Islands
View deal
Villa Jauca 2
from $215 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with terrace

Jauca 2, Santa Isabel, Puerto Rico
View deal
Show all 159746 apartments in Caribbean

Price and Availability Index in the Caribbean

Click on any bar to see price and availability information

Vacation Rental Price Information in the Caribbean

In the graph above you can see the typical prices of vacation rentals in the Caribbean in each month. If you plan to book your accommodation in december, remember it's the most expensive period, with average prices of $604. However, as presented on the graph, vacation rental prices in the Caribbean are at their lowest in august and amount to $540 per night on average.

Rental availability information in the Caribbean

This graph shows the availability rate in the Caribbean over the next year. Only 10% of the vacation rentals in the Caribbean are available in May. If you'd like to visit then, make sure to book early! The quietest time of year in the Caribbean is June (6/13 – 6/20), when 74% of the vacation rentals are available.

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Fun in the sun

When you think of Caribbean apartments, the image of white-sand beaches and an endless turquoise horizon comes to mind. A good example of this are Crane, in Barbados, and Flamenco, on the island of Culebra, less than 20 miles from Puerto Rico. Here you can sunbathe, swim, walk and relax. For diving and snorkeling, on the other hand, Pink Sand, on the Bahamas' Harbour Island, and Grace Bay, in the Turks and Caicos Islands, with its immense coral reef, are the right destination.

Vacation rentals at a stone's throw from the paradisiacal Caribbean beaches

In the Caribbean, apartments are within walking distance of its paradisiacal beaches and usually have balconies that offer breathtaking views of the sea and the Atlantic Ocean. If you go with your family, the best place is Aruba. If, in addition to coves, you want mountains, stay in St. Lucia.

1,384 reviews
1,384 travelers who stayed in the Caribbean rated their vacation home 4.3/5 stars on average.
  • Color and flavor at the table

    The gastronomy of the Caribbean stands out for the use of natural products of the region such as cassava, yams, plantains and legumes mixed with meats, seafood and fish from the sea and river. Among the typical dishes you have to try the goat stew and callalú. As for drinks, rum is a must, although they also specialize in fresh fruit juices with mango, melon, papaya and rice water.

And we love our apartments

Beautiful apartment | Next to the beach
Fully equipped pleasant vacation home with patio
Vacation home with patio
Family-friendly villa with barbecue & patio | Close to the beach | Suitable for remote work
Vacation home with terrace, garden & grill
Show all 159746 apartments in Caribbean

Features of Caribbean vacation rentals

💳 Discounts up to 33%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Vacation rentals with a pool 89,829 rentals
🌙 Minimum price starting at $39
🐾 Pet friendly vacation homes 25,365 rentals
🏡 Rentals available 147,776 rentals

Beautiful regions abroad to consider for next trip

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