Holiday lettings in the Caribbean - Wimdu base64Hash Holiday lettings in the Caribbean - Wimdu

Holiday lettings in the Caribbean

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Choose from 145,159 holiday lettings and homes for your trip!

Best-rated holiday lettings in the Caribbean

Discover holiday rentals with top-notch guest ratings

Apartment Rendezvous And Ditleff
from £523 per night
Apartment ∙ 16 guests ∙ 5 bedrooms

650 m² Apartment

4.9
Outstanding(91 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
View deal
Apartment Christ Church
from £71 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

112 m² Apartment

4.8
Outstanding(70 ratings)
Christ Church, Barbados
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House Saint James
from £161 per night
House ∙ 6 guests ∙ 3 bedrooms

418 m² House

4.7
Excellent(64 ratings)
Saint James, Barbados
View deal

Pet-friendly rentals in the Caribbean

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

Resort Cabeza De Toro
from £143 per night
Resort ∙ 5 guests ∙ 1 bedroom

Serenade Punta Cana Beach & Spa Resort

4.2
Very good
Cabeza De Toro, Punta Cana, Dominican Republic
Pet-friendly
View deal
Resort Bávaro
from £245 per night
Resort ∙ 6 guests ∙ 2 bedrooms

Dreams Royal Beach Punta Cana - All Inclusive

4.4
Very good
Bávaro, Punta Cana, Dominican Republic
Pet-friendly
View deal
Villa Saint Barthélemy
from £1,147 per night
6 guests ∙ 3 bedrooms

Villa

5.0
Outstanding(30 ratings)
Saint Barthélemy
Pet-friendly
View deal
See all pet-friendly offers

Holiday cottages with pool in the Caribbean

Discover best holiday homes and cottages with pool in the Caribbean

Resort Bávaro
from £167 per night
Resort ∙ 5 guests ∙ 1 bedroom

Royalton Splash Punta Cana, An Autograph Collection All-Inclusive Resort & Casino

3.9
Good
Bávaro, Punta Cana, Dominican Republic
Pool
View deal
Resort Fajardo
from £203 per night
Resort ∙ 9 guests ∙ 1 bedroom

El Conquistador Resort - Puerto Rico

4.5
Excellent
Fajardo, Puerto Rico
Pool
View deal
Resort Bávaro
from £140 per night
Resort ∙ 3 guests ∙ 1 bedroom

PUNTA CANA PRINCESS ALL SUITES RESORT AND SPA - ADULTS ONLY - ALL INCLUSIVE

4.2
Very good
Bávaro, Punta Cana, Dominican Republic
Pool
View deal
See all offers with pool

Best holiday rental offers in the Caribbean

Resort Puerto Plata
from £118 per night
Resort ∙ 4 guests ∙ 1 bedroom

Lifestyle Tropical Beach Resort & Spa All Inclusive

3.8
Good
Puerto Plata, Dominican Republic
View deal
Apartment Oyster Pond
from £98 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

70 m² Apartment

4.9
Outstanding(13 ratings)
Oyster Pond, Saint Martin
View deal
Villa Cooper Jack Bay Settlement
from £1,190 per night
Villa ∙ 12 guests ∙ 6 bedrooms

470 m² Villa

4.9
Outstanding(166 ratings)
Cooper Jack Bay Settlement, Providenciales, Turks and Caicos Islands
View deal
Villa Chocolate Hole
from £1,015 per night
10 guests ∙ 5 bedrooms

Villa

4.9
Outstanding(38 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
View deal
Villa Black Rock
from £158 per night
12 guests ∙ 4 bedrooms

Villa

5.0
Outstanding(32 ratings)
Black Rock, Western Tobago, Trinidad and Tobago
View deal
Resort Bávaro
from £149 per night
Resort ∙ 3 guests ∙ 1 bedroom

Grand Bavaro Princess - All Inclusive

4.2
Very good
Bávaro, Punta Cana, Dominican Republic
View deal
Villa Cockburn Town
from £339 per night
Villa ∙ 6 guests ∙ 3 bedrooms

260 m² Villa

5.0
Outstanding(1 rating)
Cockburn Town, Grand Turk, Turks and Caicos Islands
View deal
Resort Christiansted
from £178 per night
Resort ∙ 4 guests ∙ 1 bedroom

Divi Carina Bay Beach Resort & Casino-All Inclusive (Adults Only)

4.0
Very good
Christiansted, St. Croix, U.S. Virgin Islands
View deal
Villa Fish Bay
from £295 per night
8 guests ∙ 4 bedrooms

Villa

4.9
Outstanding(15 ratings)
Fish Bay, Cruz Bay, U.S. Virgin Islands
View deal
Villa Nassau
from £747 per night
12 guests ∙ 5 bedrooms

Villa

4.4
Very good(28 ratings)
Nassau, New Providence, The Bahamas
View deal
House Madrelle
from £68 per night
7 guests ∙ 3 bedrooms

House

4.7
Excellent(31 ratings)
Madrelle, Loubiere, Dominica
View deal
Condo Nazareth
from £206 per night
4 guests ∙ 2 bedrooms

Condo

4.9
Outstanding(34 ratings)
Nazareth, East End, U.S. Virgin Islands
View deal
Resort Francés
from £83 per night
Resort ∙ 3 guests ∙ 1 bedroom

Cofresi Palm Beach & Spa Resort - All Inclusive

3.6
Good
Francés, Ensanche Villa Progreso, Dominican Republic
View deal
Condo Golden Rock
from £317 per night
10 guests ∙ 5 bedrooms

Condo

Golden Rock, Sion Farm, U.S. Virgin Islands
View deal
Condo Smith Bay
from £467 per night
8 guests ∙ 4 bedrooms

Condo

Smith Bay, East End, U.S. Virgin Islands
View deal
Apartment Saint Barthélemy
from £175 per night
2 guests ∙ 1 bedroom

Apartment

4.9
Outstanding(10 ratings)
Saint Barthélemy
View deal
House Saint Mary
from £250 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(2 ratings)
Saint Mary, Antigua and Barbuda
View deal
Villa Rodney Bay
from £189 per night
8 guests ∙ 4 bedrooms

Villa

4.9
Outstanding(44 ratings)
Rodney Bay, Gros Islet, Saint Lucia
View deal
House Nassau
from £718 per night
House ∙ 20 guests ∙ 8 bedrooms

1115 m² House

4.9
Outstanding(20 ratings)
Nassau, New Providence, The Bahamas
View deal
Condo Frydendal
from £434 per night
8 guests ∙ 3 bedrooms

Condo

4.7
Excellent(86 ratings)
Frydendal, East End, U.S. Virgin Islands
View deal
Villa Cooper Jack Bay Settlement
from £1,081 per night
Villa ∙ 10 guests ∙ 4 bedrooms

390 m² Villa

5.0
Outstanding(179 ratings)
Cooper Jack Bay Settlement, Providenciales, Turks and Caicos Islands
View deal
Villa Cooper Jack Bay Settlement
from £1,369 per night
Villa ∙ 13 guests ∙ 5 bedrooms

325 m² Villa

5.0
Outstanding(171 ratings)
Cooper Jack Bay Settlement, Providenciales, Turks and Caicos Islands
View deal
House Chocolate Hole
from £504 per night
9 guests ∙ 4 bedrooms

House

4.8
Outstanding(24 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
View deal
House Treasure Cay
from £577 per night
15 guests ∙ 4 bedrooms

House

5.0
Outstanding(131 ratings)
Treasure Cay, Central Abaco, The Bahamas
View deal
Condo Frenchman's Bay
from £282 per night
8 guests ∙ 2 bedrooms

Condo

Frenchman's Bay, Southside, U.S. Virgin Islands
View deal
House Saint John
from £226 per night
House ∙ 6 guests ∙ 2 bedrooms

149 m² House

5.0
Outstanding(6 ratings)
Saint John, Sion Farm, U.S. Virgin Islands
View deal
Villa Long Bay Hills
from £538 per night
Villa ∙ 10 guests ∙ 5 bedrooms

279 m² Villa

4.9
Outstanding(22 ratings)
Long Bay Hills, Providenciales, Turks and Caicos Islands
View deal
House Carolina
from £397 per night
6 guests ∙ 3 bedrooms

House

4.7
Excellent(81 ratings)
Carolina, Calabash Boom, U.S. Virgin Islands
View deal
Villa Cruz Bay
from £707 per night
Villa ∙ 10 guests ∙ 5 bedrooms

325 m² Villa

5.0
Outstanding(82 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
View deal
House Nassau
from £291 per night
House ∙ 10 guests ∙ 4 bedrooms

311 m² House

4.9
Outstanding(20 ratings)
Nassau, New Providence, The Bahamas
View deal
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Price and Availability Index for Caribbean

Click on any bar to see price and availability information

Holiday Letting Price Information in the Caribbean

By constantly analysing our data, we created a graph to show you the fluctuation of prices in the Caribbean. The average accommodation price reaches its highest point in december (26/12 – 02/01), at £457 per night. On the other hand, the cheapest month in the year is june, with an average vacation rental price of £396.

Rental availability information in the Caribbean

Here, you can see how busy Caribbean will be at different times of year. It's easiest to find a holiday letting in the Caribbean in May - 59 of the holiday rentals in the area are still available. The quietest time of year in the Caribbean is May (09/05 – 16/05), when 59 of the holiday lettings are available.

Apartment, Holiday Rentals & Accommodations in Caribbean Sea

1,383 reviews
Travellers who stayed in the Caribbean rated their holiday home 4.2/5 on average, based on 1,383 reviews.

And we love our apartments

Lifestyle Tropical Beach Resort & Spa All Inclusive
70 m² Apartment
470 m² Villa
Villa
Villa
Show more in Caribbean

Features of Caribbean holiday rentals

💳 Discounts up to 22%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Holiday rentals with a pool 89,895 rentals
🌙 Minimum price starting at £34
🐾 Pet friendly holiday homes 24,978 rentals
🏡 Rentals available 145,159 rentals

Beautiful regions abroad to consider for next trip

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