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

Holiday lettings in the Caribbean

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Choose from 174,518 holiday lettings and homes for your trip!

Best-rated holiday lettings in the Caribbean

Discover holiday rentals with top-notch guest ratings

Villa Wheeland Settlement
from £822 per night
Villa ∙ 10 guests ∙ 5 bedrooms

434 m² Villa

4.9
Outstanding(81 ratings)
Wheeland Settlement, Providenciales, Turks and Caicos Islands
Vrbo
View deal
Villa Nazareth
from £795 per night
12 guests ∙ 6 bedrooms

Villa

4.8
Outstanding(59 ratings)
Nazareth, East End, U.S. Virgin Islands
Vrbo
View deal
Villa Sandy Point
from £1,032 per night
Villa ∙ 14 guests ∙ 7 bedrooms

418 m² Villa

4.5
Excellent(43 ratings)
Sandy Point, North Caicos, Turks and Caicos Islands
Vrbo
View deal

Pet-friendly rentals in the Caribbean

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

House Tarpum Bay
from £840 per night
15 guests ∙ 6 bedrooms

House

5.0
Outstanding(7 ratings)
Tarpum Bay, South Eleuthera, The Bahamas
Pet-friendly
Vrbo
View deal
Villa Fish Bay
from £421 per night
Villa ∙ 10 guests ∙ 5 bedrooms

465 m² Villa

Fish Bay, Cruz Bay, U.S. Virgin Islands
Pet-friendly
Vrbo
View deal
Cottage Chocolate Hole
from £276 per night
6 guests ∙ 2 bedrooms

Cottage

5.0
Outstanding(12 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Pet-friendly
Vrbo
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

Villa Saint Barthélemy
from £99 per night
Villa ∙ 4 guests ∙ 2 bedrooms

250 m² Villa

Saint Barthélemy
Pool
HomeToGo
View deal
Resort Fajardo
from £194 per night
Resort ∙ 127 guests ∙ 1 bedroom

El Conquistador Resort - Puerto Rico

4.5
Excellent
Fajardo, Puerto Rico
Pool
Agoda
View deal
Condo Nazareth
from £297 per night
7 guests ∙ 4 bedrooms

Condo

4.3
Very good(14 ratings)
Nazareth, East End, U.S. Virgin Islands
Pool
Vrbo
View deal
See all offers with pool

Best holiday rental offers in the Caribbean

House Rolletown
from £421 per night
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(31 ratings)
Rolletown, Exuma, The Bahamas
Vrbo
View deal
Villa Anna's Retreat
from £494 per night
Villa ∙ 10 guests ∙ 4 bedrooms

265 m² Villa

5.0
Outstanding(97 ratings)
Anna's Retreat, Tutu, U.S. Virgin Islands
Vrbo
View deal
House Patillas
from £286 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

4.9
Outstanding(68 ratings)
Patillas, Cacao Alto, Puerto Rico
Vrbo
View deal
Villa Charlotte Amalie West
from £660 per night
10 guests ∙ 5 bedrooms

Villa

4.9
Outstanding(105 ratings)
Charlotte Amalie West, Charlotte Amalie, U.S. Virgin Islands
Vrbo
View deal
Villa Cooper Jack Bay Settlement
from £713 per night
Villa ∙ 14 guests ∙ 5 bedrooms

279 m² Villa

5.0
Outstanding(118 ratings)
Cooper Jack Bay Settlement, Providenciales, Turks and Caicos Islands
Vrbo
View deal
House Charlotte Amalie
from £262 per night
House ∙ 5 guests ∙ 3 bedrooms

162 m² House

5.0
Outstanding(203 ratings)
Charlotte Amalie, St. Thomas, U.S. Virgin Islands
Vrbo
View deal
House Montpellier
from £837 per night
12 guests ∙ 6 bedrooms

House

5.0
Outstanding(38 ratings)
Montpellier, Sion Farm, U.S. Virgin Islands
Vrbo
View deal
Condo Frydendal
from £442 per night
8 guests ∙ 4 bedrooms

Condo

4.8
Outstanding(80 ratings)
Frydendal, East End, U.S. Virgin Islands
Vrbo
View deal
House Hartswell
from £661 per night
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

4.9
Outstanding(119 ratings)
Hartswell, Exuma, The Bahamas
Vrbo
View deal
Villa George Town
from £340 per night
8 guests ∙ 4 bedrooms

Villa

5.0
Outstanding(59 ratings)
George Town, Cayman Islands
Vrbo
View deal
Villa Chocolate Hole
from £1,363 per night
Villa ∙ 12 guests ∙ 5 bedrooms

565 m² Villa

5.0
Outstanding(25 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
Villa The Bight Settlement
from £1,791 per night
Villa ∙ 10 guests ∙ 5 bedrooms

437 m² Villa

5.0
Outstanding(89 ratings)
The Bight Settlement, Providenciales and West Caicos, Turks and Caicos Islands
Vrbo
View deal
Condo Bolongo
from £207 per night
Condo ∙ 6 guests ∙ 4 bedrooms

102 m² Condo

4.0
Very good(67 ratings)
Bolongo, Southside, U.S. Virgin Islands
Vrbo
View deal
Apartment Rendezvous And Ditleff
from £578 per night
Apartment ∙ 16 guests ∙ 5 bedrooms

650 m² Apartment

4.8
Outstanding(84 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
House Shoys
from £304 per night
8 guests ∙ 4 bedrooms

House

3.8
Good(21 ratings)
Shoys, Christiansted, U.S. Virgin Islands
Vrbo
View deal
Villa Nazareth
from £683 per night
10 guests ∙ 5 bedrooms

Villa

4.9
Outstanding(39 ratings)
Nazareth, East End, U.S. Virgin Islands
Vrbo
View deal
House Anna's Retreat
from £435 per night
House ∙ 8 guests ∙ 3 bedrooms

279 m² House

5.0
Outstanding(11 ratings)
Anna's Retreat, Tutu, U.S. Virgin Islands
Vrbo
View deal
Villa Palm Cay
from £538 per night
Villa ∙ 10 guests ∙ 5 bedrooms

465 m² Villa

5.0
Outstanding(60 ratings)
Palm Cay, Nassau, The Bahamas
Vrbo
View deal
Villa Long Bay Hills
from £549 per night
Villa ∙ 10 guests ∙ 4 bedrooms

279 m² Villa

4.7
Excellent(11 ratings)
Long Bay Hills, Providenciales, Turks and Caicos Islands
Vrbo
View deal
Studio flat Saint Barthélemy
from £144 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

30 m² Studio flat

Saint Barthélemy
HomeToGo
View deal
Villa Central
from £1,042 per night
Villa ∙ 12 guests ∙ 6 bedrooms

465 m² Villa

4.9
Outstanding(85 ratings)
Central, St. John, U.S. Virgin Islands
Vrbo
View deal
Villa Esperanza
from £489 per night
12 guests ∙ 6 bedrooms

Villa

5.0
Outstanding(101 ratings)
Esperanza, Puerto Real, Puerto Rico
Vrbo
View deal
House Forbes Hill
from £1,173 per night
20 guests ∙ 8 bedrooms

House

4.9
Outstanding(152 ratings)
Forbes Hill, Exuma, The Bahamas
Vrbo
View deal
Villa Nassau
from £777 per night
12 guests ∙ 5 bedrooms

Villa

4.4
Very good(17 ratings)
Nassau, New Providence, The Bahamas
Vrbo
View deal
Villa Spanish Town
from £636 per night
Villa ∙ 12 guests ∙ 5 bedrooms

446 m² Villa

5.0
Outstanding(70 ratings)
Spanish Town, Virgin Gorda, British Virgin Islands
Vrbo
View deal
House Palm Cay
from £202 per night
House ∙ 10 guests ∙ 4 bedrooms

256 m² House

4.6
Excellent(161 ratings)
Palm Cay, Nassau, The Bahamas
Vrbo
View deal
Villa Long Bay Hills
from £593 per night
Villa ∙ 10 guests ∙ 5 bedrooms

279 m² Villa

5.0
Outstanding(16 ratings)
Long Bay Hills, Providenciales, Turks and Caicos Islands
Vrbo
View deal
House Slob
from £1,097 per night
20 guests ∙ 9 bedrooms

House

4.7
Excellent(70 ratings)
Slob, East End, U.S. Virgin Islands
Vrbo
View deal
Villa Chocolate Hole
from £428 per night
10 guests ∙ 3 bedrooms

Villa

4.9
Outstanding(52 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
House Moss Town
from £773 per night
House ∙ 13 guests ∙ 5 bedrooms

372 m² House

5.0
Outstanding(98 ratings)
Moss Town, Exuma, The Bahamas
Vrbo
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 (27/12 – 03/01), at £247 per night. On the other hand, the cheapest month in the year is september, with an average vacation rental price of £229.

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 June - 56 of the holiday rentals in the area are still available. The quietest time of year in the Caribbean is June (07/06 – 14/06), when 56 of the holiday lettings are available.

Apartment, Holiday Rentals & Accommodations in Caribbean Sea

11,958,193 reviews
Travellers who stayed in the Caribbean rated their holiday home 4.3/5 on average, based on 11,958,193 reviews.

And we love our apartments

186 m² House
265 m² Villa
204 m² House
Villa
279 m² Villa
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Features of Caribbean holiday rentals

💳 Discounts up to 22%
⭐ Popular amenities Air conditioning, Pool and Internet
🏊  Holiday rentals with a pool 100,412 rentals
🌙 Minimum price starting at £35
🐾 Pet friendly holiday homes 25,811 rentals
🏡 Rentals available 174,518 rentals

Beautiful regions abroad to consider for next trip

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