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

Holiday lettings in the Caribbean

Anytime
1 guest
Anytime
1 guest
Choose from 175,944 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 £565 per night
Apartment ∙ 16 guests ∙ 5 bedrooms

650 m² Apartment

4.9
Outstanding(86 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
Villa Grace Bay
from £389 per night
Villa ∙ 10 guests ∙ 6 bedrooms

186 m² Villa

4.9
Outstanding(42 ratings)
Grace Bay, Providenciales, Turks and Caicos Islands
Vrbo
View deal
House Grapetree
from £234 per night
House ∙ 10 guests ∙ 4 bedrooms

223 m² House

5.0
Outstanding(40 ratings)
Grapetree, East End, U.S. Virgin Islands
Vrbo
View deal

Pet-friendly rentals in the Caribbean

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

House Governor's Harbour
from £515 per night
12 guests ∙ 6 bedrooms

House

5.0
Outstanding(4 ratings)
Governor's Harbour, Central Eleuthera, The Bahamas
Pet-friendly
HomeToGo
View deal
Villa Saint Martin
from £352 per night
Villa ∙ 8 guests ∙ 4 bedrooms

139 m² Villa

5.0
Outstanding(41 ratings)
Saint Martin
Pet-friendly
Vrbo
View deal
Villa Gros Islet
from £526 per night
Villa ∙ 22 guests ∙ 7 bedrooms

1486 m² Villa

5.0
Outstanding(14 ratings)
Gros Islet, Saint Lucia
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

Resort Fajardo
from £235 per night
Resort ∙ 127 guests ∙ 1 bedroom

El Conquistador Resort - Puerto Rico

4.5
Excellent
Fajardo, Puerto Rico
Pool
Agoda
View deal
House Aguada
from £796 per night
House ∙ 30 guests ∙ 12 bedrooms

669 m² House

5.0
Outstanding(125 ratings)
Aguada, Puerto Rico
Pool
Vrbo
View deal
Villa Chocolate Hole
from £439 per night
10 guests ∙ 3 bedrooms

Villa

5.0
Outstanding(45 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Pool
Vrbo
View deal
See all offers with pool

Best holiday rental offers in the Caribbean

Villa East End
from £543 per night
Villa ∙ 7 guests ∙ 3 bedrooms

204 m² Villa

5.0
Outstanding(44 ratings)
East End, St. John, U.S. Virgin Islands
Vrbo
View deal
Villa Carolina
from £382 per night
Villa ∙ 7 guests ∙ 4 bedrooms

186 m² Villa

4.9
Outstanding(80 ratings)
Carolina, Calabash Boom, U.S. Virgin Islands
Vrbo
View deal
Villa Cruz Bay
from £722 per night
Villa ∙ 10 guests ∙ 5 bedrooms

325 m² Villa

5.0
Outstanding(81 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
Vrbo
View deal
House Green Cay
from £330 per night
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(50 ratings)
Green Cay, East End, U.S. Virgin Islands
Vrbo
View deal
House Chocolate Hole
from £419 per night
9 guests ∙ 4 bedrooms

House

4.9
Outstanding(23 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
Villa Chocolate Hole
from £1,369 per night
Villa ∙ 16 guests ∙ 6 bedrooms

557 m² Villa

5.0
Outstanding(12 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
Apartment Cul-de-Sac
from £236 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

149 m² Apartment

4.9
Outstanding(88 ratings)
Cul-de-Sac, Saint Martin
Vrbo
View deal
House Anguilla
from £123 per night
6 guests ∙ 3 bedrooms

House

4.8
Outstanding(4 ratings)
Anguilla
Vrbo
View deal
House Farmer's Hill
from £786 per night
14 guests ∙ 4 bedrooms

House

5.0
Outstanding(67 ratings)
Farmer's Hill, Exuma, The Bahamas
Vrbo
View deal
House Tarpum Bay
from £1,057 per night
House ∙ 22 guests ∙ 9 bedrooms

446 m² House

5.0
Outstanding(73 ratings)
Tarpum Bay, South Eleuthera, The Bahamas
Vrbo
View deal
House Central Eleuthera
from £641 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(14 ratings)
Central Eleuthera, The Bahamas
HomeToGo
View deal
Villa Dennis Bay/ Hawknest
from £689 per night
6 guests ∙ 3 bedrooms

Villa

4.9
Outstanding(18 ratings)
Dennis Bay/ Hawknest, Central, U.S. Virgin Islands
Vrbo
View deal
House Leeward Settlement
from £1,343 per night
House ∙ 20 guests ∙ 9 bedrooms

418 m² House

4.9
Outstanding(26 ratings)
Leeward Settlement, Providenciales, Turks and Caicos Islands
Vrbo
View deal
House Chocolate Hole
from £505 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(17 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
Villa Providenciales
from £684 per night
Villa ∙ 6 guests ∙ 3 bedrooms

204 m² Villa

5.0
Outstanding(85 ratings)
Providenciales, Caicos Islands, Turks and Caicos Islands
Vrbo
View deal
House Sainte-Anne
from £38 per night
House ∙ 4 guests ∙ 1 bedroom

51 m² House

4.8
Outstanding(8 ratings)
Sainte-Anne, Grande-Terre, Guadeloupe
Vrbo
View deal
Villa Cruz Bay
from £441 per night
4 guests ∙ 2 bedrooms

Villa

5.0
Outstanding(81 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
Vrbo
View deal
Apartment Estate Bovoni
from £150 per night
2 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(36 ratings)
Estate Bovoni, Southside, U.S. Virgin Islands
Vrbo
View deal
Villa Cul-de-Sac
from £276 per night
Villa ∙ 4 guests ∙ 2 bedrooms

120 m² Villa

5.0
Outstanding(2 ratings)
Cul-de-Sac, Saint Martin
Vrbo
View deal
Cottage Rock Sound
from £185 per night
5 guests ∙ 2 bedrooms

Cottage

5.0
Outstanding(48 ratings)
Rock Sound, South Eleuthera, The Bahamas
HomeToGo
View deal
Villa Coral Bay
from £576 per night
10 guests ∙ 5 bedrooms

Villa

5.0
Outstanding(88 ratings)
Coral Bay, St. John, U.S. Virgin Islands
Vrbo
View deal
Apartment Parque Isla Verde
from £91 per night
4 guests ∙ 2 bedrooms

Apartment

Parque Isla Verde, Cangrejo Arriba, Puerto Rico
Vrbo
View deal
Villa Chocolate Hole
from £1,199 per night
10 guests ∙ 5 bedrooms

Villa

4.9
Outstanding(89 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
Villa Nazareth
from £708 per night
12 guests ∙ 6 bedrooms

Villa

4.8
Outstanding(55 ratings)
Nazareth, East End, U.S. Virgin Islands
Vrbo
View deal
Villa Cotton Valley
from £724 per night
10 guests ∙ 5 bedrooms

Villa

4.9
Outstanding(49 ratings)
Cotton Valley, East End, U.S. Virgin Islands
Vrbo
View deal
Villa Emmaus
from £494 per night
Villa ∙ 10 guests ∙ 6 bedrooms

325 m² Villa

4.7
Excellent(119 ratings)
Emmaus, Coral Bay, U.S. Virgin Islands
Vrbo
View deal
House Nassau
from £335 per night
House ∙ 10 guests ∙ 4 bedrooms

311 m² House

4.9
Outstanding(20 ratings)
Nassau, New Providence, The Bahamas
Vrbo
View deal
Condo Smith Bay
from £142 per night
4 guests ∙ 2 bedrooms

Condo

4.4
Very good(15 ratings)
Smith Bay, East End, U.S. Virgin Islands
Vrbo
View deal
Condo Enighed
from £447 per night
Condo ∙ 8 guests ∙ 3 bedrooms

149 m² Condo

4.9
Outstanding(61 ratings)
Enighed, Cruz Bay, U.S. Virgin Islands
Vrbo
View deal
House North Eleuthera
from £836 per night
24 guests ∙ 8 bedrooms

House

4.9
Outstanding(26 ratings)
North Eleuthera, 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 february (21/02 – 28/02), at £382 per night. On the other hand, the cheapest month in the year is march, with an average vacation rental price of £188.

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 April - 44 of the holiday rentals in the area are still available. The quietest time of year in the Caribbean is April (26/04 – 03/05), when 44 of the holiday lettings are available.

Apartment, Holiday Rentals & Accommodations in Caribbean Sea

12,756,429 reviews
Travellers who stayed in the Caribbean rated their holiday home 4.3/5 on average, based on 12,756,429 reviews.

And we love our apartments

204 m² Villa
186 m² Villa
325 m² Villa
279 m² House
House
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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 101,898 rentals
🌙 Minimum price starting at £37
🐾 Pet friendly holiday homes 25,510 rentals
🏡 Rentals available 175,944 rentals

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