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

Holiday lettings in the Caribbean

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Choose from 147,965 holiday lettings and homes for your trip!

Best-rated holiday lettings in the Caribbean

Discover holiday rentals with top-notch guest ratings

House Rum Point
from £631 per night
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with private pool, garden & terrace | Nature view

4.9
Outstanding(109 ratings)
Rum Point, North Side, Cayman Islands
View deal
Condo West Bay
from £289 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped flat with barbeque, private pool & terrace

5.0
Outstanding(99 ratings)
West Bay, Cayman Islands
View deal
Apartment Rendezvous And Ditleff
from £690 per night
Apartment ∙ 16 guests ∙ 5 bedrooms

Flat with barbecue, private pool & garden | Nature view

4.9
Outstanding(87 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
View deal

Pet-friendly rentals in the Caribbean

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

House Higuillar
from £351 per night
House ∙ 12 guests ∙ 6 bedrooms

House with barbeque & garden | Mountain view | Good for workation

4.7
Excellent(46 ratings)
Higuillar, Dorado, Puerto Rico
Pet-friendly
View deal
Villa La Perla
from £600 per night
Villa ∙ 20 guests ∙ 8 bedrooms

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

4.4
Very good(17 ratings)
La Perla, Old San Juan, Puerto Rico
Pet-friendly
View deal
House Water Island
from £76 per night
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with terrace & private pool

4.0
Very good(21 ratings)
Water Island, St. Thomas, U.S. Virgin Islands
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

Villa Whitehall
from £210 per night
Villa ∙ 7 guests ∙ 4 bedrooms

Villa with terrace, hot tub & barbecue

5.0
Outstanding(64 ratings)
Whitehall, Saint James Windward Parish, Saint Kitts and Nevis
Pool
View deal
Villa Nassau
from £914 per night
Villa ∙ 12 guests ∙ 5 bedrooms

Villa with garden, barbecue & private pool

4.5
Excellent(49 ratings)
Nassau, New Providence, The Bahamas
Pool
View deal
Condo Golden Rock
from £344 per night
Condo ∙ 10 guests ∙ 5 bedrooms

Fully equipped nice condo with pool & terrace | Beach nearby

4.4
Very good(19 ratings)
Golden Rock, Sion Farm, U.S. Virgin Islands
Pool
View deal
See all offers with pool

Best holiday rental offers in the Caribbean

House Anna's Retreat
from £565 per night
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped nice holiday home

5.0
Outstanding(14 ratings)
Anna's Retreat, Tutu, U.S. Virgin Islands
View deal
Villa La Vallee
from £627 per night
Villa ∙ 12 guests ∙ 5 bedrooms

Villa with BBQ, garden & terrace | City view

4.9
Outstanding(198 ratings)
La Vallee, North Star, U.S. Virgin Islands
View deal
House Whitby
from £756 per night
House ∙ 16 guests ∙ 6 bedrooms

House with BBQ, terrace & private pool

5.0
Outstanding(242 ratings)
Whitby, North Caicos, Turks and Caicos Islands
View deal
Villa Moss Town
from £738 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with barbeque & private pool

5.0
Outstanding(2 ratings)
Moss Town, Exuma, The Bahamas
View deal
Condo Nazareth
from £385 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 George Town
from £419 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
View deal
House Whitby
from £709 per night
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly house with terrace, BBQ & private pool | Nature view

5.0
Outstanding(25 ratings)
Whitby, North Caicos, Turks and Caicos Islands
View deal
House Zonicles
from £472 per night
House ∙ 11 guests ∙ 6 bedrooms

Family-friendly nice holiday home with barbeque, private pool & terrace | Nature view

5.0
Outstanding(43 ratings)
Zonicles, Cat Island, The Bahamas
View deal
Villa Peterborg
from £651 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with terrace, private pool & BBQ | Nature view

5.0
Outstanding(114 ratings)
Peterborg, Northside, U.S. Virgin Islands
View deal
Villa Chocolate Hole
from £535 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with BBQ, terrace & private pool | City view

5.0
Outstanding(36 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
View deal
Condo Golden Rock
from £285 per night
Condo ∙ 8 guests ∙ 4 bedrooms

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

4.5
Excellent(32 ratings)
Golden Rock, Sion Farm, U.S. Virgin Islands
View deal
Villa Michelson
from £889 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Children-friendly villa with barbeque, terrace & garden

5.0
Outstanding(137 ratings)
Michelson, Exuma, The Bahamas
View deal
Villa Rincon
from £365 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
View deal
Villa Wheeland Settlement
from £742 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Family-oriented wonderful villa with terrace, garden & jacuzzi | Perfect for remote work

4.9
Outstanding(25 ratings)
Wheeland Settlement, Providenciales, Turks and Caicos Islands
View deal
House Grenada
from £120 per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace, garden & barbecue

5.0
Outstanding(1 rating)
Grenada
View deal
House West Bay
from £455 per night
House ∙ 9 guests ∙ 4 bedrooms

Holiday home with private pool, barbeque & garden

5.0
Outstanding(6 ratings)
West Bay, Cayman Islands
View deal
Villa Fish Bay
from £626 per night
Villa ∙ 22 guests ∙ 7 bedrooms

Fully equipped villa with private pool, terrace & garden

4.9
Outstanding(52 ratings)
Fish Bay, Cruz Bay, U.S. Virgin Islands
View deal
Villa Stella
from £388 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with terrace, hot tub & pool | Nature view

3.6
Good(18 ratings)
Stella, Calvache, Puerto Rico
View deal
House East End
from £349 per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, private pool & terrace | City view

4.9
Outstanding(52 ratings)
East End, St. Croix, U.S. Virgin Islands
View deal
Villa Peterborg
from £573 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Child-friendly big villa with terrace, private pool & barbeque | Next to the beach

4.9
Outstanding(59 ratings)
Peterborg, Northside, U.S. Virgin Islands
View deal
House Palm Cay
from £516 per night
House ∙ 10 guests ∙ 4 bedrooms

House with BBQ, terrace & pool | Mountain view

5.0
Outstanding(164 ratings)
Palm Cay, Nassau, The Bahamas
View deal
Villa Long Bay Hills
from £531 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with garden, BBQ & private pool | Nature view

4.8
Outstanding(29 ratings)
Long Bay Hills, Providenciales, Turks and Caicos Islands
View deal
Villa Anguilla
from £900 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with garden, terrace & private pool

5.0
Outstanding(63 ratings)
Anguilla
View deal
Villa Chocolate Hole
from £462 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with terrace & BBQ

5.0
Outstanding(38 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
View deal
Villa Cruz Bay
from £433 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with private pool, barbeque & terrace | City view

4.9
Outstanding(93 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
View deal
House Peterborg
from £3,253 per night
House ∙ 30 guests ∙ 11 bedrooms

Child-friendly house with garden, BBQ & private pool | Nature view

5.0
Outstanding(146 ratings)
Peterborg, Northside, U.S. Virgin Islands
View deal
House Tabor And Harmony
from £724 per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly big holiday home with private pool, terrace & barbeque | Nature view | Pet-friendly

4.8
Outstanding(208 ratings)
Tabor And Harmony, East End, U.S. Virgin Islands
View deal
Villa Nazareth
from £1,273 per night
Villa ∙ 18 guests ∙ 6 bedrooms

Villa with jacuzzi, terrace & private pool | Nature view

4.9
Outstanding(139 ratings)
Nazareth, East End, U.S. Virgin Islands
View deal
House Sainte-Anne
from £89 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with garden, barbeque & private pool | City view

Sainte-Anne, Martinique
View deal
House West Bay
from £540 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful house with private pool, terrace & BBQ | Close to the beach

5.0
Outstanding(89 ratings)
West Bay, Cayman Islands
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 £453 per night. On the other hand, the cheapest month in the year is august, with an average vacation rental price of £406.

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 - 74 of the holiday rentals in the area are still available. The quietest time of year in the Caribbean is June (13/06 – 20/06), when 74 of the holiday lettings are available.

Apartment, Holiday Rentals & Accommodations in Caribbean Sea

1,384 reviews
Travellers who stayed in the Caribbean rated their holiday home 4.3/5 on average, based on 1,384 reviews.

And we love our apartments

Fully equipped nice holiday home
Villa with BBQ, garden & terrace | City view
House with BBQ, terrace & private pool
Villa with barbeque & private pool
Family-oriented condo with pool & jacuzzi | Perfect for remote work
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 89,986 rentals
🌙 Minimum price starting at £32
🐾 Pet friendly holiday homes 25,370 rentals
🏡 Rentals available 147,965 rentals

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