Holiday lettings & accommodation in the Caribbean

Find great quality apartments from the city experts!

Home
Caribbean

Best-rated holiday lettings in the Caribbean

Discover holiday rentals with top-notch guest ratings

from £584 per night

Apartment ∙ 15 guests ∙ 5 bedrooms

4.9

Outstanding (81 ratings)

Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands

Vrbo

View deal

from £708 per night

Villa ∙ 10 guests ∙ 5 bedrooms

5.0

Outstanding (79 ratings)

Cruz Bay, St. John, U.S. Virgin Islands

Vrbo

View deal

from £269 per night

Condo ∙ 8 guests ∙ 4 bedrooms

4.8

Outstanding (7 ratings)

Golden Rock, Sion Farm, 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

from £1,189 per night

Villa ∙ 20 guests ∙ 6 bedrooms

5.0

Outstanding (9 ratings)

Farmer's Hill, Exuma, The Bahamas

Pet-friendly

Vrbo

View deal

from £549 per night

Villa ∙ 12 guests ∙ 6 bedrooms

4.9

Outstanding (129 ratings)

Moss Town, Exuma, The Bahamas

Pet-friendly

Vrbo

View deal

from £678 per night

Villa ∙ 22 guests ∙ 6 bedrooms

4.8

Outstanding (276 ratings)

Arecibo, Puerto Rico

Pet-friendly

Vrbo

View deal

Accommodation with Internet in the Caribbean

Choose your ideal cottage with Internet and WiFi in the Caribbean

from £39 per night

Apartment ∙ 2 guests ∙ 1 bedroom

4.1

Very good (58 ratings)

Friendship, Western Tobago, Trinidad and Tobago

Internet

HomeToGo

View deal

from £95 per night

Resort ∙ 127 guests ∙ 1 bedroom

4.3

Very good

Bávaro, Punta Cana, Dominican Republic

Internet

Agoda

View deal

from £1,001 per night

Villa ∙ 16 guests ∙ 6 bedrooms

4.9

Outstanding (106 ratings)

Frydendal, East End, U.S. Virgin Islands

Internet

Vrbo

View deal

Holiday cottages with pool in the Caribbean

Discover best holiday homes and cottages with pool in the Caribbean

from £87 per night

Resort ∙ 127 guests ∙ 1 bedroom

3.6

Good

Salem, St. Ann Parish, Jamaica

Pool

Agoda

View deal

from £417 per night

Villa ∙ 12 guests ∙ 5 bedrooms

5.0

Outstanding (78 ratings)

Esperanza, Puerto Real, Puerto Rico

Pool

Vrbo

View deal

from £1,274 per night

Villa ∙ 12 guests ∙ 5 bedrooms

5.0

Outstanding (81 ratings)

Cruz Bay, St. John, U.S. Virgin Islands

Pool

Vrbo

View deal

Best holiday rental offers in the Caribbean

from £271 per night

House ∙ 6 guests ∙ 3 bedrooms

4.9

Outstanding (23 ratings)

Coral Bay, St. John, U.S. Virgin Islands

Vrbo

View deal

from £394 per night

House ∙ 8 guests ∙ 3 bedrooms

4.9

Outstanding (33 ratings)

Cruz Bay, St. John, U.S. Virgin Islands

Vrbo

View deal

from £657 per night

House ∙ 16 guests ∙ 9 bedrooms

Leeward Settlement, Providenciales, Turks and Caicos Islands

Vrbo

View deal

from £836 per night

Villa ∙ 15 guests ∙ 7 bedrooms

5.0

Outstanding (43 ratings)

Speightstown, Saint Peter, Barbados

Vrbo

View deal

from £260 per night

Villa ∙ 8 guests ∙ 3 bedrooms

5.0

Outstanding (3 ratings)

Peterborg, Northside, U.S. Virgin Islands

Vrbo

View deal

from £449 per night

House ∙ 8 guests ∙ 4 bedrooms

4.9

Outstanding (37 ratings)

Shoys, Christiansted, U.S. Virgin Islands

Vrbo

View deal

from £447 per night

Villa ∙ 10 guests ∙ 5 bedrooms

4.7

Excellent (119 ratings)

St. John, U.S. Virgin Islands

Vrbo

View deal

from £420 per night

Villa ∙ 18 guests ∙ 5 bedrooms

4.6

Excellent (64 ratings)

Río Abajo, Humacao, Puerto Rico

Vrbo

View deal

from £424 per night

House ∙ 8 guests ∙ 4 bedrooms

4.9

Outstanding (57 ratings)

Cruz Bay, St. John, U.S. Virgin Islands

Vrbo

View deal

from £714 per night

Villa ∙ 6 guests ∙ 3 bedrooms

5.0

Outstanding (152 ratings)

Bolongo, Southside, U.S. Virgin Islands

Vrbo

View deal

from £422 per night

House ∙ 9 guests ∙ 4 bedrooms

5.0

Outstanding (21 ratings)

Chocolate Hole, Cruz Bay, U.S. Virgin Islands

Vrbo

View deal

from £277 per night

House ∙ 10 guests ∙ 4 bedrooms

4.8

Outstanding (28 ratings)

Naguabo, Puerto Rico

Vrbo

View deal

from £316 per night

House ∙ 10 guests ∙ 4 bedrooms

5.0

Outstanding (76 ratings)

Spanish Wells, The Bahamas

Vrbo

View deal

from £236 per night

Villa ∙ 7 guests ∙ 3 bedrooms

4.9

Outstanding (90 ratings)

North Grapetree Bay, East End, U.S. Virgin Islands

Vrbo

View deal

from £522 per night

Villa ∙ 8 guests ∙ 4 bedrooms

5.0

Outstanding (28 ratings)

Chocolate Hole, Cruz Bay, U.S. Virgin Islands

Vrbo

View deal

from £276 per night

House ∙ 10 guests ∙ 4 bedrooms

4.9

Outstanding (20 ratings)

Nassau, New Providence, The Bahamas

Vrbo

View deal

from £838 per night

House ∙ 18 guests ∙ 8 bedrooms

4.9

Outstanding (16 ratings)

Nassau, New Providence, The Bahamas

Vrbo

View deal

from £432 per night

House ∙ 16 guests ∙ 6 bedrooms

4.7

Excellent (83 ratings)

North Palmetto Point, Central Eleuthera, The Bahamas

Vrbo

View deal

from £288 per night

Cottage ∙ 6 guests ∙ 2 bedrooms

5.0

Outstanding (6 ratings)

Chocolate Hole, Cruz Bay, U.S. Virgin Islands

Vrbo

View deal

from £225 per night

Villa ∙ 6 guests ∙ 3 bedrooms

4.8

Outstanding (106 ratings)

Scarborough, Oistins, Barbados

Vrbo

View deal

from £29 per night

Apartment ∙ 2 guests ∙ 1 bedroom

4.7

Excellent (3 ratings)

Villas Del Mar, Juan Dolio, Dominican Republic

Vrbo

View deal

from £514 per night

Villa ∙ 8 guests ∙ 4 bedrooms

4.1

Very good (29 ratings)

Frydendal, East End, U.S. Virgin Islands

Vrbo

View deal

from £372 per night

House ∙ 8 guests ∙ 4 bedrooms

5.0

Outstanding (48 ratings)

Green Cay, East End, U.S. Virgin Islands

Vrbo

View deal

from £668 per night

House ∙ 20 guests ∙ 9 bedrooms

4.9

Outstanding (81 ratings)

Gros Islet, Saint Lucia

Vrbo

View deal

from £964 per night

Villa ∙ 8 guests ∙ 4 bedrooms

5.0

Outstanding (30 ratings)

Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands

Vrbo

View deal

from £159 per night

House ∙ 6 guests ∙ 3 bedrooms

4.7

Excellent (56 ratings)

Saint James, Barbados

Vrbo

View deal

from £817 per night

House ∙ 10 guests ∙ 5 bedrooms

4.3

Very good (14 ratings)

Forbes Hill, Exuma, The Bahamas

Vrbo

View deal

from £97 per night

Villa ∙ 2 guests ∙ 1 bedroom

4.3

Very good (71 ratings)

Golden Rock, Sion Farm, U.S. Virgin Islands

Vrbo

View deal

from £234 per night

House ∙ 4 guests ∙ 2 bedrooms

5.0

Outstanding (123 ratings)

Peterborg, Northside, U.S. Virgin Islands

Vrbo

View deal

from £1,042 per night

Villa ∙ 12 guests ∙ 6 bedrooms

4.9

Outstanding (80 ratings)

Central, St. John, U.S. Virgin Islands

Vrbo

View deal

from £525 per night

House ∙ 10 guests ∙ 5 bedrooms

5.0

Outstanding (3 ratings)

Caret Bay Estate, West End, U.S. Virgin Islands

Vrbo

View deal

from £797 per night

Villa ∙ 16 guests ∙ 6 bedrooms

5.0

Outstanding (190 ratings)

Whitby, North Caicos, Turks and Caicos Islands

Vrbo

View deal

from £80 per night

Apartment ∙ 6 guests ∙ 1 bedroom

3.9

Good (31 ratings)

Crown Point, Western Tobago, Trinidad and Tobago

HomeToGo

View deal

from £662 per night

House ∙ 12 guests ∙ 5 bedrooms

4.8

Outstanding (195 ratings)

Tabor And Harmony, East End, U.S. Virgin Islands

Vrbo

View deal

from £245 per night

Condo ∙ 8 guests ∙ 3 bedrooms

5.0

Outstanding (8 ratings)

Bolongo, Southside, U.S. Virgin Islands

Vrbo

View deal

from £524 per night

Villa ∙ 8 guests ∙ 4 bedrooms

4.6

Excellent (44 ratings)

The Bight Settlement, Providenciales and West Caicos, Turks and Caicos Islands

Vrbo

View deal

from £175 per night

Resort ∙ 127 guests ∙ 1 bedroom

4.5

Excellent

Playa Bibijagua, Bávaro, Dominican Republic

Agoda

View deal

from £234 per night

House ∙ 9 guests ∙ 4 bedrooms

5.0

Outstanding (42 ratings)

Grapetree, East End, U.S. Virgin Islands

Vrbo

View deal

from £277 per night

House ∙ 8 guests ∙ 4 bedrooms

5.0

Outstanding (59 ratings)

Patillas, Cacao Alto, Puerto Rico

Vrbo

View deal

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 april (19/04 – 26/04), at £373 per night. On the other hand, the cheapest month in the year is september, with an average vacation rental price of £180.

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 October - 52 of the holiday rentals in the area are still available. The quietest time of year in the Caribbean is October (05/10 – 12/10), when 52 of the holiday lettings are available.

Apartment, Holiday Rentals & Accommodations in Caribbean Sea

375 reviews

Travellers who stayed in the Caribbean rated their holiday home 4.1/5 on average, based on 375 reviews.

And we love our apartments

Features of Caribbean holiday rentals

💳 Discounts	up to 22%
⭐ Popular amenities	Air conditioning, Pool and Internet
🏊 Holiday rentals with a pool	83,061 rentals
🌙 Minimum price	starting at £29
🐾 Pet friendly holiday homes	19,976 rentals
🏡 Rentals available	131,928 rentals

Beautiful regions abroad to consider for next trip

España France Italia Polska U.S. United Kingdom