Caribbean villas, Estates and apartments

View larger map

Price per night

£725 Average

Price per night

to

Bedrooms

Bathrooms

Location

Also consider

Villas St. Barts
3,820 properties
Villas Barbados
2,860 properties
Villas St. Maarten - Saint Martin
2,697 properties
Villas Dominican Republic
2,047 properties
Villas Jamaica
2,040 properties
Apartments Puerto Rico
1,223 properties
Villas Anguilla
785 properties
US Virgin Isles
779 properties
Villas Guadeloupe
668 properties
Villas Bahamas
666 properties
Villas Aruba
434 properties
Villas St. Lucia
425 properties
Villas British Virgin Isles
423 properties
Houses St. Vincent and the Grenadines
422 properties
Holiday rentals Turks and Caicos Islands
346 properties
Apartments Martinique
337 properties
Houses Antigua and Barbuda
312 properties
Houses Cayman Islands
262 properties
Villas Grenada
223 properties
Villas Curacao
210 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

20,819 Holiday homes

Travellers going to Caribbean are booking March dates now. Secure your holiday home today and have the perfect trip.

(32) Excellent 

1 / 26

Holiday villa with shared pool, golf nearby in Sunset Crest

Saint James Parish / Sunset Crest

3 7 7 nights min stay

Villa / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £116 / night

£810 - £1200 / week

Book

from £116 / night

(8) Excellent 

1 / 17

Holiday home with swimming pool in Willikies

Willikies / The Peninsula

3 6 5 nights min stay

House / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £175 / night

£1775 - £1995 / week

Book

from £175 / night

(1) Excellent 

1 / 99

Holiday villa with swimming pool in Marigot Bay

Castries Quarter / Marigot Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £278 / night

£2024 - £4579 / week

Book

from £278 / night

Featured properties

(6) Excellent 

1 / 32

Holiday villa in Eagle Beach

Aruba / Eagle Beach

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £165 / night

£1535 - £1822 / week

Book

from £165 / night

(2) Excellent 

1 / 12

Holiday villa rental

Puerto Rico / Rio Grande

2 6 5 nights min stay

Villa / 2 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £274 / night

£1918 - £2603 / week

Book

from £274 / night

(2) Excellent 

1 / 41

Holiday villa with shared pool in Bavaro

Punta Cana / Bavaro

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £100 / night

£1028 - £4453 / week

Book

from £100 / night

(3) Excellent 

1 / 16

Saline Point holiday villa accommodation

Cap Estate / Saline Point

2 4 Min stay varies

Villa / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £320 / night

£2240 - £2625 / week

Book

from £320 / night

(19) Excellent 

1 / 32

Villa letting in Montego Bay with swimming pool, tennis court

Saint James Parish / Montego Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £734 / night

£5137 - £9590 / week

Book

from £734 / night

(6) Excellent 

1 / 96

Villa accommodation in Arnos Vale with swimming pool

Tobago / Arnos Vale

3 10 3 nights min stay

Villa / 3 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £507 / night

£2531 - £4542 / week

Book

from £507 / night

1 / 14

Holiday villa in Sainte-Luce

Arrondissement of Le Marin / Sainte-Luce

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £197 / night

£1375 / week

Book

from £197 / night

(6) Excellent 

1 / 45

Villa rental in Las Terrenas with swimming pool

Samana Province / Las Terrenas

13 33 1 night min stay

Villa / 13 bedrooms / sleeps 33 / 1 night min stay

Add to shortlist

from £172 / night

£1233 - £4014 / week

Book

from £172 / night

(2) Very Good 

1 / 41

Malmok Beach holiday villa rental

Aruba / Malmok Beach

3 6 3 nights min stay

Villa / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £414 / night

£2414 / week

Book

from £414 / night

1 / 71

Holiday apartment with shared pool in Montego Bay

Saint James Parish / Montego Bay

3 8 2 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £343 / night

£2055 / week

Book

from £343 / night

(3) Excellent 

1 / 44

Holiday villa with shared pool in Montego Bay

Saint James Parish / Montego Bay

16 32 1 night min stay

Villa / 16 bedrooms / sleeps 32 / 1 night min stay

Add to shortlist

from £56 / night

£373 - £7856 / week

Book

from £56 / night

1 / 12

Holiday b&b with swimming pool in Noord

Aruba / Noord

4 12 2 nights min stay

B&B / 4 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £55 / night

£384 - £2757 / week

Book

from £55 / night

1 / 23

Palm Beach Town holiday condo rental

Eagle Beach / Palm Beach Town

2 8 7 nights min stay

Condo / 2 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £240 / night

£1679 / week

Book

from £240 / night

(3) Excellent 

1 / 17

Grace Bay holiday home rental

Providenciales / Grace Bay

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £552 / night

£3863 - £7932 / week

Book

from £552 / night

1 / 30

Holiday home in San Juan

Puerto Rico / San Juan

4 12 3 nights min stay

House / 4 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £343 / night

£2398 - £3562 / week

Book

from £343 / night

1 / 27

Holiday villa with swimming pool in Bavaro

Punta Cana / Bavaro

2 6 2 nights min stay

Villa / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £274 / night

£1727 / week

Book

from £274 / night

(1) Good 

1 / 8

Apartment rental in Christiansted with shared pool

St. Croix / Christiansted

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £119 / night

£552 - £828 / week

Book

from £119 / night

(1) Excellent 

1 / 27

Bavaro holiday apartment rental

Punta Cana / Bavaro

3 7 Min stay varies

Apartment / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £203 / night

£1415 / week

Book

from £203 / night

(1) Excellent 

1 / 48

Cupecoy Bay holiday b&b rental

Sint Maarten / Cupecoy Bay

5 10 3 nights min stay

B&B / 5 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £685 / night

£4110 / week

Book

from £685 / night

(3) Excellent 

1 / 38

Holiday villa rental

Aruba / Noord

3 8 3 nights min stay

Villa / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £110 / night

£744 - £1175 / week

Book

from £110 / night

(3) Very Good 

1 / 41

Holiday villa with swimming pool in Soto

Curacao / Soto

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £184 / night

£1283 - £3474 / week

Book

from £184 / night

(7) Excellent 

1 / 19

Holiday villa in Vieux Fort

Vieux Fort Quarter / Vieux Fort

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £240 / night

£1679 - £3836 / week

Book

from £240 / night

1 / 30

Condo rental in Seven Mile Beach

Grand Cayman / Seven Mile Beach

3 6 Min stay varies

Condo / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £203 / night

£1415 - £2158 / week

Book

from £203 / night

(22) Excellent 

1 / 18

Gros Islet holiday apartment rental

Gros Islet Quarter / Gros Islet

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £107 / night

£744 / week

Book

from £107 / night

(4) Excellent 

1 / 33

Cruz Bay holiday villa rental

St. John / Cruz Bay

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £295 / night

£2062 - £5261 / week

Book

from £295 / night

(9) Excellent 

1 / 20

St. George's holiday villa rental

Saint George Parish / St. George's

5 9 1 night min stay

Villa / 5 bedrooms / sleeps 9 / 1 night min stay

Add to shortlist

from £343 / night

£1713 / week

Book

from £343 / night

(4) Good 

1 / 14

Holiday villa rental

Punta Cana / Bavaro

4 8 3 nights min stay

Villa / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £206 / night

£1370 - £1610 / week

Book

from £206 / night

(2) Very Good 

1 / 8

Holiday guest house rental

Puerto Rico / Yabucoa

7 16 1 night min stay

Guest house / 7 bedrooms / sleeps 16 / 1 night min stay

Add to shortlist

from £100 / night

£630 - £10430 / week

Book

from £100 / night

1 / 23

Villa letting in Fajardo with shared pool

Puerto Rico / Fajardo

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £285 / night

£1884 - £2398 / week

Book

from £285 / night

1 / 27

Holiday villa rental

Las Terrenas / Las Ballenas

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £480 / night

£2877 - £8562 / week

Book

from £480 / night

(2) Very Good 

1 / 13

Holiday b&b in Port of Spain

Trinidad / Port of Spain

5 20 1 night min stay

B&B / 5 bedrooms / sleeps 20 / 1 night min stay

Add to shortlist

from £45 / night

£312 - £3500 / week

Book

from £45 / night

1 / 14

Holiday apartment in Bavaro

Punta Cana / Bavaro

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £137 / night

£822 - £1199 / week

Book

from £137 / night

(1) Very Good 

1 / 19

Holiday villa rental

Arrondissement of Le Marin / Le Francois

4 10 7 nights min stay

Villa / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £224 / night

£1565 - £3168 / week

Book

from £224 / night

(1) Excellent 

1 / 25

Providenciales holiday villa let

Turks and Caicos Islands / Providenciales

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £394 / night

£2740 - £5480 / week

Book

from £394 / night

(4) Excellent 

1 / 50

Holiday apartment with shared pool in Seven Mile Beach

Grand Cayman / Seven Mile Beach

2 6 3 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £93 / night

£648 - £2206 / week

Book

from £93 / night

(3) Excellent 

1 / 34

Holiday villa with shared pool in Bavaro

Punta Cana / Bavaro

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £38 / night

£309 - £2055 / week

Book

from £38 / night

1 / 4

Holiday home with swimming pool in San Juan

Puerto Rico / San Juan

8 18 1 night min stay

House / 8 bedrooms / sleeps 18 / 1 night min stay

Add to shortlist

from £754 / night

£5274 / week

Book

from £754 / night

(3) Excellent 

1 / 29

Holiday apartment rental

Punta Cana / Bavaro

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £240 / night

£1301 / week

Book

from £240 / night

(9) Good 

1 / 10

Holiday villa with shared pool, golf nearby in Montego Bay

Saint James Parish / Montego Bay

11 24 1 night min stay

Villa / 11 bedrooms / sleeps 24 / 1 night min stay

Add to shortlist

from £103 / night

£720 - £16542 / week

Book

from £103 / night

1 / 33

Apartment letting in Punta Cana with swimming pool

La Altagracia Province / Punta Cana

2 6 2 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £240 / night

£1343 / week

Book

from £240 / night

1 / 12

Rodney bay, Gros Islet holiday home rental

Gros Islet / Rodney bay, Gros Islet

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £137 / night

£864 - £1774 / week

Book

from £137 / night

(3) Excellent 

1 / 18

Santo Domingo holiday villa rental

Santo Domingo Province / Santo Domingo

6 20 1 night min stay

Villa / 6 bedrooms / sleeps 20 / 1 night min stay

Add to shortlist

from £463 / night

£3237 / week

Book

from £463 / night

(2) Excellent 

1 / 63

Apartment rental in Bavaro with shared pool, golf nearby

Punta Cana / Bavaro

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £206 / night

£1370 - £1781 / week

Book

from £206 / night

(1) Excellent 

1 / 46

Holiday villa with indoor pool in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £240 / night

£1644 - £4453 / week

Book

from £240 / night

1 / 18

Villa rental in Eagle Beach with swimming pool, golf nearby

Aruba / Eagle Beach

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £247 / night

£1725 / week

Book

from £247 / night

(2) Excellent 

1 / 23

Holiday villa in Chalk Sound National Park

Providenciales / Chalk Sound National Park

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £245 / night

£1713 - £2740 / week

Book

from £245 / night

1 / 72

Holiday villa with swimming pool in Punta Cana

La Altagracia Province / Punta Cana

6 13 Min stay varies

Villa / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £240 / night

£1713 - £8391 / week

Book

from £240 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page