Caribbean holiday rentals
We found 68,274 holiday rentals — enter your dates for availability
Popular cities in Caribbean
Punta Cana
Punta Cana
San Juan (and vicinity)
San Juan (and vicinity)
St. Thomas
St. Thomas
Montego Bay
Montego Bay
Holiday rentals with weekly discounts - Caribbean
Showing deals for:10 Jul - 17 Jul
Image gallery for La Hacienda Beach House with Pool Near Rincón-Beach Front ...Only 1 Minute Walk!
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
La Hacienda Beach House with Pool Near Rincón-Beach Front ...Only 1 Minute Walk!
Añasco
8% off
Price is S$5,659
S$5,659
for 7 nights, 1 home
S$808 per night
includes taxes & fees
Image gallery for Modern 1-bed studio in West Bay, with AC and private patio, short walk to beach!
9.89.8 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Modern 1-bed studio in West Bay, with AC and private patio, short walk to beach!
West Bay
7% off
Price is S$1,463
S$1,463
for 7 nights, 1 cottage
S$209 per night
includes taxes & fees
Image gallery for Ocean Front and Beach Luxury Villa
9.89.8 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Ocean Front and Beach Luxury Villa
Samaná
7% off
Price is S$2,378
S$2,378
for 7 nights, 1 villa
S$340 per night
includes taxes & fees
Image gallery for Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica
1010 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica
Negril
8% off
Price is S$19,913
S$19,913
for 7 nights, 1 villa
S$2,845 per night
includes taxes & fees
Image gallery for Villa Playamor, Luxury fully staffed beach villa including cook
1010 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
Villa Playamor, Luxury fully staffed beach villa including cook
Puerto Plata
8% off
Price is S$2,753
S$2,753
for 7 nights, 1 villa
S$393 per night
includes taxes & fees
Image gallery for Punta Aguila Spectacular 4 Bdr / 6 Bath Free Golf Cart Chef and Waiter Included
1010 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Punta Aguila Spectacular 4 Bdr / 6 Bath Free Golf Cart Chef and Waiter Included
La Romana
9% off
Price is S$9,357
S$9,357
for 7 nights, 1 villa
S$1,337 per night
includes taxes & fees
Image gallery for “Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
9.89.8 out of 10, Exceptional, (108 reviews)
Exceptional
(108 reviews)
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
St. John
9% off
Price is S$3,334
S$3,334
for 7 nights, 1 villa
S$476 per night
includes taxes & fees
Image gallery for Villa Xanadu with stunning views of Rodney Bay, Pigeon Island and Martinique
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Villa Xanadu with stunning views of Rodney Bay, Pigeon Island and Martinique
Gros Islet
9% off
Price is S$5,642
S$5,642
for 7 nights, 1 villa
S$806 per night
includes taxes & fees
Image gallery for Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool
St. Thomas
8% off
Price is S$19,101
S$19,101
for 7 nights, 1 villa
S$2,729 per night
includes taxes & fees
Image gallery for SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up
1010 out of 10, Exceptional, (123 reviews)
Exceptional
(123 reviews)
SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up
Providenciales
8% off
Price is S$14,658
S$14,658
for 7 nights, 1 villa
S$2,094 per night
includes taxes & fees
Image gallery for Casa Azul welcomes you to a stunning ocean view condo steps away from the beach
1010 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Casa Azul welcomes you to a stunning ocean view condo steps away from the beach
Alice Town
8% off
Price is S$3,752
S$3,752
for 7 nights, 1 apartment
S$536 per night
includes taxes & fees
Image gallery for COMFORTABLE PRIVATE VILLA IN RINCON WITH PANORAMIC VIEWS
9.89.8 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
COMFORTABLE PRIVATE VILLA IN RINCON WITH PANORAMIC VIEWS
Rincon
8% off
Price is S$3,822
S$3,822
for 7 nights, 1 villa
S$546 per night
includes taxes & fees
Image gallery for Homey and spacious villa in Casa de Campo. NEXT TO GOLF AND HOTEL!!
9.89.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Homey and spacious villa in Casa de Campo. NEXT TO GOLF AND HOTEL!!
La Romana
9% off
Price is S$5,123
S$5,123
for 7 nights, 1 villa
S$732 per night
includes taxes & fees
Image gallery for Lameshur Cottage's Guest House
1010 out of 10, Exceptional, (140 reviews)
Exceptional
(140 reviews)
Lameshur Cottage's Guest House
St. John
8% off
Price is S$2,264
S$2,264
for 7 nights, 1 cottage
S$323 per night
includes taxes & fees
Image gallery for Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
8.48.4 out of 10, Very good, (18 reviews)
Very good
(18 reviews)
Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
Culebra
8% off
Price is S$1,251
S$1,251
for 7 nights, 1 villa
S$179 per night
includes taxes & fees
Image gallery for Margaritaville Resort St Thomas Studio Deluxe
9.09.0 out of 10, Wonderful, (6 reviews)
Wonderful
(6 reviews)
Margaritaville Resort St Thomas Studio Deluxe
St. Thomas
8% off
Price is S$2,552
S$2,552
for 7 nights, 1 room
S$365 per night
includes taxes & fees
Image gallery for Villa Casa di Mare Isabela PR
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Villa Casa di Mare Isabela PR
Isabela
8% off
Price is S$3,983
S$3,983
for 7 nights, 1 villa
S$569 per night
includes taxes & fees
Image gallery for Luxurious Villa " Sea La Vie" in Pelican Key
9.89.8 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Luxurious Villa " Sea La Vie" in Pelican Key
Simpson Bay
9% off
Price is S$5,001
S$5,001
for 7 nights, 1 villa
S$714 per night
includes taxes & fees
Image gallery for Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
9.09.0 out of 10, Wonderful, (45 reviews)
Wonderful
(45 reviews)
Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
Carolina
8% off
Price is S$1,612
S$1,612
for 7 nights, 1 home
S$230 per night
includes taxes & fees
Image gallery for DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
Providenciales
8% off
Price is S$4,851
S$4,851
for 7 nights, 1 villa
S$693 per night
includes taxes & fees
Image gallery for Don Julio's Beach Studio.<br>A nice place to relax and enjoy beautiful playa Azul.
9.69.6 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Don Julio's Beach Studio.<br>A nice place to relax and enjoy beautiful playa Azul.
Luquillo
8% off
Price is S$1,074
S$1,074
for 7 nights, 1 apartment
S$153 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Condo in Cayman Kai/Rum Point
1010 out of 10, Exceptional, (105 reviews)
Exceptional
(105 reviews)
Beautiful Beachfront Condo in Cayman Kai/Rum Point
North Side
8% off
Price is S$2,873
S$2,873
for 7 nights, 1 apartment
S$410 per night
includes taxes & fees
Image gallery for Beach Villa Seru Di Santu
9.89.8 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)
Beach Villa Seru Di Santu
Kralendijk
7% off
Price is S$7,863
S$7,863
for 7 nights, 1 villa
S$1,123 per night
includes taxes & fees
Image gallery for Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out
8.48.4 out of 10, Very good, (58 reviews)
Very good
(58 reviews)
Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out
Carolina
8% off
Price is S$666
S$666
for 7 nights, 1 home
S$95 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities
Sleeps 32 · 10 bedrooms · 10+ bathrooms
1010 out of 10
Exceptional
exceptional
66 reviews
(66 reviews)
The Bohemian beach house
Sleeps 14 · 7 bedrooms · 8 bathrooms
1010 out of 10
Exceptional
exceptional
33 reviews
(33 reviews)
Great House Villa
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
82 reviews
(82 reviews)
Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16
Sleeps 16 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptional
exceptional
187 reviews
(187 reviews)
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
Sleeps 24 · 11 bedrooms · 12+ bathrooms
9.69.6 out of 10
Exceptional
exceptional
37 reviews
(37 reviews)
10BR Luxury Villa, Fully Staffed and w/ Chef-STSHA
Sleeps 20 · 10 bedrooms · 11 bathrooms
1010 out of 10
Exceptional
exceptional
2 reviews
(2 reviews)