Caribbean holiday rentals
We found 67,496 holiday rentals — enter your dates for availability
Popular cities in Caribbean
St. John
St. John
St. Thomas
St. Thomas
Providenciales
Providenciales
San Juan (and vicinity)
San Juan (and vicinity)
William's Town
William's Town
Nassau
Nassau
Holiday rentals with weekly discounts - Caribbean
Showing deals for:6 Mar - 13 Mar
Image gallery for Luxurious Tropical Villa close to the beach - Great cook fully staffed
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Luxurious Tropical Villa close to the beach - Great cook fully staffed
La Romana, Romana
9% off
Price is S$18,811
S$18,811
for 7 nights, 1 villa
S$2,687 per night
includes taxes & fees
Image gallery for The premier beachfront villa on Playa Las Ballenas, Las Terrenas, Dominican Rep.
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
The premier beachfront villa on Playa Las Ballenas, Las Terrenas, Dominican Rep.
Las Terrenas, Samana
9% off
Price is S$16,485
S$16,485
for 7 nights, 1 villa
S$2,355 per night
includes taxes & fees
Image gallery for Guest House 2 bedrooms & 2 baths near Grace Bay Beach & Long Bay Beach.
9.69.6 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Guest House 2 bedrooms & 2 baths near Grace Bay Beach & Long Bay Beach.
Providenciales
9% off
Price is S$4,042
S$4,042
for 7 nights, 1 home
S$577 per night
includes taxes & fees
Image gallery for Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views
8.88.8 out of 10, Excellent, (10 reviews)
Excellent
(10 reviews)
Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views
Río Grande, Puerto Rico
9% off
Price is S$16,154
S$16,154
for 7 nights, 1 home
S$2,308 per night
includes taxes & fees
Image gallery for DECEMBER SPECIAL Beachfront 2bd-2.5th with rooftop terrace and private pool!
9.69.6 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
DECEMBER SPECIAL Beachfront 2bd-2.5th with rooftop terrace and private pool!
Providenciales, Caicos Islands
8% off
Price is S$13,789
S$13,789
for 7 nights, 1 home
S$1,970 per night
includes taxes & fees
Image gallery for THE BEACH HOUSE YOU HAVE BEEN DREAMING ABOUT!
1010 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
THE BEACH HOUSE YOU HAVE BEEN DREAMING ABOUT!
Treasure Beach, St Elizabeth Parish
18% off
Price is S$6,138
S$6,138
for 7 nights, 1 villa
S$877 per night
includes taxes & fees
Image gallery for Beach Front Resort Villa ( 1 bedroom, sleeps 4) closest to hotel OV3
9.29.2 out of 10, Wonderful, (51 reviews)
Wonderful
(51 reviews)
Beach Front Resort Villa ( 1 bedroom, sleeps 4) closest to hotel OV3
Río Grande
12% off
Price is S$4,838
S$4,838
for 7 nights, 1 apartment
S$691 per night
includes taxes & fees
Image gallery for Amazing Ocean View Villa in Rincon, Puerto Rico
9.69.6 out of 10, Exceptional, (81 reviews)
Exceptional
(81 reviews)
Amazing Ocean View Villa in Rincon, Puerto Rico
Rincon
8% off
Price is S$7,043
S$7,043
for 7 nights, 1 villa
S$1,006 per night
includes taxes & fees
Image gallery for One of Puerto Rico’s Most Stunning 5 bedroom Oceanview Villas with Pool & Slide
1010 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
One of Puerto Rico’s Most Stunning 5 bedroom Oceanview Villas with Pool & Slide
Fajardo
12% off
Price is S$14,377
S$14,377
for 7 nights, 1 home
S$2,054 per night
includes taxes & fees
Image gallery for Hope Town's Top Rental: Beachfront sunsets, AC, free boat dock, & close to town!
1010 out of 10, Exceptional, (129 reviews)
Exceptional
(129 reviews)
Hope Town's Top Rental: Beachfront sunsets, AC, free boat dock, & close to town!
Hope Town
9% off
Price is S$15,788
S$15,788
for 7 nights, 1 home
S$2,255 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, (35 reviews)
Exceptional
(35 reviews)
Casa Azul welcomes you to a stunning ocean view condo steps away from the beach
Alice Town, Bimini
8% off
Price is S$3,695
S$3,695
for 7 nights, 1 apartment
S$528 per night
includes taxes & fees
Image gallery for Villa Albatross Nest with Stunning Panoramic Sea View
1010 out of 10, Exceptional, (147 reviews)
Exceptional
(147 reviews)
Villa Albatross Nest with Stunning Panoramic Sea View
Gros Islet
8% off
Price is S$10,285
S$10,285
for 7 nights, 1 villa
S$1,469 per night
includes taxes & fees
Image gallery for Charming Wooden Bungalow, 100m from the Beach, private pool
9.89.8 out of 10, Exceptional, (157 reviews)
Exceptional
(157 reviews)
Charming Wooden Bungalow, 100m from the Beach, private pool
Le Diamant, martinique
9% off
Price is S$1,128
S$1,128
for 7 nights, 1 home
S$161 per night
includes taxes & fees
Image gallery for Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico
Culebra
13% off
Price is S$11,691
S$11,691
for 7 nights, 1 villa
S$1,670 per night
includes taxes & fees
Image gallery for El Yunque Rainforest Villa, Pool, Toro Trail, 5-Acre Hacienda, Fruit Trees
9.89.8 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
El Yunque Rainforest Villa, Pool, Toro Trail, 5-Acre Hacienda, Fruit Trees
Canóvanas
8% off
Price is S$5,891
S$5,891
for 7 nights, 1 villa
S$842 per night
includes taxes & fees
Image gallery for ATTRACTIVE RATES JUST REMODELED - Near Beach 4 BD Amazing Golf View Villa
1010 out of 10, Exceptional, (91 reviews)
Exceptional
(91 reviews)
ATTRACTIVE RATES JUST REMODELED - Near Beach 4 BD Amazing Golf View Villa
La Romana
9% off
Price is S$11,899
S$11,899
for 7 nights, 1 villa
S$1,700 per night
includes taxes & fees
Image gallery for Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
West End
8% off
Price is S$2,993
S$2,993
for 7 nights, 1 home
S$428 per night
includes taxes & fees
Image gallery for Blessed Home! Perfect location, private with pool
1010 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Blessed Home! Perfect location, private with pool
San Juan, Puerto Rico
8% off
Price is S$3,697
S$3,697
for 7 nights, 1 home
S$528 per night
includes taxes & fees
Image gallery for Lameshur Cottage's Guest House
1010 out of 10, Exceptional, (132 reviews)
Exceptional
(132 reviews)
Lameshur Cottage's Guest House
St. John, St John
8% off
Price is S$3,099
S$3,099
for 7 nights, 1 cottage
S$443 per night
includes taxes & fees
Image gallery for Private St. Croix home with sunset views overlooking beautiful Cane Bay
1010 out of 10, Exceptional, (155 reviews)
Exceptional
(155 reviews)
Private St. Croix home with sunset views overlooking beautiful Cane Bay
Kingshill
7% off
Price is S$5,542
S$5,542
for 7 nights, 1 home
S$792 per night
includes taxes & fees
Image gallery for Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
9.89.8 out of 10, Exceptional, (99 reviews)
Exceptional
(99 reviews)
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
Montego Bay, St james.
9% off
Price is S$2,213
S$2,213
for 7 nights, 1 villa
S$316 per night
includes taxes & fees
Image gallery for The Most Exquisite Villa at Rio Mar **GOLF CART INCLUDED**
9.89.8 out of 10, Exceptional, (99 reviews)
Exceptional
(99 reviews)
The Most Exquisite Villa at Rio Mar **GOLF CART INCLUDED**
Río Grande
11% off
Price is S$3,715
S$3,715
for 7 nights, 1 villa
S$531 per night
includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
1010 out of 10, Exceptional, (79 reviews)
Exceptional
(79 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
St. Thomas, St Thomas
7% off
Price is S$2,360
S$2,360
for 7 nights, 1 villa
S$337 per night
includes taxes & fees
Image gallery for Oceanfront/Gated In-Ground Private Salt Water Pool/6 Bedroom; Luxury Paradise!
9.69.6 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Oceanfront/Gated In-Ground Private Salt Water Pool/6 Bedroom; Luxury Paradise!
Aguada
8% off
Price is S$14,989
S$14,989
for 7 nights, 1 home
S$2,141 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Caribbean
Showing deals for: 2 Mar - 5 Mar
The Palms Punta Cana Villa
Sleeps 36 · 14 bedrooms · 15+ bathrooms
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
The current price is S$10,797
S$10,797
for 3 nights, 1 villa
S$3,599 per night
includes taxes & fees
Caribbean Luxury Villa - House of Mermaids ✅Ocean View ✅Private Pool ✅Full Staff
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
139 reviews(139 reviews)
The current price is S$1,206
S$1,206
for 3 nights, 1 villa
S$402 per night
includes taxes & fees
The Bohemian beach house
Sleeps 14 · 7 bedrooms · 8 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
The current price is S$666
S$666
for 3 nights, 1 room
S$222 per night
includes taxes & fees
Villas Agua Dulce
Sleeps 12 · 5 bedrooms
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
The current price is S$952
S$952
for 3 nights, 1 villa
S$317 per night
includes taxes & fees
Ultra Modern Beachfront Villa
Sleeps 16 · 6 bedrooms · 7 bathrooms
9.89.8 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
The current price is S$6,412
S$6,412
for 3 nights, 1 villa
S$2,137 per night
includes taxes & fees
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
Sleeps 14 · 6 bedrooms · 4+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
The current price is S$6,397
S$6,397
for 3 nights, 1 villa
S$2,132 per night
includes taxes & fees