Caribbean holiday rentals
We found 67,407 holiday rentals — enter your dates for availability
Popular cities in Caribbean
St. Thomas
St. Thomas
William's Town
William's Town
Providenciales
Providenciales
San Juan (and vicinity)
San Juan (and vicinity)Holiday rentals with weekly discounts - Caribbean
Showing deals for:10 Apr - 17 Apr
Image gallery for SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !
9.09.0 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)
SEA TRUE VILLA ,NEW EDIFICE 2021, LAVISH !
Sint Maarten
17% off
Price is S$4,739
S$4,739
for 7 nights, 1 villa
S$677 per night
includes taxes & fees
Image gallery for Luxurious Tropical Villa close to the beach - Great cook fully staffed
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Luxurious Tropical Villa close to the beach - Great cook fully staffed
La Romana
9% off
Price is S$20,407
S$20,407
for 7 nights, 1 villa
S$2,915 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, (36 reviews)
Exceptional
(36 reviews)
Casa Azul welcomes you to a stunning ocean view condo steps away from the beach
Bailey Town
8% off
Price is S$3,606
S$3,606
for 7 nights, 1 apartment
S$515 per night
includes taxes & fees
Image gallery for Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches
1010 out of 10, Exceptional, (151 reviews)
Exceptional
(151 reviews)
Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches
St. Thomas
9% off
Price is S$15,679
S$15,679
for 7 nights, 1 villa
S$2,240 per night
includes taxes & fees
Image gallery for Rose Nest at the beach Puerto Rico
9.69.6 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Rose Nest at the beach Puerto Rico
Arecibo
8% off
Price is S$5,630
S$5,630
for 7 nights, 1 villa
S$804 per night
includes taxes & fees
Image gallery for Grace Bay Getaway: Beachwalk Compact Studio with shared Pool and Free Parking
9.69.6 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Grace Bay Getaway: Beachwalk Compact Studio with shared Pool and Free Parking
The Bight Settlement
16% off
Price is S$2,501
S$2,501
for 7 nights, 1 apartment
S$357 per night
includes taxes & fees
Image gallery for Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
St. Thomas
7% off
Price is S$5,006
S$5,006
for 7 nights, 1 apartment
S$715 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
18% off
Price is S$6,016
S$6,016
for 7 nights, 1 villa
S$859 per night
includes taxes & fees
Image gallery for NEW! Amazing view, two king bedroom w/ensuite bathrooms. Private heated pool.
9.89.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
NEW! Amazing view, two king bedroom w/ensuite bathrooms. Private heated pool.
George Town
8% off
Price is S$6,621
S$6,621
for 7 nights, 1 home
S$946 per night
includes taxes & fees
Image gallery for VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
1010 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
Providenciales
8% off
Price is S$5,955
S$5,955
for 7 nights, 1 villa
S$851 per night
includes taxes & fees
Image gallery for 4 bdrm, 3 bath Beachfront Villa w/ 48 ft pool & Best Sunsets on the Island!
1010 out of 10, Exceptional, (119 reviews)
Exceptional
(119 reviews)
4 bdrm, 3 bath Beachfront Villa w/ 48 ft pool & Best Sunsets on the Island!
Sapodilla Bay
8% off
Price is S$18,420
S$18,420
for 7 nights, 1 villa
S$2,631 per night
includes taxes & fees
Image gallery for Modern Oceanfront Home with Pool, Outdoor Showers and Private Tennis Court
9.89.8 out of 10, Exceptional, (114 reviews)
Exceptional
(114 reviews)
Modern Oceanfront Home with Pool, Outdoor Showers and Private Tennis Court
Micoud
9% off
Price is S$4,866
S$4,866
for 7 nights, 1 villa
S$695 per night
includes taxes & fees
Image gallery for Amazing Ocean View Villa in Rincon, Puerto Rico
9.69.6 out of 10, Exceptional, (83 reviews)
Exceptional
(83 reviews)
Amazing Ocean View Villa in Rincon, Puerto Rico
Rincon
8% off
Price is S$6,874
S$6,874
for 7 nights, 1 villa
S$982 per night
includes taxes & fees
Image gallery for Home with panoramic views with access to private beach!
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Home with panoramic views with access to private beach!
St Thomas
8% off
Price is S$15,908
S$15,908
for 7 nights, 1 villa
S$2,273 per night
includes taxes & fees
Image gallery for Lameshur Bay Glamping Site with AC
1010 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Lameshur Bay Glamping Site with AC
St John
8% off
Price is S$1,686
S$1,686
for 7 nights, 1 unit
S$241 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, (53 reviews)
Wonderful
(53 reviews)
Beach Front Resort Villa ( 1 bedroom, sleeps 4) closest to hotel OV3
Río Grande
12% off
Price is S$3,463
S$3,463
for 7 nights, 1 apartment
S$495 per night
includes taxes & fees
Image gallery for Apartment with a million dollar view and a wrap-around balcony with beach access
9.29.2 out of 10, Wonderful, (29 reviews)
Wonderful
(29 reviews)
Apartment with a million dollar view and a wrap-around balcony with beach access
Castries
8% off
Price is S$1,985
S$1,985
for 7 nights, 1 apartment
S$284 per night
includes taxes & fees
Image gallery for Blessed Home! Perfect location, private with pool
1010 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Blessed Home! Perfect location, private with pool
San Juan
8% off
Price is S$3,665
S$3,665
for 7 nights, 1 home
S$524 per night
includes taxes & fees
Image gallery for The view!!!
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
The view!!!
White bay jost van dyke
9% off
Price is S$2,381
S$2,381
for 7 nights, 1 home
S$340 per night
includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
1010 out of 10, Exceptional, (80 reviews)
Exceptional
(80 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
Charlotte Amalie
7% off
Price is S$2,317
S$2,317
for 7 nights, 1 villa
S$331 per night
includes taxes & fees
Image gallery for Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
1010 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
Aguada
8% off
Price is S$3,125
S$3,125
for 7 nights, 1 home
S$446 per night
includes taxes & fees
Image gallery for Beach Villa Seru Di Santu
9.89.8 out of 10, Exceptional, (67 reviews)
Exceptional
(67 reviews)
Beach Villa Seru Di Santu
Kralendijk
8% off
Price is S$7,647
S$7,647
for 7 nights, 1 villa
S$1,092 per night
includes taxes & fees
Image gallery for 2-bedroom, outdoor kitchen, with saltwater pool, AC, WiFi
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
2-bedroom, outdoor kitchen, with saltwater pool, AC, WiFi
Nassau
9% off
Price is S$2,376
S$2,376
for 7 nights, 1 room
S$339 per night
includes taxes & fees
Image gallery for Paradise Haven in Palmas del Mar, a charming house for the perfect vacations!
8.88.8 out of 10, Excellent, (68 reviews)
Excellent
(68 reviews)
Paradise Haven in Palmas del Mar, a charming house for the perfect vacations!
Humacao
8% off
Price is S$3,137
S$3,137
for 7 nights, 1 home
S$448 per night
includes taxes & fees
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Find the best place to stay - Caribbean
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
140 reviews(140 reviews)
Villas Agua Dulce
Sleeps 12 · 5 bedrooms
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Magen's Bay Luxury Beachfront Villa // 10% off September 2026 Weeks
Sleeps 24 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
Sleeps 24 · 11 bedrooms · 12+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Sleeps 26 · 10 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
The Bohemian beach house
Sleeps 14 · 7 bedrooms · 8 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)