Caribbean holiday rentals
We found 67,574 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:27 Feb - 6 Mar
Image gallery for Amazing luxury beach villas with private dock for 20 people! Large heated pools
9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Amazing luxury beach villas with private dock for 20 people! Large heated pools
Hartswell, Exuma
8% off
Price is S$42,481
S$42,481
for 7 nights, 1 villa
S$6,069 per night
includes taxes & fees
Image gallery for Villa PM TCI, a 30,000sq/ft Mansion, Fully Staffed, includes Chef, Sleeps 18+ppl
9.69.6 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)
Villa PM TCI, a 30,000sq/ft Mansion, Fully Staffed, includes Chef, Sleeps 18+ppl
Providenciales, Caicos Islands
7% off
Price is S$86,535
S$86,535
for 7 nights, 1 villa
S$12,362 per night
includes taxes & fees
Image gallery for Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches
1010 out of 10, Exceptional, (150 reviews)
Exceptional
(150 reviews)
Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches
St. Thomas
9% off
Price is S$15,950
S$15,950
for 7 nights, 1 villa
S$2,279 per night
includes taxes & fees
Image gallery for Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts
La Romana
9% off
Price is S$28,173
S$28,173
for 7 nights, 1 villa
S$4,025 per night
includes taxes & fees
Image gallery for Luxury villa with sky pool and scenic ocean views, 10 mins from airport
9.89.8 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)
Luxury villa with sky pool and scenic ocean views, 10 mins from airport
Laborie
5% off
Price is S$1,909
S$1,909
for 7 nights, 1 villa
S$273 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$15,736
S$15,736
for 7 nights, 1 villa
S$2,248 per night
includes taxes & fees
Image gallery for Luxurious Tropical Villa close to the beach - Great cook fully staffed
1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Luxurious Tropical Villa close to the beach - Great cook fully staffed
La Romana, Romana
9% off
Price is S$20,584
S$20,584
for 7 nights, 1 villa
S$2,941 per night
includes taxes & fees
Image gallery for Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets
9.89.8 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets
Old Road, Saint Mary
8% off
Price is S$11,279
S$11,279
for 7 nights, 1 villa
S$1,611 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$13,445
S$13,445
for 7 nights, 1 home
S$1,921 per night
includes taxes & fees
Image gallery for Beautiful Aruba luxury villa La Casa Piu Bella
1010 out of 10, Exceptional, (58 reviews)
Exceptional
(58 reviews)
Beautiful Aruba luxury villa La Casa Piu Bella
Noord
9% off
Price is S$16,252
S$16,252
for 7 nights, 1 home
S$2,322 per night
includes taxes & fees
Image gallery for Amazing Views at Beachfront Villa - sleeps up to 6 adults
9.89.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Amazing Views at Beachfront Villa - sleeps up to 6 adults
George Town, Exuma
7% off
Price is S$4,501
S$4,501
for 7 nights, 1 villa
S$643 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$3,544
S$3,544
for 7 nights, 1 apartment
S$506 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
19% off
Price is S$5,981
S$5,981
for 7 nights, 1 villa
S$854 per night
includes taxes & fees
Image gallery for The peace and tranquility of this cottage Works Wonders on the soul....
1010 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)
The peace and tranquility of this cottage Works Wonders on the soul....
East End
8% off
Price is S$8,063
S$8,063
for 7 nights, 1 home
S$1,152 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$1,119
S$1,119
for 7 nights, 1 home
S$160 per night
includes taxes & fees
Image gallery for The Palms Punta Cana Villa
1010 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)
The Palms Punta Cana Villa
Punta Cana, La Altagracia Province
9% off
Price is S$22,771
S$22,771
for 7 nights, 1 villa
S$3,253 per night
includes taxes & fees
Image gallery for Relaxation, Seclusion and Luxury - all beachfront and poolside
9.89.8 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Relaxation, Seclusion and Luxury - all beachfront and poolside
William's Town, Exuma
6% off
Price is S$14,759
S$14,759
for 7 nights, 1 home
S$2,108 per night
includes taxes & fees
Image gallery for Steps from Water & Restaurants, right at Jobos beach!, Great Location!
9.89.8 out of 10, Exceptional, (100 reviews)
Exceptional
(100 reviews)
Steps from Water & Restaurants, right at Jobos beach!, Great Location!
Isabela
8% off
Price is S$12,490
S$12,490
for 7 nights, 1 home
S$1,784 per night
includes taxes & fees
Image gallery for Villa Del Mar, 5 bed 5 bath in Belmont Estates, near Longbay & Smugglers cove.
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Villa Del Mar, 5 bed 5 bath in Belmont Estates, near Longbay & Smugglers cove.
West End, Tortola
8% off
Price is S$12,146
S$12,146
for 7 nights, 1 villa
S$1,735 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$5,648
S$5,648
for 7 nights, 1 villa
S$807 per night
includes taxes & fees
Image gallery for Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!
Seven Mile Beach, Grand Cayman
8% off
Price is S$12,762
S$12,762
for 7 nights, 1 apartment
S$1,823 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$3,659
S$3,659
for 7 nights, 1 home
S$523 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$5,425
S$5,425
for 7 nights, 1 home
S$775 per night
includes taxes & fees
Image gallery for BEACH FRONT-CENTRAL LOCALE-SUNSET VIEW-FREE WIFI-A/C-FAMILY FRIENDLY-AMENITIES
1010 out of 10, Exceptional, (123 reviews)
Exceptional
(123 reviews)
BEACH FRONT-CENTRAL LOCALE-SUNSET VIEW-FREE WIFI-A/C-FAMILY FRIENDLY-AMENITIES
Alice Town
9% off
Price is S$3,403
S$3,403
for 7 nights, 1 apartment
S$486 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Showing deals for: 25 Feb - 28 Feb
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$10,824
S$10,824
for 3 nights, 1 villa
S$3,608 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$652
S$652
for 3 nights, 1 room
S$217 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$6,343
S$6,343
for 3 nights, 1 villa
S$2,114 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$805
S$805
for 3 nights, 1 villa
S$268 per night
includes taxes & fees
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
Sleeps 14 · 6 bedrooms · 6+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
The current price is S$9,466
S$9,466
for 3 nights, 1 home
S$3,155 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$6,383
S$6,383
for 3 nights, 1 villa
S$2,128 per night
includes taxes & fees