Caribbean holiday rentals
We found 64,386 holiday rentals — enter your dates for availability
Popular cities in Caribbean
St. Thomas
St. Thomas
St. John
St. John
San Juan (and vicinity)
San Juan (and vicinity)
Providenciales
Providenciales
Nassau
Nassau
George Town
George Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:7 Nov - 14 Nov
Image gallery for Huge Home- Solars Panels & Pool- 5 Miles San Juan AiRpOrT & Beach 14 guest.
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Huge Home- Solars Panels & Pool- 5 Miles San Juan AiRpOrT & Beach 14 guest.
Carolina
15% off
Price is S$3,911
S$3,911
S$559 per night
includes taxes & fees
Image gallery for Luxury Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico
1010 out of 10 rating
Exceptional
(7 reviews)
Luxury Oceanview Glamping @ Punta Flamenco, Culebra, Puerto Rico
Culebra
8% off
Price is S$5,604
S$5,604
S$801 per night
includes taxes & fees
Image gallery for breathtaking sea view Beach FRONT very PRIVATE and quiet SOLAR POWERED
8.68.6 out of 10 rating
Excellent
(14 reviews)
breathtaking sea view Beach FRONT very PRIVATE and quiet SOLAR POWERED
Arecibo
20% off
Price is S$2,812
S$2,812
S$402 per night
includes taxes & fees
Image gallery for Luxury villa with sky pool and scenic ocean views, 10 mins from airport
1010 out of 10 rating
Exceptional
(43 reviews)
Luxury villa with sky pool and scenic ocean views, 10 mins from airport
Laborie
5% off
Price is S$2,347
S$2,347
S$335 per night
includes taxes & fees
Image gallery for Amazing luxury beach villas with private dock for 20 people! Large heated pools
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Amazing luxury beach villas with private dock for 20 people! Large heated pools
Hartswell, Exuma
8% off
Price is S$35,659
S$35,659
S$5,094 per night
includes taxes & fees
Image gallery for True Island Living - Escape to Paradise
9.49.4 out of 10 rating
Exceptional
(10 reviews)
True Island Living - Escape to Paradise
South Bimini, Bahamas
8% off
Price is S$2,831
S$2,831
S$404 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house in San Juan with WiFi and AC
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Charming 3-bedroom house in San Juan with WiFi and AC
San Juan
8% off
Price is S$2,107
S$2,107
S$301 per night
includes taxes & fees
Image gallery for Stylish, Secluded, Hot Tub and Amazing Views
1010 out of 10 rating
Exceptional
(94 reviews)
Stylish, Secluded, Hot Tub and Amazing Views
East End, Tortola
8% off
Price is S$2,719
S$2,719
S$388 per night
includes taxes & fees
Image gallery for Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Endless Ocean Views, Amazing sunsets, pool,kayaks, pool table and games!
Providenciales
8% off
Price is S$10,540
S$10,540
S$1,506 per night
includes taxes & fees
Image gallery for $1MIL PITON VILLA VIEW - COLOMBETTE
8.08.0 out of 10 rating
Very good
(9 reviews)
$1MIL PITON VILLA VIEW - COLOMBETTE
Soufrière, Soufriere
8% off
Price is S$3,576
S$3,576
S$511 per night
includes taxes & fees
Image gallery for Newly renovated cottage steps from the water
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Newly renovated cottage steps from the water
Alice Town
8% off
Price is S$2,596
S$2,596
S$371 per night
includes taxes & fees
Image gallery for The Villa at Rainbow Cliffs
9.89.8 out of 10 rating
Exceptional
(31 reviews)
The Villa at Rainbow Cliffs
Kingshill, St Croix
8% off
Price is S$5,198
S$5,198
S$743 per night
includes taxes & fees
Image gallery for Beautiful oceanfront property with pool and amenities to relax
1010 out of 10 rating
Exceptional
(61 reviews)
Beautiful oceanfront property with pool and amenities to relax
Yabucoa, PR
8% off
Price is S$4,319
S$4,319
S$617 per night
includes taxes & fees
Image gallery for Beautiful Bimini Bay
9.49.4 out of 10 rating
Exceptional
(56 reviews)
Beautiful Bimini Bay
Alice Town, Bimini
9% off
Price is S$12,570
S$12,570
S$1,796 per night
includes taxes & fees
Image gallery for Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
1010 out of 10 rating
Exceptional
(32 reviews)
Spectacularly situated Beach Front High Tide@ The Tides at Little Apple Bay.
West End, Tortola
9% off
Price is S$2,524
S$2,524
S$361 per night
includes taxes & fees
Image gallery for Ocean View Sunset
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Ocean View Sunset
Fajardo
12% off
Price is S$2,231
S$2,231
S$319 per night
includes taxes & fees
Image gallery for Huge 2-bedroom condo with WiFi, AC in enjoyable St. Thomas
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Huge 2-bedroom condo with WiFi, AC in enjoyable St. Thomas
St. Thomas, VI
18% off
Price is S$2,331
S$2,331
S$333 per night
includes taxes & fees
Image gallery for Cozy stone studio cottage on private pink sand beach
9.89.8 out of 10 rating
Exceptional
(93 reviews)
Cozy stone studio cottage on private pink sand beach
Double Bay, Central Eleuthera
9% off
Price is S$2,320
S$2,320
S$331 per night
includes taxes & fees
Image gallery for Bimini Bliss House Dock included
9.69.6 out of 10 rating
Exceptional
(70 reviews)
Bimini Bliss House Dock included
South Bimini, Bimini
6% off
Price is S$5,323
S$5,323
S$760 per night
includes taxes & fees
Image gallery for Oceanfront home!<br>7 Bdrm Beachfront Villa, heated Pool, 2bedroom cottage
1010 out of 10 rating
Exceptional
(78 reviews)
Oceanfront home!<br>7 Bdrm Beachfront Villa, heated Pool, 2bedroom cottage
Forbes Hill, Exuma
8% off
Price is S$17,955
S$17,955
S$2,565 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 rating
Exceptional
(61 reviews)
Oceanfront/Gated In-Ground Private Salt Water Pool/6 Bedroom; Luxury Paradise!
Aguada
8% off
Price is S$15,360
S$15,360
S$2,194 per night
includes taxes & fees
Image gallery for NEWLY RENOVATED Private Beach Views, Luxury Villa Milagro - Villa 4
1010 out of 10 rating
Exceptional
(51 reviews)
NEWLY RENOVATED Private Beach Views, Luxury Villa Milagro - Villa 4
St. Thomas, St Thomas
7% off
Price is S$2,275
S$2,275
S$325 per night
includes taxes & fees
Image gallery for Cedar Pine Villas - Quiet, 'Luxury & Comfort Rolled Into One'
1010 out of 10 rating
Exceptional
(103 reviews)
Cedar Pine Villas - Quiet, 'Luxury & Comfort Rolled Into One'
Nassau, New Providence
9% off
Price is S$2,178
S$2,178
S$311 per night
includes taxes & fees
Image gallery for Vacation House With Private Pool Bambam 2
1010 out of 10 rating
Exceptional
(5 reviews)
Vacation House With Private Pool Bambam 2
Aguada, PR
8% off
Price is S$3,920
S$3,920
S$560 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
Sleeps 24 · 11 bedrooms · 12+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
5 bedroom relaxation Oceanfront w/ Stunning natural views. 5 bdrms, sleeps 12
Sleeps 12 · 5 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
Great House Villa
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Bay View vacation Rentals Villa # 1
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Casa Del Mar - Beach Front with Endless Views
Sleeps 18 · 7 bedrooms · 6 bathrooms
9.09.0 out of 10
Wonderfulwonderful
20 reviews(20 reviews)