Caribbean holiday rentals
We found 68,130 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Stayz
St. Thomas
St. Thomas
Providenciales
Providenciales
William's Town
William's Town
George Town
George Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:8 May - 15 May
Image gallery for DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
Long Bay Hills
8% off
Price is AU$5,233
AU$5,233
for 7 nights, 1 villa
AU$748 per night
includes taxes & fees
Image gallery for Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica
1010 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
Fully staffed. private, Beachfront villa with a pool in Negril, Jamaica
Negril
8% off
Price is AU$27,449
AU$27,449
for 7 nights, 1 villa
AU$3,921 per night
includes taxes & fees
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 AU$4,773
AU$4,773
for 7 nights, 1 villa
AU$682 per night
includes taxes & fees
Image gallery for 4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea
9.69.6 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)
4 bedroom Pelican Key Private Luxury Villa, Panoramic View Of The Caribbean Sea
Cole Bay
9% off
Price is AU$6,405
AU$6,405
for 7 nights, 1 villa
AU$915 per night
includes taxes & fees
Image gallery for Beautiful Aruba luxury villa La Casa Piu Bella
1010 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Beautiful Aruba luxury villa La Casa Piu Bella
Noord
9% off
Price is AU$18,111
AU$18,111
for 7 nights, 1 home
AU$2,587 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
19% off
Price is AU$6,150
AU$6,150
for 7 nights, 1 villa
AU$879 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, (24 reviews)
Exceptional
(24 reviews)
Grace Bay Getaway: Beachwalk Compact Studio with shared Pool and Free Parking
The Bight Settlement
16% off
Price is AU$2,718
AU$2,718
for 7 nights, 1 apartment
AU$388 per night
includes taxes & fees
Image gallery for Rose Nest at the beach Puerto Rico
9.49.4 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Rose Nest at the beach Puerto Rico
Arecibo
8% off
Price is AU$6,713
AU$6,713
for 7 nights, 1 villa
AU$959 per night
includes taxes & fees
Image gallery for Luxury beachfront villa with dock and a private large heated pool. For 10 people
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Luxury beachfront villa with dock and a private large heated pool. For 10 people
George Town, Exuma
8% off
Price is AU$23,767
AU$23,767
for 7 nights, 1 villa
AU$3,395 per night
includes taxes & fees
Image gallery for Breathtaking view
1010 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)
Breathtaking view
North Side
8% off
Price is AU$3,937
AU$3,937
for 7 nights, 1 apartment
AU$562 per night
includes taxes & fees
Image gallery for Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
1010 out of 10, Exceptional, (85 reviews)
Exceptional
(85 reviews)
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
St. Thomas
8% off
Price is AU$4,790
AU$4,790
for 7 nights, 1 apartment
AU$684 per night
includes taxes & fees
Image gallery for Cheerful Home with Gorgeous Ocean Views and Pool
9.69.6 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Cheerful Home with Gorgeous Ocean Views and Pool
Vieques,
9% off
Price is AU$3,293
AU$3,293
for 7 nights, 1 home
AU$470 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, (117 reviews)
Exceptional
(117 reviews)
Modern Oceanfront Home with Pool, Outdoor Showers and Private Tennis Court
Micoud
9% off
Price is AU$4,389
AU$4,389
for 7 nights, 1 villa
AU$627 per night
includes taxes & fees
Image gallery for NEW 2BD/2.5 BATH near beach access and George town with PRIVATE POOL
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
NEW 2BD/2.5 BATH near beach access and George town with PRIVATE POOL
George Town
9% off
Price is AU$4,740
AU$4,740
for 7 nights, 1 home
AU$677 per night
includes taxes & fees
Image gallery for Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
9.89.8 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
cruz bay
8% off
Price is AU$10,506
AU$10,506
for 7 nights, 1 villa
AU$1,501 per night
includes taxes & fees
Image gallery for 2-bedroom condo with WiFi, AC View of water from deck Pool
9.69.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
2-bedroom condo with WiFi, AC View of water from deck Pool
Anna's Retreat
9% off
Price is AU$2,516
AU$2,516
for 7 nights, 1 apartment
AU$359 per night
includes taxes & fees
Image gallery for C House Villa. Beautiful 5 bedroom house in Long Bay Hills, Providenciales
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
C House Villa. Beautiful 5 bedroom house in Long Bay Hills, Providenciales
Long Bay Hills
8% off
Price is AU$11,390
AU$11,390
for 7 nights, 1 villa
AU$1,627 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, (13 reviews)
Exceptional
(13 reviews)
El Yunque Rainforest Villa, Pool, Toro Trail, 5-Acre Hacienda, Fruit Trees
Canóvanas
8% off
Price is AU$4,571
AU$4,571
for 7 nights, 1 villa
AU$653 per night
includes taxes & fees
Image gallery for Relax in your very own private paradise
1010 out of 10, Exceptional, (116 reviews)
Exceptional
(116 reviews)
Relax in your very own private paradise
Providenciales
8% off
Price is AU$10,635
AU$10,635
for 7 nights, 1 apartment
AU$1,519 per night
includes taxes & fees
Image gallery for Fish Fever, Russell Island Bahamas
1010 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Fish Fever, Russell Island Bahamas
Russell Island / Spanish Wells
9% off
Price is AU$2,678
AU$2,678
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro Villa 1
1010 out of 10, Exceptional, (107 reviews)
Exceptional
(107 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro Villa 1
St.Thomas U.S.V.I
7% off
Price is AU$2,522
AU$2,522
for 7 nights, 1 villa
AU$360 per night
includes taxes & fees
Image gallery for VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
9.89.8 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
Providenciales
8% off
Price is AU$5,849
AU$5,849
for 7 nights, 1 villa
AU$836 per night
includes taxes & fees
Image gallery for Brand New Luxurious Townhouse in Little Bay Country Club Negril
9.49.4 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Brand New Luxurious Townhouse in Little Bay Country Club Negril
Negril
8% off
Price is AU$2,303
AU$2,303
for 7 nights, 1 home
AU$329 per night
includes taxes & fees
Image gallery for 7 Mile Beach Beach Club and Pool Pavilion. Ocean views from Roof Terrace
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
7 Mile Beach Beach Club and Pool Pavilion. Ocean views from Roof Terrace
West Bay
11% off
Price is AU$12,536
AU$12,536
for 7 nights, 1 apartment
AU$1,791 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
The Bohemian beach house
Sleeps 14 · 7 bedrooms · 8 bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities
10 bedrooms · 10.5 bathrooms
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Magen's Bay Luxury Beachfront Villa // 20% off September 2026 Weeks
8 bedrooms · 9.5 bathrooms
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
11 bedrooms · 12.5 bathrooms
9.69.6 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Great House Villa
2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Caribbean Luxury Villa - House of Mermaids ✅Ocean View ✅Private Pool ✅Full Staff
5 bedrooms · 4.5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
142 reviews(142 reviews)
Top rated rentals - Caribbean
Relaxing & beautiful!
1010 out of 10
Exceptionalexceptional
235 reviews(235 reviews)
Words can't even describe how amazing our stay was at Anita's cottage. Anita welcomed us at the airport and took us back to the cottage, she also showed us around so we could get our bearings. She is the perfect host!
The cottage was clean & had everything you needed - tv with netflix, hammocks to read in the arvo sun & beautiful decor. Also a 2min walk to the beach and the Staniel Cay Yacht Club (which has delicious food!!)
We highly recommend Anita & this property to anyone travelling to Staniel Cay, we will definitely be back!
Thanks so much for having us :)
Ruby D.
Stayed May 2016