Caribbean holiday rentals
We found 69,566 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Stayz
Punta Cana
Punta Cana
San Juan (and vicinity)
San Juan (and vicinity)
Montego Bay
Montego Bay
St. Thomas
St. Thomas
Providenciales
ProvidencialesHoliday rentals with weekly discounts – Caribbean
Showing deals for:28 Aug - 4 Sept
Image gallery for The View has amazing vistas and an infinity pool
1010 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
The View has amazing vistas and an infinity pool
Gros Islet
8% off
Price is AU$6,483
AU$6,483
for 7 nights, 1 villa
AU$926 per night
includes taxes & fees
Image gallery for Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts
La Romana
9% off
Price is AU$15,648
AU$15,648
for 7 nights, 1 villa
AU$2,235 per night
includes taxes & fees
Image gallery for Modern 1-bed studio in West Bay, with AC and private patio, short walk to beach!
9.89.8 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Modern 1-bed studio in West Bay, with AC and private patio, short walk to beach!
West Bay
7% off
Price is AU$1,615
AU$1,615
for 7 nights, 1 cottage
AU$231 per night
includes taxes & fees
Image gallery for Paradise Haven in Palmas del Mar, a charming house for the perfect vacations!
8.68.6 out of 10, Excellent, (72 reviews)
Excellent
(72 reviews)
Paradise Haven in Palmas del Mar, a charming house for the perfect vacations!
Humacao
8% off
Price is AU$3,309
AU$3,309
for 7 nights, 1 home
AU$473 per night
includes taxes & fees
Image gallery for Luxury Villa with Private Pool, Cook,Maid & Golf Cart in Exclusive Punta Cana
1010 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Luxury Villa with Private Pool, Cook,Maid & Golf Cart in Exclusive Punta Cana
Punta Cana
5% off
Price is AU$13,505
AU$13,505
for 7 nights, 1 villa
AU$1,929 per night
includes taxes & fees
Image gallery for Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
9.29.2 out of 10, Wonderful, (23 reviews)
Wonderful
(23 reviews)
Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
St. Barthelemy
9% off
Price is AU$3,849
AU$3,849
for 7 nights, 1 apartment
AU$550 per night
includes taxes & fees
Image gallery for Beautiful waterfront home w/ private dockage within HT Harbour
1010 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)
Beautiful waterfront home w/ private dockage within HT Harbour
Hope Town
26% off
Price is AU$5,895
AU$5,895
for 7 nights, 1 villa
AU$842 per night
includes taxes & fees
Image gallery for Newly updated luxury 4-bed, 4-bath villa with private pool and beach
9.89.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Newly updated luxury 4-bed, 4-bath villa with private pool and beach
West Bay
8% off
Price is AU$12,074
AU$12,074
for 7 nights, 1 home
AU$1,725 per night
includes taxes & fees
Image gallery for Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
1010 out of 10, Exceptional, (102 reviews)
Exceptional
(102 reviews)
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
Río Grande
9% off
Price is AU$3,972
AU$3,972
for 7 nights, 1 home
AU$567 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, (32 reviews)
Exceptional
(32 reviews)
VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
Providenciales
8% off
Price is AU$5,291
AU$5,291
for 7 nights, 1 villa
AU$756 per night
includes taxes & fees
Image gallery for Los Cayos Beach House
9.29.2 out of 10, Wonderful, (27 reviews)
Wonderful
(27 reviews)
Los Cayos Beach House
San Juan
8% off
Price is AU$9,584
AU$9,584
for 7 nights, 1 home
AU$1,369 per night
includes taxes & fees
Image gallery for Dramatic Oceanfront House with Pool--Cane Bay Sanctuary
1010 out of 10, Exceptional, (123 reviews)
Exceptional
(123 reviews)
Dramatic Oceanfront House with Pool--Cane Bay Sanctuary
Kingshill
8% off
Price is AU$5,768
AU$5,768
for 7 nights, 1 home
AU$824 per night
includes taxes & fees
Image gallery for Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
9.89.8 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
George Town
8% off
Price is AU$13,891
AU$13,891
for 7 nights, 1 home
AU$1,984 per night
includes taxes & fees
Image gallery for Villa Tropica - Near Grace Bay Beach - Newly Remodelled
9.89.8 out of 10, Exceptional, (136 reviews)
Exceptional
(136 reviews)
Villa Tropica - Near Grace Bay Beach - Newly Remodelled
Providenciales
8% off
Price is AU$13,338
AU$13,338
for 7 nights, 1 villa
AU$1,905 per night
includes taxes & fees
Image gallery for Quiet hillside villa with expansive sea, beach, and mountain views...
1010 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)
Quiet hillside villa with expansive sea, beach, and mountain views...
Kingshill
6% off
Price is AU$4,785
AU$4,785
for 7 nights, 1 villa
AU$684 per night
includes taxes & fees
Image gallery for Lakeside Casita+private pool+Grill+ 1.min to beach
9.89.8 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)
Lakeside Casita+private pool+Grill+ 1.min to beach
Humacao
5% off
Price is AU$2,327
AU$2,327
for 7 nights, 1 home
AU$332 per night
includes taxes & fees
Image gallery for Sunshine☀️House, with private water entry and high-speed Internet.
9.89.8 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)
Sunshine☀️House, with private water entry and high-speed Internet.
Rainbow Bay
9% off
Price is AU$2,614
AU$2,614
for 7 nights, 1 villa
AU$373 per night
includes taxes & fees
Image gallery for Exclusive 3 Bedroom Beachfront Villa, on the west cost.
9.09.0 out of 10, Wonderful, (46 reviews)
Wonderful
(46 reviews)
Exclusive 3 Bedroom Beachfront Villa, on the west cost.
Bridgetown
9% off
Price is AU$4,933
AU$4,933
for 7 nights, 1 villa
AU$705 per night
includes taxes & fees
Image gallery for Private Beachfront Luxury Villas with Dock & Heated Pools – Perfect for 10 Guests
9.69.6 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
Private Beachfront Luxury Villas with Dock & Heated Pools – Perfect for 10 Guests
Hartswell
8% off
Price is AU$25,386
AU$25,386
for 7 nights, 1 villa
AU$3,627 per night
includes taxes & fees
Image gallery for A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
9.49.4 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Luquillo
8% off
Price is AU$2,994
AU$2,994
for 7 nights, 1 home
AU$428 per night
includes taxes & fees
Image gallery for Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
9.29.2 out of 10, Wonderful, (47 reviews)
Wonderful
(47 reviews)
Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
Carolina
8% off
Price is AU$1,638
AU$1,638
for 7 nights, 1 home
AU$234 per night
includes taxes & fees
Image gallery for Unique Casa and Casita Heliconia- 2 separate properties and salt water spa.
9.89.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Unique Casa and Casita Heliconia- 2 separate properties and salt water spa.
Naguabo
8% off
Price is AU$3,452
AU$3,452
for 7 nights, 1 home
AU$493 per night
includes taxes & fees
Image gallery for BEST LOCATION-CASA MANGÓ Charming 2-bedroom apartment with WiFi >Pet friendly<
9.09.0 out of 10, Wonderful, (23 reviews)
Wonderful
(23 reviews)
BEST LOCATION-CASA MANGÓ Charming 2-bedroom apartment with WiFi >Pet friendly<
Vieques
7% off
Price is AU$1,203
AU$1,203
for 7 nights, 1 apartment
AU$172 per night
includes taxes & fees
Image gallery for Fish Fever, Russell Island Bahamas
1010 out of 10, Exceptional, (58 reviews)
Exceptional
(58 reviews)
Fish Fever, Russell Island Bahamas
Russell Island
8% off
Price is AU$2,419
AU$2,419
for 7 nights, 1 home
AU$346 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities
Sleeps 32 · 10 bedrooms · 10+ bathrooms
1010 out of 10
Exceptional
exceptional
66 reviews
(66 reviews)
Wyndham Grande Rio Mar Beach and Golf Resort
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptional
exceptional
18 reviews
(18 reviews)
Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16
Sleeps 16 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptional
exceptional
191 reviews
(191 reviews)
10BR Luxury Villa, Fully Staffed and w/ Chef-STSHA
Sleeps 20 · 10 bedrooms · 11 bathrooms
1010 out of 10
Exceptional
exceptional
3 reviews
(3 reviews)
Great House Villa
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
86 reviews
(86 reviews)
Luxury Oceanfront Villa with Private Beach and Home Cinema
Sleeps 20 · 9 bedrooms · 8+ bathrooms
9.69.6 out of 10
Exceptional
exceptional
116 reviews
(116 reviews)