Caribbean holiday rentals
We found 67,804 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Stayz
St. Thomas
St. Thomas
Providenciales
Providenciales
San Juan (and vicinity)
San Juan (and vicinity)
George Town
George Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:27 Mar - 3 Apr
Image gallery for Romantic Oceanfront Beach Bungalow ON Beach PRIVATE w Club Resort Access &Tennis
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Romantic Oceanfront Beach Bungalow ON Beach PRIVATE w Club Resort Access &Tennis
south East Peninsula
9% off
Price is AU$11,092
AU$11,092
for 7 nights, 1 cottage
AU$1,585 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
8% off
Price is AU$3,562
AU$3,562
for 7 nights, 1 apartment
AU$509 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
9% off
Price is AU$4,143
AU$4,143
for 7 nights, 1 apartment
AU$592 per night
includes taxes & fees
Image gallery for Lameshur Bay Glamping Site with AC
1010 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Lameshur Bay Glamping Site with AC
St John
8% off
Price is AU$1,982
AU$1,982
for 7 nights, 1 unit
AU$283 per night
includes taxes & fees
Image gallery for Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Tortola
8% off
Price is AU$3,380
AU$3,380
for 7 nights, 1 home
AU$483 per night
includes taxes & fees
Image gallery for Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
1010 out of 10, Exceptional, (83 reviews)
Exceptional
(83 reviews)
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
St. Thomas
8% off
Price is AU$5,733
AU$5,733
for 7 nights, 1 apartment
AU$819 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
8% off
Price is AU$4,248
AU$4,248
for 7 nights, 1 home
AU$607 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, (113 reviews)
Exceptional
(113 reviews)
Modern Oceanfront Home with Pool, Outdoor Showers and Private Tennis Court
Micoud
9% off
Price is AU$5,504
AU$5,504
for 7 nights, 1 villa
AU$786 per night
includes taxes & fees
Image gallery for Beach Front 2 bdrm/2 bath Villa CastAway Cove Resort 1st Floor
1010 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
Beach Front 2 bdrm/2 bath Villa CastAway Cove Resort 1st Floor
East End
8% off
Price is AU$5,315
AU$5,315
for 7 nights, 1 apartment
AU$759 per night
includes taxes & fees
Image gallery for Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
9.89.8 out of 10, Exceptional, (99 reviews)
Exceptional
(99 reviews)
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
Montego Bay
9% off
Price is AU$2,530
AU$2,530
for 7 nights, 1 villa
AU$361 per night
includes taxes & fees
Image gallery for studio nine feet in the water. New condo feet in water.
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
studio nine feet in the water. New condo feet in water.
Grand-Case
8% off
Price is AU$2,714
AU$2,714
for 7 nights, 1 apartment
AU$388 per night
includes taxes & fees
Image gallery for Blue Hole Lodge - Bonefish Heaven with Blue Hole in Backyard
9.89.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Blue Hole Lodge - Bonefish Heaven with Blue Hole in Backyard
Exuma
9% off
Price is AU$3,288
AU$3,288
for 7 nights, 1 cottage
AU$470 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 AU$2,306
AU$2,306
for 7 nights, 1 apartment
AU$329 per night
includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
1010 out of 10, Exceptional, (79 reviews)
Exceptional
(79 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
Charlotte Amalie
7% off
Price is AU$2,694
AU$2,694
for 7 nights, 1 villa
AU$385 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, (12 reviews)
Exceptional
(12 reviews)
El Yunque Rainforest Villa, Pool, Toro Trail, 5-Acre Hacienda, Fruit Trees
Canóvanas
8% off
Price is AU$6,955
AU$6,955
for 7 nights, 1 villa
AU$994 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, (53 reviews)
Exceptional
(53 reviews)
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Luquillo
8% off
Price is AU$3,162
AU$3,162
for 7 nights, 1 home
AU$452 per night
includes taxes & fees
Image gallery for Zoë Oasis - The Couple’s Choice & #1 Wholesome Getaway 🤍
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Zoë Oasis - The Couple’s Choice & #1 Wholesome Getaway 🤍
St Thomas
7% off
Price is AU$1,919
AU$1,919
for 7 nights, 1 apartment
AU$274 per night
includes taxes & fees
Image gallery for Hideaway by the Sea
9.89.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Hideaway by the Sea
Montego Bay
8% off
Price is AU$816
AU$816
for 7 nights, 1 apartment
AU$117 per night
includes taxes & fees
Image gallery for Premium Oceanfront Sapphire Beach Resort & Marina
9.09.0 out of 10, Wonderful, (34 reviews)
Wonderful
(34 reviews)
Premium Oceanfront Sapphire Beach Resort & Marina
st thomas
5% off
Price is AU$3,683
AU$3,683
for 7 nights, 1 apartment
AU$526 per night
includes taxes & fees
Image gallery for St.Croix, USVI- Cane Bay Beach -direct waterfront Cottage!
1010 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
St.Croix, USVI- Cane Bay Beach -direct waterfront Cottage!
St crix
8% off
Price is AU$3,843
AU$3,843
for 7 nights, 1 cottage
AU$549 per night
includes taxes & fees
Image gallery for 🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️
9.89.8 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️
Rum Point
13% off
Price is AU$4,086
AU$4,086
for 7 nights, 1 apartment
AU$584 per night
includes taxes & fees
Image gallery for Crystal Cove At Sapphire Beach
9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Crystal Cove At Sapphire Beach
St Thomas
5% off
Price is AU$4,963
AU$4,963
for 7 nights, 1 apartment
AU$709 per night
includes taxes & fees
Image gallery for Beach and Pool Access in Prime Location!
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Beach and Pool Access in Prime Location!
Carolina
13% off
Price is AU$2,056
AU$2,056
for 7 nights, 1 room
AU$294 per night
includes taxes & fees
Image gallery for Pelican Paradise
9.89.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Pelican Paradise
Leeward Estates
8% off
Price is AU$11,605
AU$11,605
for 7 nights, 1 home
AU$1,658 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
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
139 reviews(139 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)
Magen's Bay Luxury Beachfront Villa // 10% off September 2026 Weeks
Sleeps 24 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
The Palms Punta Cana Villa
Sleeps 36 · 14 bedrooms · 15+ bathrooms
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
The Bohemian beach house
Sleeps 14 · 7 bedrooms · 8 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Villas Agua Dulce
Sleeps 12 · 5 bedrooms
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Top rated rentals - Caribbean
Private and Peaceful
1010 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
We enjoyed the quiet, relaxing atmosphere and the spectacular views.
Gena D.
Stayed Apr 2024
St Martin 2024
1010 out of 10
Exceptionalexceptional
105 reviews(105 reviews)
This is our second time at this villa and it is always fantastic.
KURT Z.
Stayed Dec 2023