Caribbean holiday rentals
We found 67,243 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Stayz
St. John
St. John
St. Thomas
St. Thomas
San Juan (and vicinity)
San Juan (and vicinity)
Providenciales
Providenciales
William's Town
William's Town
George Town
George Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:23 Jan - 30 Jan
Image gallery for Oceanfront Villa - infinity pool - stunning views - 20% off special!
1010 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)
Oceanfront Villa - infinity pool - stunning views - 20% off special!
Providenciales
9% off
Price is AU$43,780
AU$43,780
for 7 nights, 1 villa
AU$6,254 per night
includes taxes & fees
Image gallery for Luxurious Tropical Villa close to the beach - Great cook fully staffed
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Luxurious Tropical Villa close to the beach - Great cook fully staffed
La Romana, Romana
9% off
Price is AU$24,275
AU$24,275
for 7 nights, 1 villa
AU$3,468 per night
includes taxes & fees
Image gallery for Spectacular Oceanfront 6 BDRM Expansive Villa
1010 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Spectacular Oceanfront 6 BDRM Expansive Villa
St. John
8% off
Price is AU$36,009
AU$36,009
for 7 nights, 1 villa
AU$5,144 per night
includes taxes & fees
Image gallery for Newly renovated cottage steps from the water
9.69.6 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Newly renovated cottage steps from the water
Alice Town
8% off
Price is AU$2,890
AU$2,890
for 7 nights, 1 cottage
AU$413 per night
includes taxes & fees
Image gallery for Selah Villa with Beautiful St. Thomas Harbour Views!
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Selah Villa with Beautiful St. Thomas Harbour Views!
St. Thomas, VI
8% off
Price is AU$29,398
AU$29,398
for 7 nights, 1 home
AU$4,200 per night
includes taxes & fees
Image gallery for New Listing 60 Second Walk to Grace Bay Beach! 1BR, Lush Gardens!! New Villa!!
9.69.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
New Listing 60 Second Walk to Grace Bay Beach! 1BR, Lush Gardens!! New Villa!!
Providenciales, Caicos Islands
8% off
Price is AU$4,478
AU$4,478
for 7 nights, 1 villa
AU$640 per night
includes taxes & fees
Image gallery for Bimini Home at the Beach
9.69.6 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Bimini Home at the Beach
Alice Town
9% off
Price is AU$3,423
AU$3,423
for 7 nights, 1 apartment
AU$489 per night
includes taxes & fees
Image gallery for Modern Beachfront 2brdm-2bath with glass pool & incredible view !
9.89.8 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Modern Beachfront 2brdm-2bath with glass pool & incredible view !
Providenciales, Caicos Islands
8% off
Price is AU$13,374
AU$13,374
for 7 nights, 1 villa
AU$1,911 per night
includes taxes & fees
Image gallery for Beachfrot Paradise Villa for large groups prime location, daily cleanning & pool
9.29.2 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)
Beachfrot Paradise Villa for large groups prime location, daily cleanning & pool
Punta Cana, La Altagracia
9% off
Price is AU$22,272
AU$22,272
for 7 nights, 1 villa
AU$3,182 per night
includes taxes & fees
Image gallery for Intimate remodeled villa with private beach and pool.
9.69.6 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Intimate remodeled villa with private beach and pool.
Providenciales, Turks & Caicos Islands
8% off
Price is AU$8,173
AU$8,173
for 7 nights, 1 home
AU$1,168 per night
includes taxes & fees
Image gallery for Blue Birds Beach House, right on the beach with a large backyard & heated pool.
1010 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Blue Birds Beach House, right on the beach with a large backyard & heated pool.
Nassau, New Providence
28% off
Price is AU$15,795
AU$15,795
for 7 nights, 1 home
AU$2,256 per night
includes taxes & fees
Image gallery for Paradise Found! Cozy 2-bedroom condo with AC and WiFi in fabulous Bimini Bay
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Paradise Found! Cozy 2-bedroom condo with AC and WiFi in fabulous Bimini Bay
Alice Town, Biminy
8% off
Price is AU$3,327
AU$3,327
for 7 nights, 1 apartment
AU$475 per night
includes taxes & fees
Image gallery for Your Private Slice of Paradise!
9.69.6 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Your Private Slice of Paradise!
Luquillo, Puerto Rico
8% off
Price is AU$10,065
AU$10,065
for 7 nights, 1 villa
AU$1,438 per night
includes taxes & fees
Image gallery for Charming “Poker Face” has Phenomenal Views & Dock
1010 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Charming “Poker Face” has Phenomenal Views & Dock
Hope Town
9% off
Price is AU$4,321
AU$4,321
for 7 nights, 1 home
AU$617 per night
includes taxes & fees
Image gallery for Bahamian Rhapsody: 2-Story Treehouse in Prime Location Boat slip available 40ft
9.89.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Bahamian Rhapsody: 2-Story Treehouse in Prime Location Boat slip available 40ft
Alice Town, Bimini
8% off
Price is AU$5,564
AU$5,564
for 7 nights, 1 home
AU$795 per night
includes taxes & fees
Image gallery for Beachfront Jewel at ESJ Tower, Isla Verde
9.49.4 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
Beachfront Jewel at ESJ Tower, Isla Verde
Carolina
8% off
Price is AU$3,655
AU$3,655
for 7 nights, 1 apartment
AU$522 per night
includes taxes & fees
Image gallery for Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Philipsburg, Sint Maarten
8% off
Price is AU$8,351
AU$8,351
for 7 nights, 1 villa
AU$1,193 per night
includes taxes & fees
Image gallery for 14ft Centre consul boat and car included Waterfront property with pool.
1010 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)
14ft Centre consul boat and car included Waterfront property with pool.
Freeport, Grand Bahama Island
9% off
Price is AU$8,487
AU$8,487
for 7 nights, 1 home
AU$1,212 per night
includes taxes & fees
Image gallery for Boo's Bungalow - Family and Dog Friendly Waterfront, NOT BEACHFRONT, Cottage
1010 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)
Boo's Bungalow - Family and Dog Friendly Waterfront, NOT BEACHFRONT, Cottage
Russell Island, Spanish Wells
8% off
Price is AU$4,752
AU$4,752
for 7 nights, 1 home
AU$679 per night
includes taxes & fees
Image gallery for Oceanfront Cottage With Great Location
9.09.0 out of 10, Wonderful, (49 reviews)
Wonderful
(49 reviews)
Oceanfront Cottage With Great Location
Hope Town, Abaco
16% off
Price is AU$2,539
AU$2,539
for 7 nights, 1 cottage
AU$363 per night
includes taxes & fees
Image gallery for Sunset Haven-Bimini Bay 3 Bedroom Vacation Home
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Sunset Haven-Bimini Bay 3 Bedroom Vacation Home
Alice Town
8% off
Price is AU$4,247
AU$4,247
for 7 nights, 1 apartment
AU$607 per night
includes taxes & fees
Image gallery for CIESTA SANDS- Beachfront Luxury, Top Beach, 4 bedrooms w private bath, Pool
1010 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
CIESTA SANDS- Beachfront Luxury, Top Beach, 4 bedrooms w private bath, Pool
William's Town, Exuma
8% off
Price is AU$19,418
AU$19,418
for 7 nights, 1 home
AU$2,774 per night
includes taxes & fees
Image gallery for Oceanfront Escape, Hammocks, Walk to Boardwalk Solar Backup
9.69.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Oceanfront Escape, Hammocks, Walk to Boardwalk Solar Backup
Arroyo
8% off
Price is AU$3,076
AU$3,076
for 7 nights, 1 home
AU$439 per night
includes taxes & fees
Image gallery for Island Dreemz Modern 4-Br Ocean View Artist’s Home with Fragrant Garden
1010 out of 10, Exceptional, (112 reviews)
Exceptional
(112 reviews)
Island Dreemz Modern 4-Br Ocean View Artist’s Home with Fragrant Garden
Vieques
8% off
Price is AU$6,211
AU$6,211
for 7 nights, 1 villa
AU$887 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
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
Sleeps 24 · 11 bedrooms · 12+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Magen's Bay Luxury Beachfront Villa/ 20% Off the Week of 11/8/25 -11/15/25
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)
Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities
Sleeps 32 · 10 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Private Island Luxury Beachfront Estate with Pool, & Free Concierge!
Sleeps 16 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
Great House Villa
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Top rated rentals - Caribbean
St Martin 2024
1010 out of 10
Exceptionalexceptional
104 reviews(104 reviews)
This is our second time at this villa and it is always fantastic.
KURT Z.
Stayed Dec 2023
You need to see this place
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Such a fantastic property!! It’s our perfect escape and reset location, that’s why we keep coming back and the hosts are fantastic! We’ll be back again
Michael B.
Stayed Nov 2023