Caribbean holiday homes
We found 67,927 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Bookabach
St. Thomas
St. Thomas
Providenciales
Providenciales
William's Town
William's Town
San Juan (and vicinity)
San Juan (and vicinity)Holiday rentals with weekly discounts - Caribbean
Showing deals for:12 Jun - 19 Jun
Image gallery for La Hacienda Beach House with Pool Near Rincón-Beach Front ...Only 1 Minute Walk!
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
La Hacienda Beach House with Pool Near Rincón-Beach Front ...Only 1 Minute Walk!
Añasco
8% off
Price is NZ$7,508
NZ$7,508
for 7 nights, 1 home
NZ$1,073 per night
includes taxes & fees
Image gallery for Luxurious Tropical Villa close to the beach - Great cook fully staffed
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Luxurious Tropical Villa close to the beach - Great cook fully staffed
La Romana
14% off
Price is NZ$18,376
NZ$18,376
for 7 nights, 1 villa
NZ$2,625 per night
includes taxes & fees
Image gallery for Amazing Ocean View Villa in Rincon, Puerto Rico
9.69.6 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Amazing Ocean View Villa in Rincon, Puerto Rico
Rincon
8% off
Price is NZ$9,215
NZ$9,215
for 7 nights, 1 villa
NZ$1,316 per night
includes taxes & fees
Image gallery for “Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
9.89.8 out of 10, Exceptional, (105 reviews)
Exceptional
(105 reviews)
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
St. John
8% off
Price is NZ$4,568
NZ$4,568
for 7 nights, 1 villa
NZ$653 per night
includes taxes & fees
Image gallery for Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
8.48.4 out of 10, Very good, (18 reviews)
Very good
(18 reviews)
Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
Culebra
8% off
Price is NZ$1,669
NZ$1,669
for 7 nights, 1 apartment
NZ$238 per night
includes taxes & fees
Image gallery for Exclusive Oceanfront Corner Penthouse Villa in Amazing Marbella Club!!
1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Exclusive Oceanfront Corner Penthouse Villa in Amazing Marbella Club!!
Humacao
8% off
Price is NZ$8,766
NZ$8,766
for 7 nights, 1 apartment
NZ$1,252 per night
includes taxes & fees
Image gallery for Elegant and Luxurious Villa on Gros Piton with a spectacular views of Caribbean
1010 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)
Elegant and Luxurious Villa on Gros Piton with a spectacular views of Caribbean
Soufrière
9% off
Price is NZ$5,755
NZ$5,755
for 7 nights, 1 villa
NZ$822 per night
includes taxes & fees
Image gallery for Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
9.89.8 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)
Beautiful Tree Frog Apartment! - South Sound - 5 min walk to Smith Cove
George Town
8% off
Price is NZ$2,370
NZ$2,370
for 7 nights, 1 apartment
NZ$339 per night
includes taxes & fees
Image gallery for Fantastic beach house on a secluded beach
9.49.4 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Fantastic beach house on a secluded beach
Aguada
12% off
Price is NZ$8,310
NZ$8,310
for 7 nights, 1 home
NZ$1,187 per night
includes taxes & fees
Image gallery for Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
1010 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
Aguada
8% off
Price is NZ$4,161
NZ$4,161
for 7 nights, 1 home
NZ$594 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, (43 reviews)
Wonderful
(43 reviews)
Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
Carolina
8% off
Price is NZ$1,711
NZ$1,711
for 7 nights, 1 home
NZ$244 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, (58 reviews)
Exceptional
(58 reviews)
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Luquillo
8% off
Price is NZ$3,731
NZ$3,731
for 7 nights, 1 home
NZ$533 per night
includes taxes & fees
Image gallery for Steps from the Beach & Bio Bay Tours in Esperanza
9.89.8 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Steps from the Beach & Bio Bay Tours in Esperanza
Vieques
8% off
Price is NZ$3,302
NZ$3,302
for 7 nights, 1 home
NZ$472 per night
includes taxes & fees
Image gallery for Homey and spacious villa in Casa de Campo. NEXT TO GOLF AND HOTEL!!
9.89.8 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
Homey and spacious villa in Casa de Campo. NEXT TO GOLF AND HOTEL!!
La Romana
9% off
Price is NZ$6,705
NZ$6,705
for 7 nights, 1 villa
NZ$958 per night
includes taxes & fees
Image gallery for Ocean/Beachfront - stunning views! Seabreeze Villas
9.69.6 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Ocean/Beachfront - stunning views! Seabreeze Villas
Bodden Town
8% off
Price is NZ$4,349
NZ$4,349
for 7 nights, 1 apartment
NZ$621 per night
includes taxes & fees
Image gallery for Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
9.09.0 out of 10, Wonderful, (37 reviews)
Wonderful
(37 reviews)
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Carolina
8% off
Price is NZ$944
NZ$944
for 7 nights, 1 home
NZ$135 per night
includes taxes & fees
Image gallery for Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
1010 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
St. Thomas
7% off
Price is NZ$5,676
NZ$5,676
for 7 nights, 1 apartment
NZ$811 per night
includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
1010 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro! Villa 2
St. Thomas
7% off
Price is NZ$3,080
NZ$3,080
for 7 nights, 1 villa
NZ$440 per night
includes taxes & fees
Image gallery for Villa with private pool, quiet, close to beaches, in Sainte Anne
9.69.6 out of 10, Exceptional, (121 reviews)
Exceptional
(121 reviews)
Villa with private pool, quiet, close to beaches, in Sainte Anne
Sainte-Anne
9% off
Price is NZ$1,945
NZ$1,945
for 7 nights, 1 villa
NZ$278 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, (70 reviews)
Excellent
(70 reviews)
Paradise Haven in Palmas del Mar, a charming house for the perfect vacations!
Humacao
8% off
Price is NZ$4,121
NZ$4,121
for 7 nights, 1 home
NZ$589 per night
includes taxes & fees
Image gallery for Villa Gina Beachfront Villa
9.49.4 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Villa Gina Beachfront Villa
Gros Islet
9% off
Price is NZ$6,519
NZ$6,519
for 7 nights, 1 villa
NZ$931 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, (29 reviews)
Exceptional
(29 reviews)
VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
Providenciales
8% off
Price is NZ$6,875
NZ$6,875
for 7 nights, 1 villa
NZ$982 per night
includes taxes & fees
Image gallery for Casa de Mer - On the Beach - Sun - Sand - Clear Bahamian Waters - Beachfront
9.89.8 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Casa de Mer - On the Beach - Sun - Sand - Clear Bahamian Waters - Beachfront
Nassau
9% off
Price is NZ$10,463
NZ$10,463
for 7 nights, 1 home
NZ$1,495 per night
includes taxes & fees
Image gallery for Beautiful oceanfront property with pool and amenities to relax
1010 out of 10, Exceptional, (76 reviews)
Exceptional
(76 reviews)
Beautiful oceanfront property with pool and amenities to relax
Yabucoa
8% off
Price is NZ$6,204
NZ$6,204
for 7 nights, 1 home
NZ$886 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
Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities
10 bedrooms · 10.5 bathrooms
1010 out of 10
Exceptional
exceptional
66 reviews
(66 reviews)
The Bohemian beach house
1010 out of 10
Exceptional
exceptional
33 reviews
(33 reviews)
Great House Villa
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
81 reviews
(81 reviews)
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
10 bedrooms · 7.5 bathrooms
1010 out of 10
Exceptional
exceptional
56 reviews
(56 reviews)
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
11 bedrooms · 12.5 bathrooms
9.69.6 out of 10
Exceptional
exceptional
37 reviews
(37 reviews)
Magen's Bay Luxury Beachfront Villa // 30% off September 2026 Weeks
8 bedrooms · 9.5 bathrooms
1010 out of 10
Exceptional
exceptional
111 reviews
(111 reviews)