Caribbean holiday homes
We found 66,908 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Bookabach
St. John
St. John
St. Thomas
St. Thomas
Providenciales
Providenciales
San Juan (and vicinity)
San Juan (and vicinity)
George Town
George Town
William's Town
William's Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:13 Mar - 20 Mar
Image gallery for Guest House 2 bedrooms & 2 baths near Grace Bay Beach & Long Bay Beach.
9.69.6 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Guest House 2 bedrooms & 2 baths near Grace Bay Beach & Long Bay Beach.
Providenciales
9% off
Price is NZ$5,208
NZ$5,208
for 7 nights, 1 home
NZ$744 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
Providenciales, Caicos Islands
8% off
Price is NZ$4,063
NZ$4,063
for 7 nights, 1 apartment
NZ$580 per night
includes taxes & fees
Image gallery for Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views
8.88.8 out of 10, Excellent, (10 reviews)
Excellent
(10 reviews)
Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views
Río Grande, Puerto Rico
8% off
Price is NZ$24,482
NZ$24,482
for 7 nights, 1 home
NZ$3,497 per night
includes taxes & fees
Image gallery for WINTER SPECIAL Beachfront 2brdm-2bath with glass pool
9.89.8 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
WINTER SPECIAL Beachfront 2brdm-2bath with glass pool
Providenciales, Caicos Islands
8% off
Price is NZ$14,985
NZ$14,985
for 7 nights, 1 villa
NZ$2,141 per night
includes taxes & fees
Image gallery for Beach Front Resort Villa ( 1 bedroom, sleeps 4) closest to hotel OV3
9.29.2 out of 10, Wonderful, (52 reviews)
Wonderful
(52 reviews)
Beach Front Resort Villa ( 1 bedroom, sleeps 4) closest to hotel OV3
Río Grande
13% off
Price is NZ$6,197
NZ$6,197
for 7 nights, 1 apartment
NZ$885 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 NZ$25,182
NZ$25,182
for 7 nights, 1 villa
NZ$3,597 per night
includes taxes & fees
Image gallery for KettleStone Luxury Villa - Private Oceanfront Luxury with Pool and Dock, 5 Baths
1010 out of 10, Exceptional, (129 reviews)
Exceptional
(129 reviews)
KettleStone Luxury Villa - Private Oceanfront Luxury with Pool and Dock, 5 Baths
Andros Town, Andros
9% off
Price is NZ$11,610
NZ$11,610
for 7 nights, 1 villa
NZ$1,659 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
West End
9% off
Price is NZ$3,800
NZ$3,800
for 7 nights, 1 home
NZ$543 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, Virgin Islands
8% off
Price is NZ$2,238
NZ$2,238
for 7 nights, 1 unit
NZ$320 per night
includes taxes & fees
Image gallery for Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
1010 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
St. Thomas, St Thomas
8% off
Price is NZ$6,587
NZ$6,587
for 7 nights, 1 apartment
NZ$941 per night
includes taxes & fees
Image gallery for A beautifully renovated Caribbean Villa fronting a private seaside cove.
8.68.6 out of 10, Excellent, (10 reviews)
Excellent
(10 reviews)
A beautifully renovated Caribbean Villa fronting a private seaside cove.
St. Ann's Bay, St. Ann Parish
9% off
Price is NZ$8,077
NZ$8,077
for 7 nights, 1 villa
NZ$1,154 per night
includes taxes & fees
Image gallery for WINTER SPECIAL Beachfront 2bd-2.5th with rooftop terrace and private pool!
9.69.6 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
WINTER SPECIAL Beachfront 2bd-2.5th with rooftop terrace and private pool!
Providenciales, Caicos Islands
8% off
Price is NZ$17,777
NZ$17,777
for 7 nights, 1 home
NZ$2,540 per night
includes taxes & fees
Image gallery for Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
The Valley
7% off
Price is NZ$20,737
NZ$20,737
for 7 nights, 1 villa
NZ$2,962 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, St Elizabeth Parish
18% off
Price is NZ$7,968
NZ$7,968
for 7 nights, 1 villa
NZ$1,138 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, Puerto Rico
8% off
Price is NZ$4,771
NZ$4,771
for 7 nights, 1 home
NZ$682 per night
includes taxes & fees
Image gallery for Stunning sea views from Pigeon Island to the Pitons—unforgettable sunsets await!
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Stunning sea views from Pigeon Island to the Pitons—unforgettable sunsets await!
Gros Islet
9% off
Price is NZ$9,295
NZ$9,295
for 7 nights, 1 villa
NZ$1,328 per night
includes taxes & fees
Image gallery for Lovely one bedroom apartment 8-10 minutes walk to Grace Bay Beach
9.89.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Lovely one bedroom apartment 8-10 minutes walk to Grace Bay Beach
Providenciales, Turks and Caicos Islands
8% off
Price is NZ$2,074
NZ$2,074
for 7 nights, 1 home
NZ$296 per night
includes taxes & fees
Image gallery for NEW 2BD/2.5 BATH near beach access and George town with PRIVATE POOL
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
NEW 2BD/2.5 BATH near beach access and George town with PRIVATE POOL
Moss Town, Exuma
9% off
Price is NZ$5,718
NZ$5,718
for 7 nights, 1 home
NZ$817 per night
includes taxes & fees
Image gallery for Caicos Dreams -gated entrance - onsite security- ground floor, King bed
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Caicos Dreams -gated entrance - onsite security- ground floor, King bed
Providenciales
8% off
Price is NZ$4,807
NZ$4,807
for 7 nights, 1 apartment
NZ$687 per night
includes taxes & fees
Image gallery for Garden Suite near the Beach and restaurants!
1010 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Garden Suite near the Beach and restaurants!
Naguabo
8% off
Price is NZ$1,510
NZ$1,510
for 7 nights, 1 home
NZ$216 per night
includes taxes & fees
Image gallery for Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Sea View Villa @ Flamenco Beach, Culebra, Puerto Rico
Culebra
13% off
Price is NZ$14,769
NZ$14,769
for 7 nights, 1 villa
NZ$2,110 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
St. Thomas, St Thomas
7% off
Price is NZ$3,063
NZ$3,063
for 7 nights, 1 villa
NZ$438 per night
includes taxes & fees
Image gallery for Cotton House by the Sea
9.09.0 out of 10, Wonderful, (12 reviews)
Wonderful
(12 reviews)
Cotton House by the Sea
Christiansted, St Croix
8% off
Price is NZ$10,054
NZ$10,054
for 7 nights, 1 home
NZ$1,436 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, (11 reviews)
Exceptional
(11 reviews)
El Yunque Rainforest Villa, Pool, Toro Trail, 5-Acre Hacienda, Fruit Trees
Canóvanas
8% off
Price is NZ$7,903
NZ$7,903
for 7 nights, 1 villa
NZ$1,129 per night
includes taxes & fees
Find spaces that suit your style
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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
37 reviews(37 reviews)
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)
The Palms Punta Cana Villa
Sleeps 36 · 14 bedrooms · 15+ bathrooms
1010 out of 10
Exceptionalexceptional
92 reviews(92 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 Bohemian beach house
Sleeps 14 · 7 bedrooms · 8 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
VERY Private, Spectacular, Waterfront Location
Sleeps 12 · 5 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)