Caribbean holiday homes
We found 69,755 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Bookabach
Punta Cana
Punta Cana
San Juan (and vicinity)
San Juan (and vicinity)
St. Thomas
St. Thomas
Montego Bay
Montego Bay
Providenciales
ProvidencialesHoliday rentals with weekly discounts – Caribbean
Showing deals for:18 Sept - 25 Sept
Image gallery for Bachelor Mansion Punta Cana - 24 GUEST - Luxury 9BR Villa Coral GATED Community
9.89.8 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Bachelor Mansion Punta Cana - 24 GUEST - Luxury 9BR Villa Coral GATED Community
Bavaro
14% off
Price is NZ$23,322
NZ$23,322
for 7 nights, 1 villa
NZ$3,332 per night
includes taxes & fees
Image gallery for Rose Nest at the beach Puerto Rico
9.69.6 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
Rose Nest at the beach Puerto Rico
Arecibo
8% off
Price is NZ$8,045
NZ$8,045
for 7 nights, 1 villa
NZ$1,149 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
Saint Jean
9% off
Price is NZ$4,746
NZ$4,746
for 7 nights, 1 apartment
NZ$678 per night
includes taxes & fees
Image gallery for 4 bdrm, 3 bath Beachfront Villa w/ 48 ft pool & Best Sunsets on the Island!
1010 out of 10, Exceptional, (126 reviews)
Exceptional
(126 reviews)
4 bdrm, 3 bath Beachfront Villa w/ 48 ft pool & Best Sunsets on the Island!
Sapodilla Bay
8% off
Price is NZ$18,594
NZ$18,594
for 7 nights, 1 villa
NZ$2,656 per night
includes taxes & fees
Image gallery for Villa Tropica - Near Grace Bay Beach - Newly Remodelled
9.89.8 out of 10, Exceptional, (138 reviews)
Exceptional
(138 reviews)
Villa Tropica - Near Grace Bay Beach - Newly Remodelled
Providenciales
8% off
Price is NZ$16,637
NZ$16,637
for 7 nights, 1 villa
NZ$2,377 per night
includes taxes & fees
Image gallery for Between heaven and sea the Three Palms Beach Villa
9.89.8 out of 10, Exceptional, (67 reviews)
Exceptional
(67 reviews)
Between heaven and sea the Three Palms Beach Villa
Laborie
9% off
Price is NZ$5,574
NZ$5,574
for 7 nights, 1 villa
NZ$796 per night
includes taxes & fees
Image gallery for Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
8.28.2 out of 10, Very good, (21 reviews)
Very good
(21 reviews)
Private Ocean Front Via Maris Villa with Big Pool @ Culebra, Recently Refreshed!
Culebra
8% off
Price is NZ$1,652
NZ$1,652
for 7 nights, 1 villa
NZ$236 per night
includes taxes & fees
Image gallery for Perfect for large families, pool, Excursion Assistance Concierge!
9.89.8 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Perfect for large families, pool, Excursion Assistance Concierge!
Vieques
8% off
Price is NZ$10,315
NZ$10,315
for 7 nights, 1 home
NZ$1,474 per night
includes taxes & fees
Image gallery for Ocean front luxury villa on Malmok Aruba
9.89.8 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Ocean front luxury villa on Malmok Aruba
Aruba
8% off
Price is NZ$13,543
NZ$13,543
for 7 nights, 1 villa
NZ$1,935 per night
includes taxes & fees
Image gallery for The premier beachfront villa on Playa Las Ballenas, Las Terrenas, Dominican Rep.
9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
The premier beachfront villa on Playa Las Ballenas, Las Terrenas, Dominican Rep.
Las Terrenas
9% off
Price is NZ$18,851
NZ$18,851
for 7 nights, 1 villa
NZ$2,693 per night
includes taxes & fees
Image gallery for Beach Villa Seru Di Santu
9.89.8 out of 10, Exceptional, (72 reviews)
Exceptional
(72 reviews)
Beach Villa Seru Di Santu
Kralendijk
8% off
Price is NZ$10,275
NZ$10,275
for 7 nights, 1 villa
NZ$1,468 per night
includes taxes & fees
Image gallery for BEACH HOUSE W/ POOL
9.29.2 out of 10, Wonderful, (37 reviews)
Wonderful
(37 reviews)
BEACH HOUSE W/ POOL
vieques
7% off
Price is NZ$4,452
NZ$4,452
for 7 nights, 1 home
NZ$636 per night
includes taxes & fees
Image gallery for Luxury Beachfront Villa - Cook & Housekeeper included
9.89.8 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Luxury Beachfront Villa - Cook & Housekeeper included
Holetown
9% off
Price is NZ$21,406
NZ$21,406
for 7 nights, 1 villa
NZ$3,058 per night
includes taxes & fees
Image gallery for Pool, Beachfront Villa, 16 ppl, Chef, Boat tours, Starlink, BBQ
9.49.4 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Pool, Beachfront Villa, 16 ppl, Chef, Boat tours, Starlink, BBQ
Exuma
8% off
Price is NZ$14,301
NZ$14,301
for 7 nights, 1 villa
NZ$2,043 per night
includes taxes & fees
Image gallery for "Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai#5
1010 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)
"Sandy Bottom" - 2 Bedroom Villa On The Beach At Gardens Of The Kai#5
Kaibo
8% off
Price is NZ$5,184
NZ$5,184
for 7 nights, 1 villa
NZ$741 per night
includes taxes & fees
Image gallery for BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
1010 out of 10, Exceptional, (78 reviews)
Exceptional
(78 reviews)
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Grand Cayman
8% off
Price is NZ$4,671
NZ$4,671
for 7 nights, 1 villa
NZ$667 per night
includes taxes & fees
Image gallery for The Gatehouse – Ultra-Private Oceanfront Villa + Pool + Starlink WiFi + Kayaks
9.89.8 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
The Gatehouse – Ultra-Private Oceanfront Villa + Pool + Starlink WiFi + Kayaks
Cat Island
8% off
Price is NZ$3,796
NZ$3,796
for 7 nights, 1 home
NZ$542 per night
includes taxes & fees
Image gallery for Villa Majeya - Modern comfort, exotic setting near the beach
1010 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Villa Majeya - Modern comfort, exotic setting near the beach
SAINT-FRANCOIS
9% off
Price is NZ$2,188
NZ$2,188
for 7 nights, 1 villa
NZ$313 per night
includes taxes & fees
Image gallery for Newly constructed, Caribbean waterfront cottage offering a serene escape.
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Newly constructed, Caribbean waterfront cottage offering a serene escape.
Tarpum Bay
10% off
Price is NZ$4,489
NZ$4,489
for 7 nights, 1 cottage
NZ$641 per night
includes taxes & fees
Image gallery for C House Villa. Beautiful 5 bedroom house in Long Bay Hills, Providenciales
1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
C House Villa. Beautiful 5 bedroom house in Long Bay Hills, Providenciales
Long Bay Hills
8% off
Price is NZ$15,210
NZ$15,210
for 7 nights, 1 villa
NZ$2,173 per night
includes taxes & fees
Image gallery for SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up
1010 out of 10, Exceptional, (127 reviews)
Exceptional
(127 reviews)
SunsetOne Beach Villa - Golf Cart 6 seats, Kayaks, SUPs; Free Beach Set Up
Providenciales
8% off
Price is NZ$16,564
NZ$16,564
for 7 nights, 1 villa
NZ$2,366 per night
includes taxes & fees
Image gallery for Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH
1010 out of 10, Exceptional, (111 reviews)
Exceptional
(111 reviews)
Palm Jewel - Luxury villa, private outdoor oasis w/pool, walk to SAPODILLA BEACH
Providenciales
8% off
Price is NZ$17,838
NZ$17,838
for 7 nights, 1 villa
NZ$2,548 per night
includes taxes & fees
Image gallery for Sundowner house, beach front, one of the best views on the island. Sleeps 6.
1010 out of 10, Exceptional, (91 reviews)
Exceptional
(91 reviews)
Sundowner house, beach front, one of the best views on the island. Sleeps 6.
George Town
6% off
Price is NZ$6,651
NZ$6,651
for 7 nights, 1 villa
NZ$950 per night
includes taxes & fees
Image gallery for Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Old Man Bay
8% off
Price is NZ$13,920
NZ$13,920
for 7 nights, 1 villa
NZ$1,989 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Wyndham Grande Rio Mar Beach and Golf Resort
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptional
exceptional
19 reviews
(19 reviews)
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)
Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16
Sleeps 16 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptional
exceptional
193 reviews
(193 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)
Caribbean Luxury Villa - House of Mermaids ✅Ocean View ✅Private Pool ✅Full Staff
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptional
exceptional
146 reviews
(146 reviews)
On The Beach Luxury Mediterranean Villa . Gated Community Partial or full staff
Sleeps 12 · 5 bedrooms · 6+ bathrooms
1010 out of 10
Exceptional
exceptional
97 reviews
(97 reviews)