Caribbean holiday homes
We found 64,529 holiday rentals — enter your dates for availability
Popular Caribbean destinations on Bookabach
St. Thomas
St. Thomas
St. John
St. John
San Juan (and vicinity)
San Juan (and vicinity)
Providenciales
Providenciales
Nassau
Nassau
George Town
George Town
Holiday rentals with weekly discounts - Caribbean
Showing deals for:31 Oct - 7 Nov
Image gallery for Luxury Beachfront Villa near Emerald Bay, Exuma - Private concierge included
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Luxury Beachfront Villa near Emerald Bay, Exuma - Private concierge included
Rokers Point, Exuma
5% off
Price is NZ$25,720
NZ$25,720
NZ$3,674 per night
includes taxes & fees
Image gallery for Coral View Villa - 7 Night Special - Grace Bay
1010 out of 10 rating
Exceptional
(17 reviews)
Coral View Villa - 7 Night Special - Grace Bay
Providenciales
8% off
Price is NZ$16,232
NZ$16,232
NZ$2,319 per night
includes taxes & fees
Image gallery for Stunning 2BR beachfront condo
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Stunning 2BR beachfront condo
West Bay, Grand Cayman
8% off
Price is NZ$4,984
NZ$4,984
NZ$712 per night
includes taxes & fees
Image gallery for Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios
Tower Isle, St. Mary
9% off
Price is NZ$2,973
NZ$2,973
NZ$425 per night
includes taxes & fees
Image gallery for Waterfront Cottage in a Bimini oasis
1010 out of 10 rating
Exceptional
(31 reviews)
Waterfront Cottage in a Bimini oasis
Alice Town, Bahamas
8% off
Price is NZ$3,098
NZ$3,098
NZ$443 per night
includes taxes & fees
Image gallery for Charming beaches on a nearby slope
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Charming beaches on a nearby slope
Nassau, New Providence
8% off
Price is NZ$1,587
NZ$1,587
NZ$227 per night
includes taxes & fees
Image gallery for 4 beach Villas|white sand | beach front | Family|south andros| Bone fishing| sea
1010 out of 10 rating
Exceptional
(21 reviews)
4 beach Villas|white sand | beach front | Family|south andros| Bone fishing| sea
Kemps Bay, North Andros
9% off
Price is NZ$26,992
NZ$26,992
NZ$3,856 per night
includes taxes & fees
Image gallery for Spectacular View of St Thomas Harbor from both floors & Pool at Bettye’s Villa.
1010 out of 10 rating
Exceptional
(5 reviews)
Spectacular View of St Thomas Harbor from both floors & Pool at Bettye’s Villa.
Charlotte Amalie, St Thomas
15% off
Price is NZ$16,173
NZ$16,173
NZ$2,310 per night
includes taxes & fees
Image gallery for La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views
9.89.8 out of 10 rating
Exceptional
(33 reviews)
La Posada Mountain Retreat in the Heart of Puerto Rico with Exceptional Views
Utuado, Puerto Rico
8% off
Price is NZ$2,227
NZ$2,227
NZ$318 per night
includes taxes & fees
Image gallery for Apex living in Puerto Rico's capital
9.69.6 out of 10 rating
Exceptional
(48 reviews)
Apex living in Puerto Rico's capital
San Juan
15% off
Price is NZ$1,221
NZ$1,221
NZ$174 per night
includes taxes & fees
Image gallery for Luxury Beach Front, Breakfest and CHEF included, 20 paxs
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Luxury Beach Front, Breakfest and CHEF included, 20 paxs
Las Terrenas, Samaná
8% off
Price is NZ$19,289
NZ$19,289
NZ$2,756 per night
includes taxes & fees
Image gallery for *Spacious Family Home w/ Pool Close to Shore Club Beach*
9.89.8 out of 10 rating
Exceptional
(16 reviews)
*Spacious Family Home w/ Pool Close to Shore Club Beach*
Providenciales, Caicos Islands
8% off
Price is NZ$7,932
NZ$7,932
NZ$1,133 per night
includes taxes & fees
Image gallery for Chill Out, Relax And Reconnect In A Sweet Cottage By The Beach
1010 out of 10 rating
Exceptional
(16 reviews)
Chill Out, Relax And Reconnect In A Sweet Cottage By The Beach
Whitby, North Caicos
7% off
Price is NZ$5,822
NZ$5,822
NZ$832 per night
includes taxes & fees
Image gallery for Spectacular new villa 2 minutes walking distance to Minitas Beach
1010 out of 10 rating
Exceptional
(17 reviews)
Spectacular new villa 2 minutes walking distance to Minitas Beach
La Romana
5% off
Price is NZ$22,592
NZ$22,592
NZ$3,227 per night
includes taxes & fees
Image gallery for Newly Updated! Private Beach Views, Luxury Villa Milagro Villa 1
1010 out of 10 rating
Exceptional
(105 reviews)
Newly Updated! Private Beach Views, Luxury Villa Milagro Villa 1
St. Thomas
7% off
Price is NZ$2,948
NZ$2,948
NZ$421 per night
includes taxes & fees
Image gallery for REEFS EDGE BONAIRE - OCEAN FRONT!
9.89.8 out of 10 rating
Exceptional
(61 reviews)
REEFS EDGE BONAIRE - OCEAN FRONT!
Kralendijk, Bonaire
8% off
Price is NZ$2,806
NZ$2,806
NZ$401 per night
includes taxes & fees
Image gallery for Cocoloba #2 at Crash Boat - A Unique Beach Front Experience
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Cocoloba #2 at Crash Boat - A Unique Beach Front Experience
Aguadilla
8% off
Price is NZ$4,807
NZ$4,807
NZ$687 per night
includes taxes & fees
Image gallery for Villa Camelia
9.89.8 out of 10 rating
Exceptional
(27 reviews)
Villa Camelia
Fajardo
15% off
Price is NZ$3,000
NZ$3,000
NZ$429 per night
includes taxes & fees
Image gallery for The Villa at Rainbow Cliffs
9.69.6 out of 10 rating
Exceptional
(29 reviews)
The Villa at Rainbow Cliffs
Kingshill, St Croix
8% off
Price is NZ$6,377
NZ$6,377
NZ$911 per night
includes taxes & fees
Image gallery for 5 ecological bungalows / 1 Access disabled people / 2 bedrooms / wireless / pool
9.89.8 out of 10 rating
Exceptional
(21 reviews)
5 ecological bungalows / 1 Access disabled people / 2 bedrooms / wireless / pool
Le Robert, La Trinité
9% off
Price is NZ$848
NZ$848
NZ$121 per night
includes taxes & fees
Image gallery for Lovely villa overlooking the beautiful La Sagesse Bay.
9.69.6 out of 10 rating
Exceptional
(34 reviews)
Lovely villa overlooking the beautiful La Sagesse Bay.
St. David, St Davids
8% off
Price is NZ$5,843
NZ$5,843
NZ$835 per night
includes taxes & fees
Image gallery for Discover Paradise at Our Beachfront Villa w/ Pool in Punta Rucia, Dom Rep!
1010 out of 10 rating
Exceptional
(5 reviews)
Discover Paradise at Our Beachfront Villa w/ Pool in Punta Rucia, Dom Rep!
Punta Rucia
28% off
Price is NZ$2,895
NZ$2,895
NZ$414 per night
includes taxes & fees
Image gallery for Luxury Condo at Crystal Cove Saint Thomas USVI Sleeps 5
9.69.6 out of 10 rating
Exceptional
(54 reviews)
Luxury Condo at Crystal Cove Saint Thomas USVI Sleeps 5
Red Hook, St Thomas
8% off
Price is NZ$4,810
NZ$4,810
NZ$687 per night
includes taxes & fees
Image gallery for Beautiful architect in an exceptional villa with a sea view 180 °
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Beautiful architect in an exceptional villa with a sea view 180 °
Sainte-Anne, Grande-Terre
10% off
Price is NZ$6,910
NZ$6,910
NZ$987 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Caribbean
Showing deals for: 27 Oct - 30 Oct
Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff
Sleeps 24 · 11 bedrooms · 12+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
The current price is NZ$13,068
NZ$13,068
for 3 nights, 1 villa
NZ$4,356 per night
includes taxes & fees
5 bedroom relaxation Oceanfront w/ Stunning natural views. 5 bdrms, sleeps 12
Sleeps 12 · 5 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is NZ$3,324
NZ$3,324
for 3 nights, 1 villa
NZ$1,108 per night
includes taxes & fees
Your Very Own Private Island Paradise, in the LAST of the Unspoiled Caribbean!
Sleeps 16 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
169 reviews(169 reviews)
The current price is NZ$7,834
NZ$7,834
for 3 nights, 1 villa
NZ$2,611 per night
includes taxes & fees
Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities
Sleeps 32 · 10 bedrooms · 10+ bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
The current price is NZ$5,695
NZ$5,695
for 3 nights, 1 villa
NZ$1,898 per night
includes taxes & fees
Ocean view cottage on a quiet beach just minutes from swimming pigs
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
86 reviews(86 reviews)
The current price is NZ$3,527
NZ$3,527
for 3 nights, 1 cottage
NZ$1,176 per night
includes taxes & fees
Romantic getaway on the beach
Sleeps 2 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
19 reviews(19 reviews)
The current price is NZ$1,114
NZ$1,114
for 3 nights, 1 cabin
NZ$371 per night
includes taxes & fees
Top rated rentals - Caribbean
Sleep to the roar of the ocean
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)