Holiday Homes in Caribbean

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Top Cities in Caribbean

Holiday HomesHoliday Homes

Punta Cana

Punta Cana

Our top choices for Caribbean holiday homes

Apartment, 3 Bedrooms

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (143 reviews)
"This was a great place to stay at."
United States
Jocelyn
The price is NZ$244
includes taxes & fees
6 July - 7 July
1120 Vieques by Stay with Bear
Front of property

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (15 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is NZ$801
includes taxes & fees
2 July - 3 July
The Suite Life
Exterior

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (79 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast
A heated pool

Salt Box: an Enchanting Historical Property with a Pool

Salt Box: an Enchanting Historical Property with a Pool
Dunmore
10.0 out of 10, Exceptional, (100 reviews)
"Host was very welcoming and the home was just so full of character and the yard was spectacular. "
United States
Sarah S.
Salt Box: an Enchanting Historical Property with a Pool
Fridge, oven, stovetop, coffee/tea maker

Casita Chiquita #1

Casita Chiquita #1
Aguadilla
9.0 out of 10, Wonderful, (42 reviews)
"Great stay for the value. "
United States
Dariya
The price is NZ$221
includes taxes & fees
13 July - 14 July
Casita Chiquita #1
Comfort House, 2 Bedrooms | Terrace/patio

Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Cooper Jack Bay Settlement
8.4 out of 10, Very good, (34 reviews)
"The room was very clean, spacious and the staff Sherlett was amazing and helped out whenever needed and responded quickly. Even with some construction going on the room was very peaceful I will definitely stay again "
United States
alondra
The price is NZ$579
includes taxes & fees
6 July - 7 July
Villa Serenity by the water
Outdoor dining

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Isla Verde
9.0 out of 10, Wonderful, (46 reviews)
"Everything was great except the beach wa a bit far walking distance. We did have rental car so no big deal."
United States
Maricella
The price is NZ$228
includes taxes & fees
26 June - 27 June
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Smart TV

Villa mares.

Villa mares.
Sabana Abajo
9.6 out of 10, Exceptional, (4 reviews)
"My kids loved the house. We are in our home town and they are asking when are we gonna go back to our new house."
United States
Alice H.
The price is NZ$391
includes taxes & fees
29 June - 30 June
Villa mares.
On the beach, sun-loungers, beach towels

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Yabucoa
10.0 out of 10, Exceptional, (167 reviews)
"Awesome location, beautiful pool and home. Close to many places to eat and get supplies. Would stay again. "
United States
Ed H.
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Property grounds

Villa Oceania: 5-Star Oceanfront 5BR Luxury Villa with Infinity Pool

Villa Oceania: 5-Star Oceanfront 5BR Luxury Villa with Infinity Pool
Moss Town
10.0 out of 10, Exceptional, (117 reviews)
"Villa Oceania was the perfect getaway for my family. The property is minutes from the airport but we never heard, or saw, a plane over our 5 days. The Villa is central to the island easy access to sites. The house was spacious, very clean, and well stocked. The back was heavenly with many places to relax by the pool, or take a kayak or paddle board. They even had wave boards and beach toys.Each time we came back to the property it took our breath away. We didn't want to leaveHighly...
United States
Ken E.
Villa Oceania: 5-Star Oceanfront 5BR Luxury Villa with Infinity Pool
Outdoor pool

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
St. John
9.6 out of 10, Exceptional, (119 reviews)
"Had everything we needed for a relaxing vacation! Pool was a great bonus & the views were unbelievable! Definitely off the beaten path…if you’re looking for a laid back, quiet place to stay, this is it!"
United States
Eric N.
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
Premium Apartment, 2 Bedrooms | Terrace/patio

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
9.0 out of 10, Wonderful, (49 reviews)
"Amazing stay! Clean, staff was so nice and helpful"
United States
Antonio
Playa Nueva Romana
Exterior

OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Yabucoa
10.0 out of 10, Exceptional, (163 reviews)
"Our host Elizabeth was wonderful! She was quick to respond to any questions we had and provided great instructions, recommendations, and advice. The house itself could not have been more wonderful with the ocean out the front door and the cool green of the mountains in the back. "
United States
Jennifer D.
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
On the beach, sun-loungers, beach towels

COZY SEASIDE 2 BED/2 BATH COTTAGE IN ALICE TOWN, BIMINI, BAHAMAS

COZY SEASIDE 2 BED/2 BATH COTTAGE IN ALICE TOWN, BIMINI, BAHAMAS
Alice Town
10.0 out of 10, Exceptional, (81 reviews)
"This house is the prettiest on the entire island and directly in front of the prettiest spot on the beach. We loved it!"
Canada
lisa w.
COZY SEASIDE 2 BED/2 BATH COTTAGE IN ALICE TOWN, BIMINI, BAHAMAS
Fridge, oven, stovetop, coffee/tea maker

Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!

Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
Aguadilla
8.8 out of 10, Excellent, (49 reviews)
"Excellent experience. The host was very nice. Love the location. Relax"
United States
Rebeca
The price is NZ$220
includes taxes & fees
30 June - 1 July
Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
Beach

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Grand Cayman
10.0 out of 10, Exceptional, (38 reviews)
"Really nice place, the pictures are great but really don’t do the property justice, it was an amazing week for us. Everything about the property was excellent. Owner checked in on us via email and was an excellent host. All I can say is if you are wanting to stay in the Rum Point area you have to consider this place, it is amazing. "
United States
Dwight K.
3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Beach nearby, beach towels

Lakeside Casita+private pool+Grill+ 1.min to beach

Lakeside Casita+private pool+Grill+ 1.min to beach
Punta Santiago, Humacao, Puerto Rico
9.8 out of 10, Exceptional, (40 reviews)
"Our 4th stay & its very convenient for us bc we have little kids and they have the pool its also in the same area as our family that lives there & the hosts are great! Cant wait for our next stay"
United States
Rita D.
Lakeside Casita+private pool+Grill+ 1.min to beach
Smart TV, stereo

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK
Hartswell
10.0 out of 10, Exceptional, (65 reviews)
"Communication was the easiest with Jack, quick replies and so much helpful information about island, excursions etc. This was our second home we stayed at with Jack and as always the experience is always the best! Place was clean, offered everything that made our stay comfortable and enjoyable."
United States
Arsi C.
OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK
Pool

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
Ramsey
10.0 out of 10, Exceptional, (145 reviews)
"The location on the island and the views were amazing. The house was spotless when we checked in and was fully stocked with everything you need for a Beach House!"
United States
Glen M.
Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
Beach

"Steps Away" 3-bedroom with free 6 seater golf cart, Kayak & Paddle board.

"Steps Away" 3-bedroom with free 6 seater golf cart, Kayak & Paddle board.
Spanish Wells
9.8 out of 10, Exceptional, (12 reviews)
"Emaculate house better than advertised and the host was brilliant "
United States
Andrew B.
"Steps Away" 3-bedroom with free 6 seater golf cart, Kayak & Paddle board.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Hotel Reviews

Renaissance Wind Creek Curacao Resort

Renaissance Wind Creek Curacao Resort

10/10 Excellent
"Great location. Property was very neat and clean. Service staff were very professional and helpful."
Deep 3-night trip
Posted 2 hours ago
Renaissance Wind Creek Curacao Resort

Find out more about Caribbean

Caribbean Holiday Homes information

Number of reviews
1,474
Accommodation
14020 Holiday Homes
Lowest Price
NZ$220
Highest Price
NZ$801