A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Holiday Homes in Caribbean

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Our top choices for Caribbean holiday homes

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (146 reviews)
"This was a great place to stay at."
United States
Jocelyn
The price is ฿3,601
฿4,632 total
includes taxes & fees
6 Jul - 7 Jul
1120 Vieques by Stay with Bear

Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.8 out of 10, Excellent, (6 reviews)
"Underwhelming compare to the pictures. "
Canada
Abuk
The price is ฿3,059
฿6,866 total
includes taxes & fees
14 Jul - 15 Jul
Alto Vista Hills

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 ฿9,726
฿15,093 total
includes taxes & fees
10 Jul - 11 Jul
The Suite Life

NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (6 reviews)
"Beds were comfortable, a lot of kitchen utensils so cooking was easy there. Great location. Nice outdoor sitting area. You don't have a lot of privacy though."
United States
Stephanie
NÔA curacao

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (42 reviews)
"Great experience, very pet friendly!"
United States
John
The price is ฿4,339
฿4,643 total
includes taxes & fees
13 Jul - 14 Jul
Blue House Joyuda

2058 Espana by Stay with Bear

2058 Espana by Stay with Bear
4.0 star property
Santurce
9.0 out of 10, Wonderful, (20 reviews)
"Very comfortable especially if you’re going with family it was overall a great stay!!! and very nearby a beautiful beach "
United States
Consuelo
2058 Espana by Stay with Bear

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (74 reviews)
"Fantastic place to stay. Clean, easy check in, and the most beautiful drive to and from Rincon. Highly recommend staying here."
United States
Maria Elizabeth
The Beach Pad

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is ฿5,087
฿7,767 total
includes taxes & fees
3 Jul - 4 Jul
Philips Scott House Calinago

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.4 out of 10, Very good, (56 reviews)
"Clean and comfy."
United States
Rudy
The price is ฿4,969
฿6,391 total
includes taxes & fees
19 Jul - 20 Jul
150 Sol by Stay with Bear

Eagle Vacation Home

Eagle Vacation Home
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (14 reviews)
"Location was great 5 min walk to the beach and close to cafe and min market. The complex was decent , the unit itself was ok Had mostly all the essentials even beach chairs and cooler however does need some upgrades such as TV in master bedroom not watchable as the sound is not working properly, frying pans all scratched , beach towels with stains and the toilet seat in master bath should be changed. These are just some suggestions but overall stay was nice ."
United States
Elaine
Eagle Vacation Home

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

Residence Nokoshima

Residence Nokoshima
Fort-de-France
10.0 out of 10, Exceptional, (3 reviews)
"L'emplacement est pratique au centre ville. Il y avait pas trop de problème pour ce garer. Le studio est agréable et confortable"
France
Lydie
Residence Nokoshima

Deluxe appartment at Point village

Deluxe appartment at Point village
3.0 star property
West End
9.0 out of 10, Wonderful, (13 reviews)
"The apartment is nice, comfortable and accommodating."
United States
Nikki
Deluxe appartment at Point village

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 ฿6,733
฿10,903 total
includes taxes & fees
9 Jul - 10 Jul
Villa Serenity by the water

Las Mariposas

Las Mariposas
3.0 star property
Las Galeras
9.0 out of 10, Wonderful, (14 reviews)
"Great pleace to stay with the family! It was peaceful! "
United States
Stephanie
The price is ฿1,598
฿1,885 total
includes taxes & fees
3 Jul - 4 Jul
Las Mariposas

3 Bedroom Oceanfront Beach House

3 Bedroom Oceanfront Beach House
3.5 star property
Isabela
9.6 out of 10, Exceptional, (35 reviews)
"Very well located, good facilities and excellent communication with host. We’ll definitely come back. "
United States
Julio E Vazquez
3 Bedroom Oceanfront Beach House

Treasure Manor

Treasure Manor
3.0 star property
Ocho Rios
2.0 out of 10, (1 review)
"This property was a scam and expedia was of no assistance in helping me get my money back. From before I reached Jamaica I contacted expedia to let them know I was unable to get in contact with the property. I did not have access to the property and yet expedia sees no issue with taking my money to give to these scammers."
United States
Raquelle
Treasure Manor

Binks appartments

Binks appartments
3.0 star property
Roseau
8.2 out of 10, Very good, (12 reviews)
"Great stay"
United Kingdom
shakiyl
Binks appartments

Hotel el conde de villa rosa

Hotel el conde de villa rosa
4.0 star property
Higuey
10.0 out of 10, Exceptional, (1 review)
The price is ฿748
฿883 total
includes taxes & fees
8 Jul - 9 Jul
Hotel el conde de villa rosa

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth Historic Town Centre
9.8 out of 10, Exceptional, (20 reviews)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is ฿2,621
฿7,789 total
includes taxes & fees
19 Jul - 20 Jul
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
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.
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Top Caribbean Hotel Reviews

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Caribbean Holiday Homes information

Number of reviews
512
Accommodation
1161 Holiday Homes
Lowest Price
฿883
Highest Price
฿15,093