Vacation Homes in Caribbean

Compare and save

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Top Cities in Caribbean

Vacation HomesVacation Homes

Montego Bay

Montego Bay

Our top choices for Caribbean vacation homes

Apartment, 3 Bedrooms | Hypo-allergenic bedding, individually decorated, individually furnished

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (123 reviews)
"We had a great stay at this place! Everything was communicated clearly ahead of time, and the place is spacious and clean. Would love to stay again!"
United States
Yifei
The price is NT$3,550
NT$3,870 total
includes taxes & fees
Jun 18 - Jun 19
1120 Vieques by Stay with Bear
Outdoor dining

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, (51 reviews)
"Easy check in, clean, and location to everything was perfect "
Canada
Paula
The price is NT$4,670
NT$6,007 total
includes taxes & fees
Jun 2 - Jun 3
150 Sol by Stay with Bear
Exterior

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (14 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is NT$6,246
NT$13,575 total
includes taxes & fees
May 24 - May 25
The Suite Life
Premium Apartment, 2 Bedrooms | Terrace/patio

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (45 reviews)
"Everything was very clean, and comfortable. Amazing views and quiet space for great vacations. Hosts are very attentive and always willing to solve any inconvenient that could present. I’ll definitely will return. "
United States
Violeta
Playa Nueva Romana
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
On the beach, white sand

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
Balcony view

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (70 reviews)
"Perfectly situated near beach and restaurants."
United States
Craig
The Beach Pad
Premium Chalet, 1 Queen Bed with Sofa bed, Kitchen, Ground Floor | Living area | LCD TV

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (38 reviews)
"Great experience, very pet friendly!"
United States
John
The price is NT$4,117
NT$4,405 total
includes taxes & fees
May 27 - May 28
Blue House Joyuda
Beach

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 NT$1,228
NT$1,449 total
includes taxes & fees
May 22 - May 23
Las Mariposas
Deluxe Apartment, Courtyard View | Blackout drapes, free WiFi

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is NT$5,363
NT$8,013 total
includes taxes & fees
May 20 - May 21
Philips Scott House Calinago
Property grounds

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (39 reviews)
"This is very njce place to stay. Very calm and clean property. It is just 45 minutes away from main town but great place to stay. "
United States
Mayur
Cayman Luxury Rentals at Ocean Paradise
Panoramic Apartment, Ensuite (Tokyo) | Shared kitchen

Residence Nokoshima

Residence Nokoshima
Fort-de-France
10.0 out of 10, Exceptional, (2 reviews)
"Excellente. Chambre propre"
France
Susanna
Residence Nokoshima
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

LaChanel QnRoomPool ResortVibe NearBeach

LaChanel QnRoomPool ResortVibe NearBeach
3.0 star property
Santurce
10.0 out of 10, Exceptional, (1 review)
"Amazing resort feel. Clean, the staff communicates quickly and efficiently. Easy commute to everything. Will come again ❤️"
United States
Janely
The price is NT$5,508
NT$7,581 total
includes taxes & fees
May 20 - May 21
LaChanel QnRoomPool ResortVibe NearBeach
Exterior

BnBBonaire

BnBBonaire
3.0 star property
Playa
8.8 out of 10, Excellent, (19 reviews)
"I enjoyed comfortable stay with quiet area, swimming pool is good but not for sunbathing, coz it shaded. There are nice restaurant with walking area."
Japan
TAKANORI
BnBBonaire
Comfort Studio | Terrace/patio

Binks appartments

Binks appartments
3.0 star property
Roseau
8.2 out of 10, Very Good, (12 reviews)
"Great place to stay in a beautiful area close to many attractions. Very friendly owners."
Canada
david
Binks appartments
Interior

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
Exterior

Eagle Vacation Home

Eagle Vacation Home
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (13 reviews)
"Unit was very clean Owners responded quickly to questions Very helpful "
United States
Steve
The price is NT$17,350
NT$24,937 total
includes taxes & fees
May 23 - May 24
Eagle Vacation Home
Beach nearby, white sand, beach shuttle, sun loungers

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, (19 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 NT$2,487
NT$7,390 total
includes taxes & fees
May 22 - May 23
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Outdoor pool

La Dauphine Estate

La Dauphine Estate
3.5 star property
Soufrière
9.0 out of 10, Wonderful, (36 reviews)
"It’s a magical place plus Charles and Antonia the most fabulous hosts possible… remember some midge spray but all else absolutely amazing!"
United Kingdom
David
La Dauphine Estate
House, 2 Bedrooms, Smoking, Balcony | Balcony

Modern Home 10minstobeach, Private Cliff, AC Wifi

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
Negril
9.0 out of 10, Wonderful, (2 reviews)
"The property wasn’t as clean, especially the bathroom and the ac in one of the rooms isn’t working. Overall it’s good for the price"
United States
Brianna
The price is NT$3,786
NT$4,385 total
includes taxes & fees
May 20 - May 21
Modern Home 10minstobeach, Private Cliff, AC Wifi
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

The Royal at Atlantis

The Royal at Atlantis

10/10 Excellent
"Everything you need in one location. Rooms were large and so quiet."
Amanda 4-night trip
Posted 3 hours ago
The Royal at Atlantis

Find out more about Caribbean

Caribbean Vacation Homes information

Number of reviews
531
Accommodation
1082 Vacation Homes
Lowest Price
NT$1,449
Highest Price
NT$24,937