Search Vacation Homes in Caribbean Islands

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept
1120 Vieques by Stay with Bear
Relax in this inviting living room with a beige sofa, armchair, and coffee table.

1120 Vieques by Stay with Bear

4.0 star property
9.6 out of 10, Exceptional, (29)
"It is extremely clean, nice and cozy, looks like everything is new. Very clear instructions on how to get in and everything."
1120 Vieques by Stay with Bear
One minute walk to the beach!
Enjoy a serene beach experience with access to the sandy shore and calm sea.

One minute walk to the beach!

9.4 out of 10, Exceptional, (32)
"We enjoyed our stay. Lovely private patio/backyard. "
One minute walk to the beach!
4-bedroom House with private Pool - walking distance to Baha Mar and Beach
Enjoy breathtaking ocean views from the comfort of your room.

4-bedroom House with private Pool - walking distance to Baha Mar and Beach

9.4 out of 10, Exceptional, (6)
"The house was wonderful. And the owners were super nice. It was a wonderful week away. "
The price is HK$2,276
HK$4,506 total
includes taxes & fees
7 Aug - 8 Aug
4-bedroom House with private Pool - walking distance to Baha Mar and Beach
Cozy house next to the beach in Boca Catalina Aruba. Modern and Spacious.
Overlooking the turquoise sea, this coastal landscape features rocky outcrops and a sandy beach.

Cozy house next to the beach in Boca Catalina Aruba. Modern and Spacious.

10.0 out of 10, Exceptional, (65)
"Loved the beautiful home ,location ,and easiness of renting.Perfect!"
Cozy house next to the beach in Boca Catalina Aruba. Modern and Spacious.
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
Relax on the patio surrounded by lush greenery and enjoy a meal at the table for two.

Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

8.6 out of 10, Excellent, (41)
"The room was a decent size, it has an outdoor courtyard, with seats. The bed was not all that comfortable, hence the 4 stars. Its thin and my sciatica flared up. The AC works well, the tv was nice and big and the fridge was cold. Key was easily accessible and Anthony replied to emails and questions so quickly! "
The price is HK$432
HK$955 total
includes taxes & fees
25 Aug - 26 Aug
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
The Beach Pad
Relax in this stylish room with a large bed, sofa, and dining area, plus a balcony with a view of lush greenery.

The Beach Pad

3.0 star property
9.8 out of 10, Exceptional, (56)
"Great place , perfect location ."
The Beach Pad
True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun
Guests can enjoy a refreshing swim with ocean views surrounded by palm trees and lounge chairs.

True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

10.0 out of 10, Exceptional, (1)
"What a beautiful property! We loved our stay and the hosts were very attentive to our needs! "
The price is HK$6,099
HK$9,603 total
includes taxes & fees
14 Aug - 15 Aug
True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun
Hacienda Elena Paraiso Tropical
Situated in a lush environment, this cabin features a prominent chimney and a small attached structure with a red door.

Hacienda Elena Paraiso Tropical

3.5 star property
8.4 out of 10, Very good, (10)
"Amazing worth every penny"
Hacienda Elena Paraiso Tropical
Turquoise Water Views On Both Sides Of Spectacular Private Property.
Relax by the pool with ocean views, surrounded by comfortable seating and a fire extinguisher nearby.

Turquoise Water Views On Both Sides Of Spectacular Private Property.

10.0 out of 10, Exceptional, (93)
"Just as advertised"
Turquoise Water Views On Both Sides Of Spectacular Private Property.
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
Enjoy breathtaking ocean views from the comfort of your room, featuring a large bed and a balcony with additional seating.

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

9.6 out of 10, Exceptional, (15)
"This property exceeded our expectations in every way! We had a fantastic stay on St. John with three families - the house was perfect for kids and adults alike. The view from the infinity pool will blow your mind. We can’t wait to come back! "
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
Columbus Heights Sea View
Relax in this stylish living space with a sofa, dining table, and kitchen area.

Columbus Heights Sea View

3.0 star property
9.6 out of 10, Exceptional, (15)
"Great Place, Will Be Back Soon!"
Columbus Heights Sea View
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Enjoy a view of the surrounding area from the balcony with glass railings.

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

10.0 out of 10, Exceptional, (137)
"Everything was perfect! We all had the best vacation seeing as much of Puerto Rico as possible and relaxing in this beautiful home! "
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride
Enjoy a serene beach experience with palm trees swaying gently in the breeze.

Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride

9.6 out of 10, Exceptional, (246)
"Loves having enough bedrooms and a private pool!"
Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride
Cozy home 5 minutes to beach Fajardo is a hidden gen of Puerto Rico
Relax on the beach with a clear view of the ocean and distant shoreline.

Cozy home 5 minutes to beach Fajardo is a hidden gen of Puerto Rico

9.8 out of 10, Exceptional, (9)
"Stayed here after kayaking so we didn't have a long drive afterwards... Ok place, nothing fancy just okay. "
The price is HK$750
HK$1,571 total
includes taxes & fees
31 Aug - 1 Sept
Cozy home 5 minutes to beach Fajardo is a hidden gen of Puerto Rico
Ocean Front-Great Location
Enjoy stunning ocean views from this beachfront property, where you can relax on the sandy beach and take in the sights of the city skyline.

Ocean Front-Great Location

9.8 out of 10, Exceptional, (29)
"Great location for Luquillo, "
The price is HK$879
HK$1,966 total
includes taxes & fees
9 Aug - 10 Aug
Ocean Front-Great Location
Special Summer Price 6/30-7/25, 650/night, take advantage now, come to PARADISE
Guests can enjoy a serene beach experience with palm trees and a clear sky.

Special Summer Price 6/30-7/25, 650/night, take advantage now, come to PARADISE

9.8 out of 10, Exceptional, (97)
"My family and I stayed at this home in April. The house was lovely and clean. The beach was an easy 5 minute walk away. "
Special Summer Price 6/30-7/25, 650/night, take advantage now, come to PARADISE
"Someday Soon" Has Arrived!
Relax by the tranquil pool overlooking a lush island and calm sea, surrounded by sailboats.

"Someday Soon" Has Arrived!

9.8 out of 10, Exceptional, (68)
"Wonderful stay that provided everything we needed for a great first time in St. John. Home was clean, and bed was very comfortable. A quaint place that we would come back to. Pool and view make this a special place."
"Someday Soon" Has Arrived!
View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort
Relax on the beach with a leisurely golf cart ride.

View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

10.0 out of 10, Exceptional, (158)
"Very pleasant experience."
View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Enjoy a serene beach experience with a palm tree and gentle ocean waves.

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

10.0 out of 10, Exceptional, (145)
"Beautiful property, great communication from host, felt very safe!!"
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Exclusive Villa in Punta Cana with Maid and golf cart included
Relax in this stylish living area with a sofa, coffee tables, and a dining table.

Exclusive Villa in Punta Cana with Maid and golf cart included

9.6 out of 10, Exceptional, (7)
"Everything was just as shown in the pictures. Modern, clean & stylish. Prime location within walking distance to many restaurants, shops, & a spa. The property manager was responsive & helpful. This property is amazing, don’t miss out."
Exclusive Villa in Punta Cana with Maid and golf cart included
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Islands Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"Everything was great"
Anthonene 4-night trip
Posted 5 hours ago
Hotel Riu Montego Bay - Adults Only - All Inclusive