Caribbean Islands Private Home Rentals

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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Private Holiday Homes in Caribbean Islands

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, (25)
"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
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, (55)
"Great place , perfect location ."
The Beach Pad
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
9.4 out of 10, Exceptional, (8)
"Amazing worth every penny"
Hacienda Elena Paraiso Tropical
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, (14)
"Great Place, Will Be Back Soon!"
Columbus Heights Sea View
The Cottage at Villa Indigo
Cozy living space with a sofa, ottoman, and dining area, featuring a kitchenette and natural light.

The Cottage at Villa Indigo

3.0 star property
8.8 out of 10, Excellent, (15)
"This property was a nice safe place for family of 4. It was in a more residential neighborhood. A car is a must if you are going to stay here as it's a ways from beaches and night life. There is one bar/restaurant that is walkable and was great for breakfast and drinks. It does include washer and dryer but no laundry detergent and minimal toiletries/towels. Some touches such as laundry detergent, beach chairs that you could take to beaches, and some toiletries would make it 5 stars. "
The price is S$583
includes taxes & fees
19 Jul - 20 Jul
The Cottage at Villa Indigo
4BR 14 pax Twin Villa-Bbq & private pool
Relax by the rectangular pool surrounded by a concrete border and white walls.

4BR 14 pax Twin Villa-Bbq & private pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"A+ is my assesment of this accomidation. The owner/renter went through great lengths to make my stay comfortable. Communication was excellent, the property condition was excellent. It has a full kitchen with every appliance needed! The bedrooms were excellent with a tv in every room, AC in every room and comfortable linens. It is in a gated community not far from shopping or restaurants. Plaza San Juan 5 minutes, Los Corales beach was 20 minutes. I am running out of room so I will add that I...
4BR 14 pax Twin Villa-Bbq & private pool
Casa Parcha
Stroll through the serene garden to a charming single-story retreat.

Casa Parcha

3.5 star property
9.8 out of 10, Exceptional, (29)
"Very nice place to stay."
The price is S$240
includes taxes & fees
22 Jul - 23 Jul
Casa Parcha
Playa Nueva Romana
Enjoy a tranquil beach experience surrounded by palm trees.

Playa Nueva Romana

3.5 star property
9.6 out of 10, Exceptional, (25)
"I enjoyed the privacy, kindness of people around and overall the calm culture. "
Playa Nueva Romana
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Guests can enjoy a lively atmosphere and swim in the pool surrounded by lush greenery.

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

4.0 star property
9.8 out of 10, Exceptional, (16)
"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! "
The price is S$261
includes taxes & fees
14 Aug - 15 Aug
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Eagle Vacation Home
Relax by the serene pool surrounded by lush tropical vegetation and modern architecture.

Eagle Vacation Home

4.0 star property
9.6 out of 10, Exceptional, (8)
"Nice quiet area easy walk to beach"
Eagle Vacation Home
Residencia Katya
Compact kitchen with gas stove, sink, and range hood built into a single island, featuring dark cabinets and a tiled backsplash.

Residencia Katya

3.0 star property
9.6 out of 10, Exceptional, (4)
"It was like being at home very spacious and it had everything you needed "
The price is S$69
includes taxes & fees
21 Jul - 22 Jul
Residencia Katya
Gorgeous Hideout
Relax by the resort's pool surrounded by palm trees and a sandy beach.

Gorgeous Hideout

3.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very on top on things great safe area "
Gorgeous Hideout
Taste of Paradise
Guests can enjoy a deck with two chairs, offering a view of the surrounding area.

Taste of Paradise

4.0 star property
8.4 out of 10, Very good, (36)
"Very gracious host everything was exactly as stated nice clean will definitely stay again 😊"
The price is S$400
includes taxes & fees
22 Jul - 23 Jul
Taste of Paradise
Stunning Ocean View
Enjoy a room with a sliding glass door leading to an outdoor area with a beach view.

Stunning Ocean View

4.0 star property
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
The price is S$862
includes taxes & fees
16 Aug - 17 Aug
Stunning Ocean View
2058 Espana by Stay with Bear
Private kitchen

2058 Espana by Stay with Bear

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean , location is 167 steps to the beach. I didn’t realize how close we were to the beach so that was such a nice surprise. The place is in a gated community, that closes at 6 pm. You’re able to access via the gate guard on camera. The home was perfect for the 6 of us. 3 rooms, 2 bathrooms and the living room was perfect size to hangout with everyone without feeling squished. We watched the sunrise , watched the sunset and ate at a restaurant that was 2 mins walking from the home. Walmart...
2058 Espana by Stay with Bear
Sunny-shore Hideaway
Pool

Sunny-shore Hideaway

2.0 star property
The price is S$288
includes taxes & fees
23 Jul - 24 Jul
Sunny-shore Hideaway
Puerto Rico Villa Guesthouse
Relax by the pool surrounded by a stone wall and a building with a red-tiled roof.

Puerto Rico Villa Guesthouse

3.0 star property
8.0 out of 10, Very good, (2)
"Very beautiful "
The price is S$715
includes taxes & fees
20 Jul - 21 Jul
Puerto Rico Villa Guesthouse
Sunshine Lodge- Your Home Away From Home
Enjoy breathtaking ocean views from this coastal retreat.

Sunshine Lodge- Your Home Away From Home

4.0 star property
7.4 out of 10, Good, (3)
"It was beautiful on the inside and had an amazing view of Montego Bay."
Sunshine Lodge- Your Home Away From Home
Villa Serenity by the water
Enjoy cooking in this well-equipped kitchen with a dishwasher and ample countertop space.

Villa Serenity by the water

3.5 star property
8.4 out of 10, Very good, (30)
"Nice place to stay"
The price is S$421
includes taxes & fees
25 Jul - 26 Jul
Villa Serenity by the water
Sians Starfruit Villa
Relax in a serene outdoor space with a lush lawn, lounge chairs, and a wooden bench, perfect for unwinding in a peaceful community setting.

Sians Starfruit Villa

2.0 star property
10.0 out of 10, Exceptional, (1)
"Clive and Marion were wonderful hosts. I would definitely stay with them again!"
Sians Starfruit Villa
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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