A beach with clear turquoise water, white sand, and palm trees.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Caribbean Islands vacation homes

A spacious dining area with a long wooden table and four black chairs, a large green plant, and a view of a white building with arches.

1. 150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.6 out of 10, Excellent, (66 reviews)
"Great location, easy access to property."
United States
Jose
The price is AED 518
AED 666 total
includes taxes & fees
25 Oct - 26 Oct
150 Sol by Stay with Bear
A hotel room with two beds, a nightstand, and a wall-mounted string of decorative leaves.

2. Villa Mar

Villa Mar
2.5 star property
Punta Cana
The price is AED 277
AED 327 total
includes taxes & fees
11 Oct - 12 Oct
Villa Mar
A modern bedroom with a large bed, bedside tables with lamps, a wardrobe, and an air conditioning unit.

3. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (192 reviews)
"Amazing stay"
United States
Stanley
The price is AED 377
AED 411 total
includes taxes & fees
2 Nov - 3 Nov
1120 Vieques by Stay with Bear
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

4. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is AED 430
AED 1,049 total
includes taxes & fees
11 Oct - 12 Oct
Sophisticated Beach Condo-Ocean View-Sapphire
A beach with a wooden pier, lounge chairs, and jet skis.

5. Amazing Beachfront home the calm side of the island. Swimming & kayaking

Amazing Beachfront home the calm side of the island. Swimming & kayaking
Exuma
10.0 out of 10, Exceptional, (69 reviews)
"Wonderful property, view is stunning, beach and water area is great. Outdoor kitchen area was a hit for us. We loved it, we would most definitely stay again."
United States
Kimberly H.
The price is AED 496
AED 2,242 total
includes taxes & fees
31 Oct - 1 Nov
Amazing Beachfront home the calm side of the island. Swimming & kayaking
A stone-walled outdoor shower area with a metal rain showerhead.

6. Cozy one bedroom studio

Cozy one bedroom studio
Sea Rocks
9.8 out of 10, Exceptional, (10 reviews)
"Great place with washer and dryer. Really close to Shoal Bay. Best French bakery near apartment."
United States
LEHANG
The price is AED 514
AED 705 total
includes taxes & fees
21 Oct - 22 Oct
Cozy one bedroom studio
A poolside area with lounge chairs, a wooden deck, and a view of the ocean.

7. Watermark Luxury Oceanfront All Suite Hotel

Watermark Luxury Oceanfront All Suite Hotel
4.0 star property
Cabarete
8.8 out of 10, Excellent, (104 reviews)
"We had a great time staying at the watermark!"
United States
KIRSA
The price is AED 977
AED 1,324 total
includes taxes & fees
11 Oct - 12 Oct
Watermark Luxury Oceanfront All Suite Hotel
A beach with clear turquoise water, palm trees, and a few people.

8. Colinas del Atlantico Vacational House 1st Floor

Colinas del Atlantico Vacational House 1st Floor
3.5 star property
Isabela
9.0 out of 10, Wonderful, (36 reviews)
"We enjoyed how spaciuos and clean the property is. Highly recommend!!!!"
United States
Chris and Devon
The price is AED 279
AED 742 total
includes taxes & fees
25 Oct - 26 Oct
Colinas del Atlantico Vacational House 1st Floor
A beach scene with two people running.

9. 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
10.0 out of 10, Exceptional, (21 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 AED 110
AED 760 total
includes taxes & fees
17 Oct - 18 Oct
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
A balcony with a view of a marina and the sea.

10. Top of the Hill Blue Sunshine

Top of the Hill Blue Sunshine
Parham Town
10.0 out of 10, Exceptional, (14 reviews)
"Great location with an amazing view, our host was really nice and helpful with places to go and visit. Super clean, we recommend this place 100% !"
United States
aurelie A.
The price is AED 735
AED 1,260 total
includes taxes & fees
11 Oct - 12 Oct
Top of the Hill Blue Sunshine
A beach with clear turquoise water, rocky shoreline, and palm trees.

11. Kas di Amor: Ocean Views, Walk Downtown, Amazing House Reef, 2 Bedroom House

Kas di Amor: Ocean Views, Walk Downtown, Amazing House Reef, 2 Bedroom House
Playa
10.0 out of 10, Exceptional, (31 reviews)
"Great place for the two of us. Quiet, super convenient, pleasant in every aspect ! Would highly recommend & absolutely stay again."
United States
Andrea L.
The price is AED 546
AED 720 total
includes taxes & fees
11 Oct - 12 Oct
Kas di Amor: Ocean Views, Walk Downtown, Amazing House Reef, 2 Bedroom House
A covered outdoor area with a wooden table and chairs, surrounded by lush greenery and a view of the landscape.

12. Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
Bravos de Boston
9.8 out of 10, Exceptional, (31 reviews)
"Was very clean and host was very responsive and respectful!!! Will definitely stay here again!!"
United States
Adilene Y.
The price is AED 735
AED 1,478 total
includes taxes & fees
11 Oct - 12 Oct
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
An aerial view of a beach resort with a clear blue sea, a sandy beach, and a building with a blue roof.

13. Great Location, beautiful home on the water,beach, pool and top amenities

Great Location, beautiful home on the water,beach, pool and top amenities
Georgetown
10.0 out of 10, Exceptional, (104 reviews)
"Great location. Awesome place for kids to have plenty to do. Very responsive communication and gave us tons of advice on all the things to do down there. Jack and his team were easy to work with. "
United States
Adam B.
The price is AED 643
AED 2,757 total
includes taxes & fees
22 Oct - 23 Oct
Great Location, beautiful home on the water,beach, pool and top amenities
A balcony with a view of a swimming pool and the ocean.

14. BTS5

BTS5
3.0 star property
Montego Bay
BTS5
A wooden deck with a hammock and a chair, overlooking a body of water and hills.

15. SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
Culebra
9.0 out of 10, Wonderful, (66 reviews)
"Perfect place for my family. Had what we needed. Location and everything we need to enjoy our vacation. "
United States
Adriana G.
The price is AED 889
AED 1,505 total
includes taxes & fees
21 Oct - 22 Oct
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
A dining area with a table, chairs, and a mirror.

16. La Casita del Este

La Casita del Este
Fajardo
10.0 out of 10, Exceptional, (11 reviews)
"Excellent place but location is a bit out of the way."
United States
Kristina M.
The price is AED 327
AED 745 total
includes taxes & fees
11 Oct - 12 Oct
La Casita del Este
A coastal landscape with a rocky cliff and a beach.

17. Spacious Home with Beach Gear and Outdoor Space

Spacious Home with Beach Gear and Outdoor Space
Esperanza
10.0 out of 10, Exceptional, (37 reviews)
"Such a wonderful home! Location was perfect, home was clean and had all the amenities, would stay here again easily."
United States
Jill K.
The price is AED 629
AED 1,151 total
includes taxes & fees
13 Oct - 14 Oct
Spacious Home with Beach Gear and Outdoor Space
An outdoor kitchen with a gas stove, sink, and stone counter.

18. "Garden" Suite near the beach and restaurants!

"Garden" Suite near the beach and restaurants!
Ucares
9.8 out of 10, Exceptional, (96 reviews)
"Host was very accesible and communicative and worked proactively to fix inconvenience. The power was out in the vicinity upon arrival but property had solar panels so that was a plus."
United States
Gladys
The price is AED 441
AED 749 total
includes taxes & fees
12 Oct - 13 Oct
"Garden" Suite near the beach and restaurants!
A beach with waves approaching the shore.

19. Taste of Paradise

Taste of Paradise
4.0 star property
Nassau
8.4 out of 10, Very good, (39 reviews)
"Great stay"
United States
Abiola
The price is AED 524
AED 1,141 total
includes taxes & fees
11 Oct - 12 Oct
Taste of Paradise
A beach with clear water, a sandy shore, and a rocky outcrop in the distance.

20. Casa vacacional en Arenales Isabela

Casa vacacional en Arenales Isabela
3.5 star property
Isabela
9.0 out of 10, Wonderful, (50 reviews)
"The property was nice and clean quiet area had everything included inside the house sent you air and the bedrooms were nice"
United States
Jaime
The price is AED 347
AED 825 total
includes taxes & fees
12 Oct - 13 Oct
Casa vacacional en Arenales Isabela
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 Islands Hotel Reviews

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

10/10 Excellent
"Best family trip ever! Didn’t even need to leave the resort since everything was there! Definitely going back!"
Catherine 5-night trip
Posted 1 hour ago
Grand Hyatt Baha Mar