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

Vacation Homes in Caribbean

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Our top choices for Caribbean vacation homes

1. 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 ¥14,362
¥15,654 total
includes taxes & fees
Nov 2 - Nov 3
1120 Vieques by Stay with Bear

2. 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 ¥21,339
¥27,446 total
includes taxes & fees
Oct 19 - Oct 20
150 Sol by Stay with Bear

3. 152 Sol by Stay with Bear

152 Sol by Stay with Bear
2.5 star property
Old San Juan
9.6 out of 10, Exceptional, (4 reviews)
"We had a great stay! The place was very clean, tidy, and exactly as expected. The location was perfect, and the host was very helpful and responsive. We really enjoyed our time here and would definitely stay again!"
Canada
Nicole
The price is ¥26,364
¥28,737 total
includes taxes & fees
Oct 11 - Oct 12
152 Sol by Stay with Bear

4. Private Pool House By the Beach. 3 Min Walk to Grace Bay Beach • Sleeps 4

Private Pool House By the Beach. 3 Min Walk to Grace Bay Beach • Sleeps 4
Grace Bay
10.0 out of 10, Exceptional, (69 reviews)
"It was a great place to stay. It was very clean and had all the amenities that we needed. Loved to pool. Location was great and parking was available."
United States
Kellie C.
Private Pool House By the Beach. 3 Min Walk to Grace Bay Beach • Sleeps 4

5. Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.8 out of 10, Excellent, (13 reviews)
"Very clean place The host and his Mom were very very helpful and very kind people Very fast response time with any help needed Would definitely stay there again"
United States
Douglas
Alto Vista Hills

6. Ocean Front Property With Pool. - George Town

Ocean Front Property With Pool. - George Town
Exuma
9.4 out of 10, Exceptional, (50 reviews)
"Beautiful views, kayaks and paddle boards are provided to take advantage of the water. Quiet, peaceful area to unwind and relax."
United States
Jennifer P.
Ocean Front Property With Pool. - George Town

7. Residence Nokoshima

Residence Nokoshima
Fort-de-France
9.6 out of 10, Exceptional, (4 reviews)
"The apartment was very clean, a good price, but much smaller than the pictures make it look."
Canada
Karen
Residence Nokoshima

8. Coral Cove: Nearby Baha Mar, Pool & Patio, Gated, Beach Walkable

Coral Cove: Nearby Baha Mar, Pool & Patio, Gated, Beach Walkable
Cable Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great stay! "
Canada
Locke D.
The price is ¥31,995
¥64,701 total
includes taxes & fees
Oct 13 - Oct 14
Coral Cove: Nearby Baha Mar, Pool & Patio, Gated, Beach Walkable

9. NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (7 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

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

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Yabucoa
10.0 out of 10, Exceptional, (172 reviews)
"Amazing property with beach and pool amenities. This was our second time staying at this location. We love it. The only drawback, which is why we choose it, is it is located on the South side of the island and distant from most tourist items."
United States
Jason M.
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

11. Luxurious and Beautiful Isla Verde Beach house with private pool

Luxurious and Beautiful Isla Verde Beach house with private pool
Isla Verde
9.6 out of 10, Exceptional, (86 reviews)
"We loved the location and the house amenities. There are power and water struggles in San Juan, but the house had a generator and cistern."
United States
Jeannie W.
Luxurious and Beautiful Isla Verde Beach house with private pool

12. Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
Ramsey
10.0 out of 10, Exceptional, (153 reviews)
"This was our 4th trip and this house was our favorite. Amazing…"
United States
Lisa A.
Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

13. Ocean Front-Great Location

Ocean Front-Great Location
Playa Fortuna
9.8 out of 10, Exceptional, (70 reviews)
"Wonderful apartment and great beach. Close to everything. Highly recommend;"
United States
Heidi
The price is ¥17,696
¥40,107 total
includes taxes & fees
Oct 22 - Oct 23
Ocean Front-Great Location

14. Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (53 reviews)
"Excelent place in front of the ocean, beautiful property"
United States
Samary
The price is ¥19,126
¥20,464 total
includes taxes & fees
Oct 9 - Oct 10
Blue House Joyuda

15. Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Cayman Islands
9.8 out of 10, Exceptional, (68 reviews)
"Everything was perfect for our family."
United States
Nancy N.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

16. 7BR Oasis in Paradise on One Happy Island

7BR Oasis in Paradise on One Happy Island
Palm Beach
9.8 out of 10, Exceptional, (18 reviews)
"Amazing place to stay. The hostess was wonderful and very caring. We hd a great time."
United States
Michelle’s World Travel & Cruises
7BR Oasis in Paradise on One Happy Island

17. Blue Hues! Secluded Exuma Beachfront + Private Pool / Whole-House Generator

Blue Hues! Secluded Exuma Beachfront + Private Pool / Whole-House Generator
George Town
10.0 out of 10, Exceptional, (248 reviews)
"Outstanding rental…we loved every minute in this beautiful house with its stunning views. Would highly recommend!"
United States
Samantha C.
Blue Hues! Secluded Exuma Beachfront + Private Pool / Whole-House Generator

18. BeauSoleil Beach House, Luxury Private Ocean Front with Infinity Pool/Hot Tub

BeauSoleil Beach House, Luxury Private Ocean Front with Infinity Pool/Hot Tub
Exuma
10.0 out of 10, Exceptional, (128 reviews)
"Fantastic property on an absolutely gorgeous stretch of beach! We loved our stay and would highly recommend to anyone looking for a 5 star experience in Exuma. "
United States
Michael P.
BeauSoleil Beach House, Luxury Private Ocean Front with Infinity Pool/Hot Tub

19. Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
North Side
10.0 out of 10, Exceptional, (12 reviews)
"Really enjoyed it. Couldn’t have been happier."
United States
James L.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

20. 2bedroom beach front house in soothing Río Grande with AC and salt swimming pool

2bedroom beach front house in soothing Río Grande with AC and salt swimming pool
Zarzal
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful property, great host. Our family truly enjoyed our stay."
United States
Carly M.
2bedroom beach front house in soothing Río Grande with AC and salt swimming pool
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 Vacation Homes information

Number of reviews
1,081
Accommodation
10966 Vacation Homes
Lowest Price
¥15,654
Highest Price
¥64,701

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