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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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Caribbean vacation homes

A modern bedroom with a large bed, bedside tables with lamps, a wardrobe, and an air conditioning unit.

1. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (178 reviews)
"Clean property... close to almost anything in touristy part of san juan"
United States
Amanda
1120 Vieques by Stay with Bear
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.

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, (64 reviews)
"Great location !Parking sucks , if you drive park on one of the parking garage"
United States
Amy
The price is ￥20,006
￥25,731 total
includes taxes & fees
Sep 27 - Sep 28
150 Sol by Stay with Bear
A dining area with a wooden table, white chairs, and a ceiling fan.

3. Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (49 reviews)
"Excelent place in front of the ocean, beautiful property"
United States
Samary
The price is ￥20,649
￥22,094 total
includes taxes & fees
Sep 13 - Sep 14
Blue House Joyuda
A living room with a sofa, a TV, a lamp, and a painting on the wall.

4. 152 Sol by Stay with Bear

152 Sol by Stay with Bear
2.5 star property
Old San Juan
9.4 out of 10, Exceptional, (3 reviews)
"10/10 , buen location, centrico y cerca de restaurantes y cerca de los Bares y la vida nocturna."
United States
Joedh
The price is ￥29,358
￥32,000 total
includes taxes & fees
Sep 13 - Sep 14
152 Sol by Stay with Bear
A compact kitchen with a washing machine, a toaster, and a fruit plate on the counter.

5. 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
A swimming pool with lounge chairs and palm trees, surrounded by buildings and a clear sky.

6. NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (6 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
A clear swimming pool surrounded by palm trees and a fence.

7. Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!
Zarzal
10.0 out of 10, Exceptional, (205 reviews)
"Wonderful stay! Will be back again! Everything you need for an amazing vacation with pool and easy access to beach! "
United States
Chris D.
Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!
A compact kitchen with white cabinets, a built-in refrigerator, a toaster, and a coffee maker.

8. Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!

Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
Aguadilla
8.8 out of 10, Excellent, (53 reviews)
"Excellent experience. The host was very nice. Love the location. Relax"
United States
Rebeca
The price is ￥14,608
￥18,806 total
includes taxes & fees
Sep 8 - Sep 9
Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
A poolside area with lounge chairs and a cabana overlooking a clear blue sea.

9. Luxury beachfront home, Heated private pool, Five King suites w/ ensuite baths!

Luxury beachfront home, Heated private pool, Five King suites w/ ensuite baths!
Georgetown
10.0 out of 10, Exceptional, (66 reviews)
"Great host, amazing support, amazing house, great location. They have everything you could want and need! We will be back."
United States
mike b.
Luxury beachfront home, Heated private pool, Five King suites w/ ensuite baths!
A modern building with a staircase leading to a door, surrounded by greenery and white railings.

10. Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.6 out of 10, Excellent, (12 reviews)
"Good room, perfect for 2 people(the suite we got) Pretty clean, AC was nice No laundry at facility- I think maybe adding a drying rack would be nice :). Other than that everything went very smooth and it was very fun"
United States
Jacob
Alto Vista Hills
A bedroom with a large bed, a chair, a small table, and a view of the beach through a sliding door.

11. 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
A beach with clear turquoise water, a sandy shore, and wooden deck chairs under blue umbrellas.

12. 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, (68 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
A modern living room with a grey sofa set, a white coffee table, and a kitchen area in the background.

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

Coral Cove: Nearby Baha Mar, Pool & Patio, Gated, Beach Walkable
Cable Beach
9.8 out of 10, Exceptional, (7 reviews)
"Great stay! "
Canada
Locke D.
The price is ￥28,580
￥61,289 total
includes taxes & fees
Sep 7 - Sep 8
Coral Cove: Nearby Baha Mar, Pool & Patio, Gated, Beach Walkable
A beach with a wooden pier, lounge chairs, and jet skis.

14. 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, (68 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 ￥20,907
￥97,015 total
includes taxes & fees
Sep 7 - Sep 8
Amazing Beachfront home the calm side of the island. Swimming & kayaking
A covered outdoor seating area with a view of the ocean, a pool, and lounge chairs.

15. Ocean Front Property With Pool. - George Town

Ocean Front Property With Pool. - George Town
Exuma
9.4 out of 10, Exceptional, (49 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
A pool with a view of a beach and ocean.

16. Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
George Town
10.0 out of 10, Exceptional, (247 reviews)
"Book it!"
United States
Ryan S.
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
A bedroom with a large window overlooking a beach.

17. Villa SeaClusion

Villa SeaClusion
Farmer's Hill
9.6 out of 10, Exceptional, (61 reviews)
"Very nice home , the rugs in floor are not fantastic but not horrible ! Would stay again for sure . Great location and home was just as described ! "
United States
Martin S.
Villa SeaClusion
A clear blue pool surrounded by palm trees and lounge chairs, with a view of the ocean.

18. Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
9.0 out of 10, Wonderful, (59 reviews)
"Amazing stay! Clean, staff was so nice and helpful"
United States
Antonio
Playa Nueva Romana
A poolside area with lounge chairs and umbrellas, overlooking the ocean.

19. Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly
West Bay
10.0 out of 10, Exceptional, (8 reviews)
"The host was very welcoming! The property itself was amazing. The outdoor area was beautiful! "
United States
Jennifer M.
Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly
A modern kitchen with a central island, stainless steel appliances, and two bar stools.

20. Home away II

Home away II
Cangrejo Arriba
9.0 out of 10, Wonderful, (30 reviews)
"Everything was wonderful at the property. The entire place was clean. I would definitely recommend this place."
United States
Delroy
The price is ￥15,719
￥35,389 total
includes taxes & fees
Sep 7 - Sep 8
Home away II
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

Comfort Suites Paradise Island

Comfort Suites Paradise Island

10/10 Excellent
"Would stay again. Always recommend to others"
Christopher 5-night trip
Posted 7 hours ago
Comfort Suites Paradise Island

Find out more about Caribbean

Caribbean Vacation Homes information

Number of reviews
1,276
Accommodation
11299 Vacation Homes
Lowest Price
￥18,806
Highest Price
￥97,015

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