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

Search Vacation Homes in Caribbean Islands

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Caribbean Islands vacation homes

A wooden deck with a blue wall, a sofa, and two chairs with yellow cushions.

1. OASIS GRANDE ANSE

OASIS GRANDE ANSE
Deshaies
The price is ￥13,027
￥23,329 total
includes taxes & fees
Nov 8 - Nov 9
OASIS GRANDE ANSE
A swimming pool with a modern building in the background.

2. Villa Mar

Villa Mar
2.5 star property
Punta Cana
10.0 out of 10, Exceptional, (1 review)
"Muchas gracias todo estubo bien pendiente a los mensajes y responden rápido lo recomiendo"
United States
Ransel
The price is ￥11,641
￥13,736 total
includes taxes & fees
Nov 3 - Nov 4
Villa Mar
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
9.6 out of 10, Exceptional, (55 reviews)
"Excelent place in front of the ocean, beautiful property"
United States
Samary
The price is ￥17,595
￥18,826 total
includes taxes & fees
Nov 1 - Nov 2
Blue House Joyuda
Interior

4. Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is ￥22,072
￥26,959 total
includes taxes & fees
Oct 31 - Nov 1
Slice of Paradise- 2 mins from Spotts Beach!
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.

5. 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 ￥21,048
￥27,073 total
includes taxes & fees
Nov 30 - Dec 1
150 Sol by Stay with Bear
An outdoor kitchen with a gas stove, sink, and stone counter.

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

"Garden" Suite near the beach and restaurants!
Ucares
9.8 out of 10, Exceptional, (97 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 ￥15,766
￥28,458 total
includes taxes & fees
Oct 31 - Nov 1
"Garden" Suite near the beach and restaurants!
A modern bedroom with a large bed, bedside tables with lamps, a wardrobe, and an air conditioning unit.

7. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (198 reviews)
"Amazing stay"
United States
Stanley
The price is ￥14,985
￥19,274 total
includes taxes & fees
Nov 2 - Nov 3
1120 Vieques by Stay with Bear
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

8. 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 ￥18,446
￥45,032 total
includes taxes & fees
Oct 31 - Nov 1
Sophisticated Beach Condo-Ocean View-Sapphire
A wooden deck with a hammock and a chair, overlooking a body of water and hills.

9. 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 ￥32,951
￥60,751 total
includes taxes & fees
Nov 2 - Nov 3
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
A beach with a wooden pier, lounge chairs, and jet skis.

10. 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 ￥23,649
￥99,326 total
includes taxes & fees
Oct 31 - Nov 1
Amazing Beachfront home the calm side of the island. Swimming & kayaking
A covered outdoor area with a wooden table and chairs, surrounded by lush greenery and a view of the landscape.

11. 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 ￥30,744
￥62,933 total
includes taxes & fees
Nov 20 - Nov 21
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
A beach with clear water, a sandy shore, and a rocky outcrop in the distance.

12. 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 ￥11,836
￥31,662 total
includes taxes & fees
Nov 2 - Nov 3
Casa vacacional en Arenales Isabela
A coastal landscape with a rocky cliff and a beach.

13. Spacious Home with Beach Gear and Outdoor Space

Spacious Home with Beach Gear and Outdoor Space
Esperanza
9.8 out of 10, Exceptional, (38 reviews)
"Cute property. Walking distance to town and a little market. Nice to have the beach chairs and beach towels. Washer and dryer were a must with beach days and snorkeling. Host was very responsive. Would stay again."
United States
Oona C.
The price is ￥27,974
￥50,152 total
includes taxes & fees
Oct 31 - Nov 1
Spacious Home with Beach Gear and Outdoor Space
A compact kitchen with white cabinets, a black refrigerator, a toaster, and a sink.

14. Casita Chiquita #1

Casita Chiquita #1
Aguadilla
9.0 out of 10, Wonderful, (50 reviews)
"The house was perfect. It’s a great place to stay if you have an early flight, as it’s conveniently located close to the airport."
United States
Maria
The price is ￥11,825
￥15,806 total
includes taxes & fees
Nov 1 - Nov 2
Casita Chiquita #1
A dining area with a table, chairs, and a mirror.

15. 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 ￥12,613
￥30,302 total
includes taxes & fees
Oct 31 - Nov 1
La Casita del Este
A kitchen with a gas stove, sink, and modern cabinetry.

16. Zeus townhouse,

Zeus townhouse,
St. John's
9.2 out of 10, Wonderful, (27 reviews)
"My husband and I enjoyed our stay here. The place is really nice and spacious and clean . "
Canada
Heather L.
The price is ￥13,401
￥17,500 total
includes taxes & fees
Nov 4 - Nov 5
Zeus townhouse,
A table with two glasses of champagne and a flower, overlooking a body of water and a grassy area.

17. Romantic Beachfront Paradise Villa with Incredible Ocean Views & Outdoor Event Space

Romantic Beachfront Paradise Villa with Incredible Ocean Views & Outdoor Event Space
Islote Arecibo
9.2 out of 10, Wonderful, (95 reviews)
"The best view in Puerto Rico!"
United States
MAGALY L.
The price is ￥21,230
￥39,435 total
includes taxes & fees
Nov 1 - Nov 2
Romantic Beachfront Paradise Villa with Incredible Ocean Views & Outdoor Event Space
A clear view of Canuck Palms beach with turquoise waters and a rocky outcrop.

18. Modern vacation home with private yard, steps to the beach and centrally located

Modern vacation home with private yard, steps to the beach and centrally located
Mt Thompson
10.0 out of 10, Exceptional, (48 reviews)
"Our family of four adults had a great stay at this home! It was so comfortable, clean and well stocked. We had everything we needed. It’s in a quiet neighborhood near a beautiful beach. We would recommend it to anyone and will be back!"
United States
Penny W.
The price is ￥43,357
￥76,150 total
includes taxes & fees
Oct 31 - Nov 1
Modern vacation home with private yard, steps to the beach and centrally located
A poolside area with lounge chairs, a wooden deck, and a view of the ocean.

19. 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 ￥38,799
￥52,818 total
includes taxes & fees
Nov 2 - Nov 3
Watermark Luxury Oceanfront All Suite Hotel
A stone-walled outdoor shower area with a metal rain showerhead.

20. 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 ￥22,072
￥30,270 total
includes taxes & fees
Nov 3 - Nov 4
Cozy one bedroom studio
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.
View all properties
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 Republica - Adults only - All Inclusive

Hotel Riu Republica - Adults only - All Inclusive

10/10 Excellent
"I’ll start by saying I would 100% come back! Everyone was super friendly and attentive, from check-in to the waitstaff and bartenders. The resort was also always clean, from the rooms to all the common areas. This is definitely a party resort, so if you’re looking for a fun vacation with great vibes, lots of energy, and amazing entertainment, this is the place to be! The entertainment provided by the hotel is 10/10. There are just a couple of things I think could be improved. First, the restaurant reservation process could be much easier. I’ve stayed at other RIU resorts where you can make reservations directly through the RIU app, but here you have to go to the restaurants in person. The lines can get really long, and if you don’t get there early enough, you might not get a reservation at all. Being able to book through the app would make things so much easier. The other thing I wasn’t a huge fan of was the gym. It felt a little outdated, and a couple of the machines weren’t working. Overall, I had an amazing time and a great experience! The friendly staff, cleanliness, and entertainment definitely made up for the few things that could be improved. I would absolutely return!"
Marelin 5-night trip
Posted less than an hour ago
Hotel Riu Republica - Adults only - All Inclusive

Find out more about Caribbean Islands

Caribbean Islands Vacation Homes information

Number of reviews
845
Accommodation
172 Vacation Homes
Lowest Price
￥13,736
Highest Price
￥99,326