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Our top choices for Caribbean Islands holiday homes
1. 150 Sol by Stay with Bear
150 Sol by Stay with BearOld San Juan
8.6 out of 10, Excellent, (67 reviews)
"Great location, easy access to property."
Jose
The price is HK$1,044
HK$1,342 total
includes taxes & fees
2 Dec - 3 Dec
2. Blue House Joyuda
Blue House JoyudaCabo Rojo
9.6 out of 10, Exceptional, (55 reviews)
"Excelent place in front of the ocean, beautiful property"
Samary
The price is HK$875
HK$937 total
includes taxes & fees
22 Nov - 23 Nov
4. OASIS GRANDE ANSE
OASIS GRANDE ANSEDeshaies
The price is HK$651
HK$1,166 total
includes taxes & fees
8 Nov - 9 Nov
5. 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 . "
Heather L.
The price is HK$667
HK$808 total
includes taxes & fees
15 Nov - 16 Nov
6. Sophisticated Beach Condo-Ocean View-Sapphire
Sophisticated Beach Condo-Ocean View-SapphireSmith 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."
Michael
The price is HK$918
HK$2,045 total
includes taxes & fees
10 Nov - 11 Nov
7. 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!!!!"
Matt D.
The price is HK$1,098
HK$1,279 total
includes taxes & fees
10 Nov - 11 Nov
8. "Garden" Suite near the beach and restaurants!
"Garden" Suite near the beach and restaurants!Ucares
9.8 out of 10, Exceptional, (98 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."
Gladys
The price is HK$784
HK$1,353 total
includes taxes & fees
14 Nov - 15 Nov
9. 1120 Vieques by Stay with Bear
1120 Vieques by Stay with BearSanturce
9.2 out of 10, Wonderful, (203 reviews)
"Great stay! Affordable, right near everything, super nice host!"
Paulina
The price is HK$883
HK$1,135 total
includes taxes & fees
6 Dec - 7 Dec
10. 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!!"
Adilene Y.
The price is HK$1,530
HK$2,982 total
includes taxes & fees
19 Nov - 20 Nov
11. SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1Culebra
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. "
Adriana G.
The price is HK$1,640
HK$2,874 total
includes taxes & fees
6 Nov - 7 Nov
12. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Jhadano Villa 3BR Pool Shuttle 3 Mins to BeachFalmouth 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! "
Marcia
The price is HK$501
HK$1,928 total
includes taxes & fees
30 Nov - 1 Dec
13. Cozy one bedroom studio
Cozy one bedroom studioSea 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."
LEHANG
The price is HK$1,098
HK$1,436 total
includes taxes & fees
19 Nov - 20 Nov
14. Casita Chiquita #1
Casita Chiquita #1Aguadilla
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."
Maria
The price is HK$588
HK$653 total
includes taxes & fees
1 Dec - 2 Dec
15. Watermark Luxury Oceanfront All Suite Hotel
Watermark Luxury Oceanfront All Suite HotelCabarete
8.8 out of 10, Excellent, (104 reviews)
"We had a great time staying at the watermark!"
KIRSA
The price is HK$1,931
HK$2,628 total
includes taxes & fees
6 Nov - 7 Nov
16. Spacious Home with Beach Gear and Outdoor Space
Spacious Home with Beach Gear and Outdoor SpaceEsperanza
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."
Oona C.
The price is HK$1,582
HK$2,577 total
includes taxes & fees
25 Nov - 26 Nov
17. 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 locatedMt 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!"
Penny W.
The price is HK$2,267
HK$3,711 total
includes taxes & fees
8 Nov - 9 Nov
18. Amazing Beachfront home the calm side of the island. Swimming & kayaking
Amazing Beachfront home the calm side of the island. Swimming & kayakingExuma
10.0 out of 10, Exceptional, (70 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."
Kimberly H.
The price is HK$1,177
HK$4,942 total
includes taxes & fees
7 Nov - 8 Nov
19. Casa vacacional en Arenales Isabela
Casa vacacional en Arenales IsabelaIsabela
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"
Jaime
The price is HK$549
HK$1,526 total
includes taxes & fees
8 Nov - 9 Nov
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.
Learn more about Caribbean Islands
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Photo by Anguilla Tourist Board
Open Photo by Anguilla Tourist Board