Photo by Anguilla Tourist Board

Holiday Homes in Caribbean Islands

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Our top choices for Caribbean Islands holiday homes

1. 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 AU$174
includes taxes & fees
10 Nov - 11 Nov
Blue House Joyuda

2. Joss location 971

Joss location 971
Le Gosier
The price is AU$216
includes taxes & fees
10 Nov - 11 Nov
Joss location 971

3. OASIS GRANDE ANSE

OASIS GRANDE ANSE
Deshaies
The price is AU$214
includes taxes & fees
12 Nov - 13 Nov
OASIS GRANDE ANSE

4. 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 AU$152
includes taxes & fees
13 Nov - 14 Nov
Zeus townhouse,

5. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (203 reviews)
"Great stay! Affordable, right near everything, super nice host!"
United States
Paulina
The price is AU$223
includes taxes & fees
6 Dec - 7 Dec
1120 Vieques by Stay with Bear

6. 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 AU$392
includes taxes & fees
12 Nov - 13 Nov
Sophisticated Beach Condo-Ocean View-Sapphire

7. 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, (69 reviews)
"Great location, easy access to property."
United States
Jose
The price is AU$216
includes taxes & fees
16 Nov - 17 Nov
150 Sol by Stay with Bear

8. 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 AU$238
includes taxes & fees
10 Nov - 11 Nov
Slice of Paradise- 2 mins from Spotts Beach!

9. SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1

SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1
Playa Sardinas II
9.0 out of 10, Wonderful, (29 reviews)
"Excellent view quiet peaceful very relaxing cold air inside had a blast "
United States
Randall
The price is AU$392
includes taxes & fees
10 Nov - 11 Nov
SPECTACULAR Ensenada View @ Villa Ilusion Villa 2 - Punta Aloe #1

10. 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 AU$528
includes taxes & fees
10 Nov - 11 Nov
SPECTACULAR Ensenada View @ Villa Ilusion Villa 3 - Punta Aloe #1

11. "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."
United States
Gladys
The price is AU$253
includes taxes & fees
10 Nov - 11 Nov
"Garden" Suite near the beach and restaurants!

12. DeJee Lodging

DeJee Lodging
3.5 star property
Ocho Rios
9.0 out of 10, Wonderful, (4 reviews)
"The facility is safe clean attractive and the rooms have everything you needed for ur comfort experience was wonderful 100/100👍"
United States
Winston
The price is AU$187
includes taxes & fees
18 Nov - 19 Nov
DeJee Lodging

13. 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 AU$358
includes taxes & fees
10 Nov - 11 Nov
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

14. 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 AU$488
includes taxes & fees
10 Nov - 11 Nov
Watermark Luxury Oceanfront All Suite Hotel

15. 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 AU$551
includes taxes & fees
16 Nov - 17 Nov
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

16. 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 AU$283
includes taxes & fees
10 Nov - 11 Nov
Casa vacacional en Arenales Isabela

17. 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 AU$272
includes taxes & fees
16 Nov - 17 Nov
Cozy one bedroom studio

18. Villa Carmin I Apt with Private Pool

Villa Carmin I Apt with Private Pool
3.5 star property
Aguadilla
8.6 out of 10, Excellent, (4 reviews)
"This place was perfect, dog friendly, convenient and close enough to beaches. The place was clean and well supplied."
United States
Elba
The price is AU$408
includes taxes & fees
10 Nov - 11 Nov
Villa Carmin I Apt with Private Pool

19. Montones Beach Apartment C-3

Montones Beach Apartment C-3
3.0 star property
Jobos
8.2 out of 10, Very good, (54 reviews)
"Excellent, awesome 👌 The best place to go vacations "
United States
Felix
The price is AU$312
includes taxes & fees
16 Nov - 17 Nov
Montones Beach Apartment C-3

20. 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 AU$686
includes taxes & fees
10 Nov - 11 Nov
Modern vacation home with private yard, steps to the beach and centrally located
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

Enjoy access to sights and activities in the surrounding area during your stay in Caribbean Islands.

A coastal landscape with a sandy beach, clear blue waters, and a stone wall in the foreground.
Photo by Anguilla Tourist Board
Open Photo by Anguilla Tourist Board