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Cayman Islands Vacation Rentals

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Our top choices for Cayman Islands vacation homes

1. 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

2. 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, (66 reviews)
"Everything was perfect for our family."
United States
Nancy N.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

3. Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (16 reviews)
"Great location’"
Canada
Renee M.
The price is CA $152
CA $248 total
includes taxes & fees
Sep 14 - Sep 15
Country Road, Take me Home- your own Island Cottage!

4. 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)
"The house was beautiful and the host was very responsive. We enjoyed our stay. "
United States
Patricia S.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

5. Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
Rum Point
10.0 out of 10, Exceptional, (59 reviews)
"This was an unforgettably pleasant experience! We couldn't have chosen a better place to unwind, relax and enjoy what was a truly splendid vacation! Would recommend this spot anyone interested in a relaxing getaway."
United States
Mark M.
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

6. Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt

Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt
Rum Point
10.0 out of 10, Exceptional, (51 reviews)
"Location is perfect for Kaibo Beach (walking distance), Starfish Beach and the glorious much visited Rum Point. If you want a low key vibe this is the area to have fun without crowds and traffic. The house has everything that you wouldn't even think of. Love love the house!"
United States
Susan A.
Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt

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!!!!"
United States
Matt D.
The price is CA $193
CA $234 total
includes taxes & fees
Sep 10 - Sep 11
Slice of Paradise- 2 mins from Spotts Beach!

8. CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
10.0 out of 10, Exceptional, (63 reviews)
"Was the most fantastic vacation, house was amazing."
United States
Laurie S.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

9. Beach House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub

Beach House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub
Grand Cayman
8.0 out of 10, Very good, (1 review)
"The house was great and very well maintained. The beach, views, and kayaks were amazing. Our only suggestion would be to run the hot tub for a longer part of the day/night."
United States
Eric S.
Beach House ~ Beachfront Retreat with Kayaks, Pool & Hot Tub

10. Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.8 out of 10, Exceptional, (43 reviews)
"Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place."
Canada
Mustapha
Cayman Luxury Rentals at Ocean Paradise

11. The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.8 out of 10, Exceptional, (196 reviews)
"Perfect little beach house and great pool!"
United States
Carrie R.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

12. Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Grand Cayman
10.0 out of 10, Exceptional, (65 reviews)
"Great location for a peaceful stay !"
United States
Mitchell B.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

13. Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Grand Cayman
10.0 out of 10, Exceptional, (40 reviews)
"I cannot say enough great things about this property. The management team worked with us on changing dates when our flights were cancelled and made it so seamless and stress free. The house was beautiful. 10/10 would stay again!"
United States
Jordan C.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

14. Coral Kai: Rum Point Villa on Sandy Shores with Fabulous Backyard Snorkeling

Coral Kai: Rum Point Villa on Sandy Shores with Fabulous Backyard Snorkeling
Grand Cayman
9.4 out of 10, Exceptional, (31 reviews)
"Very nice, would stay again"
United States
Charles B.
Coral Kai: Rum Point Villa on Sandy Shores with Fabulous Backyard Snorkeling

15. Scuba & Family Home - Sleeps 9 in CoconutBay - DreamCayman

Scuba & Family Home - Sleeps 9 in CoconutBay - DreamCayman
Northwest Point
Scuba & Family Home - Sleeps 9 in CoconutBay - DreamCayman

16. Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
Rum Point
10.0 out of 10, Exceptional, (7 reviews)
"Nice place. Would go back anytime"
Canada
Mathieu
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

17. *BEACHFRONT* New Renovations - Pool/Cinema/Putting Green

*BEACHFRONT* New Renovations - Pool/Cinema/Putting Green
Northside
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at Windsong. The views are absolutely beautiful from the back yard, and lots of privacy as well. Plenty to do from snorkelling, kayaks, horseshoes and bonfires on the beach, a putting green, and our personal favorite, the private dock. Inside, the kids loved the arcade games in their room and the movie theatre. The area (North Side) is really laid back with hardly any traffic. There are a few good restaurants within a 5 minute drive. There is a small grocery/liquor...
United States
Megan E.
*BEACHFRONT* New Renovations - Pool/Cinema/Putting Green

18. Family Townhouse Minutes to 7Mile Beach

Family Townhouse Minutes to 7Mile Beach
George Town
10.0 out of 10, Exceptional, (4 reviews)
"Great place - great location !! Perfect for our stay!!"
United States
Sean D.
The price is CA $185
CA $447 total
includes taxes & fees
Sep 8 - Sep 9
Family Townhouse Minutes to 7Mile Beach

19. The peace and tranquility of this cottage Works Wonders on the soul....

The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman
10.0 out of 10, Exceptional, (83 reviews)
"Property was lovely Nicely furnished clean beautiful location on the beach Pool was nice"
United States
Kim F.
The peace and tranquility of this cottage Works Wonders on the soul....

20. SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Grand Cayman
9.8 out of 10, Exceptional, (87 reviews)
"We enjoyed the north side of the island. Its slower and quieter pace made it very relaxing. The house accommodated our family of nine very well!!!! We cooked and grilled at the house easily. We used the snorkel equipment and enjoyed the reefs right at our beach!! We also used the bikes and had fun biking to rum point! Thanks for a great stay"
United States
Joy H.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
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 Cayman Islands Hotel Reviews

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Cayman Islands Vacation Homes information

Number of reviews
670
Accommodation
259 Vacation Homes
Lowest Price
CA $234
Highest Price
CA $447

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