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Holiday Homes in Cayman Islands

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Our top choices for Cayman Islands holiday 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. 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, (58 reviews)
"A lovely rental in a great location. The host was very responsive to messages. Quiet setting with a small number of bars and restaurants in the local area."
United Kingdom
Paul M.
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

3. 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, (194 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

4. Newly updated luxury 4-bed, 4-bath villa with private pool and beach

Newly updated luxury 4-bed, 4-bath villa with private pool and beach
West Bay
9.8 out of 10, Exceptional, (41 reviews)
"This is a gorgeous home in a great location run by a wonderful communicative host and her great on-island staff. We’ve stayed many places, and Lisa has stocked her home with everything you could possibly need from beach toys to a complete and organized kitchen."
United States
Paula D.
Newly updated luxury 4-bed, 4-bath villa with private pool and beach

5. 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

6. 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)
"Everything was wonderful!"
United States
nancy j.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

7. 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)
"This house was perfect for our family! Loved that there was a bathroom with every bedroom. Loved the openness of kitchen and living room. Love that there was a kayak, bikes, snorkel gear, anything and everything you can think of. Sunsets at rum point were amazing! Beautiful, core memories were made and we are so appreciative."
United States
josette s.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

8. 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

9. RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home
Cayman Brac
10.0 out of 10, Exceptional, (33 reviews)
"My wife and I were very happy with our decision to visit Cayman Brac and stay at RazorBrac SeaEsta. The home sits right at the water’s edge with unobstructed views, and the accommodations were exactly what we were hoping for—comfortable, well-appointed, and relaxing. Highly recommended."
United States
Kevin T.
RazorBrac SeaEsta - Private Beachfront Home

10. 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 €151
includes taxes & fees
14 Aug - 15 Aug
Slice of Paradise- 2 mins from Spotts Beach!

11. 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)
"Great place! Has everything you need!"
United States
Linda W.
The peace and tranquility of this cottage Works Wonders on the soul....

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)
"Amazing property right on the most beautiful beach - we had the best holiday !! "
United Kingdom
Adam V.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

13. 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.

14. Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock
North Side
9.8 out of 10, Exceptional, (103 reviews)
"Very clean and perfect for a large group"
United States
Jason F.
Coco Kai Beach Front Villa with Heated Pool and Private Dock

15. 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, (38 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!!

16. 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, (64 reviews)
"The host was very responsive and helpful prior to our trip and during our stay. The layout of the house provided excellent group space for fun and dining as well as privacy for all at night. There was good snorkeling literally in the backyard, as well as activities and grocery within a few miles."
United States
Gabrielle S.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

17. 3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Grand Cayman
10.0 out of 10, Exceptional, (40 reviews)
"Everything about our stay was fantastic. The property manager even came and jumpstarted our rental car for us within 10 minutes as we were trying to make it to the airport. "
United States
Colleen b.
3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

18. Hidden Treasure + Little Treasure by Grand Cayman Villas

Hidden Treasure + Little Treasure by Grand Cayman Villas
Cottage
10.0 out of 10, Exceptional, (1 review)
"Wonderful home and location for a family vacation for 11 adults and five children. We all had a great time and spent a lot of time in the infinity pool. Definitely would return!"
United States
Rebecca S.
Hidden Treasure + Little Treasure by Grand Cayman Villas

19. Parrot ise 4BR Oceanfront Villa - Pool, Tiki Bar & Secluded Beach

Parrot ise 4BR Oceanfront Villa - Pool, Tiki Bar & Secluded Beach
Rum Point
9.8 out of 10, Exceptional, (57 reviews)
"We loved the house and the quiet area. It was perfect"
United States
Tessa P.
Parrot ise 4BR Oceanfront Villa - Pool, Tiki Bar & Secluded Beach

20. Dockside Getaway Spacious 4 Bedroom Waterfront Retreat Stylish and Comfortable

Dockside Getaway Spacious 4 Bedroom Waterfront Retreat Stylish and Comfortable
North Sound Estates
Dockside Getaway Spacious 4 Bedroom Waterfront Retreat Stylish and Comfortable
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

Find out more about Cayman Islands

Cayman Islands Holiday Homes information

Number of reviews
829
Accommodation
265 Holiday Homes
Lowest Price
€151
Highest Price
€151

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