Top Vacation Homes in Cayman Islands in 2026

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Our top choices for Cayman Islands holiday homes

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

Grand Cayman

josette s.

2. Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

West Bay

Jennifer M.

3. Cayman Luxury Rentals at Ocean Paradise

North Side

Mustapha

4. Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One

Grand Cayman

James C.

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

Rum Point

Paul M.

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

Grand Cayman

Linda W.

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

North Side

nancy j.

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

Rum Point

Carrie R.

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Top Cayman Islands Hotel Reviews

The Westin Grand Cayman Seven Mile Beach Resort & Spa

10/10 Excellent

"Stayed 3 times. All 3 were great. Room cleaned daily. Friendly staff. Will be back."

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

10/10 Excellent

"The staff was remarkably friendly and helpful and the food excellent. A storm had washed up massive amounts of sargasso on the beach, but they had heavy equipment out the next day clearing it. We thoroughly enjoyed our stay."

Hampton by Hilton Grand Cayman Seven Mile Beach

10/10 Excellent

"This hotel is in a very convenient location. I am headed home today and there was beach construction which was a downside but it notes a new beach is coming which is good. The beach is steps from property and the free shuttle takes you to even more beautiful beaches as well as a bunch of other places. It is very convenient and the pick up was so easy and quick. The front desk staff was friendly, knowledgeable about things to do on the island and helpful, we only did the free breakfast once but it was worth it. There are restaurants right across the street that you can enjoy but the one on property has good food, live music and the staff is very nice. The pool was small but they have a 7 foot side which I loved and the water felt amazing. The ac gets very cold. The room is nice, property clean. Besides construction on the beach my only complaint is the mosquitos are ridiculous bring and use bug spray, use it a lot. We are planning our return trip and mostly will return to the same hotel because it was great overall."

Kimpton Seafire Resort + Spa by IHG

10/10 Excellent

"We were there to celebrate our 10 year anniversary and the staff really went out of the way to congratulate us everywhere we went. I’m sure Clara at the front desk orchestrated the whole thing but where ever we went, a “Happy Anniversary!” was said and that made us feel special. All the staff were extremely hospitable and accommodating with every request. Definitely highly recommended. Thank you to Clara and Elliane for the amazing surprises they sent our way to celebrate us."

Hotel Indigo Grand Cayman by IHG

10/10 Excellent

"The entire staff at the resort was excellent. Everyone was always willing to help and was very friendly. The grounds are well maintained and the rooms are sufficiently appointed. The only complaint I would have is that it was very hot at night and the AC did not go lower than 68. Sleeping was a bit of an issue but that is a personal thing. The beds themselves are comfortable and the amenities on site are excellent. The beach is fantastic. I also wanted to give a shoutout to Martha. She was so friendly and extremely helpful."

Grand Cayman Marriott Resort

8/10 Good

"Room was very clean although I couldn't see out of one of the balcony windows because it was foggy from the inside glass . The staff was very friendly and helpful. The bar and restaurant area was very nice although I found out on my last day that the restaurant had special lunch deals that would have come in handy. There was live music or a DJ some night. Overall it was a very nice stay."

The Grand Caymanian Resort

10/10 Excellent

"This place is absolutely beautiful. It was comfortable and clean. I did not realize that this hotel was far from the downtown area, but it was very helpful that they had a shuttle that was available Monday through Friday (for free) which brought you to various locations throughout the city, the driver was amazing and he was extremely helpful when I ask questions about certain areas that were good to explore."

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Cayman Islands Vacation Homes information

Number of reviews	825
Accommodation	264 Vacation Homes
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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cayman Islands holiday homes

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

2. Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

3. Cayman Luxury Rentals at Ocean Paradise

4. Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One

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

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

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

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

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

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

11. 3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

12. RazorBrac SeaEsta - Private Beachfront Home

13. Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

14. Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

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

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

17. Willow Beach: Family Beach House w/Pool & Backyard Snorkeling; Weeklys Save Up to 20%

18. Hidden Treasure + Little Treasure by Grand Cayman Villas

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

20. Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas

Find holiday rentals that suit your style

Top Cayman Islands Hotel Reviews

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

Governors Village Seven Mile Beach Corridor

Hampton by Hilton Grand Cayman Seven Mile Beach

Kimpton Seafire Resort + Spa by IHG

Hotel Indigo Grand Cayman by IHG

The Locale Hotel Grand Cayman

Grand Cayman Marriott Resort

The Grand Caymanian Resort

Find out more about Cayman Islands

Cayman Islands Vacation Homes information

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