Top Vacation Homes in Cayman Islands in 2026

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Our top choices for Cayman Islands vacation homes

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

West Bay

Jennifer M.

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

Rum Point

Mark M.

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

Rum Point

Carrie R.

4. Beautiful 4-bed, 4-bath oceanfront home with a private pool and beach

West Bay

Paula D.

5. Cayman Luxury Rentals at Ocean Paradise

North Side

Mustapha

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

North Side

nancy j.

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

Grand Cayman

Kathy D.

Outdoor pool, a heated pool, sun loungers

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

Rum Point

Susan A.

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Top Cayman Islands Hotel Reviews

Grand Cayman Marriott Resort

10/10 Excellent

"Clean room, polite stuff."

Kimpton Seafire Resort + Spa by IHG

10/10 Excellent

"Excellent stay!! We loved our stay at this hotel. Hotel is beautiful, very clean. Beautiful lobby , great pool , on the beach. Excellent staff: very professional, warm and accommodating.. upon arrival , one of the members greeted us with Prosecco and punch for the children and showed us around the hotel. we arrived early and gave us an upgrade! The lobby is modern and updated - very tall ceilings throughout . decorated beautifully with paintings from a studio that is housed in the lower level. They offer a complimentary coffee bar for guests in the morning and a wine happy hour and live music in the evening - and include juice boxes for families with children. The ocean front room we had was very spacious, immaculate, tall ceilings .Beds were very comfortable .. I didn’t get to use the spa but it looked really nice . They had several restaurants on property that were very good, and also a gourmet market in the lobby that offered coffee, baked goods and amazing pastries and drinks. Our turn down service included individually wrapped freshly baked shortbread cookies that were delicious ! The valet staff brought our car up with cold waters each time. We had a great stay and I would HIGHLY RECOMMEND this hotel for a wonderful stay while in Grand Cayman."

The Locale Hotel Grand Cayman

10/10 Excellent

"The room was very clean, smelled pleasant, and was well-stocked. Breakfast was acceptable, with both included options and additional ones available for purchase. The staff was very friendly. It is close to the beach—you can walk there. There are many dining options near the hotel, all within walking distance. An excellent hotel."

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

8/10 Good

"This property is very pretty, but what really makes it is the staff. We stayed for 7 nights and did the all inclusive package. The all inclusive food is fantastic, but something to consider is that they will offer an upgrade package upon arrival (not advertised elsewhere) for certain things such as steak since importing food is very expensive. If you don’t end up upgrading packages, the other food options for the all inclusive are ALL incredible. Very very amazing staff. The concierge staff like Paul, the bar staff like Tony and Christian, are so incredibly friendly and easy to talk with, the wait staff such as Gabriella was also amazing. The manager, Lawrence, went above and beyond for us as well, reassuring us and educating us on the state of the ocean when we arrived. When we arrived, sadly, the property was suffering from an excessive amount of Sargassum, which leaves a rotten smell in the air. The hotel does its very best to clean this twice a day and removes it from the shores, however, it unfortunately made the water at the resort unsuitable for swim which was a bummer since the photos show crystal blue water. Of course, this is not within the resorts control and they do the best they can working around it and cleaning it up. We recommend renting a car if you stay here, because although the resort offers a number of activities and excursions that leave or take place directly at the resort, the best beaches are on the west side of the island about an hour out!"

Seven Mile Beach Resort & Club

8/10 Good

"I loved staying here. Super clean and spacious. The only bad thing is that I read when places see you book through orbitz they dont give you the best located room. Our room was on the 3rd floor which we had 3 flights of stairs to walk up no elevator that was the biggest thing that I didn't like. The only reason I didnt complain is because the let us check in early since we arrived early. That was amazing and really made us happy. So I didnt complain about being on the 3rd floor. It was a great little beach club we really enjoyed it and would definitely book again."

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cayman Islands vacation homes

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

2. 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

4. Beautiful 4-bed, 4-bath oceanfront home with a private pool and beach

5. Cayman Luxury Rentals at Ocean Paradise

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

7. 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

9. RazorBrac SeaEsta - Private Beachfront Home

10. Slice of Paradise- 2 mins from Spotts Beach!

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

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

13. 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

15. 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!

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

18. Hidden Treasure + Little Treasure by Grand Cayman Villas

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

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

Find vacation rentals that suit your style

Top Cayman Islands Hotel Reviews

Grand Cayman Marriott Resort

Hampton by Hilton Grand Cayman Seven Mile Beach

Kimpton Seafire Resort + Spa by IHG

Villas of the Galleon

The Locale Hotel Grand Cayman

ONE GT Grand Cayman

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

The Ritz-Carlton, Grand Cayman

Seven Mile Beach Resort & Club

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