Holiday Homes in Cayman Islands

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In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Top Cities in Cayman Islands

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Seven Mile Beach

Seven Mile Beach
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West Bay

West Bay

Featured Holiday Homes in Cayman Islands

The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor dining
The peace and tranquility of this cottage Works Wonders on the soul....
10.0 out of 10, Exceptional, (66)
"Our family had a great time. We enjoyed kayaking and paddle boarding and pool time. Beaches for swimming and snorkeling are close by with many local restaurants offering good fare."
The peace and tranquility of this cottage Works Wonders on the soul....
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Outdoor dining
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
10.0 out of 10, Exceptional, (2)
"The Pool was large and the pool deck was gigantic! The inside of the house is absolutely gorgeous with tons of amenities, kitchen aid, blenders, espresso maker, everything you could think of for serving many people. The private beach was absolutely serene! The family can't wait to go back! Bikes, kayaks, snorkeling heard float toys, I could go on and on! Waking up in the large master looking over the deck at the glowing blue water every morning was certainly a highlight. PS5 for the kids on...
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Property grounds
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
9.6 out of 10, Exceptional, (41)
"Stayed for a week and had a great time. Loved location. Unlucky for us there was seaweed on this side of the island while we were there. Difficult to get in the water by the house, but enjoyed the pool and went down road to rumpoint where beaches were clear of seaweed."
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
On the beach, sun-loungers, beach towels
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
10.0 out of 10, Exceptional, (74)
"My husband and I took our children and grandchildren to the Caymen Islands for Spring Break and stayed in this wonderful home. For our family the house worked out so well. There was plenty of space, we enjoyed the pool, the Gazebo, the kayaks, and all the extras. The location was great for what we wanted to do - Rum Point, Sting Ray City, Starfish Point, Crystal Caves were all pretty close by and the ability to walk to the convenince store was fantastic. Thank you for a place that our family...
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Coco Kai Beach Front Villa with Heated Pool and Private Dock
A heated pool
Coco Kai Beach Front Villa with Heated Pool and Private Dock
10.0 out of 10, Exceptional, (90)
"Excellent place for extended family gathering. The house is spacious, well equipped, and really had no limitations in how to enjoy a beachside vacation. The manager was super-responsive to requests/questions. We had a great time there!"
Coco Kai Beach Front Villa with Heated Pool and Private Dock
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Property grounds
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
9.8 out of 10, Exceptional, (175)
"Such a great home to stay at. Location is very convenient to Rum Point, Kaibo and Starfish point. Home is equipped for cooking any meal you want. The hammock out back is a crowd pleaser. Just amazing!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Relax at Coconut Bay!
On the beach, beach towels
Relax at Coconut Bay!
10.0 out of 10, Exceptional, (30)
"We loved our condo unit in coconut bay. Really nice propery and pool. Had a nice snorkel out fromt when the waves calmed down. "
Relax at Coconut Bay!
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Outdoor pool
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
9.8 out of 10, Exceptional, (72)
"It was everything we had hoped it would be and more! House was clean and spacious. Perfect for a family of 8 Great snorkeling off the beach. Minutes from Rum Point "
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Property grounds
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
2.0 star property
10.0 out of 10, Exceptional, (24)
"The property was wonderful. Beautiful location and all as described! We look forward to returning. Snorkeling was amazing just off property and we often felt we had the beach to ourselves. "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.
On the beach, sun-loungers, beach towels
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.
10.0 out of 10, Exceptional, (28)
"My husband and I along with our two adult children stayed at this property for 7 nights. Our trip was centered around scuba diving. We like to stay on the North side for the quiet and access to diving. This place is perfect for that, but it’s also so comfortable and well-maintained. We really felt like we ere alone in our own little paradise."
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.
Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
Property grounds
Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
9.6 out of 10, Exceptional, (38)
"We had the best, most relaxing time in the Grand Cayman! The property was beautiful, clean, and in the best location. We will definitely be back!!"
Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
Beach Front Paradise Home. Luxurious Funishings!
Outdoor pool
Beach Front Paradise Home. Luxurious Funishings!
10.0 out of 10, Exceptional, (64)
"We thoroughly enjoyed our 2 week stay at Paradise Found. The home was well equipped, clean and very comfortable. The screened in porch was a plus. We have vacationed on Cayman Brac many times and Paradise Found is now one of our favorites."
Beach Front Paradise Home. Luxurious Funishings!
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Indoor pool, outdoor pool
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
10.0 out of 10, Exceptional, (49)
"We have stayed in houses all around the world, and Coral Vista is the best house ever! The pool was tremendous, as was the arcade and movie room. The beds were comfortable, and the owner thought of everything, including air freshener in the bathrooms. Everything was perfect!"
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
On the beach, sun-loungers, beach towels
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
10.0 out of 10, Exceptional, (47)
"This property was even more beautiful than the pictures. The beach area was quiet and serene, and we loved taking the kayaks out every morning. The property comes with everything you need, including snorkel gear, bikes, and various beach floats. The home itself is beautifully decorated and welcoming. We’re looking forward to coming back soon."
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
On the beach, beach towels
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
10.0 out of 10, Exceptional, (39)
"This was an easy and relaxing stay. Communication was excellent with the owners. The home had all we needed and more! "
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
Beach towels
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
9.8 out of 10, Exceptional, (41)
"We loved staying at the Yellow House. It is away from the hustle and bustle of the "tourist area" which we found to be perfect for us. Heritage Beach is rght across the street and made for beautiful sunsets. We would love to visit again! "
THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
Neptune's Nest by the Sea, East End
Outdoor pool
Neptune's Nest by the Sea, East End
10.0 out of 10, Exceptional, (20)
"This home was perfect for the 5 of us. It's a very nice quiet area. Plenty of space and had everything we needed. The pools outside were great to relax amd cool off. The owner Trish was very helpful with information on where to shop, places to eat, and things to do. Very responsive with any questions we had. She keeps the home stocked with so many supplies that were very helpful. We would definitely stay here again!"
Neptune's Nest by the Sea, East End
Olympus Villa by Grand Cayman Villas
Outdoor dining
Olympus Villa by Grand Cayman Villas
10.0 out of 10, Exceptional, (7)
"Beautiful home and wonderful location!"
Olympus Villa by Grand Cayman Villas
Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
Pool
Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
10.0 out of 10, Exceptional, (91)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful home with stunning views!! Perfect location for relaxing!"
Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
Oceanfront Oasis Home with cottage & pool
Outdoor pool
Oceanfront Oasis Home with cottage & pool
Oceanfront Oasis Home with cottage & pool
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

The Grove

The Grove

10/10 Excellent
"Christian was very helpful and communicated throughout my stay. I would highly recommend this place. "
Sara 3-night trip
Posted 3 days ago
The Grove

Find out more about Cayman Islands

Cayman Islands Holiday Homes information

Number of reviews
873
Accommodation
269 Holiday Homes
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