Vacation Homes in Cayman Islands

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Top Cities in Cayman Islands

Compare 268 Vacation Homes in Cayman Islands with updated reviews, rates, and availability.

Slice of Paradise- 2 mins from Spotts Beach!

8.8 out of 10, Excellent, (16)
"Excellent stay. Very peaceful and easy instructions "
The price is SAR 526
SAR 642 total
includes taxes & fees
13 Apr - 14 Apr
Slice of Paradise- 2 mins from Spotts Beach!

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

9.8 out of 10, Exceptional, (167)
"Loved the quiet and private beach, hammock, and spectacular sunrises. Two local cats came to say hello every day on the porch, and were quite friendly. Very quick drive to Rum Point and Kaibo. Did find some trash (plastic mostly) on a public beach access point nearby that would float our way, and there is alot of seaweed growing in the water (bring swim shoes). The maintenance team did clean up the beach twice a week, which kept the sand clear. The property manager was responsive and helpful."
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

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

10.0 out of 10, Exceptional, (32)
"The house is perfect! Absolute best location to enjoy yourself in Grand Cayman! We arrived late at night (flight delayed) and check in was a breeze! Front porch lit up so it was easy to see what we were doing! Clean and comfortable accommodations that had everything you would need. It was very nice that some food and drinks and condiments/spices are left in the house and fridge. The bikes and paddleboards are in excellent condition. The pool is perfect with comfortable chairs and couch. ...
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

10.0 out of 10, Exceptional, (56)
"This was our second time staying at Tides End. We just love this house! The view, the pool, the kitchen! Highly recommended!!"
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Villa Mora: Luxe Beachfront Villa w/ Backyard Snorkeling, Pool, Spa + Outdoor Kitchen

10.0 out of 10, Exceptional, (12)
"Great setting, very relaxing, thoroughly enjoyable"
Villa Mora: Luxe Beachfront Villa w/ Backyard Snorkeling, Pool, Spa + Outdoor Kitchen

Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

9.6 out of 10, Exceptional, (4)
"The communication with staff and management were excellent - very responsive. The house itself is a gem, from the hi tech equipment, pool, hot tub, movie theatre, grill to the quiet and private location, it stands out amongst any other properties. There are also nice touches like a pool table,indoor/outdoor music system as well surprisingly the kitchen table, chairs and wall picture are a downgrade compared to the rest of the house. The only downsides are drive time to downtown are easily 45...
Stepping Stone / 4 BR East End Luxury Ocean & Beach Front Pool Villa w/ Dock

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise

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

2.0 star property
10.0 out of 10, Exceptional, (13)
"This location had everything our multi-generational family need for our 2 week stay. The house was super clean and well stocked. The property manger answered all of my questions promptly. The location was quiet and right on the beach. The kids played in the sand and ocean everyday and the snorkeling was so fun! Would recommend!! "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (63)
"This property is wonderful for families. There were 15 of us. Ages 7-70. Wonderful amenities at the house and great places nearby. We fished, kayaked, had family dinners on the porch, snorkeled, swam and the movie room was great. Let's Bait a Hook a great place to get fishing gear for rent etc. groceries near - expensive but very convenient. The property managers were very responsive and respectful. "
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

9.8 out of 10, Exceptional, (47)
"Great stay, wonderful house. "
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai

9.8 out of 10, Exceptional, (9)
"The condo was very spacious and modernized. Having our own pool was a luxury, and the patio was where we basically lived for the week. Loved having the ferry to the west end available within a short walk. We ate at the restaurant and enjoyed drinks at the bar. It was our second visit to the Pools and we are happy we returned. One small suggestion is that the finish on the glazed bathroom sinks could be reworked."
Pools of the Kai 10: Beach House w/ Private Pool Atrium, Free Kayak & More in Cayman Kai

Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas

9.4 out of 10, Exceptional, (32)
"The villa is as advertised for the most part. It is a vary laid back setting and beautiful area. The villa is very clean and well stocked. The outside can use some TLC. There were lattice dividers missing outside along the patio. There is a small Weber charcoal grill on the patio. However, there was no charcoal or grill tools. A grill brush would be nice so guests can clean the grill after use.We kayaked and snorkeled along the reef just about every day. Not a good area for just swimming. Water...
Mahogany Point 2 – A Beachfront Townhouse by Cayman Villas

Nautilus One – A Beachfront Condo on Seven Mile Beach

10.0 out of 10, Exceptional, (33)
"This 7 mile beach rental was nothing short of amazing! Spent the week relaxing and snorkeling sea side. Plenty of sand and beach to enjoy at this location, Nautilus 1. Paddle board provided for your enjoyment as well as plenty of beach chairs and towels. Tons of beautiful fish just off your beach along the shore line to see and if you are adventurous then you can snorkel out to the reef. The house has everything you could need including friendly staff that can assist with anything you need...
Nautilus One – A Beachfront Condo on Seven Mile Beach

2 Min to Beach - Home on Canal w/ Pool & Gym

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a great time and the house is central to everything. Would definitely stay again next time we head down "
2 Min to Beach - Home on Canal w/ Pool & Gym

Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

10.0 out of 10, Exceptional, (26)
"the home was beautiful and away from the bustle of the tourist. great for a low key, quiet family get away."
Luxurious 2 Bdr Beachfront Villa - Coral Beach House - Excellent Cayman value!

RazorBrac SeaEsta - Private Beachfront Home

10.0 out of 10, Exceptional, (25)
"First time to Cayman Brac and had a wonderful time. The house was exactly as the listing. Well stocked with everything you need and more. Shore entry in front was difficult, we did not try it with scuba gear, but did swim and snorkel. We did shore dives on the rest of the island and it was great. Hanging out on the hammocks and balcony, feet from the water was amazing."
RazorBrac SeaEsta - Private Beachfront Home

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

10.0 out of 10, Exceptional, (61)
"The house was perfect for our stay as a family. There were 10 of us and there was plenty of room. Everything was clean when we arrived. The kitchen was perfect for preparing meals and sitting around the island to talk. The back patio is the place to be! "
The peace and tranquility of this cottage Works Wonders on the soul....

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

9.6 out of 10, Exceptional, (29)
"All 9 of us absolutely loved our stay. The view and the beach was amazing!! Communication with the host was great. The house had everything we needed, the kitchen was well stocked, lots of beach towels, chairs and snorkeling masks. We would highly recommend Reef Romance and hope to return soon! "
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

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

10.0 out of 10, Exceptional, (40)
"This vacation was FANTASTIC!!! Our family enjoyed every second of our stay. It was right on the beach and the beach was nearly empty most days! The water was perfect and very calm. We had everything we needed from kitchen supplies, to beach toys! The kayaks were so fun! Paddle over to starfish point! The house was spotless and very comfortable. Thank you for the most relaxing spring break for our senior twins and our whole family. It could not have been more relaxing! Thank you!!"
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Ocean's Edge: Beachfront Home with Rooftop Views

10.0 out of 10, Exceptional, (5)
"Everything was perfect. Lots of space, great snorkeling. My 16 year old loved tanning on roof top. We used the kayaks and paddle boards. We will definitely be regulars. Looking to book same time next year!!"
Ocean's Edge: Beachfront Home with Rooftop Views
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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