Vacation Homes in Cayman Islands

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Our top choices for Cayman Islands vacation homes

10.0 out of 10, Exceptional, (32 reviews)
"The house is amazing. Being on the North End is great as you can still get to the main part of the island for whatever you want to do but it's more peaceful at the house with great restaurants available close by. The view from the house is amazing and the hosts have everything you could want at the house including a kayak and snorkel equipment. Can't wait to go back!"
United States
Rob W.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
United States
Amy W.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was wonderful and relaxing. The condo was equipped with everything we needed. The patio/deck are was perfect. We would come back here, definitely."
United States
Ardeth H.
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Vacation Home in North Side

Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
The price is AED 2,135
AED 3,668 total
includes taxes & fees
9 Mar - 10 Mar
Ocean Paradise
10.0 out of 10, Exceptional, (53 reviews)
"Gorgeous house perfect for our family reunion"
United States
Tracy H.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful family vacation! The house and location were beautiful. We really enjoyed the pool and swimming and kayaking in the ocean right out the back door. The gazebo at the end of the dock was a great place to relax!"
United States
Melissa D.
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
9.8 out of 10, Exceptional, (182 reviews)
"My husband and I stayed here to celebrate our 4th wedding anniversary and we had a fabulous time. The house had everything you could ever need for vacation. The area is absolutely beautiful. This place is a 10/10!!!! "
United States
Morgan A.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
10.0 out of 10, Exceptional, (31 reviews)
"We loved our stay! The location was private and beautiful. If we visit again we will rebook this property!"
United States
Patrick H.
Private, quiet oceanfront home, wrap-around screened porch. Relax on 1+ acres

Vacation Home in Patricks Island

Slice of Paradise- 2 mins from Spotts Beach!
8.6 out of 10, Excellent, (24 reviews)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is AED 514
AED 624 total
includes taxes & fees
25 Feb - 26 Feb
Slice of Paradise- 2 mins from Spotts Beach!
9.8 out of 10, Exceptional, (74 reviews)
"Great location on Bio Bay, across the street from Rum Point. Easy bike ride to Starfish Bay, and Kaibo restaurant. Clean, well equipped, comfortable beds. Great access to pool and kayaks for the bay."
United States
Sara B.
KAIBOSH 9 to 5 Waterfront Condo at Rum Point
9.4 out of 10, Exceptional, (13 reviews)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is AED 404
AED 665 total
includes taxes & fees
25 Feb - 26 Feb
Country Road, Take me Home- your own Island Cottage!
9.6 out of 10, Exceptional, (50 reviews)
"The house was very nice and clean. Was perfect for 5 couples to have king size beds and on private bathrooms. "
United States
Shawn K.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
9.8 out of 10, Exceptional, (57 reviews)
"We had a great time at Seaside. It worked out very well for our family and Grand Cayman did not disappoint. "
United States
Anonymous traveler
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar
10.0 out of 10, Exceptional, (52 reviews)
"We had the best week at Garden of the Kai! The home had everything we needed and was extremely comfortable and quiet. The beach was perfect for our family and we had it to ourselves quite a bit. When we didn’t, we enjoyed getting to know a few other families. Overall it was a wonderful stay with wonderful memories made! "
United States
Kristen E.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers

Vacation Home in George Town

Relax Enjoy and Play
9.4 out of 10, Exceptional, (19 reviews)
"We stayed nine days and discovered the island from this extremely clean and well-appointed apartment with pleasant interior and covered terrace with BBQ. Good AC and ceiling fans securing nice indoor ambiance. "
Austria
Jens Nicolai P.
Relax Enjoy and Play
10.0 out of 10, Exceptional, (9 reviews)
"Spacious and well stocked house in a beautiful quiet area. Very comfortable for a party of 5.Great location off the beaten path. Thank you to our hosts for great communication and adaptability. "
United States
Maria V.
Quiet, private nature retreat with pool and ocean views.
9.4 out of 10, Exceptional, (11 reviews)
"Clean, secluded, bliss"
United States
Craig W.
Envision: Renovated Beach Villa w/ Private Pool, Jacuzzi, & Backyard Snorkeling
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful house, lovely location Enjoyed by all"
United States
David S.
Tarasand: Luxurious Seaside Villa w/Designer Interiors & Barefoot Beach
9.8 out of 10, Exceptional, (6 reviews)
"Piece of Mine is simply an island paradise. From the moment we arrived at the property we were met by Tia who was amazing. She showed us everything about the house and the property. Tia's knowledge of the property and the island was tremendous. Tia and Harriet truly make you feel like home. The house and the beachfront property are first class and they have thought of every detail. Harriet's fruit cake was a great touch too and so delicious. The house was super clean, and the bed was uber...
United States
christopher u.
Beach Cottage w/ Kayaks, Snorkeling Gear, White Sandy Beach, Turquoise Sea View!
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