Photo by Cayman Islands Department of Tourism

Vacation Homes in Cayman Islands

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Cayman Islands holiday homes

10.0 out of 10, Exceptional, (26)
"Beautiful clean spot. Would recommend. "
United States
ame j.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
9.8 out of 10, Exceptional, (19)
"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, (1)
"Our host was very responsive and answered the few questions we had in a very timely manner."
United States
STEVE K.
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Holiday Home in North Side

Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
10.0 out of 10, Exceptional, (53)
"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!"
United States
michael d.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
10.0 out of 10, Exceptional, (74)
"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, (178)
"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, (30)
"We loved our stay! The location was private and beautiful. If we visit again we will rebook this property!"
United States
Patrick H.
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.

Holiday Home in Patricks Island

Slice of Paradise- 2 mins from Spotts Beach!
8.2 out of 10, Very good, (20)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is HK$1,088
HK$1,321 total
includes taxes & fees
30 Dec - 31 Dec
Slice of Paradise- 2 mins from Spotts Beach!
9.8 out of 10, Exceptional, (71)
"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
2.0 star property
9.4 out of 10, Exceptional, (11)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
The price is HK$855
HK$1,422 total
includes taxes & fees
7 Jan - 8 Jan 2026
Country Road, Take me Home- your own Island Cottage!
9.6 out of 10, Exceptional, (47)
"We really enjoyed our stay at the Romantic Reef! The house was perfect to host our friends. The pool area/beach really made the trip! "
United States
Gina T.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
9.8 out of 10, Exceptional, (53)
"We had a great time at Seaside. It worked out very well for our family and Grand Cayman did not disappoint. "
United States
Anonymous traveller
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar
10.0 out of 10, Exceptional, (51)
"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
9.6 out of 10, Exceptional, (30)
"We loved staying at this house in the Cayman Islands. The property manager was also very kind and responsive."
United States
Jaimeson E.
Cayman Beach House sits directly on a white sand beach!

Holiday Home in George Town

Relax Enjoy and Play
9.6 out of 10, Exceptional, (18)
"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, (8)
"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.
9.2 out of 10, Wonderful, (10)
"Clean, secluded, bliss"
United States
Craig W.
Envision: Renovated Beach Villa w/ Private Pool, Jacuzzi, & Backyard Snorkeling
10.0 out of 10, Exceptional, (22)
"Beautiful house, lovely location Enjoyed by all"
United States
David S.
Tarasand: Luxurious Seaside Villa w/Designer Interiors & Barefoot Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cayman Islands Hotel Reviews

Find out more about Cayman Islands

Cayman Islands Vacation Homes information

Number of reviews
666
Accommodation
264 Vacation Homes
Lowest Price
HK$1,321
Highest Price
HK$1,422