A sailboat on calm waters during sunset with a dramatic sky.

Cayman Islands Vacation Rentals

Compare and save
  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Cayman Islands vacation homes

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

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Grand Cayman
9.8 out of 10, Exceptional, (86 reviews)
"We had a wonderful stay. The home was spacious, very clean, and had plenty of room for our family to relax comfortably. Everything was as described, and we would gladly return in the future. Thank you!"
United States
Priya S.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

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

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!
Rum Point
10.0 out of 10, Exceptional, (57 reviews)
"A lovely rental in a great location. The host was very responsive to messages. Quiet setting with a small number of bars and restaurants in the local area."
United Kingdom
Paul M.
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One

Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One
Grand Cayman
9.8 out of 10, Exceptional, (58 reviews)
"Excellent property for our 6 family member vacation. Room sizes were great. The pool/hot tub deck were awesome. Great outdoor area for hanging out. Several awesome dining choices nearby. Would definitely recommend ad book it again"
United States
James C.
Present Moment: Family Beach House w/Pool, Spa, Free Kayak + Kid’s Suite w/Xbox One

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.8 out of 10, Exceptional, (43 reviews)
"Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place."
Canada
Mustapha
Cayman Luxury Rentals at Ocean Paradise

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

Beautiful 4-bed, 4-bath oceanfront home with a private pool and beach
West Bay
9.8 out of 10, Exceptional, (39 reviews)
"This is a gorgeous home in a great location run by a wonderful communicative host and her great on-island staff. We’ve stayed many places, and Lisa has stocked her home with everything you could possibly need from beach toys to a complete and organized kitchen."
United States
Paula D.
Beautiful 4-bed, 4-bath oceanfront home with a private pool and beach

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

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Grand Cayman
10.0 out of 10, Exceptional, (38 reviews)
"Really nice place, the pictures are great but really don’t do the property justice, it was an amazing week for us. Everything about the property was excellent. Owner checked in on us via email and was an excellent host. All I can say is if you are wanting to stay in the Rum Point area you have to consider this place, it is amazing. "
United States
Dwight K.
3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

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

The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman
10.0 out of 10, Exceptional, (81 reviews)
"Great place! Has everything you need!"
United States
Linda W.
The peace and tranquility of this cottage Works Wonders on the soul....

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Grand Cayman
10.0 out of 10, Exceptional, (31 reviews)
"All was most comfortable for our family"
United States
Lisa B.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Hidden Treasure + Little Treasure by Grand Cayman Villas

Hidden Treasure + Little Treasure by Grand Cayman Villas
Cottage
10.0 out of 10, Exceptional, (1 review)
"Wonderful home and location for a family vacation for 11 adults and five children. We all had a great time and spent a lot of time in the infinity pool. Definitely would return!"
United States
Rebecca S.
Hidden Treasure + Little Treasure by Grand Cayman Villas

Halcyon Point: New Luxurious Oceanfront Villa w/ Pool, Spa + Tanning Terrace

Halcyon Point: New Luxurious Oceanfront Villa w/ Pool, Spa + Tanning Terrace
Grand Cayman
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful house, bed linens were exceptionally comfortable. Plenty of space and well stocked for our group of 10. Good privacy! "
United States
Amy L.
Halcyon Point: New Luxurious Oceanfront Villa w/ Pool, Spa + Tanning Terrace

RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home
Cayman Brac
10.0 out of 10, Exceptional, (33 reviews)
"My wife and I were very happy with our decision to visit Cayman Brac and stay at RazorBrac SeaEsta. The home sits right at the water’s edge with unobstructed views, and the accommodations were exactly what we were hoping for—comfortable, well-appointed, and relaxing. Highly recommended."
United States
Kevin T.
RazorBrac SeaEsta - Private Beachfront Home

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very good, (31 reviews)
"Quiet and convenient, was exactly what we needed for a nights stay!!!!"
United States
Matt D.
The price is CA $197
CA $239 total
includes taxes & fees
Jul 18 - Jul 19
Slice of Paradise- 2 mins from Spotts Beach!

THE YELLOW HOUSE OF SEACLIFF RESORT HOMES

THE YELLOW HOUSE OF SEACLIFF RESORT HOMES
East End
9.8 out of 10, Exceptional, (48 reviews)
"Had a great stay at the yellow house. Had plenty of amenities and Jennie communicated great with me. Loved that they had a cooler and chairs for the beach as well. Plenty of tables to eat breakfast outside by the pool. "
United States
Eric W.
THE YELLOW HOUSE OF SEACLIFF RESORT HOMES

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
Grand Cayman
9.8 out of 10, Exceptional, (27 reviews)
"The private setting and private beach was wonderful The house was very clean and comfortable too!!"
United States
Stacy M.
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

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

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
10.0 out of 10, Exceptional, (61 reviews)
"Everything was wonderful!"
United States
nancy j.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Grand Cayman
10.0 out of 10, Exceptional, (63 reviews)
"Amazing property right on the most beautiful beach - we had the best holiday !! "
United Kingdom
Adam V.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
North Side
10.0 out of 10, Exceptional, (12 reviews)
"The house was beautiful and the host was very responsive. We enjoyed our stay. "
United States
Patricia S.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

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

Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly
West Bay
10.0 out of 10, Exceptional, (8 reviews)
"The host was very welcoming! The property itself was amazing. The outdoor area was beautiful! "
United States
Jennifer M.
Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock

Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
North Side
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful home! The snorkeling was wonderful!"
United States
Justine A.
Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock

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

Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt
Rum Point
10.0 out of 10, Exceptional, (50 reviews)
"Location is perfect for Kaibo Beach (walking distance), Starfish Beach and the glorious much visited Rum Point. If you want a low key vibe this is the area to have fun without crowds and traffic. The house has everything that you wouldn't even think of. Love love the house!"
United States
Susan A.
Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt
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
794
Accommodation
264 Vacation Homes
Lowest Price
CA $239
Highest Price
CA $239

Explore a world of travel with Expedia