Holiday Homes in Cayman Islands

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Top Cities in Cayman Islands

Our top choices for Cayman Islands holiday homes

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!

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.

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.8 out of 10, Exceptional, (41 reviews)
"Nice property!"
United States
Jeff
Cayman Luxury Rentals at Ocean Paradise

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

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.8 out of 10, Exceptional, (191 reviews)
"The view was amazing! And we loved our own "private" beach right off the pool deck on the quiet Northside . The communication with the property manager was excellent. We would definitely stay here again."
United States
Marla W.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Newly updated luxury 4-bed, 4-bath villa with private pool and beach

Newly updated luxury 4-bed, 4-bath villa with private pool and beach
West Bay
9.8 out of 10, Exceptional, (37 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.
Newly updated luxury 4-bed, 4-bath villa with private pool and beach

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, (61 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

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

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, (49 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

Dive, Relax & Explore 3BR Condo Near Cayman’s Best Dive Sites

Dive, Relax & Explore 3BR Condo Near Cayman’s Best Dive Sites
Northwest Point
9.8 out of 10, Exceptional, (9 reviews)
"My family and I had a great time loved the condo great place to stay- owner was responsive- "
United States
Doreen P.
Dive, Relax & Explore 3BR Condo Near Cayman’s Best Dive Sites

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
Rum Point
10.0 out of 10, Exceptional, (7 reviews)
"Nice place. Would go back anytime"
Canada
Mathieu
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

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

RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home
Cayman Brac
10.0 out of 10, Exceptional, (33 reviews)
"Lovely house - clean and nicely decorated. Very good amenities. Balcony is the perfect spot to gaze at the water. View from the hammock is also wonderful. "
Canada
Michelle K.
RazorBrac SeaEsta - Private Beachfront Home

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!

THE YELLOW HOUSE - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!
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 - WE ARE BACK FROM HIATUS - STEPS TO THE BEACH!

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)
"Comfortable house for two small families. Great location if you’re looking for a quieter, less “touristy” experience. Host was very easy to work with and accomidating. Would stay again. "
United States
Colby P.
The peace and tranquility of this cottage Works Wonders on the soul....

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

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
10.0 out of 10, Exceptional, (60 reviews)
"Gorgeous house perfect for our family reunion"
United States
Tracy H.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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, (84 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

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Northside
9.8 out of 10, Exceptional, (83 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

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
Grand Cayman
10.0 out of 10, Exceptional, (19 reviews)
"Was an amazing house!"
United States
Elizabeth E.
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

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, (7 reviews)
"The host was very welcoming! The property itself was amazing. The outdoor area was beautiful! "
United States
Jennifer M.
The price is NZ$3,101
includes taxes & fees
1 July - 2 July
Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly

Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (15 reviews)
"Great location’"
Canada
Renee M.
The price is NZ$322
includes taxes & fees
29 June - 30 June
Country Road, Take me Home- your own Island Cottage!
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

Find out more about Cayman Islands

Cayman Islands Holiday Homes information

Number of reviews
896
Accommodation
276 Holiday Homes
Lowest Price
NZ$322
Highest Price
NZ$2,904

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