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

Holiday Homes in Cayman Islands

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Top Cities in Cayman Islands

A coastal city with a beach, clear blue waters, and a distant ship.
Holiday HomesHoliday Homes

Seven Mile Beach

Seven Mile Beach
An aerial view of a coastal town with a large body of water, green hills, and a highway.
Holiday HomesHoliday Homes

West Bay

West Bay

Our top choices for Cayman Islands holiday homes

Exterior

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!
Outdoor dining

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, (192 reviews)
"Perfect little beach house and great pool!"
United States
Carrie R.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Outdoor pool, a heated pool, pool loungers

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
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.
Outdoor dining

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....
On the beach, sun-loungers, beach towels

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, (62 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
Outdoor pool

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, (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.
Newly updated luxury 4-bed, 4-bath villa with private pool and beach
Smart TV, Netflix, Hulu, books

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

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
Property grounds

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
Property grounds

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
Outdoor pool

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
Beach towels

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!
Property grounds

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.
Outdoor pool

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
On the beach, sun-loungers, beach towels

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)
"Everything was as pictured and our family had a great time. There are some small details that could be attended to. It would be nice of the manager, who was very responsive btw, could come and visit the home. The pool was fabulous, we loved the theater room too. We really liked the location. "
United States
Amy B.
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Interior

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, (20 reviews)
"Was an amazing house!"
United States
Elizabeth E.
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
Outdoor pool

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
Beach nearby, sun-loungers, beach towels

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Savannah
10.0 out of 10, Exceptional, (71 reviews)
"Our stay at Savhaven was exceptional.   Claude greeted us upon arrival and  provide us with a tasty jerk chicken meal!  We were all pleasantly surprised and grateful. The house was spotless, spacious, well stocked and had all the amenities to make our stay comfortable. Our grandkids especially love swimming in the pool at night. The house is centrally located, only minutes away from the grocery store, restaurants, beaches.  If you looking for a great place to stay, look no further...this is the...
Canada
Ruby
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
4 bedrooms, desk, iron/ironing board, travel cot

Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!

Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!
North Side
9.0 out of 10, Wonderful, (6 reviews)
"The house and location are beautiful. The host was responsive and very accomodating. We would return to this property for sure."
United States
Anonymous traveller
Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden 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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Top Cayman Islands Hotel Reviews

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

10/10 Excellent
"The hotel is very clean and the staff very friendly"
Arline 3-night trip
Posted 2 hours ago
Hotel Indigo Grand Cayman by IHG

Find out more about Cayman Islands

Cayman Islands Holiday Homes information

Number of reviews
938
Accommodation
264 Holiday Homes
Lowest Price
Highest Price

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