Holiday Homes in Cayman Islands

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Top Cities in Cayman Islands

Our top choices for Cayman Islands holiday homes

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (39 reviews)
"This is very njce place to stay. Very calm and clean property. It is just 45 minutes away from main town but great place to stay. "
United States
Mayur
The price is AU$868
includes taxes & fees
15 June - 16 June
Cayman Luxury Rentals at Ocean Paradise

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, (57 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

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, (37 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.

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, (30 reviews)
"All was most comfortable for our family"
United States
Lisa B.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

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, (80 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....

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, (190 reviews)
"The Pink Beach House was everything it says in it's description and more! Karen was a very good host from the very first day I inquired to the very last hour of our stay. The communication and helpful recommendations made things go very smoothly. I have used VRBO properties for over 10 years regularly and I give the Pink Beach House a 10 out of 10. Thank you Karen!"
United States
Robert B.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

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, (17 reviews)
"Awesome property right on the beach. Neighborhood was very quite and private.Will definitely book again. "
United States
Rob S.
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

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, (30 reviews)
"Clean room, comfortable bed, helpful and pleasant host."
United States
Maria
The price is AU$239
includes taxes & fees
31 May - 1 June
Slice of Paradise- 2 mins from Spotts Beach!

Bioluminescent Bay Villa – Steps from Rum Point Beach + FREE Kayaks & 4 Bikes!

Bioluminescent Bay Villa – Steps from Rum Point Beach + FREE Kayaks & 4 Bikes!
Rum Point
9.8 out of 10, Exceptional, (80 reviews)
"The home is beautiful and in an ideal location, close to the beach and bay. Very comfortable accommodations!"
United States
Marcie B.
Bioluminescent Bay Villa – Steps from Rum Point Beach + FREE Kayaks & 4 Bikes!

RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home
Cayman Brac
10.0 out of 10, Exceptional, (33 reviews)
"We loved the location and the private beach. Both the owners and property managers were amazing! "
United States
Christine B.
RazorBrac SeaEsta - Private Beachfront Home

Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas

Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
Seven Mile Beach
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful location, clean house, easy reservation and communication!"
United States
Jennifer T.
Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas

Hidden Treasure + Little Treasure by Grand Cayman Villas

Hidden Treasure + Little Treasure by Grand Cayman Villas
Cottage
Hidden Treasure + Little Treasure by Grand Cayman Villas

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

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
10.0 out of 10, Exceptional, (59 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, (81 reviews)
"We had a great stay. The house was perfect for our group of 10! We would recommend this house to others. "
United States
Kathy D.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Grand Cayman
10.0 out of 10, Exceptional, (36 reviews)
"Great location - away from the hustle and bustle of George Town. "
United States
Michael H.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock
North Side
9.8 out of 10, Exceptional, (99 reviews)
"Great stay! We had a family gathering with seven adults and loved the gathering space and the multiple master suites! Great ocean views! Very responsive staff and great communication! We would stay here again!!"
United States
Dan B.
Coco Kai Beach Front Villa with Heated Pool and Private Dock

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Cayman Islands
9.6 out of 10, Exceptional, (58 reviews)
"The host was very responsive and helpful prior to our trip and during our stay. The layout of the house provided excellent group space for fun and dining as well as privacy for all at night. There was good snorkeling literally in the backyard, as well as activities and grocery within a few miles."
United States
Gabrielle S.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

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, (47 reviews)
"Superb property and serene location "
United Kingdom
Patrick R.
Carolina Kai - Beautiful LUXURY villa private beach near Rum Point & Starfish Pt

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, (21 reviews)
"Great property…Great amenities…Great views… Excellent restaurants nearby… More than enough room everywhere we turned. Our family of 15 had some great experiences during Christmas Week… Far Tortuga is tops!"
United States
Joseph H.
Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock

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 AU$2,296
includes taxes & fees
3 June - 4 June
Cayman Bliss - Beachfront house private Pool & Beach Sleeps 8 Family-Friendly
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
1,049
Accommodation
279 Holiday Homes
Lowest Price
AU$239
Highest Price
AU$2,296

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