Holiday Homes in Cayman Islands

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Top Cities in Cayman Islands

Featured Holiday Homes in Cayman Islands

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

Grand Cayman
9.8 out of 10, Exceptional, (18)
"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

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

North Side
10.0 out of 10, Exceptional, (50)
"They had everything we needed. Pool toys, sand toys, beach towels, laundry detergent, paper towels… Beds were very comfortable. Rooms are separate enough that everyone still had a quiet space to go to if they needed a break from family. Super close to Rum Point beach. Overall great experience. "
United States
Jennifer R.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

2.0 star property
North Side
10.0 out of 10, Exceptional, (24)
"We had an amazing stay at the villa. Check in was great and easy. "
United States
Allen P.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

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

Cayman Islands
9.6 out of 10, Exceptional, (43)
"Beautiful, clean home, large beach with excellent snorkelling in front. Well appointed kitchen. Would definitely return. "
Canada
C H.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

Rumpoint
9.8 out of 10, Exceptional, (53)
"A wonderful home on the north shore. Pool, pickleball and great house made for a great week. Easy access to all of the north shore activities. "
United States
Bud E.
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

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

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

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

North Side
10.0 out of 10, Exceptional, (2)
"The Pool was large and the pool deck was gigantic! The inside of the house is absolutely gorgeous with tons of amenities, kitchen aid, blenders, espresso maker, everything you could think of for serving many people. The private beach was absolutely serene! The family can't wait to go back! Bikes, kayaks, snorkeling heard float toys, I could go on and on! Waking up in the large master looking over the deck at the glowing blue water every morning was certainly a highlight. PS5 for the kids on...
Singapore
Gary R.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

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

Grand Cayman
9.8 out of 10, Exceptional, (72)
"We enjoyed our stay so much that we rebooked Sea, Sea, Sea for 2025! "
United States
Vickie R.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
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

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

Grand Cayman
9.8 out of 10, Exceptional, (20)
"This house was in an absolutely beautiful setting. Everything that you could possibly need was provided and everything was spotless! Close to the dive shop and multiple restaurants and other fun activities. Book your stay here-you will not regret it!"
United States
Marvin Y.
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.

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

Rum Point
9.8 out of 10, Exceptional, (175)
"Perfect place to celebrate our kids graduating high school and heading off to college! Would definitely stay at the pink house again! Lounging in the hammock was the perfect start to our day!!"
United States
marie d.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

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

Rum Point
10.0 out of 10, Exceptional, (39)
"Kai Baby had all that we needed on the quiet side of the island. Low traffic, calm waters and everything in the unit was just as expected. Clean, safe, relaxing pool, kayaks, etc. "
United States
Rick B.
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island
8.2 out of 10, Very good, (20)
"Pooja is an excellent host. Stayed one night on our way to Little Cayman. Perfect. Everything we needed and excellent tea as well!"
United States
Carl
Slice of Paradise- 2 mins from Spotts Beach!

Pease Bay Manor is a secluded villa on a private beach - call Cayman Villas

Bodden Town
10.0 out of 10, Exceptional, (9)
"Wonderful, new, quiet, beachfront home perfectly suited for a large family or reunion. Very secluded with only a handful of people from adjacent properties walking along the beach on any given day. Good snorkeling right off the beach. Herons and egrets frequent the estate grounds and tide pools. Property manager is proactive and attentive. Would stay here again in a heartbeat."
United States
Jeffrey A.
Pease Bay Manor is a secluded villa on a private beach - call Cayman Villas

LEMONGRASS HAVEN 3 bedroom home

Georgetown
10.0 out of 10, Exceptional, (2)
"Really nice house, perfect for the six of us. Great location. Close to a lot of really nice beaches. Grocery stores were nearby as were a lot of good restaurants. The front porch was a great place to enjoy a morning coffee! "
United States
Kirk S.
The price is NZ$607
includes taxes & fees
12 Nov - 13 Nov
LEMONGRASS HAVEN 3 bedroom home

Private oceanfront home with wrap-around screened porch. Unique Caymanian house.

North Side
10.0 out of 10, Exceptional, (28)
"Amazing get away location with awesome views, lots of space and centrally located to many attractions. Highly recommend."
United States
Beth G.
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.

You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Fro

Gun Bay
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Fro

Olympus Villa by Grand Cayman Villas

Grand Cayman
10.0 out of 10, Exceptional, (8)
"Beautiful home and wonderful location!"
United States
Rob T.
Olympus Villa by Grand Cayman Villas

Neptune's Nest by the Sea, East End

East End
10.0 out of 10, Exceptional, (20)
"Great setup and amenities for a great price "
United States
jobern
Neptune's Nest by the Sea, East End

Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!

North Side
10.0 out of 10, Exceptional, (92)
"Very peaceful side of the island and close to rum point and starfish beaches. Views and private beach were fantastic. Would highly recommend this place!"
United States
Michael D.
Villa Esprit – Stunning 3 Bedroom Beachfront Villa in North Side with pool!
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
669
Accommodation
269 Holiday Homes
Lowest Price
NZ$607
Highest Price
NZ$607