Holiday Homes in Cayman Islands

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

Featured Holiday Homes in Cayman Islands

Property grounds
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
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
Indoor pool, outdoor pool
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

North Side
10.0 out of 10, Exceptional, (49)
"The home was exactly as advertised, we couldn't have asked for better accommodations, the property was stunning. We all enjoyed our stay and look forward to going back "
United States
William P.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Property grounds
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

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)
"The property was wonderful. Beautiful location and all as described! We look forward to returning. Snorkeling was amazing just off property and we often felt we had the beach to ourselves. "
United States
Emily H.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Property grounds
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, (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!
Beach nearby, beach towels
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

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
Pool
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
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
Outdoor dining
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, (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.
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, (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
On the beach, sun-loungers, beach towels
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
10.0 out of 10, Exceptional, (74)
"We had the perfect vacation! The house is well appointed, taken care of, and a lot of little extra touches. The views are incredible and it is a lot of fun to just kayak and snorkel right off the beach."
United States
Trish W.
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
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, (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.
Property grounds
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, (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
On the beach, beach towels
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, (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!
Property grounds
Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island
8.2 out of 10, Very good, (20)
"I stayed here for one night to extend my stay in Grand Cayman. The place was very comfortable and convenient to find nearby stores/restaurants. Pooja and family were extremely responsive and helpful as well. Definitely recommend staying here!"
United States
James K.
Slice of Paradise- 2 mins from Spotts Beach!
On the beach
Pease Bay Manor is a secluded villa on a private beach - call Cayman Villas

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
Property grounds
LEMONGRASS HAVEN 3 bedroom home

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 €302
includes taxes & fees
9 Nov - 10 Nov
LEMONGRASS HAVEN 3 bedroom home
On the beach, sun-loungers, beach towels
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.

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

North Side
10.0 out of 10, Exceptional, (28)
"We loved our stay! The location was private and beautiful. If we visit again we will rebook this property!"
United States
Patrick H.
Private oceanfront home with wrap-around screened porch. Unique Caymanian house.
A heated pool
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Fro

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
Outdoor dining
Olympus Villa by Grand Cayman Villas

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
Outdoor pool
Neptune's Nest by the Sea, East End

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

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

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

10/10 Excellent
"Clean room and great resort"
Ramanjit 4-night trip
Posted 2 days ago
Kimpton Seafire Resort + Spa by IHG

Find out more about Cayman Islands

Cayman Islands Holiday Homes information

Number of reviews
669
Accommodation
269 Holiday Homes
Lowest Price
€302
Highest Price
€302

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