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Vacation Homes in Cayman Islands

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Top Cities in Cayman Islands

Vacation HomesVacation Homes

Seven Mile Beach

Seven Mile Beach

Vacation Homes in Cayman Islands

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

Vacation Home in North Side

2.0 star property
10.0 out of 10, Exceptional, (25)
"Home is as beautiful as the photos. Karen was great to work with; very quick to respond and resolve any small issues that came up.Truely a very relaxing vacation, with the Ocean right out the back door.Thank you Karen, for making our Cayman Island vacation a flawless one. We hope to return."
United States
Tom M.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Property grounds
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Vacation Home in Grand Cayman

9.8 out of 10, Exceptional, (19)
"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
Pool
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Vacation Home in Rum Point

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
Outdoor pool, sun loungers
Ocean Paradise

Vacation Home in North Side

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
Indoor pool, outdoor pool
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Vacation Home in North Side

10.0 out of 10, Exceptional, (52)
"We have stayed in houses all around the world, and Coral Vista is the best house ever! The pool was tremendous, as was the arcade and movie room. The beds were comfortable, and the owner thought of everything, including air freshener in the bathrooms. Everything was perfect!"
United States
michael d.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
On the beach, sun loungers, beach towels
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Vacation Home in 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
Property grounds
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Vacation Home in Rum Point

9.8 out of 10, Exceptional, (176)
"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, sun loungers, beach towels
50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.

Vacation Home in North Side

10.0 out of 10, Exceptional, (28)
"My husband and I along with our two adult children stayed at this property for 7 nights. Our trip was centered around scuba diving. We like to stay on the North side for the quiet and access to diving. This place is perfect for that, but it’s also so comfortable and well-maintained. We really felt like we ere alone in our own little paradise."
United States
Jean and Glenn P.
50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.
Property grounds
Slice of Paradise- 2 mins from Spotts Beach!

Vacation Home in Patricks Island

8.2 out of 10, Very Good, (20)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
The price is SAR 525
SAR 638 total
includes taxes & fees
1 Jan - 2 January 2026
Slice of Paradise- 2 mins from Spotts Beach!
Pool
KAIBOSH 9 to 5 Waterfront Condo at Rum Point

Vacation Home in Rum Point

9.8 out of 10, Exceptional, (71)
"Great location on Bio Bay, across the street from Rum Point. Easy bike ride to Starfish Bay, and Kaibo restaurant. Clean, well equipped, comfortable beds. Great access to pool and kayaks for the bay."
United States
Sara B.
KAIBOSH 9 to 5 Waterfront Condo at Rum Point
Sun loungers, beach towels
Country Road, Take me Home- your own Island Cottage!

Vacation Home in Savannah

2.0 star property
9.2 out of 10, Wonderful, (9)
"Clean room, lovely host. Good directions finding the house and keys "
Canada
Deborah
The price is SAR 413
SAR 683 total
includes taxes & fees
8 Dec - 9 Dec
Country Road, Take me Home- your own Island Cottage!
Property grounds
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Vacation Home in Cayman Islands

9.6 out of 10, Exceptional, (44)
"We really enjoyed our stay at the Romantic Reef! The house was perfect to host our friends. The pool area/beach really made the trip! "
United States
Gina T.
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

Vacation Home in Rumpoint

9.8 out of 10, Exceptional, (53)
"We had a great time at Seaside. It worked out very well for our family and Grand Cayman did not disappoint. "
United States
Anonymous traveler
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar
On the beach, sun loungers, beach towels
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Vacation Home in Grand Cayman

10.0 out of 10, Exceptional, (47)
"This property was even more beautiful than the pictures. The beach area was quiet and serene, and we loved taking the kayaks out every morning. The property comes with everything you need, including snorkel gear, bikes, and various beach floats. The home itself is beautifully decorated and welcoming. We’re looking forward to coming back soon."
United States
Jamie W.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Pool
Relax Enjoy and Play

Vacation Home in George Town

9.6 out of 10, Exceptional, (18)
"We stayed nine days and discovered the island from this extremely clean and well-appointed apartment with pleasant interior and covered terrace with BBQ. Good AC and ceiling fans securing nice indoor ambiance. "
Austria
Jens Nicolai P.
Relax Enjoy and Play
Beach nearby
Quiet, private nature retreat with pool and ocean views.

Vacation Home in Old Man Bay

10.0 out of 10, Exceptional, (8)
"Spacious and well stocked house in a beautiful quiet area. Very comfortable for a party of 5.Great location off the beaten path. Thank you to our hosts for great communication and adaptability. "
United States
Maria V.
Quiet, private nature retreat with pool and ocean views.
Property grounds
Beach Cottage w/ Kayaks, Snorkeling & A/C Glass Living Room by the Ocean!

Vacation Home in Grand Cayman

10.0 out of 10, Exceptional, (1)
"Piece of Mine is simply an island paradise. From the moment we arrived at the property we were met by Tia who was amazing. She showed us everything about the house and the property. Tia's knowledge of the property and the island was tremendous. Tia and Harriet truly make you feel like home. The house and the beachfront property are first class and they have thought of every detail. Harriet's fruit cake was a great touch too and so delicious. The house was super clean, and the bed was uber...
United States
christopher u.
Beach Cottage w/ Kayaks, Snorkeling & A/C Glass Living Room by the Ocean!
Outdoor pool
Serene 3 Bedroom Home with Saltwater Pool & Gardens

Vacation Home in Savannnah

10.0 out of 10, Exceptional, (10)
"We enjoyed the house and the island. Would definitely recommend this property. "
United States
Alexis O.
Serene 3 Bedroom Home with Saltwater Pool & Gardens
Outdoor pool
Minutes From 7 Mile Beach

Vacation Home in West Bay

9.8 out of 10, Exceptional, (13)
"The apartment is full of small details that made the whole stay a joy!"
United States
Norman C.
Minutes From 7 Mile Beach
4 bedrooms, desk, iron/ironing board, travel crib
Rum& Little Barron Villa: Your North Side Haven-Beach, Ocean, Garden Views!

Vacation Home in North Side

2.0 star property
10.0 out of 10, Exceptional, (2)
"Little Baron is a great in law suite! Pool is huge. Beautiful property! "
United States
James L.
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

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

10/10 Excellent
"Room was spotless. Great amenities."
Jose 3-night trip
Posted 2 days ago
Governors Village Seven Mile Beach Corridor