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Find Vacation Homes in Cayman Islands from $170

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Top Cities in Cayman Islands

Vacation Homes in Cayman Islands

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

2.0 star property
North Side
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!!

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

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

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

Ocean Paradise

4.0 star property
North Side
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
$983 nightly
The price is $1,068
Nov 30 - Dec 1
Total with taxes and fees
Ocean Paradise

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

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

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

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

50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.

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.

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island
8.2 out of 10, Very Good, (20)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
$170 nightly
The price is $170
Dec 18 - Dec 19
Total with taxes and fees
Slice of Paradise- 2 mins from Spotts Beach!

KAIBOSH 9 to 5 Waterfront Condo at Rum Point

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

Country Road, Take me Home- your own Island Cottage!

2.0 star property
Savannah
9.0 out of 10, Wonderful, (8)
"Excellent host excellent home"
United States
Nathan
$182 nightly
The price is $182
Dec 2 - Dec 3
Total with taxes and fees
Country Road, Take me Home- your own Island Cottage!

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

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!

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

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

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

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

Cayman Beach House - New Swimming Pool !

East End
9.6 out of 10, Exceptional, (30)
"We loved staying at this house in the Cayman Islands. The property manager was also very kind and responsive."
United States
Jaimeson E.
Cayman Beach House - New Swimming Pool !

Relax Enjoy and Play

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

Quiet, private nature retreat with pool and ocean views.

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.

Beach Cottage w/ Kayaks, Snorkeling & A/C Glass Living Room by the Ocean!

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!

Serene 3 Bedroom Home with Saltwater Pool & Gardens

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

Minutes From 7 Mile Beach

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
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

Booking Tips to Find the Best Cayman Islands Vacation Homes


How much does it cost to rent a vacation home in Cayman Islands?

You can find incredible Cayman Islands vacation homes for all types of budgets: between $170 and $1,068 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Cayman Islands?

If you are looking for a great deal on your vacation home in Cayman Islands, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Cayman Islands?

There are 264 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Cayman Islands?

Begin by entering your trip dates to see what type of Cayman Islands rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Cayman Islands?

Booking Cayman Islands vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Cayman Islands rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Cayman Islands along with your vacation property, into a Cayman Islands vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Cayman Islands Vacation Homes information

Number of reviews
651
Accommodation
264 Vacation Homes
Lowest Price
$170
Highest Price
$1,068