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Find Vacation Homes in Cayman Islands from $170

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Top Cities in Cayman Islands

Our top choices for Cayman Islands vacation homes

10.0 out of 10, Exceptional, (26)
"Beautiful clean spot. Would recommend. "
United States
ame j.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
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
10.0 out of 10, Exceptional, (1)
"Our host was very responsive and answered the few questions we had in a very timely manner."
United States
STEVE K.
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Vacation Home in North Side

Ocean Paradise
4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
$1,011 nightly
The price is $1,106
Jan 14 - Jan 15, 2026
Total with taxes and fees
Ocean Paradise
10.0 out of 10, Exceptional, (53)
"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
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
9.8 out of 10, Exceptional, (178)
"My husband and I stayed here to celebrate our 4th wedding anniversary and we had a fabulous time. The house had everything you could ever need for vacation. The area is absolutely beautiful. This place is a 10/10!!!! "
United States
Morgan A.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
10.0 out of 10, Exceptional, (29)
"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.
Private, quiet oceanfront home, wrap-around screened porch. Relax on 1+ acres

Vacation Home in Patricks Island

Slice of Paradise- 2 mins from Spotts Beach!
8.2 out of 10, Very Good, (20)
"Excellent stay. Very peaceful and easy instructions "
Canada
raymond
$170 nightly
The price is $170
Jan 1 - Jan 2, 2026
Total with taxes and fees
Slice of Paradise- 2 mins from Spotts Beach!
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
2.0 star property
9.4 out of 10, Exceptional, (11)
"The Shower and 5g internet stood out. It was a very pleasant stay "
United States
Cody
$183 nightly
The price is $183
Jan 7 - Jan 8, 2026
Total with taxes and fees
Country Road, Take me Home- your own Island Cottage!
9.6 out of 10, Exceptional, (46)
"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!
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
10.0 out of 10, Exceptional, (48)
"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
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers
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 !

Vacation Home in George Town

Relax Enjoy and Play
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
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.
9.2 out of 10, Wonderful, (10)
"Clean, secluded, bliss"
United States
Craig W.
Envision: Renovated Beach Villa w/ Private Pool, Jacuzzi, & Backyard Snorkeling
10.0 out of 10, Exceptional, (22)
"Beautiful house, lovely location Enjoyed by all"
United States
David S.
Tarasand: Luxurious Seaside Villa w/Designer Interiors & Barefoot 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

Price trends for hotels in Cayman Islands

Less expensive
More expensive
Next month
October
February
$756
Month
Price
January
$756
February
$761
March
$729
April
$578
May
$468
June
$534
July
$565
August
$469
September
$438
October
$424
November
$484
December
$426
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Cayman Islands. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $1,106 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
663
Accommodation
264 Vacation Homes
Lowest Price
$170
Highest Price
$1,106