Find Vacation Homes in Cayman Islands from $300

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Vacation Homes in Cayman Islands

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
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
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
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
2.0 star property
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!!
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
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
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
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.
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
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
10.0 out of 10, Exceptional, (74)
"This was one of our best vacations yet. I have been gifting my family with a surprise family vacation for christmas for 10 years instead of stuff.The house was great. It was well stocked, we needed nothing. Location? Perfect. The kids loved the pool and the kayaks and the fire pit where we did the s'mores that were in a basket for us upon arrival. Management was one of the best we have dealt with. We will be back for sure. "
United States
Janet D.
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
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
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!
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!
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!
Pease Bay Manor is a secluded villa on a private beach - call Cayman Villas
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
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.
$300 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
LEMONGRASS HAVEN 3 bedroom home
50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.
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.
50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.
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
Olympus Villa by Grand Cayman Villas
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
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!
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

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 $300 and $300 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 269 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
668
Accommodation
269 Vacation Homes
Lowest Price
$300
Highest Price
$300