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Vacation Homes in Cayman Islands

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Top Cities in Cayman Islands

Featured Vacation Homes in Cayman Islands

Ocean Paradise
4 out of 5
1234 Rum Point Road, North Side, Grand Cayman
Offering direct access to the beach, this North Side vacation home is 0.1 mi (0.1 km) from North Sound and within 12 mi (20 km) of Starfish Beach and Grand Cayman ...
4.8/5Exceptional! (32 reviews)
"Ocean Paradise is a great place to stay, amenities were nice, owner communication was easy, beach was nice, entire family loved location. Pool was never crowded. We felt like we had the entire place to ourselves"

Reviewed on Aug 18, 2019

Ocean Paradise
Northern Lights #5: 2-story Beachfront Oasis in North Side W/pool, Dock, & Snorkeling
Nestled on the beach, this North Side vacation home is 2 mi (3.3 km) from Barefoot Beach and 2.6 mi (4.2 km) from Mastic Trail North Trailhead. Colliers Public ...
4.9/5Exceptional! (9 reviews)
Amazing communication during a difficult time
"We unfortunately did not get to spend what would have been an incredible week at this villa in Grand Cayman due to the pandemic. But the communication we received from Grand Cayman Villas was above and beyond anything we could have anticipated. Consistent, clear, frequent emails letting us know where ..."

Reviewed on Jul 7, 2020

Northern Lights #5: 2-story Beachfront Oasis in North Side W/pool, Dock, & Snorkeling
Coco Kai Beach Front Villa With Heated Pool and Private Dock
The price is $399 per night from Jul 29 to Jul 29
Nestled on the beach, this North Side vacation home is 0.5 mi (0.7 km) from North Sound and 1.9 mi (3.1 km) from Mastic Trail North Trailhead. Cayman Kai Public ...
5/5Exceptional! (39 reviews)
A Beach house with a lot to offer
"The host and house were great. we have stayed in a few places in the area and this was our favorite. Plenty of things to do around the house plus the grocery/liquor store a short walk away. We will be staying here again!"

Reviewed on Mar 17, 2021

Coco Kai Beach Front Villa With Heated Pool and Private Dock
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Sea Beauty: Ada-friendly Island Cottage w/ 300-feet of Private Beach, Hammocks, Cabanas, & Kayak
Nestled on the beach, this East End vacation home is within 3 mi (5 km) of Mastic Trail South Trailhead, Queen Elizabeth II Botanic Park, and North Sound. Grand ...
5/5Exceptional! (32 reviews)
Perfect Winter Holiday
"This was a perfect vacation from booking until the moment we returned home. . Cathy gave us useful planning information before our arrival. When we arrived at the house, she was waiting on us. She gave us a wonderful tour of the property. Others have mentioned the welcome basket, but it has to be ..."

Reviewed on Jan 19, 2020

Sea Beauty: Ada-friendly Island Cottage w/ 300-feet of Private Beach, Hammocks, Cabanas, & Kayak
Barefoot Lagoon: Waterfront Villa W/shared Pool & Free Kayaks; Short Walk to Rum Point Beach!
Situated on the waterfront, this vacation home is steps from North Sound and Rum Point Beach. Cayman Kai Public Beach and Star Fish Point are also within 1 mi ...
4.9/5Exceptional! (24 reviews)
Island house 11
"Awesome location, very quiet..."

Reviewed on Apr 1, 2020

Barefoot Lagoon: Waterfront Villa W/shared Pool & Free Kayaks; Short Walk to Rum Point Beach!
Luxury Home Near Rum Point w/ Beachfront Pool, Spectacular Views, Sleeps up to 8
Nestled on the beach, this North Side vacation home is within 3 mi (5 km) of North Sound, Cayman Kai Public Beach, and Rum Point Beach. Star Fish Point is 3.1 ...
4.7/5Exceptional! (12 reviews)
Paradise at your doorstep
"We (family of 5) had an outstanding stay. The listing and reviews pegged the place perfectly. The house is extremely spacious and well maintained. The pool and grounds were lovely and large enough that sharing common space with 4 other houses was easy. The water there at the house can be pretty rough ..."

Reviewed on Mar 22, 2020

Luxury Home Near Rum Point w/ Beachfront Pool, Spectacular Views, Sleeps up to 8
Coconut Walk: Luxe Seven Mile Beach Estate W/private Barefoot Beachfront, Pool, & Media Den
Nestled on the beach, this Seven Mile Beach vacation home is 0.1 mi (0.1 km) from Cemetery Beach and 2.4 mi (3.8 km) from Cayman Turtle Farm. Seven Mile Beach ...
4.8/5Exceptional! (4 reviews)
Coconut Walk is gorgeous! Housekeeping wonderful.
"Basically the Villa is fantastic - the only downside was the very loud noise of the construction right next door that went on all day long. When that new house is built, that noise should go away . The beach at that end of the island is what they call “boggy sand” - you sink into it as you’re trying ..."

Reviewed on Feb 26, 2020

Coconut Walk: Luxe Seven Mile Beach Estate W/private Barefoot Beachfront, Pool, & Media Den
Seven Mile Beach Very Close Plus Lots Of Privacy! Your own 'home Away From Home'
This family-friendly West Bay resort is located by the sea, within a 10-minute walk of Seven Mile Beach and Cemetery Beach. Cayman Turtle Farm is 2.1 mi (3.4 ...
Seven Mile Beach Very Close Plus Lots Of Privacy! Your own 'home Away From Home'
Grandview 2br/2b Ocean Front Right on the Beach With Breathtaking Views of the Cayman Sunset!
Located in the heart of Seven Mile Beach, this resort is within 1 mi (2 km) of Seven Mile Beach and Camana Bay. Port of Georgetown is 1.3 mi (2.1 km) away.
Grandview 2br/2b Ocean Front Right on the Beach With Breathtaking Views of the Cayman Sunset!
Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,pool & Backyard Snorkeling
Nestled on the beach, this North Side vacation home is 2 mi (3.2 km) from Mastic Trail North Trailhead and 2.7 mi (4.4 km) from Barefoot Beach. Queen Elizabeth ...
4.5/5Wonderful! (11 reviews)
Unsafe home
"The house itself is quite nice and secluded. However, the house was broken into through dead bolted doors and we were robbed of significant amounts of cash. The house has no safe or cameras and sits far from the road. It is too secluded to be safe. We left the house after the robbery for a hotel ..."

Reviewed on Jan 25, 2020

Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,pool & Backyard Snorkeling
Beach Front Paradise Home. Luxurious Funishings!
This Tibbett's Turn vacation home is on the beach, 1.5 mi (2.5 km) from Bamboo Bay, and within 6 mi (10 km) of Long Beach and Skull Cave. Bat Cave and Peter's ...
5/5Exceptional! (18 reviews)
Paradise found is amazing
"Paradise found is amazing. The house and property is beautiful. The location is perfect. Nice and quite with pool and amazing views of ocean. The house care taker was very helpful and responsive. We will definitely be coming back."

Reviewed on Feb 5, 2020

Beach Front Paradise Home. Luxurious Funishings!
A Wave From It All - New Beach House Getaway
Situated in East End, this vacation home is 2.4 mi (3.9 km) from Grand Cayman Blow Holes and 2.9 mi (4.7 km) from Mastic Trail South Trailhead. Queen Elizabeth ...
5/5Exceptional! (3 reviews)
Gem
"A Wave from it All has everything you need for a perfect Cayman vacation. From beach chairs and coolers, water bottles and floats , everything is thoughtfully at your fingertips. The living space on the deck is magical and the beach is across the road. We loved life on the quiet side of the island ..."

Reviewed on Mar 12, 2020

A Wave From It All - New Beach House Getaway
Reef-front Double Queen With Free Diving
Located in Northwest Point, this vacation home is within a 10-minute walk of Boatswain's Beach and Cayman Turtle Farm. Dolphin Discovery and Cayman Motor Museum ...
5/5Exceptional! (1 review)
Fun time in Cayman
"Great place for a good value! Would deduct Italy stay again!"

Reviewed on Jan 13, 2020

Reef-front Double Queen With Free Diving
Savhaven - 4 Bed, 4 Bath With Pool, Sleeps 8
The price is $300 per night from Aug 4 to Aug 4
This family-friendly George Town vacation home is within 1 mi (2 km) of Pedro St. James National Historic Site, Spotts Beach, and Governor Michael Gore Bird ...
5/5Exceptional! (24 reviews)
Wonderful home!!!
"This is a beautiful home, very centrally located on the Island. It was a short drive to George Town and Seven Mile Beach and was an easy drive to Rum Point. We loved the pool and enjoyed the lanai and the grill. Loved our vacation!!!"

Reviewed on Mar 2, 2020

Savhaven - 4 Bed, 4 Bath With Pool, Sleeps 8
2 Bedroom Town House - Ground Floor Access Oceanfront
The price is $500 per night from Jul 30 to Jul 30
This family-friendly Seven Mile Beach vacation home is located by the ocean, within a 15-minute walk of Seven Mile Beach and Camana Bay. Port of Georgetown is ...
5/5Exceptional! (1 review)
haven on a perfect sandy beach
"super location superior housekeeping staff and maintence staff"

Reviewed on Jan 15, 2020

2 Bedroom Town House - Ground Floor Access Oceanfront
Luxury Home Near Rum Point w/ Beachfront Pool, Spectacular Views, Sleeps up to 8
Nestled on the beach, this North Side vacation home is within 3 mi (5 km) of North Sound, Cayman Kai Public Beach, and Rum Point Beach. Star Fish Point is 3.1 ...
4.6/5Exceptional! (11 reviews)
Great stay
"Everything was fantastic, we will be back for sure"

Reviewed on Apr 13, 2021

Luxury Home Near Rum Point w/ Beachfront Pool, Spectacular Views, Sleeps up to 8
2 Bedroom Flat - 2nd Floor Oceanfront
The price is $500 per night from Aug 1 to Aug 1
This family-friendly Seven Mile Beach vacation home is located by the ocean, within a 15-minute walk of Seven Mile Beach and Camana Bay. Port of Georgetown is ...
5/5Exceptional! (4 reviews)
Home Away From Home In Paradise
"My family and I have been vacationing in Grand Cayman for over twenty-five years. Our current "home away from home" in that Paradise is the Islands Club condo complex. In addition to being located on Seven Mile Beach in Grand Cayman, it is close to restaurants, shops, grocery store, and local transportation ..."

Reviewed on Nov 25, 2020

2 Bedroom Flat - 2nd Floor Oceanfront
THE Yellow House OF Seacliff Resort Homes
Situated in East End, this vacation home is 2.5 mi (4 km) from Grand Cayman Blow Holes and 2.9 mi (4.7 km) from Mastic Trail South Trailhead. Queen Elizabeth ...
4.9/5Exceptional! (9 reviews)
Awesome house in a great location.
"Everything worked well, was clean and comfortable. The location is perfect for either East End activities or going to Georgetown."

Reviewed on Mar 14, 2020

THE Yellow House OF Seacliff Resort Homes
Neptune's Nest by the Sea, East End
Situated on the beach, this vacation home is 0.2 mi (0.4 km) from East End Lighthouse and 1.9 mi (3 km) from Grand Cayman Blow Holes. Colliers Public Beach is ...
Neptune's Nest by the Sea, East End
The Pink Beach House - Private House and Pool Directly on the Beach, Rum Point
Nestled on the beach, this North Side vacation home is within a 10-minute walk of North Sound and Cayman Kai Public Beach. Rum Point Beach and Star Fish Point ...
4.9/5Exceptional! (71 reviews)
This is a VRBO owner you want to stay with
"Full Disclosure - we didn't get to stay here due to the pandemic. Karen is the upstanding and honest owner of a property that one would want to support during this pandemic time. She repeatedly allowed us to rebook our trip as closures extended. When all direct flights were indefinitely removed from ..."

Reviewed on Jan 6, 2021

The Pink Beach House - Private House and Pool Directly on the Beach, Rum Point
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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 $500 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 150 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.