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Cayman Islands

Vacation homes in Cayman Islands · Air conditioning

87 homes published by their hosts. Enquire or book directly with the host.

Of these 87 vacation homes in Cayman Islands, 38 have a private pool, 26 sleep 10 or more, 35 have 4+ bedrooms and 20 have a workspace. Every home is listed by its host, who confirms dates and prices directly.

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87 homes · Cayman Islands

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Babylon Reef

North Side, Cayman Islands

3 bedrooms · 4 beds · 2.5 baths·sleeps 6

Babylon Reef is an oceanfront villa in North Side with a private pool, large sundeck, and shallow snorkeling access along the shoreline.

Visit host websitegrandcaymanvillas.com

Beachcomber #17

Seven Mile Beach, Grand Cayman, Cayman Islands

3 bedrooms · 5 beds · 3 baths·sleeps 7

Beachfront, third-floor corner condo on Seven Mile Beach with an oceanfront balcony, beach views, resort pool and spa access, and walking access to restaurants, bars, shops, and wellness spas.

Visit host websitegrandcaymanvillas.com

Beachcomber #18

Seven Mile Beach, Grand Cayman, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 7

Fourth-floor three-bedroom beachfront condo on Seven Mile Beach with an oceanfront balcony, resort pool and spa, and private beach access.

Visit host websitegrandcaymanvillas.com

Beachcomber #19

Seven Mile Beach, Grand Cayman, Cayman Islands

3 bedrooms · 3 beds · 3 baths·sleeps 7

Fourth-floor beachfront condo on Seven Mile Beach with an oceanfront balcony, resort pool and spa, and walking access to nearby restaurants, bars, shops, and spas.

Visit host websitegrandcaymanvillas.com

Beachcomber #21

Seven Mile Beach, Cayman Islands

2 bedrooms · 3 beds · 2 baths·sleeps 5

Beachcomber #21 is a furnished fourth-floor beachfront condo at Seven Mile Beach with elevated balcony views and access to resort facilities.

Visit host websitegrandcaymanvillas.com

Beachcomber #22

Seven Mile Beach, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 6

A furnished fourth-floor, three-bedroom condo at The Beachcomber on Seven Mile Beach.

Visit host websitegrandcaymanvillas.com

Beachcomber #23

Seven Mile Beach, Cayman Islands

3 bedrooms · 3 beds · 3 baths·sleeps 6

Beachcomber #23 is a furnished fourth-floor corner condo on Seven Mile Beach with elevated ocean views, a balcony and access to resort facilities.

Visit host websitegrandcaymanvillas.com

Beachcomber #24

Seven Mile Beach, Grand Cayman, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 8

A fifth-floor corner condo on Seven Mile Beach with oceanfront balcony views and direct beachfront access.

Visit host websitegrandcaymanvillas.com

Beachcomber #25

Seven Mile Beach, Cayman Islands

2 bedrooms · 2 beds · 3 baths·sleeps 4

Fifth-floor two-bedroom Beachcomber condo on Seven Mile Beach with an oceanfront balcony and access to resort facilities.

Visit host websitegrandcaymanvillas.com

Beachcomber #26

Seven Mile Beach, Grand Cayman, Cayman Islands

3 bedrooms · 5 beds · 3 baths·sleeps 8

Fifth-floor beachfront condo on Seven Mile Beach with elevated ocean views and an oceanfront balcony.

Visit host websitegrandcaymanvillas.com

Beachcomber #27

Seven Mile Beach, Grand Cayman, Cayman Islands

2 bedrooms · 3 beds · 2 baths·sleeps 4

A fifth-floor condo on Seven Mile Beach with elevated ocean views and access to resort amenities.

Visit host websitegrandcaymanvillas.com

Beachcomber #28 | New!

Seven Mile Beach, Grand Cayman, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 8

A furnished fifth-floor corner condo at The Beachcomber on Seven Mile Beach, with three bedroom suites, an oceanfront primary suite, and elevated ocean views.

Visit host websitegrandcaymanvillas.com

Beachcomber #33

Seven Mile Beach, Cayman Islands

2 bedrooms · 2 beds · 2 baths·sleeps 4

Beachcomber #33 is a furnished sixth-floor beachfront condominium on Seven Mile Beach for up to four guests.

Visit host websitegrandcaymanvillas.com

Beachcomber #39

Seven Mile Beach, Grand Cayman, Cayman Islands

2 bedrooms · 3 beds · 2 baths·sleeps 6

A seventh-floor penthouse unit at The Beachcomber on Seven Mile Beach, with elevated ocean views and access to the beachfront and resort amenities.

Visit host websitegrandcaymanvillas.com

Beachcomber #41

West Bay, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 6

A seventh-floor penthouse corner condo at The Beachcomber on Seven Mile Beach.

Visit host websitegrandcaymanvillas.com

Beachcomber #6

Seven Mile Beach, Grand Cayman, Cayman Islands

4 bedrooms · 5 beds · 4 baths·sleeps 9

A second-floor corner condo on Seven Mile Beach with four bedroom suites, an oceanfront balcony, shared pool access, and beachfront access.

Visit host websitegrandcaymanvillas.com

Beachcomber #8

Seven Mile Beach, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 6

Beachcomber #8 is a furnished second-floor condominium at Seven Mile Beach with oceanfront views, resort facilities and access to a private beachfront.

Visit host websitegrandcaymanvillas.com

Beachcomber #9

Seven Mile Beach, Cayman Islands

3 bedrooms · 4 beds · 3 baths·sleeps 6

Beachcomber #9 is a second-floor, three-bedroom beachfront condo at Seven Mile Beach for up to six guests.

Visit host websitegrandcaymanvillas.com

Bella Vista

East End, Cayman Islands

5 bedrooms · 7 beds · 5.5 baths·sleeps 11

Bella Vista is a five-bedroom oceanfront villa on an ironshore bluff in East End, with ocean views from all five bedrooms and ensuite bathrooms.

Visit host websitegrandcaymanvillas.com

Bit of Heaven

Rum Point, Cayman Islands

3 bedrooms · 3 baths·sleeps 8

Bit of Heaven is a three-bedroom, three-bathroom beachfront cottage in Cayman Kai with a private pool and private white-sand beachfront.

Visit host websitegrandcaymanvillas.com

Blue Moon

East End, Cayman Islands

2 bedrooms · 2 beds · 2.5 baths·sleeps 4

Blue Moon is a furnished two-bedroom beachfront cottage in East End, Grand Cayman, with ocean views and direct sandy beachfront surroundings.

Visit host websitegrandcaymanvillas.com

Blue Serenity

East End, Cayman Islands

4 bedrooms · 5 beds · 4 baths·sleeps 10

Blue Serenity is a four-bedroom villa in East End on Grand Cayman’s central south coast, offered as one whole-home stay with ocean views, a private pool, beachfront access and pickleball courts across the street.

Visit host websitegrandcaymanvillas.com

Caribe Sun 4BR

Rum Point, Cayman Islands

4 bedrooms · 5 beds · 3 baths·sleeps 8

Caribe Sun is a newly constructed four-bedroom villa in the Cayman Kai neighborhood, with a private pool, water views, and a private boat dock.

Visit host websitegrandcaymanvillas.com

Caribe Sun 5BR

Cayman Kai, Cayman Islands

5 bedrooms · 6 beds · 4 baths·sleeps 10

Caribe Sun is a newly constructed five-bedroom vacation villa in Cayman Kai, Grand Cayman, with a private pool, private boat dock and accommodation for up to 10 guests.

Visit host websitegrandcaymanvillas.com

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