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Exploring Cayman Islands

5+ Bedroom Villas & Apartments

If you’ve a larger group and want to be within one home for your holiday, Grand Cayman offers a variety of luxurious homes around the island. Booking with us costs the same as booking directly and you get the benefit of our personal knowledge, recommendations, and assistance. Have a look at the options below or better yet, call (UK) 0207 112 0019 or email cayman@fleewinter.com for advice and to book your Cayman Islands holiday.

  • We guarantee our prices are the same as booking direct
  • Everything you book with us is bonded so you have full financial protection
  • Closely monitored villas and apartments ensures you get the best service
  • Most importantly, you will get personal unbiased advice from a genuine expert and we’d love to help plan your trip
  • Fully bonded ATOL protected packaged holidays, with direct flights four times a week offered by British Airways

5 Bedroom Villas

6 Bedroom Villas

7 Bedroom Villas

Grand Cayman
Glorious beaches, luxurious hotels, beautiful villas, incredible dining opportunities, blue iguanas, a bit of history and culture, a sandbar inhabited by stingrays, and an endless variety of ways to keep busy, Grand Cayman offers a beach holiday with something more than sand and sea.
Cayman Brac
Named for its breathtaking bluff, the Brac is an ideal destination for those seeking a beautiful setting with the option to get away from it all or keep busy.
Little Cayman
With a Robinson Crusoe feel, Little Cayman is the place to be if you want to get away from it all. Incredible diving, one small village, and not much else!

Your adventure starts here!

Do you fancy having a chat about 5+ Bedroom Villas & Apartments? Personally, it's one of our favourite things to talk about.

Award-winning and fully-protected holidays
Itineraries & Destinations