We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers: Windows: Internet Explorer, Mozilla Firefox. Mac: Safari.

Grand Cayman Holiday Rentals

Search Grand Cayman Holiday Rentals

Clear dates

Advanced Search

Recommended by Travellers

[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
Caymanease, Grand Cayman
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 5
Caymanease is a brand new, oceanfront villa located in the North Side of Grand Cayman. This villa sleeps 8 and offers 3 bedrooms and 3 and 1/2 baths, an ...
  • Nightly
    --
  • Weekly
    £1,926 - £3,310
  • Monthly
    --
Contact Owner
Nightly rate from
£226
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Beautiful 2 Bedroom 2 Bath privately owned Condo located right on World Famous Seven Mile Beach. Nicely appointed in Beach Cottage Style, you will have views ...
  • Nightly
    £226 - £331
  • Weekly
    --
  • Monthly
    --
Management: Verified owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 3
Looking for a peaceful, relaxing Caribbean vacation experience in a beautiful beach-front spot that’s easy to reach? Come find it at “Kai Kotch.” It’s a ...
  • Nightly
    --
  • Weekly
    --
  • Monthly
    --
Contact Owner
Nightly rate from
£105
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 1
Get away from it all at "Rum and Kai", at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home ...
  • Nightly
    £105 - £199
  • Weekly
    £722 - £1,384
  • Monthly
    --
Contact Owner
Nightly rate from
£105
Management: Verified Plus owner
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Location: Cayman Kai, North Shore, Grand Cayman, Cayman Islands, Caribbean (Beachfront, Cayman Kai, Kaibo Yacht Club, Rum Point area) Accommodations: ...
  • Nightly
    £105 - £168
  • Weekly
    £722 - £1,113
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 8
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 8
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Contact Owner
Nightly rate from
£150
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
  • Monthly
    --
Grand Cayman Holiday Rental Advice
Posted by Retrip, 11 Oct 2009
... a lot of the "tourist" stuff, but must admit that when we have friends around and do the more vacation type adventures, have a totally great time! There are some new things that I am really looking forward to checking out from great reviews from buddies living on the island ... more
Posted by ThinkPink12, 14 Oct 2009
I am in the planning stage for 2010 vacation. I was surprised when I read that the Marriott Courtyard was closed from hurricane damage. Where alot of hotels closed and is there alot of construction going on. ... more
Posted by Testudo, 28 Oct 2009
... been mostly gang related. Just hoping it doesn't get to the point that Turks and Caicos recently experienced. You should have no worries going about your typical tourist activities, including shopping and dinning. Just because you are on vacation don't leave your wits and common sense at home ... more
Posted by SunLuvr724, 17 Nov 2009
... a car dh doesn't really like to drive around on vacation, but we might consider renting a car for a day or two to sight see. Is it realitively easy to rent a car on a day to day basis? Or will I need to reserve it in advance ... more
Posted by CruisingtoRetirement, 17 Nov 2009
sunluvr724, Yes it is easy to rent a car for the day. some of the rental car agencies will even pick you up if you ask. CTR ... more
Posted by jlmdds, 17 Nov 2009
Thanks for the responses! I like the idea of renting a car for a day or two. That is what we'll do. I'm really looking forward to our first family vacation! ... more
Posted by Mama2twocuties, 27 Oct 2009
... use and two weeks of vacation left, so ... ... We will not have a rental car either. Can you suggest any places walking distance to the Marriott that we can eat at? From reading the reviews, it looks like the restaurants at the hotel will be out of our price range ... more
Posted by Testudo, 27 Oct 2009
... t want to have a rental car and/or you need to be closer to a variety of moderately-priced fast-food type restaurant options to keep the family fed (e.g. the name-brands Subway, KFC, Wendy's, Burger King, Pizza Hut, and good "local" options like Chicken-Chicken ... more
Posted by filter14, 27 Oct 2009
... don't see a problem with it if that's what you want :) but there are also a bunch of little places that are more like cafes that serve at least breakfast and lunch plus 'treats'. You won't have to feel like you're settling for a subpar vacation ... more
Posted by zinnia7, 28 Jul 2009
... and like our beach/dive vacations to be ... ... like a Camry. Almost every rental car you see has the company’s logo sticker on the back bumper. This one did not. I swear this was someone’s personal vehicle that they borrowed because they ran out of cars. Fortunately it ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns