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Cayman Islands Holiday Rentals

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Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
A Truly Spectacular Private Luxury Villa Home Northeast Coast - Grand Cayman Fishbones is the type of Caribbean home you see in movies or featured in luxury ...
  • Nightly
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  • Weekly
    £2,166 - £3,791
  • Monthly
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Contact Manager
Nightly rate from
£150
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 2
Bathrooms: 2
Mango Kai is nestled on a quiet cove amid lush tropical foliage, this is the perfect place for your family vacation or romantic get-away. Complimentary ...
  • Nightly
    £150 - £226
  • Weekly
    £1,053 - £1,580
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Contact Manager
Nightly rate from
£135
Management: Professional
Property: Condo/Apartment
Bedrooms: 1, sleeps 4
Bathrooms: 1
The Pools #1 Luxury Island Getaway, Cayman Kai, North Shore, Grand Cayman, Cayman Islands, Caribbean (Near Rum Point) Accommodations: Condominium - 1 ...
  • Nightly
    £135 - £171
  • Weekly
    £842 - £1,324
  • Monthly
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Contact Manager
Nightly rate from
£135
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 3
Welcome to the Sea Cliff Resort, Grand Cayman. Leave the weeks and weeks of endless snow, sleet and freezing rain far behind. Your dream vacation in the ...
  • Nightly
    £135 - £196
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Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 3
Beach front tranquility with a touch of Caribbean class. Designed by John Doak and built in a French West Indian style this spectacular beachfront property ...
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Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
The New Cayman Breeze Now has complimentary Wireless, High Speed Internet DSL for our Mobile Guests! Promotion: Free iPod Shuffle with every 7 day or more ...
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Contact Manager
Nightly rate from
£331
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 2
3 Bed 2 Bath Third Floor Minimum Stay: 3
  • Nightly
    £331 - £436
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Contact Manager
Nightly rate from
£256
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
2 Bed 2 Bath Second Floor Minimum Stay: 3
  • Nightly
    £256 - £376
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  • Monthly
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Contact Manager
Nightly rate from
£256
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
This unit is right on the beach with some fun murals to make you feel like you are always in the Caribbean Minimum Stay: 3
  • Nightly
    £256 - £376
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Contact Manager
Nightly rate from
£211
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
This second floor unit has incredible Ocean Views and located overlooking our garden and pool straight out to the beautiful blues of the Caribbean. Minimum ...
  • Nightly
    £211 - £331
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Contact Manager
Nightly rate from
£181
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Welcome to Venezia! Northside, Grand Cayman A luxurious, one of a kind private, ocean front Villa in the Cayman Islands located on the quite north side of ...
  • Nightly
    £181 - £217
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Contact Manager
Nightly rate from
£376
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 3
Welcome to Windward Cove The Best Kept Secret in Grand Cayman Brand New 12' by 25' Oceanfront Swimming Pool Come to Our Beachfront Paradise on an Acre of ...
  • Nightly
    £376 - £463
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Contact Owner
Nightly rate from
£99
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Your dreams of a Caribbean vacation come true as you sit on the screened-in porch facing the sea and feeling the palm breezes. The Haven at Cayman Kai is a ...
  • Nightly
    £99 - £150
  • Weekly
    £692 - £1,053
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Contact Manager
Nightly rate from
£120
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Welcome to 7 Up! This new (2006) 2 bedroom 2 bathroom waterfront Condo at Kaibo Kai in Rum Point, is decorated in a beautiful, clean Balinese style theme and ...
  • Nightly
    £120 - £150
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Contact Manager
Nightly rate from
£259
Management: Professional
Property: Condo/Apartment
Bedrooms: 3, sleeps 8
Bathrooms: 3
The Perfect OCEANFRONT Grand Cayman vacation! Turtle Reef is 12 minutes from Owen Roberts International airport10 minutes to Georgetowns famous dining, ...
  • Nightly
    £259 - £391
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Cayman Islands 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 Lem5, 11 Nov 2009
... dents and scrapes on the rental form, also took pictures, but the A/C worked well and our family of 5 squeezed into the Ford Focus with our luggage. With everyone in the car screaming stay to the left we made a quick stop at an Esso for milk and ... 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