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5.0 of 5 stars
14 reviews
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Villa -
3 Bedrooms, 2 Bathrooms, Sleeps 8
Grand Cayman, Cayman Islands
Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residential area in Cayman Kai, strolling distance from Rum Point.

It’s easy to see what makes Kailypso such a popular beach house for group getaways. It offers the essential ingredients of a Caribbean utopia: a private boat dock, a glassy swimming pool encircled by lounge chairs, a stretch of beachfront with a hammock to sink into, and open, airy indoor and outdoor living spaces decorated in classy island style.

The beach here is a showstopper, with soft sand to call your own and plenty of places to recline, de-stress, and forget the rest of the world exists. Stay in at Kailypso for a communal dinner, prepared in the light-filled galley kitchen and shared at the 6-person dining table. Afterward, head right to the plush couches in the living are...
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About the Manager, Cayman Villas
Languages spoken: English
Calendar Updated: Today
Listed since : Sep 2010
Overall rating: 4.6 / 5.0
Based on 389 reviews and 75 properties
Contact Manager See more properties
Listing #FKN2251440 by: FlipKey
Reviews from our community
 of 5 stars
5 of 5 stars Excellent - based on 14 reviews
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Reviews from our community

Date | Rating
  • English first
  • Any
English first
Olathe, Kansas
Level Contributor
231 reviews
81 hotel reviews
common_n_hotel_reviews_1bd8 104 helpful votes
5 of 5 stars Reviewed April 3, 2016 for a stay in March 2016

The Kailypso vacation rental was perfect for our needs and the first time we have rented a villa over a timeshare condo. It is a little tight for six adults; however, there are multiple locations on the property that you can get away, including a screened in porch with ceiling fans, a private pool, or private beach with dock, chairs,...

Management response:

Good Afternoon! Many thanks for your lovely review. We are thrilled that you enjoyed your stay at Kailypso and we very much look forward to having you here with us again. Don't forget that we give a 5% discount for repeat clients.! All the very best, Juliet Business Manager/Partner


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2 reviews
5 of 5 stars Reviewed April 25, 2015 for a stay in April 2015

This villa was absolutely spectacular! The home was sunny, beautifully decorated, clean, welcoming and made our vacation just perfect. Judy, the manager of Cayman Villas was so helpful during our stay. The kitchen was fully stocked with all necessity's for cooking meals. It truly had all the comforts of home. The pool and outdoor area were paradise, that we were...

Management response:

We agree! Kailypso is extremely popular for a reason! It was intended as a true family home and we are so glad yours enjoyed it too! We will pass on the comments about Judy and look forward to welcoming you back to Grand Cayman on your next visit!


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Level Contributor
20 reviews
common_n_hotel_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed February 20, 2015 for a stay in February 2015

May be the best house we have rented in the Caribbean and we have rented from Turks and Caicos to the Bahamas and in between. The home is comfortable, clean and well equipped. The kitchen equipment and utensils were more than adequate for two cooks. Beds and bedding were comfortable and the master bath was roomy The pool was very...

Management response:

We are so pleased to hear about how much you enjoyed Kailypso in Rum Point, Grand Cayman. It is truly a special home and the special touches make it feel like home away from home. We look forward to having you return to Cayman Villas and Kailypso! P.S. We have passed on your closet suggestions to the owners and property...


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  • Air Conditioning
  • Grill
  • Hairdryer
  • Internet Access
  • Private Outdoor Pool (Unheated)
  • Washer
  • Pets Allowed:
  • Smoking Allowed:
  • Kid Friendly:
Show Rates

Rates are calculated based on the latest information provided. Please contact the manager/owner to confirm actual rates for your requested dates.

Dates Min stay Weeknight Weekend night Per week
Apr 16, 2016 -
Aug 31, 2016
5 nights
Sep 1, 2016 -
Oct 31, 2016
5 nights
Nov 1, 2016 -
Dec 16, 2016
5 nights
Dec 17, 2016 -
Dec 24, 2016
7 nights
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