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Cayman Islands Pet Friendly Condo Rentals(22)

22 Results
$550 - $1,399
per night
6 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
6 - 7 night min stay
(28)
$200 - $420
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(37)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(25)
$250 - $420
per night
3 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
(12)
$295 - $800
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night min stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(13)
$200 - $250
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(30)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(8)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
4 - 7 night min stay
(3)
$165 - $314
per night
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 3 night min stay
(5)
$225 - $265
per night
3 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 4 night min stay
(13)
$225 - $285
per night
1 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 5 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
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Recent Cayman Islands Reviews

Wonderful stay and wonderful hosts!

5 of 5
My family and I stayed here in March and it was such a great experience. The condo is absolutely beautiful and had every amenity you could think of, beach chairs, umbrellas, cooler. Our days consisted of eating breakfast at the condo, then packing up our things for the beach, which is just a VERY short distance (right across the road), spending half the day at the beach and then coming back to cool off and spend time by the pool, which is absolutely beautiful. We were amused by the iguanas that show their faces every once in a while by the pool! Ruaneik who is the helper at the condo was right there to make sure we had everything we needed and he even got coconuts for us so we could try the coconut milk inside! If we needed anything, he was always right there for us and very pleasant! The owners are very accommodating to our needs and were very helpful in where things are on the island and had great recommendations, especially for Stingray City. That was absolutely the highlight of our trip! We loved the condo itself. It is beautifully decorated and very comfortable in every way. We had one of the upper units and we used the deck for lounging or eating dinner, all while you can hear the ocean waves crashing on the beach. It really is a luxury condo and truly loved our stay here. And yes, we will definitely stay here again! It was even better than expected!
  • Submitted: Mar 20, 2015
  • Stayed: Mar 2014

A Caribbean Paradise

5 of 5
We stayed at this beautiful condo on the equally beautiful Kaibo beach back in January. The condo is just meters from the water and has everything you need for a relaxed no hassle stay. We used the bicycles provided to tour parts of the island and the free use of the Kayak provided us with plenty day time entertainment. Life jackets were even available for the kids. All in all, I would highly recommend Sleepy Kai as a prefect relaxing get away and I will definitely stay there again if I am back in the area.
  • Submitted: Mar 9, 2015
  • Stayed: Jan 2015

Great location! Beautiful beach condo!

5 of 5
My family and I had a great week in Grand Cayman and were very happy with our accommodation. The apartment is nicely furnished, well maintained and stocked with everything we needed. The beach is just a few steps away and the wreck of HMS Kittiwake a short snorkel away!l The kitchen is very spacious and well appointed and a delight to cook in, although we only cooked breakfast as we eat out every night at some of the great Caymanian restaurants. A well equipped laundry room kept up with my family's demands and the patio looking out onto our private garden was a nice retreat. Interacting with the wild stingrays at Stingray City, Red Sail catamaran cruise and diving the wrecks and reefs were some of the highlights of our week. Abacus and Calypso Grill stood out as our two favorite restaurants amongst many!
  • Submitted: Dec 23, 2014
  • Stayed: Dec 2014