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Grand Cayman Pet Friendly Vacation Rentals(32)

32 Results
$406 - $1,299
per night
5 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 - 7 night minimum stay
(28)
$299 - $786
per night
1 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
1 - 7 night minimum stay
(7)
$315 - $800
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(7)
$200 - $420
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(37)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
6 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(13)
$200 - $250
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(28)
$8,050 - $10,780
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(14)
$3,325 - $4,200
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(8)
$1,000 - $6,825
per night
5 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 30 night minimum stay
(4)
$667 - $5,775
per night
5 - 30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
5 - 30 night minimum stay
$1,239 - $2,077
per night
5 - 7 night minimum stay
  • 5 BR,
  • 6 BA,
  • Sleeps 11
5 - 7 night minimum stay
$1,786 - $3,571
per night
4 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 14
4 - 7 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
4 - 7 night minimum stay
(3)
$159 - $176
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
$165 - $314
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night minimum stay
(6)
12 more choices from the HomeAway Network
$225 - $265
per night
3 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 4 night minimum stay
(12)
$185 - $250
per night
1 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 3 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
(13)
$225 - $325
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(5)
$225 - $285
per night
1 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 5 night minimum stay
(6)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 5 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(3)
$291 - $400
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
5 night minimum stay
 

Recent Grand Cayman 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

Beautiful Home and Peaceful Location

5 of 5
This is one the top places I have ever visited. Bill does a wonderful job maintaining this house and making it an excellent vacation spot. The views are amazing! The rooms are very spacious and the furniture is top quality. It is in a excellent spot that is close to all that Cayman has to offer. You definitely won't be disappointed with this villa! CaymanChillin is fun for all ages!
  • Submitted: Feb 19, 2015
  • Stayed: Feb 2015