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Responds fast! avg. 2 hours 9 minutes
Match: Heated pool Boat available Swimming pool
All filters matchPrice per night from
$387
Match: Heated pool Boat available Swimming pool
All filters matchPrice per night from
$3,911
Match: Heated pool Boat available Swimming pool
All filters matchPrice per night from
$1,144
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$186
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$103
NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS
West Bay condo
- 1 bedroom
- 1 bathroom
- sleeps 4
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$571
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$571
Boggy Sands Club - Parrot Penthouse on Seven Mile Beach
Seven Mile Beach condo
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 16 minutes
2 of 3 match: Boat available, Heated pool, Swimming pool
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$2,286
Conched Out: Beach House w/ Backyard Snorkeling + Private Pool
North Side house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
2 of 3 match: Boat available, Heated pool, Swimming pool
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$452
Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living
Rum Point house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Cayman Dream” We rented Cayman Dream in early June of 2013. We were very happy with the house. It's exactly as the pictures show. The kitchen is very well appointed and the grounds are kept very nicely. It's located in a nice quiet area with very little traffic. Our only complaint with the house was the phone/wifi. It was out for three of the six days that we were there and even after it had been fixed we had to constantly reset while we used it. With our children back in the states, we felt really out of touch. We truly enjoyed our stay and would recommend staying there.
2 of 3 match: Boat available, Heated pool, Swimming pool
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$486
Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with
Rum Point house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
“Best. Vacation. Ever. Amazing. Beautiful. Relaxing.” Great Escape is a beautiful home in the perfect location. A truly luxurious property with an amazing pool and a short walk to Rum Point Beach, which is fantastic. I can't say enough about the house, the pool, the beach, the island. It truly was a perfect vacation. Although it is a drive to the other side of the island, we preferred the relaxing, quiet and island feel of Cayman Kai. The photos of Great Escape are very accurate except honestly I think the pool is bigger than it looks in the photos. Grand Cayman Villas handled our reservation in a professional, timely and courteous manner. They answered all of my questions promptly. They provided lots of information about the island, the property, restaurants, car rentals, etc. Upon arrival there were a couple minor issues (not worth mentioning) but the Villa Manager answered my call immediately and things were taken care of within 20 minutes. The owners of the property were a pleasure to deal with as well. We received an email from them before our stay with helpful information about the property and the island. We spoke by phone and met in person briefly on arrival. They were nothing but helpful and friendly. Highly recommend Great Escape and Grand Cayman Villas. It might be a few years but we will definitely be back.
2 of 3 match: Boat available, Heated pool, Swimming pool
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$910
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic
Old Man Bay house
- 4 bedrooms
- 5 bathrooms
- sleeps 8
“A perfect vacation!” The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and everything was super clean. Private ocean side back yard made it great for relaxing. House has everything you need and some extras. We drove most days to Rum Point Beach( 10 minute drive) to relax, great beach. Spent a few days never leaving the property as we grilled fish we bought from local fisherman at the docks. With the big group we had, the villa suited us perfectly as there was plenty of room inside and out. I liked best the privacy and location of the house, we enjoy getting away from it all and this place gave us that. Worst part about the house is saying good bye.
2 of 3 match: Boat available, Heated pool, Swimming pool
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$629
Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal
North Side house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Boat available, Heated pool, Swimming pool
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$601
Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing
Rum Point house
- 8 bedrooms
- 10 bathrooms
- sleeps 20
2 of 3 match: Boat available, Heated pool, Swimming pool
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$6,690
Mango Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 mins from Seven
West Bay house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$401
Pomegranate Cottage: Island Cottage on Boutique Micro-Resort 10 mins from Seven
West Bay house
- 2 bedrooms
- 2 bathrooms
- sleeps 7
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$401
Twin Palms: Barefoot Beach w/ Shallow Snorkeling & 60-ft Pool w/ Heated Spa in
Rum Point house
- 7 bedrooms
- 6 bathrooms
- sleeps 14
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$1,882
Great Bluff Estates: Luxury Villa with Pool, Cabanas, Multiple Decks & Great
Gun Bay house
- 6 bedrooms
- 7 bathrooms
- sleeps 12
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$1,310
Papaya Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 Minutes from
West Bay house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$401
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$281
Avocado Cottage: Boutique Oceanfront Micro-Resort 10 mins from Seven Mile Beach
West Bay house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$401
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on
Rum Point house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$681
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$138
Pools of the Kai 3 - Beautiful Island House with Indoor Pool
Rum Point condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$372
Cayman Castle: Gated Family Estate w/Infinity Pool, Private Beach, Free Kayaks
Gun Bay house
- 5 bedrooms
- 5 bathrooms
- sleeps 14
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$1,430
Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point
Rum Point house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$326
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$138
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$195
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$601
Responds fast! avg. 33 minutes
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$629
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$1,373
Sea Orchard Retreat: Gated Micro-Resort Near Seven Mile Beach w/Private Pool
West Bay house
- 8 bedrooms
- 9 bathrooms
- sleeps 22
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$1,596
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool
Rum Point house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve
2 of 3 match: Boat available, Heated pool, Swimming pool
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$566
Lone Palm: Oceanfront Pool, 2 Free Kayaks, & Wide Beachfront.
East End house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$681
Northern Lights #5: 2-Story Townhome w/Backyard Snorkeling, Shared Pool + Dock
Old Man Bay condo
- 3 bedrooms
- 3 bathrooms
- sleeps 8
2 of 3 match: Boat available, Heated pool, Swimming pool
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$338
Cayman Sands: Secluded Beach Villa with Pool Atrium & Guest Cottage
Old Man Bay house
- 5 bedrooms
- 5 bathrooms
- sleeps 14
“A wonderful, relaxing paradise” I recently stayed at Cayman Sands with my husband, my in-laws, and our 2 young girls, ages 4 and 6. This home is everything we could have asked for - as gorgeous as the pictures, but even fresher (the larger bedrooms have been painted since the online photos). It was very spacious and clean, and the location was great for us - quite private (even with folks staying in the neighbouring home) but a quick drive to Rum Point, which is a great beach for families with young kids with its calm water, extended shallows and sandy bottom. We had the pool heated - well worth it - as our daughters spent long hours in the pool. The beach area is nice - although it is true the water in this area is more suited to snorkelling than swimming or wading, it was fine for us with the pool right there for the girls, and snorkelling convenient for us. There is washed up plastic garbage if you walk off the property down the beach - which is not the fault of the property managers or the island, but an unfortunate consequence of garbage mismanagement elsewhere and tides/storms washing debris onto the shore. The villa is well stocked with kitchen items, pool toys, beach towels, etc... We took a great glass-bottom boat tour from Rum Point with Red Sail Sports - to Stingray City and for a bit of snorkeling. This was a nice way to go as the boat is smaller, so fewer people and plenty of time for everyone to handle the stingrays and get photos and video without feeling rushed at all. Did some nice diving off Macabuca near the Turtle Farm - can rent gear right there. I would recommend this villa without hesitation, and hope to stay here again in the future. Cayman is a beautiful, safe island, and easy to explore since it's not too big. Jim Leavitt and his staff were wonderful to deal with throughout our searching for and booking of this villa, and provided great information to us before we arrived. The cleaning lady who came mid-week (Sharon) was friendly and efficient.
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$910
Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular
Rum Point house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$944
S'kai Fall: Newly Renovated Beach House w/Private Pool, Beachfront, Dock + Free
Rum Point house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
2 of 3 match: Boat available, Heated pool, Swimming pool
2 of 3 filters matchPrice per night from
$715