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51 houses

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Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai

Rum Point house

2 bedrooms
3 bathrooms

sleeps 4

“Paradise Found” This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that are not too “touristy” so we decided to stay away from the seven mile beach strip, since we heard that was very busy. We are so grateful that we found this wonderful townhome at Rum Point. Starboard Kai was very tastefully decorated, really clean and very well stocked. They even had a complimentary water cooler for us which were so helpful. They had three kayaks with life jackets, bikes (which we never got a chance to use), laundry in the unit (just make sure you bring your own HE laundry detergent), dvd player (I am not sure if we saw any dvds, but we hardly watched any TV since were had full days), coffee maker, spices, pool towels, beach toys. The only thing we needed was food, that’s how well stocked this place was. It was so nice to be right across from a Rum Point where our boys could play in the water, without worrying about waves. The location is superb, since you have the beach right in front of the condo and the beautiful bioluminescent bay in the back. It was so nice to lounge in the lanai and see the bay. From the living room and office you had nice views of the ocean of Rum Point. Many beautiful parrots, roosters and iguanas to see here, which was really neat! We did venture towards Seven mile beach and other areas of interest but wished we had just spent more time at our home base Starboard Kai. We checked out all the top beaches on the island and found our location to be #1. Janice the owner was a delight to work with; she really goes above and beyond to accommodate her guests. We also found Bob Wagner, the property manager very helpful as well. They truly excel in customer service and were very responsive to any issue we had. We loved going to the recommended restaurants. Loved our day at Sting Ray city, with Red Sail Sports which to sign up is right across the street and leaves from Rum Point’s pier. We really liked the blue iguana sanctuary nearby. We also have great memories of feeding the ‘Pirate’ Frigate birds at Tukka, a restaurant on the east end. Going to get sticky toffee pudding and seeing the Tarpons at Calypso Grill was fantastic as well. Would highly recommend this to others and have. When we got back we showed my friends and family and were amazed how beautiful everything was. Hoping to go back soon!

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Price per night from

$459

3 Bedroom Ocean Front - Salt Rocks Private Villa - Little Cayman

South Town house

3 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$402

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

North Side house

3 bedrooms
2 bathrooms

sleeps 6

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$454

PROMO: Waterfront Villa on Private Beach at Rum Point/ FREE kayaks & 2 bikes

Rum Point house

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$469

SMB Area Private Villa From $2100/wk

West Bay house

2 bedrooms
2 bathrooms

sleeps 6

“Really nice place” Quiet and comfy. This is the Cayman I remember from trips in the past. Lots of things within walking distance, like a grocery store, public beach and several good restaurants. Its away from the tourist area of George Town. You will need a car to get around.

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$287

Kai Time: Island living on Bio Bay w/Free Kayaks, & Bikes--Walk to Rum Point

Rum Point house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$327

Rate competative, and offers more for similar rate

West Bay house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$345

Sweetie Kai: Waterfront Oasis on Bio Bay w/ Pool, Dock + Free Kayaks & Bikes

Rum Point house

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$339

Sir Turtle Beach Villas - 4b Blue

Little Cayman villa

4 bedrooms
2 bathrooms

sleeps 8

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$574

Secluded Sunsets waterfront w/pool- 1 Bdrm 1rst Fl

West End guest house

1 bedroom
1 bathroom

sleeps 4

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$173

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

3 bedrooms
2 bathrooms

sleeps 6

“perfect getaway for island living” My husband & I had decided to take our 3 teenagers for their first trip abroad and their first beach/ocean vacation, and a number of factors led us to choose Grand Cayman. We absolutely did not want the "resort" experience, which tends to be largely the same no matter where the resort is located. After extensive research my husband found Frank's villa and this place is what made our vacation unforgettable. The north side of the island is much quieter than the Georgetown/Seven Mile Beach area where all the cruise ships land, and it has a more unspoiled beauty. Although there were residents in the other villas, we almost always had the beach to ourselves and some of the best snorkeling on the island was right out back. Every evening the kids researched new snorkel sites to try out, and with every new site they made the same comment: "Our" backyard has better snorkeling. The fact that they considered it "our" backyard speaks to the homeyness of this villa--Frank & Del have truly thought of everything and our stay was very comfortable. I want to also point out that our family always tries to rent a house when we travel--with 2 teen boys and a teen girl, having a house is so much more enjoyable than staying at a hotel--and this is the best experience we've ever had. Frank & Del have gone out of their way to set up the villa so that any guest can enjoy it to its fullest, and Frank was a wealth of information prior to our trip. I really kept thinking he would tire of my husband's seemingly endless questions, but Frank provided so much information about the island that we were able to plan an absolutely amazing adventure!

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$454

2 bedroom condo on the quiet island of Cayman Brac

West End apartment

2 bedrooms
3 bathrooms

sleeps 4

“Cried when we left” We've been to Cayman before but never the Brac so we thought we'd check it out. Right from the moment we landed and were driven to this condo we were relaxed. Cindy was very helpful and informative, the pictures of the condo and the beach don't do it justice. It was more beautiful in person. We really did nothing for an entire week. Read, snorkeled, read, slept and walked a lot. The island itself is small and there's no night life which was fine with us. The food is expensive and hit or miss as to what you can find in the grocery stores but that's ok. We made do and were so busy just enjoying the view we really didn't eat much anyway. We'd go back in a heartbeat, we loved it that much. The location is perfect, very private. We literally were the only ones on the beach most of the time and the view. Did I mention the view? The sunsets were breathtaking. You can't go wrong if you rent from Cindy and spend some time on the Brac!!

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$230

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

3 bedrooms
3 bathrooms

sleeps 7

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$396

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

2 bedrooms
2 bathrooms

sleeps 6

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$458

Sunset Cove 2 Bed/2Bath Condo on Seven Mile Beach with Discounted Boat Charters

Seven Mile Beach condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$396

Sir Turtle Beach Villas - 4b Red

Little Cayman villa

4 bedrooms
2 bathrooms

sleeps 8

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$574

View of the Ocean from every room / Pool

Cayman Brac townhouse

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$230

Best vacation in Grand cayman, the North Side Rum Point area

North Side condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$310

Renovated Rum Point 2 Bed Beachfront Condo w/ pool

Rum Point condo

2 bedrooms
3 bathrooms

sleeps 5

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Price per night from

$369

Boggy Sands Club on Seven Mile Beach - CORAL 1

West Bay condo

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 16 minutes

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Price per night from

$2,295

CaymanOnTheBeach

Rum Point condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$373

Beach condo with sunset view

Seven Mile Beach condo

2 bedrooms
2 bathrooms

sleeps 6

“Grand Cayman paradise” Four of us stayed at Bill's place it was a beautiful condo with amazing views and the island had the best snorkeling we have ever seen. We've decided to be back there within the next two years it's a vacation you wouldn't forget !

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$345

Rum and Kai - Beachfront Bliss 7th Night Free

Rum Point apartment

1 bedroom
1 bathroom

sleeps 4

“Favorite place ever!” We have done a great deal of traveling and have rented several homes through vrbo. Matt & Tracey's condo is by far the best vacation spot ever! Their home is fully equipped with everything necessary for a comfortable stay and then some! The location affords privacy and the local beach next door is steps away if you are looking for a little action. The snorkeling is outstanding and the beach is by far the most beautiful we have seen! Matt & Tracey's place is definitely #1 on our list of favorite vacation spots and we hope to return soon!

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$282

Conch Club Cottage

Little Cayman villa

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$297

Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for

Rum Point house

2 bedrooms
2 bathrooms

sleeps 6

“Great vacation!” There were 4 of us - 2 couples - and the house was great! There were many activities near the house and the 7 mile area is only a drive away. The beach was great, very secluded!

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Price per night from

$396