Vacation Rentals & Condos in Grand Cayman

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“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

$458

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$457

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$395

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

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Price per night from

$468

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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Price per night from

$344

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

$2,289

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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Price per night from

$281

Renovated Rum Point 2 Bed Beachfront Condo w/ pool

Rum Point condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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$368

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$327

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$338

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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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Price per night from

$453

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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Price per night from

$287

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

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Bicycles available

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Price per night from

$395

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

Rate competative, and offers more for similar rate

West Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Swimming pool, Bicycles available

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Price per night from

$344

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

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Bicycles available

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Price per night from

$453

Boggy Sands Club - Parrot Penthouse on Seven Mile Beach

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$2,289

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$516

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$572

The Grove Apt # 23 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$457

The Grove Apt # 15 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$457

The Grove Apt # 40 2BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$686

NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$572

The Grove Apt # 44 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$457

The Grove Apt # 42 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$457

The Grove Apt # 47 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

1 of 2 filters match

Price per night from

$457

The Grove Apt # 46 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$457

The Grove Apt # 45 1BR Apt /w Rooftop Pool+Onsite Amenities

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$457

Club Se7en at the Beachcomber - Unit 40

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$3,572

Boggy Sands Club - Parrot 1 - Seven Mile Beach

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$2,289

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$716

Club Se7en at the Beachcomber - Unit 41

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$3,961

Boggy Sands Club on Seven Mile Beach Club - Coconut 1

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Bicycles available, Swimming pool

1 of 2 filters match

Price per night from

$2,289

SeaDreams Luxury Ocean Front

West Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$602

Lime Tree Villa. Canal Front

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$1,374

Beach Living at Island Pine Villas 'BLJW'

Seven Mile Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$343

Beach Living at Island Pine Villas (BLAW)

Seven Mile Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Bicycles available, Swimming pool

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Price per night from

$321

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