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Houses North Side

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70 houses

Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 5 minutes

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$602

Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal

North Side house

4 bedrooms / 3 bathrooms / sleeps 10

“A Family Vacation to Remember forever” We had an amazing stay at Castaway Cove. It is the location to be when visiting Grand Cayman if you don't want to be by the tourists and busy 7 mile beach. The weather was amazing and the beach was great. My kids loved snorkeling off the pier. The house was completely stocked and the serenity and peace of the totally private beach house was amazing.

Responds fast! avg. 3 hours 5 minutes

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$476

KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot

North Side house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 5 minutes

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$453

Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,Pool & Backyard

North Side house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 5 minutes

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$315

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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$453

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 1 Cream

North Side house

3 bedrooms / 3 bathrooms / sleeps 8

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$526

Great rentals within 20 miles that match your search

SMB Area Private Villa From $995/wk ($100/ nite*)

West Bay house

2 bedrooms / 2 bathrooms / sleeps 6

“Cayman Relaxed” What a great place. Away from the congestion of seven mile beach. Two good restaurants, beach and a grocery store within walking distance. We made good use of the two outdoor hammocks. Nicely appointed kitchen although we just used it for breakfast every day. Six minutes from the governor's beach. 20 minutes from Georgetown. We plan on coming back.

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$207

RUM POINT -Ocean Front Villa

Rum Point house

3 bedrooms / 2 bathrooms / sleeps 7

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$401

Luxurious beachfront, 2 bed, 2 bath, pool & tennis

Bodden Town house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 27 minutes

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$229

Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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$686

Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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$526

Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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$526

Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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$526

Sandbar Beach Island House 11, steps from Rum Point, FREE kayaks, bicycles, WIFI

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

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$430

2 BR 2 BA 7 Mile Beach Btwn WESTIN & RITZ, GROUND FLOOR

Seven Mile Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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$413

Tranquil Bed and Breakfast Accommodation

Bodden Town house

1 bedroom / 1 bathroom / sleeps 2

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$115

Northside Grand Cayman Getaway w/ Private Beach!

Rum Point house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 5 minutes

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$491

Laguna Del Mar # 18

Seven Mile Beach house

3 bedrooms / 3 bathrooms / sleeps 8

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$1,134

Laguna Del Mar # 5

Seven Mile Beach house

3 bedrooms / 3 bathrooms / sleeps 7

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$882

Laguna Del Mar # 1

Seven Mile Beach house

4 bedrooms / 4 bathrooms / sleeps 11

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$1,134

Laguna Del Mar # 8

Seven Mile Beach house

4 bedrooms / 4 bathrooms / sleeps 10

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$1,134

Regal Beach Club #114

Seven Mile Beach house

2 bedrooms / 2 bathrooms / sleeps 5

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$504

Laguna Del Mar # 15

Seven Mile Beach house

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$882

Laguna Del Mar #9

Seven Mile Beach house

4 bedrooms / 4 bathrooms / sleeps 10

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$1,134

Laguna Del Mar # 2

Seven Mile Beach house

3 bedrooms / 3 bathrooms / sleeps 7

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$882

Tranquil Caribbean Beach Home

East End house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$401

Relax at Coconut Bay!

West Bay house

3 bedrooms / 4 bathrooms / sleeps 7

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$344

Tiki House Grand Cayman, Seven Mile Beach Area

West Bay house

4 bedrooms / 2 bathrooms / sleeps 6

“Best girls' beach trip ever” This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the street is an enormous grocery store where one could buy all the fixings for any in-home meal. Especially nice is the lanai covered with bougainvillea. Great for morning coffee or afternoon cocktails. (There is even an outdoor shower for cleaning off after a day at the beach.) The location is excellent with the beach literally only a 45 second to 1 minute walk. Walking another 30 seconds brings you to a fabulous restaurant, Alfresco, which is great outdoor Italian and seafood dining (especially at sunset.) Being on the west side, the view of sunset is breathtaking.The entire 5 days I stayed were totally relaxing and part of that is due to the accommodations at Tiki House and its location.

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$458

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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$458

Avocado Cottage: Boutique Oceanfront Micro-Resort 10 mins from Seven Mile Beach

West Bay house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 5 minutes

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$401

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.

Responds fast! avg. 3 hours 5 minutes

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$458

Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 4

“Tropical perfection!” Our group of three (two Biology Professors and a fiancee) stayed here for just four nights and we reveled in every minute of it. The directions to Cool Change were meticulous and we also asked for and were given directions to a grocery store. From the pictures on the website, we could not have imagined the sheer beauty of the villa and its setting right on the sea. The house was spotlessly clean and well furnished, nothing was lacking throughout our stay. The house sits on what seems to be a large plot of land, the neighboring houses are distant, and the beach (out the back door and down the stairs) is as close to private as you could desire. Large windows and sliding glass doors on the sea side opened out onto a lovely tiled terrace. A hammock hangs between two coconut palms and there is an outside shower to rinse off the sea water before entering the house. We had a wonderful time snorkeling and viewing the local fauna, including the small crabs and lizards that appeared on the terrace. We visited several nearby restaurants for dinner and enjoyed good meals at each one. I will look forward to returning to Grand Cayman and Cool Change again someday.

Responds fast! avg. 3 hours 5 minutes

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$373

Mango Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 mins from Seven

West Bay house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$401

Papaya Cottage: 2-Bedroom Cottage on Oceanfront Micro-Resort 10 Minutes from

West Bay house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 5 minutes

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Price 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

Responds fast! avg. 3 hours 5 minutes

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$401

Pools of the Kai #6: Modern Island Oasis w/ Private Pool Atrium & Sandy Beach

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 5 minutes

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$373

Sea Beauty: ADA-Friendly Island Cottage w/ 300-feet of Private Beach, Hammocks

East End house

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, peaceful, relaxation!” My wife and I stayed at Sea Beauty last month with our son, his wife and our 14 year old grandson. Owners Cathy and Jerry Frazier met us at the door with the keys and gave us a complete walk-thru and instructions for the house. Nothing was left to be desired at Sea Beauty. It has been completely remodeled and appointed with only the best, leaving nothing to be needed. Sea Beauty is an ideal location, about 20 minutes to the shops and restaurants of George Town and 20 minutes to our favorite place on the island,Rum Point on the north side. The best part of Sea Beauty is its 300 feet of private beach with great snorkeling and swimming, and especially the hammocks under the sea grape trees,always in the shade overlooking the white sandy beach. This has to be one of the most relaxing, beautiful places anywhere! Also, it is only about 20 minutes to a full-service grocery store and five minutes to two nice restaurants, especially The Lighthouse, less than two miles away. We can't say enough about this beautiful home, renovated in the classic Cayman cottage style, and the helpfulness of Jerry and Cathy. They even supplied us with cell phones with pre-programmed phone numbers for certain services. We will certainly be returning to this beautiful paradise!

Responds fast! avg. 3 hours 5 minutes

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$287

Seaside Dreams: Contemporary Oasis on Bio-Bay With Two Free Kayaks

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$338

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