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Cayman Islands Vacation Rentals

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    Travelers to Cayman Islands are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 11
    5 of 5 bubbles (11) Excellent
    Bodden Town
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 65
    5 of 5 bubbles (21) Excellent
    Grand Cayman
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 15
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 37
    5 of 5 bubbles (1) Excellent
    Rum Point
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    Cayman Kai Vacations specializes in offering the "Island Houses of Cayman Kai" Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,... View all property information
    Location Information
    Rum Point, Grand Cayman GRAND CAYMAN
    5 of 5 bubbles Reviewed March 15, 2017
    The location is great. . . .steps away from a bioluminescent bay and a 2 minute walk to amazing snorkeling at a very healthy coral reef. We loved being so close to Rum Point, yet...
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    1 / 10
    5 of 5 bubbles (5) Excellent
    Seven Mile Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • Patio
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    • Shared Outdoor Pool...
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    The first unit inside the courtyard from the beach and ocean. Enjoy our 1 bedroom with some of the best ocean and beach views along all of Seven Mile Beach here at Cayman Reef Resort from your own personal lanai. Centrally located on Seven Mile Beach, many guests do not even rent a car. We have... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1204
    5 of 5 bubbles Reviewed May 21, 2016
    My husband and I came for 10 days to celebrate our 20th anniversary. We had never been to Grand Cayman before so we did not know what to expect. It was fantastic! From the...
    5 of 5 bubbles Reviewed March 15, 2016
    My husband and I had never been to Grand Cayman, so we had to rely on our research and luck. Well, we were very lucky in our VBRO rental with Marc. The condo is exactly as...
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    1 / 27
    5 of 5 bubbles (21) Excellent
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    “Moonlight Kai” is a fully equipped, 2 bedroom 2 bathroom condo located in the heart of the Cayman Kai community. It is part of the Kaibo Yacht Club Phase II Complex near Rum Point on the spectacular Caribbean island of Grand Cayman. The complex sits on a pristine, white sandy beach that is... View all property information
    Location Information
    Grand Cayman, Cayman Islands 33M41H8
    5 of 5 bubbles Reviewed 1 week ago
    We had a fantastic stay in the Cayman Islands. The Moonlight Kai condo was perfect, very clean, spacious and in a wonderful location, the beach is footsteps away, the pool area...
    5 of 5 bubbles Reviewed 3 weeks ago
    We have been to Grand Cayman the last 4 years in a row. We are in love! Your condo was perfect for our family, it was clean and had everything we needed. The beach was beautiful...
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    1 / 29
    5 of 5 bubbles (2) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Shared Outdoor Pool...
    • Patio
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    • Satellite TV
    • Ocean Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 1st floor, ocean front condo at Bonnie's Arch condominiums is truly a diver’s paradise, with direct access to the ocean and the pool. Bonnie's Arch dive site and Wall Dives are accessible directly from the property. There is something for everyone whether you enjoy relaxing by the pool in a... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 0001
    5 of 5 bubbles Reviewed August 24, 2016
    This condo on the west bay is just perfect if you want a quiet place away from 7 mile beach but close enough to go there when you want. Our condo was clean and smelled great as we...
    5 of 5 bubbles Reviewed February 18, 2015
    The condo is very comfortable, nice, and airy, and pleasant to live in. A nice pool is in front of the condo with a partial view of the ocean obscured with another building more...
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    1 / 25
    4.5 of 5 bubbles (6) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
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    • Patio
    • Ocean Views
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Grand Cayman Island hideaway "Seven Mile Beach" location. (80 Town Hall Road, West Bay). Perfect for snorkeling, scuba<BR>diving, sport fishing, or simply basking in the sun on our pristine secluded beach. We are a small private complex consisting<BR>of seven apartments ranging from studios to 2... View all property information
    Location Information
    West Bay, Grand Cayman KYI 1302
    5 of 5 bubbles Reviewed February 18, 2017
    We absolutely loved our stay and would go back again! The beach is literally just a few steps across the street. Most days there was hardly another person on the beach besides...
    4 of 5 bubbles Reviewed August 3, 2016
    My family of 4, spouse and 2 teens, spent a week in the apartment. It was better than the photos - very spacious and clean. The kitchen was fully stocked even has a Keurig...
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    1 / 42
    5 of 5 bubbles (6) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Ocean Views
    • Children's Pool
    • Wi-Fi
    • Waterfront
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This recently renovated top floor unit offers stunning views of both the Caribbean Sea from your substantial private balcony and the pool area from the balcony or the side window. This unit has been professionally finished with luxury and elegance, including therapeutic walk-in shower, high end... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1111
    5 of 5 bubbles Reviewed March 7, 2017
    My husband and I stayed in this condo with friends for 8 nights at the end of February and it was absolutely amazing! It is modern, comfortable and beautifully furnished, located...
    5 of 5 bubbles Reviewed February 20, 2017
    This condo was absolutely STUNNING!!! It's completely up to date with high end appliances, gorgeous bathrooms, spacious living room area, fully stocked kitchen with an espresso...
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    1 / 27
    4.5 of 5 bubbles (2) Very good
    Cayman Brac
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Balcony
    • Waterfront
    • Air Conditioning
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    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Turtle Run with WOW ocean views, gentle breezes blowing off the ocean, the perfect ending to a day on the water and at the beach. This oceanfront 1500 ft² cottage is perfect for week-long vacations, extended weekend getaways, winter retreats or temporary lodging for relocating professionals. This... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY1 1109
    5 of 5 bubbles Reviewed May 17, 2014
    Turtle Run was the perfect antidote for a long and bitter cold Montana winter. I stepped back in time when my propeller driven plane gently landed on Cayman Brac; back to a time...
    4 of 5 bubbles Reviewed February 2, 2014
    Turtle Run is an elevated home so not for those who have difficulty walking or navigating stairs. There is also no sandy beach, just dead coral, so it is not for those looking to...
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    1 / 24
    5 of 5 bubbles (5) Excellent
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Terrace
    • Ocean Views
    • Wi-Fi
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    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Comfortable and fully equipped apartment just steps from the northwest end of 7 mile beach. Very quiet beach with great swimming and snorkelling. The popular Alfresco's beach restaurant is across the road with a grocery store, pharmacy, Subway sandwich also within walking distance. Some of the... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1302
    5 of 5 bubbles Reviewed March 6, 2017
    My first trip to the Cayman Islands and with so many options I can't tell you how happy I was to have chosen this property. The owners, Sonya and Leif, were very hospitable to me...
    5 of 5 bubbles Reviewed July 11, 2016
    Calypso Cove is in a great location right by several beaches and restaurants. The rental was roomy -- it was nice having the kids in a separate bedroom, each with their own bed...
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    1 / 22
    5 of 5 bubbles (3) Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Children's Pool
    • Satellite TV
    • Washer
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and an optional... View all property information
    Location Information
    East End, Grand Cayman KY1 1501
    5 of 5 bubbles Reviewed February 5, 2016
    Grand Cayman is a beautiful place to visit but having your own little escape to your own paradise makes it all the more amazing. This beautiful house is equipped with everything...
    5 of 5 bubbles Reviewed January 20, 2016
    Crescent Beach is a special place. It's nice to be some distance away from the cruise ships and Seven Mile Beach high rises. My husband and I stayed in the Sky apartment with...
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    1 / 26
    4.5 of 5 bubbles (3) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo at Bonnie's Arch condominiums is on the second floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for... View all property information
    Location Information
    West Bay, Grand Cayman KY1 2201
    5 of 5 bubbles Reviewed January 31, 2017
    The unit is located on the west end of the island near turtle farm and 2 well known dive shops and some great restaurants. It was clean, has ample parking, great patio with view...
    4 of 5 bubbles Reviewed August 22, 2014
    We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
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    1 / 21
    5 of 5 bubbles (12) Excellent
    Cayman Brac
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Washer
    • Balcony
    • Grill
    • Air Conditioning
    • Parking
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    NEW, PRIVATE, ON THE BEACH GEM of a home with its own private dock! You will enjoy stunning views of the sunset, little cay and star-gazing from the crow’s nest deck and balcony or just relax on the covered patio in a hammock. This newly renovated 1140 square foot home has an open floor plan, a... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2001
    5 of 5 bubbles Reviewed June 6, 2016
    This was our second time on Cayman Brac. We left 92 days ago to be exact. We fell in love and couldn't wait to get back. Our first time at Hammock Moon but definitely not our...
    5 of 5 bubbles Reviewed April 23, 2015
    Hammock Moon is becoming our home away from home. We just can’t seem to stay away. The tranquility of the Brac keeps us coming back. We live in NJ and the last couple winters have...
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    1 / 21
    4.5 of 5 bubbles (3) Very good
    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Balcony
    • Parking
    • Satellite TV
    • Air Conditioning
    • Ocean Views
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Calypso Cove #2 is our favorite . A roomy studio on the second floor with large balcony. High cedar ceiling . Full kitchen with all utensils. One guest named it the "eagles nest" Our secluded beach is only 10 steps away across the road. Great snorkeling in front of the beautiful beach.Near shops... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1302
    5 of 5 bubbles Reviewed March 22, 2017
    This is a great little studio apartment that has a balcony with an ocean view. It is perfect for a couple. The apartment is close to several good restaurants and very close to...
    5 of 5 bubbles Reviewed February 22, 2017
    My husband and I just returned from 10 nights at Calypso Cove staying in #2 Eagles Nest. We loved everything about this place. The location was great. We didn't rent a car and...
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    1 / 37
    4.5 of 5 bubbles (4) Very good
    East End
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Wi-Fi
    • Shared Yard
    • Grill
    • Air Conditioning
    • Ocean Views
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Reef Resort - Grand Cayman: 1-BR, Sleeps 4, with Full Kitchen. Fixed week - 7 nights, Saturdays check in only. One Bedroom Executive Suite The resort's One Bedroom Suite at the Reef is among the best in the Cayman Islands. It is beachfront and sleep up to four guests with an area of... View all property information
    Location Information
    East End, Grand Cayman KY1 1801
    5 of 5 bubbles Reviewed March 9, 2017
    After a little confusion on the stay. Which Marta and her people promptly took care of. Our stay was as fantastic as always. Marta's price was right and there is no way you will...
    5 of 5 bubbles Reviewed May 22, 2016
    Wonderful,wonderful, wonderful! Third time to Grand Cayman, all three times we have stayed at the Reef. Spent 13 days relaxing! Hate to leave but will be back. Wonderful staff...
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    1 / 23
    5 of 5 bubbles (8) Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Washer
    • Ocean Views
    • Satellite TV
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and an optional... View all property information
    Location Information
    East End, Grand Cayman KY1 1501
    5 of 5 bubbles Reviewed January 17, 2017
    We have recently returned from a family vacation at Sand with our three young children. Probably the best holiday I’ve ever had – and the accommodation made the difference...
    5 of 5 bubbles Reviewed December 15, 2016
    My husband and I couldn't have been happier with our stay in Sand at Crescent Beach. As gorgeous as the photos are, the view and apartment itself are still much better. My husband...
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    1 / 27
    5 of 5 bubbles (2) Excellent
    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Indulge in relaxation, recreation, and romance at the “Ocean Pearl” beachfront villa. Here you can discover the natural side of Grand Cayman, escape your busy life and enjoy peace and tranquility. Part of the Northern Lights development, we are one of just nine units and are bordered by the Salina... View all property information
    Location Information
    North Side, Grand Cayman KY1 0001
    5 of 5 bubbles Reviewed February 29, 2016
    This was our first time to Grand Cayman Island and we cannot wait to go back. It was breath taking, truly a vacation of a lifetime. We cannot even begin to describe how...
    5 of 5 bubbles Reviewed January 22, 2016
    My wife, sister-in-law, and I had a wonderful experience at the Ocean Pearl. Truly remarkable. The condo is right on a sparkling strip of beach. Besides a few sand pipers and...
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    1 / 21
    4.5 of 5 bubbles (6) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Private Yard
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your own private Seven Mile Beach area 2 bed / 2 bath 'home away from home', with the best snorkeling on all of SMB within 2 blocks of your door step! From us$100/ night..."Cayman's Best Value!" Close to everything yet away from the crowds! Please take a look at our special 'guest comments'... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman BWI
    5 of 5 bubbles Reviewed July 4, 2016
    I booked this place for my dad for his visit to the island for my wedding. He absolutely loved it and his stay. The property was great and in a nice location. It is inside of a...
    5 of 5 bubbles Reviewed April 11, 2016
    Captain jeff and his houses were great. We had two couples, two babies and a grandma who decided to tag along and crash on the couch. The houses were clean, quiet and located...
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    1 / 23
    East End
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
    • Grill
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Reef Resort - Grand Cayman: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Fridays, Saturdays, Sundays check in only. Studio Beach Suite Our Grand Cayman Studio suite is beachfront with an area of approximately 450 square feet, including its own balcony. Studio suits two, with a... View all property information
    Location Information
    East End, Grand Cayman KY1 1801
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    1 / 21
    4.5 of 5 bubbles (2) Very good
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool...
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo at Bonnie's Arch condominiums is on the first floor and has direct access to the pool and ocean. The crystal clear turquoise water, pristine sandy beach, lush tropical vegetation and dramatic sunsets are all part of the backdrop for this tropical paradise. There is something for everyone... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1102
    5 of 5 bubbles Reviewed July 30, 2016
    I traveled with my husband and another couple for a relaxing vacation to Grand Cayman. The condo was great. Spacious, clean, well equipped - everything we needed. So...
    4 of 5 bubbles Reviewed July 12, 2015
    Close to turtle farm, lighthouse point, Macabuca, grocery store. Clean unit with all you need. Looks out on a pool. Good location for divers.
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    1 / 31
    5 of 5 bubbles (11) Excellent
    West Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 3BR, 3.5 Bath Townhouse-style condo in a beautiful oceanfront complex in a quiet residential area, close to Seven Mile Beach, a short 15 minute drive from the airport and located right on the public bus route. Family-friendly, diver friendly, with full air conditioning and ceiling fans... View all property information
    Location Information
    West Bay, Grand Cayman N A
    5 of 5 bubbles Reviewed February 21, 2015
    We highly recommend CoCo Condo, where we stayed in January. We took advantage of the two pools at the condominium complex, and we were within a short drive of Cemetery Beach...
    5 of 5 bubbles Reviewed January 13, 2015
    Reservation was easy and simple. The condo manager, Mr. Duncan, was very nice and easy to work with. The condo was located just next door to the Cracked Conch Restaurant and the...
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    1 / 13
    Bodden Town
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Playa Vista at MoonBay is your affordable beach vacation. This condo is tastefully furnished and impeccably clean.<BR><BR>The unit has a fully equipped kitchen, air conditioning, cable television, wireless fibre optic internet access, local cellphone and coin operated laundry. The master bedroom... View all property information
    Location Information
    Bodden Town, Grand Cayman KY1 1602
    1 / 7
    5 of 5 bubbles (5) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Imagine a place where your “Personal Island Getaway” becomes a reality… Imagine a place where world-famous dive sites are found only a few hundred feet from your front door… Imagine a place where brilliant island sunsets take place outside your window every evening… Imagine… Ocean Wave: Indigo 1... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2101
    5 of 5 bubbles Reviewed October 15, 2014
    This was the best vacation experience my wife & I have had in our 19 years of marriage. We were greeted by the owner at the airport who had a rental car waiting for us. After a...
    5 of 5 bubbles Reviewed September 26, 2014
    Lovely place with a reasonable price ! The ocean view is nice because you could see Little Cayman...
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    1 / 14
    4.5 of 5 bubbles (11) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
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    • x
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    About this property
    Ideally located condo on the renowned 7 mile beach. This spacious condo, on the ground floor, has 2 bedrooms, and 2 full bathrooms, with a sofa bed in the living room. This air-conditioned unit, with fitted wardrobes, Wi-Fi, safety deposit box, fully equipped kitchen, TV and DVD player, ceiling... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1204
    5 of 5 bubbles Reviewed March 19, 2017
    We loved staying at the condo for our trip! Very spacious, clean, and comfortable. The staff was super nice and very helpful! Highly recommend
    5 of 5 bubbles Reviewed March 19, 2016
    This apartment met all of our expectations. Located more towards the south end of Seven Mile Beach, it provided quick access to eating establishments, grocery stores, and the...
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    1 / 17
    5 of 5 bubbles (8) Excellent
    West Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Satellite TV
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    • Children's Pool
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    OCEANFRONT Ground floor one bedroom fully furnished Villa with TWO BEACHFRONT PATIOS. Twelve foot glass sliding doors out to the beautiful turquoise Caribbean sea offers a fantastic view from all rooms. Villas Pappagallo #22 is the perfect location for Honeymooners looking for that special... View all property information
    Location Information
    West Bay, Grand Cayman 99999
    4 of 5 bubbles Reviewed 3 weeks ago
    Perfect one bedroom place for a couple--not overly luxurious but certainly very comfortable and well appointed. Only issue was no cable in bedroom so no real TV which is not a...
    5 of 5 bubbles Reviewed January 5, 2017
    If you are looking for a gorgeous and secluded place to stay in Grand Cayman, you should consider this. Villas Pappagallo is away from the main tourist areas and next to a...
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    1 / 14
    5 of 5 bubbles (9) Excellent
    West Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Located in the exclusive Shores neighbourhood in West Bay, Grand Cayman (1 minute drive from one of our best restaurants Calypso Grill, 4 minutes to the beach and 8 minutes to George Town), this 1,700 sq ft townhouse is ideal for a family or group of friends. If you like having complete... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1208
    5 of 5 bubbles Reviewed January 17, 2017
    The accommodation was great better than the pictures. Everything was catered for. Close to beach and restaurants and all the tourist attractions on the island. the pool was great...
    5 of 5 bubbles Reviewed December 20, 2016
    Nicely appointed and away from the cruise ship madness in Georgetown. Accommodations were comfortable and spacious, with the kitchen well appointed. Using the main highway made...
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    1 / 31
    5 of 5 bubbles (1) Excellent
    Rum Point
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Kaibo is what you have dreamed about when you think about an island getaway. It's fun, exciting, romantic, peacful and more all wrapped into one. We have a beautiful beach, a view that looks like a postcard and all the amenities you could want or need for a tropical paradise. Come visit us at Kaibo... View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1701
    5 of 5 bubbles Reviewed January 25, 2017
    I stayed at this Rum Point condo for one week with my family. I must say that my trip was near perfect. The condo itself was "fully loaded" which made our stay very confortable...
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    1 / 21
    5 of 5 bubbles (22) Excellent
    Grand Cayman
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Retreat 32 is a 2 Bedroom 2nd floor Condominium beautifully decorated in a small quiet complex of 23 units located on over 1200 feet of pristine, calm, white sandy beach. With over 1300 square feet of luxurious and well appointed living space with full kitchen and laundry facilities. You can relax... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY1 1101
    5 of 5 bubbles Reviewed February 24, 2016
    As before (we've stayed in this condo 3 times) the experience was exceptional. We've been to Grand Cayman 6 times and have stayed at 3 locations. This is by far the best. The...
    5 of 5 bubbles Reviewed June 24, 2015
    This is the 2nd time we have been to the Retreat at Rum Point. We stayed in a different unit this year, as we needed a 2 BR instead of just 1 BR. Just like last year, the stay...
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    1 / 30
    5 of 5 bubbles (7) Excellent
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    A cozy 2 bed 2 bath newly renovated ground-floor end unit located in the heart of Seven Mile Beach, Grand Cayman. Come and enjoy morning and evening beach walks, crystal clear snorkelling just 100ft off the beach, lighted tennis court, 2 onsite pools. The Unit is conveniently located within walking... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY11104
    5 of 5 bubbles Reviewed September 13, 2016
    Keri, owner of the condo #34 is a very friendly person, Her condo looks like your own place back home, everything what you need is there. After we come from the airport she was...
    5 of 5 bubbles Reviewed August 16, 2016
    We went for 1 week and had the best time from start to finish. The condo has everything you would need, a fridge, oven, microwave ect. Keri was wonderful, she answered any...
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    1 / 18
    5 of 5 bubbles (5) Excellent
    Cayman Brac
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Named for the natural shade provided by 29 coconut palm trees on the property our beach cottage offers 2 bedrooms, fully equipped kitchen, free WI FI, cable television and local phone service. The 300 sq foot deck is literally steps from the water and always has shade available to get out of the... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2101
    5 of 5 bubbles Reviewed February 17, 2017
    Everything is wonderful! 29 Palms is just as the advertising states. The locals and other travellers are so friendly. This little island is a hidden treasure! Getting around...
    5 of 5 bubbles Reviewed July 4, 2016
    Very comfortable house to stay in. The pictures posted on site don't do the place justice. The most comfortable bed is slept in during a two week trip (I stayed here four days...
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    1 / 12
    5 of 5 bubbles (5) Excellent
    Rum Point
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Ground floor unit overlooking pool and beach. High speed Internet. Phone for incoming calls and local calls. View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1110
    5 of 5 bubbles Reviewed March 7, 2017
    Kaibo is an extremely beautiful area of Cayman and MaiK is everything you could wish for in a holiday home. It has two large bedrooms, two bathrooms, a large living room and a...
    5 of 5 bubbles Reviewed July 29, 2015
    The Kaibo condo was in a perfect location for us... away from the bustle of 7 mile beach, there's a grocery store nearby easily accessible by car and there's a great...
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    1 / 14
    4 of 5 bubbles (1) Very good
    Seven Mile Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Island Pine Villas is a 40 Unit complex that sits right in the heart of Seven Mile Beach. Our condo has been updated and upgraded, with the renovations be completed December 2015. Our renovations include: expanded and brand new kitchen counter tops, Whirlpool stainless steel appliances, custom... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY11104
    4 of 5 bubbles Reviewed April 15, 2016
    This is perfectly placed for Camana Bay and 7 mile beach. There are a selection of eateries on the main road, within easy walking distance, or a car drive for further choices...
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    1 / 55
    5 of 5 bubbles (6) Excellent
    Seven Mile Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cayman Reef Resort Number #50 is a spectacular Cayman vacation rental condo situated on Seven Mile Beach. You can enjoy access to the private Grand Cayman resort swimming pool and walk to the breathtaking sandy Seven Mile beach just steps away. Enjoy the spectacular location and beautiful set up in... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1204
    5 of 5 bubbles Reviewed March 14, 2017
    We recently returned from our second one-month stay at #50 Cayman Reef Resort (a one-bedroom condo unit) and it definitely lived up to our fond memories of two years ago. In fact...
    5 of 5 bubbles Reviewed March 12, 2016
    We stayed in Cayman Reef Resort unit #50 (1 bdrm, 1 bthrm) for 10 days. The unit is on the ground level and is a short walk to the beach. The unit door has a keypad lock which was...
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    1 / 21
    5 of 5 bubbles (5) Excellent
    Seven Mile Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo is in a superb location in which to have a great vacation. This well appointed 3 bed and 2.5 bath apartment also offers covered parking and security fob access. A kingsized bed along with two double beds, the apartment sleeps 6 easily, along with a sectional sofa that can be rearranged... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1209
    5 of 5 bubbles Reviewed January 8, 2017
    Great 3 BR condo. Graham was fantastic, very helpful, great service! He provided everything we needed and more. The condo is as advertised, and much more spacious and luxurious...
    5 of 5 bubbles Reviewed March 27, 2016
    Graham Heron who represents the property could not have been more helpful. He checked us in when we arrived and checked us out when we left. He provided local insight and made...
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    1 / 30
    4.5 of 5 bubbles (7) Very good
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    For your perfect Caribbean Holiday, we are @ THE ABSOLUTE HEART OF SEVEN MILE BEACH! +PLUS MORE FEATURES, SERVICES & VALUE; ++A FAMILY-FRIENDLY ATMOSPHERE +++OUR 30 YEARS OF OWNER KNOWLEDGE ++++CONVENIENT PROXIMITY TO EVERY FEATURE YOU DESIRE = A MOST MEMORABLE HOLIDAY This is our second home.... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY 1109
    5 of 5 bubbles Reviewed March 16, 2017
    We recently had a wonderfull holiday at Turtle fish 🐟 haven.The location on seven mile beach is ideal with a beautifull sandy beach only steps from the door.We found the...
    5 of 5 bubbles Reviewed July 14, 2016
    After six visits, Grand Cayman has become our "happy place" vacation destination and now we have at last discovered the most heavenly haven to enjoy it from. Bob and AnnMarie are...
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    1 / 38
    4 of 5 bubbles (1) Very good
    Grand Cayman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villas Pappagallo is a premier rental property with a charming Spanish style located only a few miles from the world famous Seven Mile Beach on Grand Cayman Island. Our condo is a two story home with 2 bedrooms and 2 baths completely furnished with all of the comforts of home including an updated... View all property information
    Location Information
    Grand Cayman, Cayman Islands KY 1301
    4 of 5 bubbles Reviewed March 25, 2017
    Jane has a great place, perfect location, no crowds and easy access to other areas of Grand Cayman. Would definitely stay here again.
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    1 / 21
    5 of 5 bubbles (4) Excellent
    Seven Mile Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    NO taxes and NO cleaning fees! As seen on HGTV's House Hunters International! Our vacation rental at Turtle Cove is a 1 bedroom, 2 full-bath condo in the Seven Mile Beach Corridor. We are close to all of the island's best amenities, dining, shopping, attractions and of course, Seven Mile... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1
    5 of 5 bubbles Reviewed January 4, 2017
    Best vacation we have had in years! We travel several times a year and have been disappointed with some destinations and the accompanying crowded, loud resorts. First, the island...
    5 of 5 bubbles Reviewed January 20, 2016
    Turtle Cove was a lovely place to stay at. We enjoyed the simple layout of the condo. Also, 7 mile beach and modern grocery stores were right down the street. We loved the...
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    1 / 31
    Rum Point
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Ocean Views
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and... View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1206
    1 / 21
    5 of 5 bubbles (1) Excellent
    Cayman Brac
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cayman Brac Beachfront Vacation Home Rental. Welcome to 'Island Time'; a secluded, on the beach, 1 story private home, located mid-island on the north shore of Cayman Brac, a small quiet island 90 miles northeast of Grand Cayman. Fly to Cayman Brac using Cayman Airways. This house is great for... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2101
    5 of 5 bubbles Reviewed October 6, 2016
    Island Time was the perfect spot for a quiet, romantic getaway! The house had everything I needed and the private beach was amazing! Everything was extremely clean and the...
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    1 / 14
    5 of 5 bubbles (10) Excellent
    Cayman Brac
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Tranquil and secluded. The single-story Beach Cottage retreat is the perfect location for a honeymoon, small family or a relaxing, romantic escape. This oceanfront getaway sleeps two to four and includes your own private pool and beach. Le Soleil d'Or is home to its very own organic 20-acre... View all property information
    Location Information
    Cayman Brac, Cayman Islands KY2 2000
    5 of 5 bubbles Reviewed January 14, 2016
    I recently spent a week in the Le Soliel d'Or cottage with my husband and two-year-old daughter and can not wait to return. It was the perfect place to spend time together as a...
    5 of 5 bubbles Reviewed December 8, 2015
    I just returned from a stay in the "Cottage" at Le Soleil d'Or. I feel like I'm now returning from heaven. What a unique and fabulous experience. I was able to tour the rest of...
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    1 / 26
    5 of 5 bubbles (1) Excellent
    Seven Mile Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Yard
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    • Pet-friendly
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    • x
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    • x
    About this property
    3 Bedrooms , 2 Bathrooms, Sleep 6 (Kingsize, Queen, Double and Twin Bed) 100 Feet from Seven Mile Beach. Luxury condo unit on historic Boggy Sand Road. At night you can hear the waves breaking on Boggy Sand Beach, the best part of Seven Mile Beach. Spacious with open plan kitchen, dining area... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1001
    5 of 5 bubbles Reviewed June 12, 2016
    Windsong #2 is an extremely well appointed, clean and tastefully decorated condo. We traveled with my Sister, Brother In Law and 1.5 year old nephew. The condo owner and...
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    1 / 5
    5 of 5 bubbles (1) Excellent
    West Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Large 3 bed 3.5 bath condo set aid lush tropical gardens on upscale ocean front development.2300 sq foot makes this a large condo with 3.5 bathrooms and an extra full size bed available to put in any of the bedrooms.Layout is queen queen twins set over 3 floors this condo has room for everybody... View all property information
    Location Information
    West Bay, Grand Cayman KY1 1208
    5 of 5 bubbles Reviewed March 24, 2016
    We stayed in this 3 bedroom, 3 bath condo unit at Coconut Bay, West Bay, Grand Cayman. It was clean, comfortable, quiet and convenient. The property had everything we needed and...
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    1 / 16
    East End
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our rental villas are situated in the quaint community of East End on Grand Cayman, away from all the noise and congestion of Georgetown and 7-mile beach. Parking is a HUGE problem in Georgetown and on 7 mile beach -- there are very few public parking lots, and many streets do not allow parking.... View all property information
    Location Information
    East End, Grand Cayman KY11801
    1 / 13
    5 of 5 bubbles (1) Excellent
    Rum Point
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and... View all property information
    Location Information
    Rum Point, Grand Cayman KY1 1006
    5 of 5 bubbles Reviewed August 22, 2015
    Traveled with group to Grand Cayman in late July this was our first experience with renting a Villa in the Caribbean, didn't know what to expect. Spoke to the Property manager...
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    1 / 11
    Seven Mile Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This newly listed penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. The space This top floor unit offers stunning views of both the Caribbean... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1111
    1 / 12
    5 of 5 bubbles (2) Excellent
    Seven Mile Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Porch
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Just steps away from the beach! Our GARDEN VIEW condo has a contemporary look. It has 2 large bedrooms and a 1 small one. The master bedroom has a spacious walk-in closet and can easily store all your luggage. It also has a small bedroom connected to it with a bunk bed (double on the bottom and... View all property information
    Location Information
    Seven Mile Beach, Grand Cayman KY1 1202
    5 of 5 bubbles Reviewed December 28, 2014
    The location was great. It seemed fairly central. We were only a few minutes drive from both down town and Camana Bay. We had a rental car our first week. We used it to stock...
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    1 / 33
    4 of 5 bubbles (2) Very good
    Bodden Town
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The Space Luna Vista enjoys panoramic views of Pease Bay from the expansive PRIVATE wrap-around terraces of this 2nd and 3rd storey, villa style home. Fully efurbished with teak bathroom and kitchen cabinetry, Fisher Paykel appliances and coconut flooring, the home is beautifully furnished... View all property information
    Location Information
    Bodden Town, Grand Cayman KY1 1602
    5 of 5 bubbles Reviewed December 20, 2015
    Condo was excellent and perfect for large group. 3 bedrooms with private bathrooms. Updated equipment and plenty of entertaining space. Pool was great and empty the entire time we...
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    1 / 22
    George Town
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Welcome to coral bay village, your beachfront paradise. Located right on a secluded beautiful white sand beach, close enough to georgetown and the airport for your convenience, but far enough to enjoy the quiet and beauty without the crowds and rowdiness of seven mile beach. For less than the price... View all property information
    Location Information
    George Town, Grand Cayman KY
    1 / 15
    George Town
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our poolside/ocean view condo is located at the Sunset Cove Complex. This beach front complex is on the south end of Seven Mile Beach. The beach is a long crescent of coral-sand beach on the western end of Grand Cayman Island. It is known for its beauty, recently receiving the honor of 'The... View all property information
    Location Information
    George Town, Grand Cayman 11906
    Cayman Islands Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
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    Additional Cayman Islands Info

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    Cayman Island Beachfront Vacation Villas and Condo Rentals

    As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

    Attractions and activities in the Cayman Islands

    Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

    Snorkeling

    Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

    Confident choices for waterfront vacation rentals

    While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.