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Holiday Rentals with Pools in East End

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    Travellers to East End are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    19 Matching Rentals in East EndView all 27 rentals
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    Crescent Beach (Sand) at Half Moon Bay1 / 46
    (10)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Crescent Beach (Sky) at Half Moon Bay1 / 22
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials1 / 32
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2017
    Everything was perfect. The house was beautiful, the pool perfect, the view perfect. We saw all kinds of God's creations outside. House was easy to find, yet plenty of...
    Reviewed 5 September 2017
    From the moment you entered the front door and saw the ocean vista right there in front of you to the over-sized and well decorated bedrooms to the FULLY equipped kitchen and...
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    About this property
    Located on the quiet east end of the island, you will find many restaurants and beaches to choose from at this very private home. Cool down and relax on the great pool decking or gazebo. With one of the best views of the ocean facing due-south. You can see terrific sunrises and sunsets and catch an...
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    Location Information
    East End, Grand Cayman KY1 1501
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Children's Pool
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morritt's Tortuga Club - East End, Grand Cayman, Cayman Islands: Studio, Sleeps 2, with Full Kitchen. Fixed week rental, check in days: Fri, Sat, Sun. 1-Bedroom, Sleeps 4, with Full Kitchen and/or 2-Bedrooms. Sleeps 6 are also available - please inquire about rates and availability. Queen Size...
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    East End, Grand Cayman 77777
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Children's Pool
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fixed week rental, check in days: Fri, Sat, Sun. Studio, Sleeps 2, with Full Kitchen and/or 2-Bedrooms. Sleeps 6 are/may be also available - please inquire about rates and availability. LIVING AREA: Pull Out Sofa, Queen size, Bathtub/Shower BEDROOM: Queen Size Bed KITCHEN FACILITIES: Blender,...
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    East End, Grand Cayman 77777
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Reef Resort - Grand Cayman: 1-BR, Sleeps 4,1 / 37
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Shared Garden
    • Grill
    • Air Conditioning
    • Ocean Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Pretty hard to beat the view!!! Friendly staff. Not so great beds. Internet kept cutting off, which is annoying. Much better than just a hotel room. Low key, and quiet on...
    Reviewed 9 March 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...
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    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...
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    East End, Grand Cayman KY1 1801
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cayman Calypso Villa1 / 16
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    This is a great place to stay. Quiet and relaxing but close enough to be able to drive to everything we wanted to do. Amazing pools and wonderful ocean view. House was...
    Reviewed 13 June 2017
    If you want a quiet relaxing vacation rental then this is the one for you. We spent a week at this villa on East End, if only we could have stayed another week. It is away...
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    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....
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    East End, Grand Cayman KY11801
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morritt's Tortuga Club - East End, Grand Cayman, Cayman Islands: 2-BR, 2 Baths, Sleeps 6, with Full Kitchen. Fixed week rental, check in days: Fri, Sat, Sun. Studio, Sleeps 2, with Full Kitchen and/or 1-Bedroom. Sleeps 4 are/may be also available - please inquire about rates and availability....
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    East End, Grand Cayman KY 1 1106
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morritts Tortuga Club Resort - East End Grand Cayman: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturday check in Studio Poolside Suite Our Grand Cayman Studio suite is poolside with an area of approximately 450 square feet, one minute walk to the beach. Studio suits two, with a...
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    East End, Grand Cayman KY1 1106
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Morritts Tortuga Cayman Islands!! Stingray city, diving, Beautiful Island.1 / 12
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Children's Pool
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We did an exchange via RCI and were very happy with our unit. It was a 2 BR, 2 B unit with a full kitchen. It had just been remodeled and was very nice. However, there in no...
    Reviewed 19 August 2017
    Overall the resort is nice and we had a great view of the ocean from our balcony. The maintenance guy did show up when he was called but our bathroom light was not repaired...
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    About this property
    Secure your spot now for a week of Festivities in paradise. This resort offers white sandy beaches and crystal clear waters with a little bit for everyone... for those who want to relax and escape to the adventure seeker. RELAX - White sandy beaches, Ocean with a million shades of blue and...
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    Location Information
    East End, Grand Cayman KY1 1106
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wyndham Reef Resort: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturdays 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 king size bed overlooking the...
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    East End, Grand Cayman KY1 1801
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Designer Villa, in Tranquil and Beautiful East End1 / 28
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2015
    Designer Villa and the Grand Cayman, itself, was much more than we expected. The villa is warm and inviting and has everything that a couple, a group or a family would want and...
    Reviewed 17 January 2015
    Our family had a great time staying here. Our group consistent of me, my 2 year old daughter, my wife, and three of our parents. The setting was beautiful and had plenty of...
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    About this property
    Divers paradise or just kick back and relax in this Caribbean-style, THREE story villa with media loft & separate office area. This 2450 square foot, designer decorated villa is offers plenty of elbow room with 3+ bedrooms, and 3.5 baths, Located in a small, private and intimate complex of...
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    East End, Grand Cayman 540259
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Shellen1 / 22
    (12)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2017
    You cannot beat the location of Shellen. It's set back from the road (cars go about 50 mph so it's good to have some distance) and the privacy and views are fantastic. There...
    Reviewed 10 June 2016
    We stayed at Shellen for a weekend with close friends. It was an amazing property. It exceeded every one of our expectations. Ideal location if you want a quiet tranquil...
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    About this property
    Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbean coastline. Amenities include an ocean-view outdoor deck with pool, a sunken hot tub, and plenty of lounge chairs under tall palm trees. Not to mention...
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    Location Information
    East End, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Ocean Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 story, 3 bedroom, 3.5 bath private villa with 4 pools just outside the slider. The beach is just across the street inside the reef. Relax under the palm with a breeze blowing in a tropical island setting. The kitchen is fully equipped for preparing your own meals, you can grill your steaks...
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    Location Information
    East End, Grand Cayman KY1800
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Washer
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONE BEDROOM DELUXE POOLSIDE CONDOMINIUM – 1100 SQ.FT. - 8 CONDOMINIUMS Full one bedroom deluxe condo with private bedroom with King size bed, full bathroom + 3/4 bathroom, living room and fully equipped kitchen. In the living room area there is a large entertainment center, which stows 2 full...
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    Location Information
    East End, Grand Cayman K1 1800
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Grill
    • Balcony
    • Children's Pool
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Premier Morritt's Tortuga Club resort offers a luxury beach front paradise atmosphere, with 2 pools a waterfall and swim up cocktail bar. Each air conditioned apartment has a balcony and a fully equipped kitchen. The property's restaurant serves gourmet food and there are several bars. Many...
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    Location Information
    East End, Grand Cayman KY1 1106
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Northern Lights is a 9-unit complex comprised of privately owned two-floor townhomes, located on the waters edge along the quiet north coast of Grand Cayman. The comfort and breathtaking views of this condo are matched only by its' surroundings: 240 feet of sandy beach, a coral reef teeming with...
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    Location Information
    East End, Grand Cayman KY1 1007
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Secure Parking
    • Children's Pool
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Reef Resort - Grand Cayman: Studio, Sleeps 2, with Kitchenette. Fixed week - 7 nights, Saturdays check in only. Two Bedroom Master Suite The resort's Grand Cayman Two Bedroom Master Suite, which comfortably sleep six people, is beachfront with an area of approximately 1,350 square feet, plus...
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    Location Information
    East End, Grand Cayman 55555
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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