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Grand Cayman Luxury Holiday Homes

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    AU$2,717 Average
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    Travellers to Grand Cayman are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    56 Matching Rentals in Grand CaymanView all 375 rentals
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    Two Rainbows by Grand Cayman Villas and Condos1 / 26
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Surfers Paradise Oceanfront on the 'New Seven Mile Beach'...come and relax !1 / 153
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Tarasand by Grand Cayman Villas and Condos1 / 19
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cos Kai by Grand Cayman Villas and Condos1 / 27
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Ocean Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2016
    We absolutely enjoyed our stay at Cos Kai. Four couples. The Great Eight travel together to the Caribbean every 2 years. This was our 8th trip,. Everything was smooth from the...
    Reviewed 22 April 2016
    Our stay at Cos Kai could not have been better. The booking process was easy and seamless. For some reason we felt more comfortable dealing with a company based out of Richmond...
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    About this property
    Welcome to Cos Kai. This two-story luxury villa is a great family or multiple-couple villa choice offering amazing sunsets and barefoot swimming from a palm-shaded beach. Boasting over 6,000 sq. ft., Cos Kai is only a 5-minute walk from the Kaibo Yacht Club to the south and a 10-minute walk to...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
    Ocean Kai by Grand Cayman Villas and Condos1 / 27
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2016
    First of all, let’s get it out there…this house is AMAZING! Our family of 10 (grandparents, ourselves and our college-age kids with their friends) had a relaxing, fun, quality...
    Reviewed 28 July 2015
    This house is stunning and crazy spacious! There was a large group and small children all under age of 7. this house was PERFECT!!!! I cannot explain what a great plan this was...
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    About this property
    Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 sq ft of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps 10 guests across 5 bedrooms each with private ensuite bath. Upon entering the great room there is an immediate wow factor as...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Washer
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Amarone! This spectacular oceanfront home is situated on a sandy beach just minutes from George Town and Seven Mile Beach. Privacy, amenities and excellent snorkeling can be found throughout Villa Amarone, named for the owner's favorite Italian wine. South Sound is a quiet...
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    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    Fischers Reef by Grand Cayman Villas and Condos1 / 51
    (1)Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2019
    Our family group of 15 (ranging in age from 7 months to 91 years!) had a great time at this awesome house. We loved hanging out at the pool and the views are amazing! Thanks...
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    About this property
    Located only 1 mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed 8 bedroom oceanfront villa ideal for large families, or group getaways. Featuring multiple living and sleeping areas--4 king suites, 3 queen suites, a twin bunk suite, and pull-out sofa--the villa-s unique...
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    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 20
    Cayman Castle & Guesthouse by Grand Cayman Villas and Condos1 / 38
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2015
    We had a great time. The house was unique and suited our needs. It was in excellent condition and everything worked well. We had no issues. The booking was easy and...
    Reviewed 20 June 2014
    June 7-14, 2014. Every other year we take a "family" vacation..large group of 19.. Ages ranging from 65-1. After much research The Castle was just what I was looking...
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    About this property
    Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre walled estate. Perched on an elevated point of land, the Cayman Castle grounds include an attached private white sandy beach with excellent snorkeling and sunbathing. Infinity pool (heated in the winter), multi-tiered...
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    East End, Grand Cayman KY 1202
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
    Blue Water Villa by Grand Cayman Villas and Condos1 / 24
    (16)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2018
    We had the best holiday here 2 couples and 4 kids.Staff were so helpful, we arranged for groceries to be at the villa for our arrival and a meal to be cooked the first day. It...
    Reviewed 31 March 2016
    Villa Zara provided a fantastic place to rest our heads and rejuvenate for another day. Our days were spent snorkeling, sailing, kayaking, jet-skiing and eating. We traversed...
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    About this property
    Welcome to Blue Water Villa. This gated estate sits directly oceanfront in Rum Point, along Grand Cayman's north coast. This palatial villa offers a gorgeous pool deck complete with an oceanfront hot tub to soak in and enjoy the sparkling Caribbean views. A large sandy beach with phenomenal...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Crystal Waters is directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. Quiet clear waters and panoramic ocean views await in this 5,200 sq foot island getaway. The oceanfront first-floor sunporch spans the entire width of the house, allowing guests to enjoy expansive Caribbean...
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    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Balcony
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Great Bluff Estates, a gated oceanfront villa with pool set into the bluffs of Grand Cayman's Northside. This recently renovated 5-6 bedroom home offers a large family all they could want from excellent snorkeling steps off the backyard to a stunning elevated sundeck and freshwater...
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    Gun Bay, Grand Cayman KY1 1702
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    8 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • Secure Parking
    • Hot Tub
    • Washer
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for massage, yoga and more! We maintain a complete list of preferred vendors for many...
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    West Bay, Grand Cayman KY1 1102
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 22
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to On The Rocks! This grand oceanfront gated estate with private pool is conveniently located 20 minutes from the airport in a planned residential community called Beach Bay. The dozen or so homes along this rugged coastline share the key amenity of the neighborhood: a wonderful sandy...
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    Savannah, Grand Cayman KY1 1702
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
    Moon Kai by Grand Cayman Villas and Condos1 / 33
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2013
    I wanted to write a review because this was the most amazing trip we have experienced even with 5 kids under 5. The Cayman Shoppers was perefect! Chet with Empty suitcases.com...
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    About this property
    Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Cayman Kai. The main house and optional, beautifully-equipped coach house apartment can accommodate a total of 14 people--12 adults max--with 5 expansive oceanfront king suites and a separate queen master...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    Seascape - A Luxury Villa on Seven Mile Beach on Grand Cayman, Cayman Islands1 / 36
    (8)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    • Waterfront
    • Patio
    • Ocean Views
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2018
    Seascape sits on a fabulous stretch of Seven Mile Beach. Right out the door we could snorkel and dive-- so many beautiful fish. The location is perfect for restaurants, shopping...
    Reviewed 4 April 2018
    This home is actually a 10 Star!!! It has everything you would want & need & much, much more! I hated to leave! The location is the very best location on 7 mile beach! The...
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    About this property
    Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an...
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    Seven Mile Beach, Grand Cayman 92 GT
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 17
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Olympus, a majestic contemporary estate masterfully designed and perfectly positioned on a private oceanfront lot in Rum Point. Designed with dramatic white angled walls, three levels of outdoor entertaining spaces, and an oceanfront living area with 40 feet of floor-to-ceiling sliding...
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    Rum Point, Grand Cayman KUY1 1701
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 BR Beachfront villa, with infinity pool. 10 min to 7 miles beach. Free electric car! This beautiful villa is in the private gated community of Conch Point Beach resort, on the northern part of the island, 10 minutes away from Camana Bay and Seven Miles beach. It is as well 5 minutes away from...
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    West Bay, Grand Cayman KY 1 9006
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Kaiku by Grand Cayman Villas and Condos1 / 41
    (1)Average
    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2019
    The house is quite nice, and the pool and beach are great. We had a nice vacation with the exception of a major issue: the marble steps and floor in the house are all one...
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    About this property
    Welcome to Kaiku, arguably the most lavish gated estate in all of Cayman Kai. This sprawling villa sits on a double lot consisting of a 5 bedroom main house, and a detached 2 bedroom guest cottage. This luxurious estate can accommodate 15 guests making it the perfect island retreat for a large...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 15
    Sprat Bay Luxury Villa1 / 24
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 22 Quick View
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    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2019
    Lovely home conveniently located near 7 mile beach, shopping, restaurants and attractions. Sandy, the property manager, was so helpful, kind and available throughout our stay...
    Reviewed 19 April 2019
    This was our first time to the Cayman Island. The trip was a celebration of our 50th wedding anniversary. We wanted to spend a week with our kids and grandkids. This house was a...
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    About this property
    Ocean Front Villa with its own private beach and swimming pool located in South Sound. The villa is constructed on a 20,000 sq ft land in a tropical setting with tall palm trees. The living area is 6,000 sq ft has 3 living rooms, 6 bedrooms and 6 en-suite bathrooms sleeps up to 22 people. The villa...
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    Location Information
    George Town, Grand Cayman KY1
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 22
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Abita Kai (pronounced A-bit-a Kai), an airy oceanfront villa with private pool and new dock on a barefoot, white sand beach in Cayman Kai. The calm shallow waters behind this unique villa offer a wide palette of blue and turquoise colors as well as warm orange sunsets. The most unique...
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    Location Information
    Rum Point, Grand Cayman KY1 17015B
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    8 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Washer
    • Hot Tub
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Del Mare. This magnificent, Spanish-tiled oceanfront villa is an architectural masterpiece located within a mile of the famous Rum Point Club. After years of neglect, the new owners stripped this villa down to the bones, rebuilding the 10,000 square foot home from the foundation...
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    Rum Point, Grand Cayman KY1 1102
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 22
    7 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Our Cayman Cottage! This private, spacious, and exquisitely designed beachfront villa sleeps up to 20 guests comfortably. Elegantly built into the majestic cliffs of the East End along the reef-protected northeast coast, this stunning new build provides dramatic elevated views of the...
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    Gun Bay, Grand Cayman KY1 1702
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 17
    8 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    • Ocean Views
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Southern Ayr is a beautiful multi-level beach house with modern interiors and spectacular ocean views throughout. With room for 18 guests, this villa is sure to fit your whole family comfortably. Included with your rental of Southern Ayr is our friendly hospitality staff available to help with...
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    Location Information
    Breakers, Grand Cayman KY1 6021
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 20
    Cayman Castle by Grand Cayman Villas1 / 29
    (5)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cayman Castle is directly oceanfront on a private 2-acre gated and walled estate on an elevated point of land and enjoys a wide white-sand beach with excellent snorkeling and sunbathing. Infinity pool, multi-tiered oceanfront terraces, panoramic roofed balconies and a covered first floor veranda...
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    East End, Grand Cayman 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Sea Breeze, a luxury SMB beachfront condo1 / 36
    (5)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2016
    West Bay in Grand Cayman was a wonderful place to spend our family Christmas, away from the busyness of SMB but not as quiet and isolated as Boddentown and the south/east end...
    Reviewed 27 November 2015
    We have been going to Grand Cayman for 32 years and this was the absolute perfect place! My husband and I took our three grown children, our daughter-in-law and young grandson...
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    About this property
    Our spacious beachfront residence on Seven Mile Beach offers luxury accommodation with incredible views. The stunning fourth-floor views are unrivalled on the beach and the unit is furnished to the highest of standards. Located at Sea Breeze, a boutique development of just nine luxury units, our...
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    Location Information
    Seven Mile Beach, Grand Cayman KY1 1207
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Pease Bay House, a luxurious gated estate located just 20 minutes from the airport. This spectacular home sits along a secluded sandy beach providing exquisite sunsets views. Due to its unique location, Pease Bay House is one of Grand Cayman's best kept secrets for those seeking privacy...
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    Bodden Town, Grand Cayman KY1 1701
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Secure Parking
    • Ocean Views
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling. No neighbors on either side ensure guest privacy. New contemporary 18' x 54' pool and infinity hot tub was built this summer. Pool table and shuffleboard table...
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    Location Information
    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • DVD Player
    • Washer
    • Hot Tub
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Mora. This luxurious 7 bedroom, 7.5 bath beachfront gated estate sits on over 200 feet of pristine Grand Cayman beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound. Spanning over 8,000 sq. ft., this magnificent oceanfront home features ample...
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    Location Information
    George Town, Grand Cayman KY1 1202
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
    Addison & Lee Cayman Villa1 / 14
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Housekeeping Included
    • Patio
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2019
    Position very good : near super market 10 min walking and near George Town 15 min walking . Near Seven Miles Beach. The house very clean and lovely , our room with refrigerator...
    Reviewed 21 January 2019
    Great alternative to a busy resort. Addison Lee was perfect for our family. The housekeeper Ruby was very helpful and the Villa was quiet and welcoming. Great location (scuba...
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    About this property
    Addison & Lee Cayman Villa is a newly renovated, over 4,600 square-foot villa, in a quiet residential community close to all amenities. This gorgeous 7 bedroom home offers luxury and convenience during your stay on Grand Cayman. The Villa is located steps away from the white sandy beaches of Seven...
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    Location Information
    George Town, Grand Cayman KY1 1208
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** This stunning beach front home was recently completely renovated in a fresh, mid-century modern style. Enjoy all the privacy of a standalone home, with the resort style features of...
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    West Bay, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Majestic Luxury Private Home On Seven Mile Beach1 / 37
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 17 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Washer
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    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full time manager on property at your disposal. Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the water is clear and beautiful. No other house of this size is available for rent on this stunning and prestigious stretch of Cayman sand. This is an...
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    George Town, Grand Cayman 30743
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 17
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Water's Edge has set a standard of luxury on 7 Mile Beach that has gone above and beyond with exquisite beach front apartments and amenities. Located on the fifth floor, this 3 bedroom, 3 bathroom beach front villa has stunning views of the soft white powdery beach and glistening waters of the...
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    West Bay, Grand Cayman KY1 1000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2200 square feet 3 bedroom 3 full bathrooms full kitchen and laundry room . Outdoor pool two Jacuzzis multiple barbecue grills. Directly across the street from grocery store if needed with restaurants in walking distance with doctors office across the road if needed. Restaurants and nightlife in...
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    Seven Mile Beach, Grand Cayman KY1 1109
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    5TH NIGHT FREE - Stunning and Luxurious Modern Villa with 7 Oceanfront Suites1 / 48
    (8)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Reviewed 25 February 2019
    Walking into Evolution was breathtaking. The pictures were beautiful... but to see it and to stay there was something else.The beautiful view, the fresh seabreeze,the peace and...
    Reviewed 17 February 2018
    An amazing home which became the perfect venue for my 50th birthday celebration. The owner spared no expense in furnishing his place. It was so comfortable for us 14 adults...
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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Inhale, exhale and arrive at Evolution, a seven-bedroom, seven and a half bath villa on a wide stretch of natural beach in Bodden Town. Return to simple luxury in a coastal-chic...
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    Bodden Town, Grand Cayman 12345
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
    5TH NIGHT FREE - 6 Bedroom Dramatic Oceanfront Estate with Private Beach1 / 36
    (15)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2018
    This house, location, and size was absolutely perfect. It was luxurious yet very comfortable. We could not have asked for more!! We have stayed in several beach houses in Cayman...
    Reviewed 11 July 2018
    We booked Tranquility Cove for a mum’s relaxation weekend. It was everything and more than we could have imagined. Tranquility Cove is a stunning property and we did not want to...
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    About this property
    Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large stretch of barefoot beach. Simple luxuries were carefully chosen to create breezy elegance, and walls of windows keep your gaze centered on the bright sea just steps away. We designed our...
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    Breakers, Grand Cayman KY1 9006
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    5TH NIGHT FREE - 4-Bedroom Secluded Balinese Custom Home with Private Theatre1 / 38
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2018
    There is not one thing out of place in this palace on the beach. The attention to detail is something you don't even find in 5 star hotels! You have all the amenities that you...
    Reviewed 4 June 2018
    This stunning beach house exceeded our expectations. From the secluded location, amazing views of the ocean (with or without the walls of windows open), the large common room...
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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** This sexy, Balinese-style oceanfront luxury home is one of the most spectacular residences in all of East End. Boasting outstanding views of the glistening Caribbean Sea, this...
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    East End, Grand Cayman KY1 9006
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    5TH NIGHT FREE - Modern 11,000 sqft, 4 Story Beachfront Mega-Mansion1 / 38
    (4)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 23 Quick View
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    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2018
    We stayed here as a family together and had a fantastic stay .. the Oceana house is right on the water and away from the hustle and bustle of 7 mile beach while still being...
    Reviewed 8 November 2018
    We just stayed this past week at Oceanus. This lovely spacious retreat is right on a gorgeous sandy beach (mid island) where snorkeling at a marine park is right from the back...
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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Introducing Oceanus, where luxury, elegance and seclusion converge. This modern masterpiece has a contemporary design. The ocean-front mansion boasts four levels and includes it's...
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    East End, Grand Cayman KY1 9006
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 23
    Sea Breeze 5 luxury 4 bedroom on SMB1 / 20
    (6)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2016
    We had a large group recently stay at SeaBreeze #5 and had a wonderful and relaxing vacation. The property is superb and well suited for several couples with kids or extended...
    Reviewed 22 July 2015
    This condo is everything you could imagine and more. High end upgrades through out this condo make it a 5 star! The inside of the condo and the grounds surrounding the condo...
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    About this property
    Welcome to Sea Breeze #5, a boutique condo development consisting of only 9 luxury corner units. It is located on the spectacular Seven Mile Beach and boasts the best of both worlds- only minutes away from all the action, shopping malls, water sports and restaurant/bars, yet cleverly positioned on...
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    Seven Mile Beach, Grand Cayman 1 1300
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    About this property
    This remarkable Cayman Kai villa near Rum Point boasts 9,000 square feet of modern Balinese style luxury – a private compound that feels like your own boutique resort, only steps away from idyllic Starfish Point. Escape to barefoot luxury in this new 7 bedroom, 6 1/2 bath, estate home where gentle...
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    Rum Point, Grand Cayman KY1 1001
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 16
    Coral Reef1 / 24
    (10)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 25 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2017
    Excellent trip, house is perfect! We stayed there previously, but since the remodel it is even better if that's possible. Can't wait to go back!
    Reviewed 20 August 2014
    Just saying this could be one of the best properties on 7MB. A representative of the owner family "Jim" lives in an apartment on the first floor and was available...
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    On the spectacular and prestigious Seven Mile Beach, there are very few private villas for rent. Coral Reef is one of the rare and phenomenal homes available for short term rentals! Completely renovated and expanded, this villa is now a spectacular 7-bedroom (with bonus Game Room) and 7.5 bath...
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    Seven Mile Beach, Grand Cayman KY1 1202
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 25
    5TH NIGHT FREE- 6-Bedroom Beachfront w/ 150' Pool, 2 Hot Tubs and 2 Fire Pit1 / 45
    (9)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2019
    I will start by saying the concierges Shamar Byrd and Alecia Davis were two of the most professional over the top concierges i have ever dealt with. i had questions and needed...
    Reviewed 11 September 2017
    Close to central George Town, this villa was situated int he best location. The rooms were amazingly spacious and really comfortable. Everything was state of the art. I loved...
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Introducing Point of View, a magazine-worthy South Sound villa that helps you focus on what's important: untouched natural beauty, simple luxuries, and distraction-free moments with...
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    George Town, Grand Cayman KY1 1302
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    5TH NIGHT FREE - 4-Bedroom Private, Modern Family Bungalow on Seven Mile1 / 37
    (29)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We loved this house and enjoyed our vacation. However, be warned, there is NO SAND BEACH in front of the house. It is very rocky and hard to navigate by foot. We had several...
    Reviewed 21 March 2017
    Two families (with 6 kids ranging from 18 to 11 years old) spent a relaxing and fun filled week at Serenity Now in the Caymans. 100% agree with all the positive reviews listed...
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** We jumped at the chance to offer guests their own villa on the north end of Seven Mile Beach – a rare luxury at this world-famous destination - and made an offer on this Caribbean...
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    West Bay, Grand Cayman KY1 1302
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our gorgeous 4 bedroom, 4 bath corner lot Canal Front home with night lit pool overlooking 285 feet of water in the very desirable and exclusive seven mile corridor area. It is perfect for large families or groups to enjoy and relax by the pool. This gated community house is close to all...
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    Location Information
    Seven Mile Beach, Grand Cayman KY11002
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Caribbean Club - 4 Bedroom Villa at Seven Mile Beach - Book Now1 / 23
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Caribbean Club 4 Bedroom Villas represented by Exceptional Villas. Welcome to our Four Bedroom Villas at the Caribbean Club, a luxurious and exclusive beachfront paradise located directly on the famous Seven Mile Beach in Grand Cayman. The Caribbean Clubs Villas are the most...
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    Seven Mile Beach, Grand Cayman 19°19 52 9 N 81°22 53 9 W
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    5TH NIGHT FREE - Ultra-Cool 6-Bedroom Beachfront Mansion in Rum Point1 / 50
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2019
    We spent a week in this rental with friends. When you first walk up to the front door you can see through the vast living area to back to the pool, straight to the ocean. It...
    Reviewed 7 July 2017
    This was the perfect setting and home for our group. We couldn't have asked for anything else in a vacation home. The kayaks and SUP were a lovely extra and the management...
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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** 6BR/6.5BA Sun Salutations is a popular premier villa in Cayman Kai. The villa is directly oceanfront in Cayman Kai (within Rum Point) on the north coast. With stunning views,...
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    Rum Point, Grand Cayman KY1 9006
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
    5TH NIGHT FREE - Elegant, Coastal 7-Bedroom Estate w/ Private Beach1 / 39
    (5)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Waterfront
    • Hot Tub
    • Washer
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2017
    Kaia Kamina was a dream come true. Waking up to glorious views of the ocean and a clean private beach, sparkling infinity pool and spacious bedrooms and bathrooms was the...
    Reviewed 21 November 2016
    What a stunning, brand new ultra luxurious beach villa. Very private, plenty of space for large groups. Spectacular views, open plan and superb entertaining/dining spaces. Very...
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Luxury Cayman Villas proudly presents 'Kaia Kamina,' located in the resort community of Cayman Kai, near Rum Point, on Cayman's North Shore. Offering the most exclusive collection...
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    Location Information
    Rum Point, Grand Cayman KY1 9006
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Balcony
    • Terrace
    • DVD Player
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sensational luxury residence offers all the elements of a perfect island getaway. There are only a handful of 4+ bed rentals available on the Seven Mile Beach corridor but unlike the others this luxurious Britannia King's Court Villa provides you with an unbelievable amount of space for the...
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    Seven Mile Beach, Grand Cayman KY1 1206
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    5TH NIGHT FREE - 4-Bedroom, Breezy, Ocean Estate with Rolling Surf Views1 / 25
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2016
    In Harmony is big and beautiful. Plenty of space to spread out, but so much common space to feel the togetherness. Beautiful views. Truly a luxurious space. The home had...
    Reviewed 25 July 2015
    We have high expectations about our lodging during travels and the In Harmony Villa in Bodden Town on Grand Cayman not only met, but exceeded. The rental process was simple...
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    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Escape the stress of your daily life, but keep the comforts of your home. In Harmony Villa is our most down-to-earth option, with bright, sea-view spaces where families can gather...
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    Bodden Town, Grand Cayman KY1 1302
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Ocean Views
    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completed in 2012, this house is As Good As It Gets. Decorated from top to bottom by noted interior designers, the house was featured on the cover of Real Life Magazine last year and is one of the Showcase Properties on their website. This 5 bedroom, 5 bathroom beachfront home has it all: Living...
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    George Town, Grand Cayman KY1 1109
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    5TH NIGHT FREE - Elegant 7 Bedroom Colonial Beach Estate1 / 44
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2018
    This house is just stunning, and it was a wonderful choice for our large group of multiple families traveling together. The staff was so helpful, and the accommodations were...
    Reviewed 30 April 2018
    To say we were pleased with our stay at Tatenda is an understatement. We were blown away by the modern, upscale, newly renovated house. With no detail overlooked, our stay at...
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    About this property
    *** Get your fifth night free this fall! Terms and conditions apply. See our website or contact us for details. *** Luxury Cayman Villas proudly presents “Tatenda,” a colonial estate located in the prestigious community of South Sound on Cayman’s Southern Shores. Offering the most exclusive...
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    Location Information
    George Town, Grand Cayman KY1 1111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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