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Rum Point Holiday Rentals with Pools

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    Rum Point is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    49 Matching Rentals in Rum PointView all 63 rentals
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    2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.21 / 27
    (38)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Kaibo Phase 2 - A4, Grand Cayman1 / 12
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Two Rainbows by Grand Cayman Villas and Condos1 / 27
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Heritage House by Grand Cayman Villas and Condos1 / 24
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2016
    We travelled to Grand Cayman with our family (age range from 8 months to 70) The house is absolutely beautiful in a stunning location and within easy walking distance to Rum...
    Reviewed 13 March 2016
    Our group was 4 couples and Heritage House was perfect with 4 bedrooms each with its own bath. Common area on first floor very comfortable - great covered porch overlooking...
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    About this property
    Heritage House is a two-story beachfront home located in Rum Point along the north coast. The most notable feature of this home is the two-story full-length double-porch facing the ocean. The second-floor veranda is shaded and furnished with a sectional sofa, rocking chairs and a small end tables...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Just For Fun by Grand Cayman Villas and Condos1 / 24
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 November 2018
    Upon arriving, our initial impression was how attractively it was decorated. The colors and finishes were so lovely! The house had everything we needed for cooking, recreation...
    Reviewed 21 January 2015
    We recently had the pleasure of staying in “Just for Fun” out on Rum Point. I can’t imagine a more relaxing vacation venue. The location was fantastic: right there on the cove...
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    About this property
    Just For Fun has all the amenities for a truly fun getaway including kayaks, an outdoor grill, a private pool, and a palm thatched hammock cabana. Located on one of the world's few bioluminescent bays, guests staying at Just For Fun can observe the phosphorescence glow right on the villa's private...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconut Beach by Grand Cayman Villas and Condos1 / 41
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2014
    The first thing I don't get is that I am the first reviewer on this property.the guest comment book goes back many years and the house has clearly given as much pleasure to...
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    About this property
    Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman’s north coast. This large, one-story beach villa spans 4,200 sq. ft. and can sleep 12 guests across 5 bedrooms in the main house, plus a detached 1 bed/1 bath studio suite above...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Sea-Esta Beach Front Kaibo Condo1 / 27
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2019
    We stayed in Christine condo last week. It was fully stocked with all the necessities. The condo was so nice and clean very comfy. We enjoyed the location because it was away...
    Reviewed 24 April 2019
    My husband & I stayed at Christine's condo last week. It is fully furnished, including amenities such as beach towels, snorkeling equipment, life jackets, bikes, paddle boards...
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    About this property
    Sea-Esta, is nestled in a tropical paradise just steps from the sandy beach and calm Caribbean sea. This condo is beautifully furnished and includes all the comforts and modern amenities expected of a seaside home. Located in the exclusive and tranquil area of Rum Point, this ground floor, end...
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    Rum Point, Grand Cayman 0000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coral Kai by Grand Cayman Villas and Condos1 / 24
    (6)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Washer
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 February 2016
    This place was as advertised maybe larger then pictured and we had a great time. 10 Adults and a couple of toddlers had lots of room to run and hang out. Outside patio and...
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    About this property
    Coral Kai is directly oceanfront in Rum Point on the north coast. This large one story villa offers a sizable sandy beach that’s perfect for long walks or just a lazy afternoon. Excellent snorkeling is just steps from the back door! The large, oceanfront freshwater pool is elevated, allowing...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    'Sun Cloud' Oceanfront Villa in Rum Point!1 / 42
    (14)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2019
    Our family of 6 split our time between the ritz Carlton on seven mile beach and suncloud. We debated between the two when we were making plans for spring break and eventually...
    Reviewed 27 December 2018
    Like many of you our family is spread out from the Midwest to the east coast to the deep south. We were looking for a quiet place to reconnect in November. We wanted a place...
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    About this property
    *Featured as one of The London Times' Top 50 villas in the Caribbean* If you're seeking a Caribbean vacation unlike anything you've ever experienced before, come escape to 'Sun Cloud,' a luxury Grand Cayman vacation rental house ideally placed on the island's picturesque North Side in Rum Point....
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Starboard Kai Beachfront Home Rum Point Cayman Kai1 / 37
    (27)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2019
    If you are a family of 4-6 people who enjoy active vacations that include snorkeling, diving, swimming, kayaking, biking, in a safe, friendly, less touristy environment, then...
    Reviewed 21 March 2019
    We loved this property. We’ve been to the Cayman Islands many times over three decades and this was our favorite spot. It’s incredible to have the water out both your front and...
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    About this property
    Beach directly out the back door and Rum Point beach steps out the front door. You are literally sandwiched between two beaches. Away from busy Seven Mile Beach, with a peaceful palm-lined cove directly out the back door and Rum Point Beach steps away from the front door, Starboard Kai has the...
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    Location Information
    Rum Point, Grand Cayman KY1
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Fantasea by Grand Cayman Villas and Condos1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2016
    We absolutely loved the home - Fantasea! We rent many homes all over as we travel on vacation with our family or just the 2 of us. Fantasea was without a doubt the cleanest...
    Reviewed 16 November 2014
    Had a great time, love the place, we are saving up to return. We 100% loved everything about the place, location, clean, well decorated, nice sandy beach and just awesome! The...
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    About this property
    Fantasea is a large waterfront villa with private pool and personal dock in Cayman Kai facing due west. A cute, coral Caribbean-style home, Fantasea offers sparkling water views and quiet sunsets from the oceanfront pool and large screened porch. This airy beachfront home is within easy walking...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kai Conut by Grand Cayman Villas and Condos1 / 28
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2015
    There are not many times you rent a home for a group of 10 and end up actually getting what you see on the website. Kai Conut was just that. There was never a time we felt on...
    Reviewed 14 August 2013
    Our stay at the Kai Conut was an excellent experience. Our group included 6 adults and 5 children under 6. Having experience traveling around the world and being routinely...
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    About this property
    Kai Conut Villa is directly sound-front in Cayman Kai, within Rum Point on the north coast. A one-story, private villa with a barefoot swimming beach shaded by palms and Casuarina pines, Kai Conut is perfect for families with small children. Kai Conut’s spacious, fully modern living, brand new...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Thatch Hill by Grand Cayman Villas and Condos1 / 27
    (22)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Parking
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2016
    Thatch Hill had everything we had hoped to find on this vacation: privacy, peace and quiet, a magnificent view of the sea, our own pool & easy access to tennis. The sea...
    Reviewed 19 September 2015
    First trip to Cayman Islands. Thatch House was the perfect spot, we cannot wait to come back. House was clean and beautiful. We had lots of privacy but an easy drive to see...
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    About this property
    Thatch Hill is located on the north side of the island, just 300 yards east of the Rum Point Club. Thatch Hill boasts stunning views of the sparkling Caribbean Sea, a large beachfront freshwater pool, and a spacious full-width screened porch with outdoor dining table for sunset dinners and drinks....
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Kai Vista by Grand Cayman Villas and Condos1 / 24
    (20)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2015
    Kai Vista was truly a fabulous home for us for the week. Kitchen is fully furnished, bedding and towels all clean and comfortable. Including beach towels so we didn't need to...
    Reviewed 6 July 2014
    Eleven members of my family stayed at Rum Point. We got two villa's with Kai Vista being our main one. I didn't receive one complaint from the entire family. The snorkeling...
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    About this property
    Welcome to Kai Vista! Located in Rum Point along the north coast, this luxe villa sits elevated on a ridge, offers excellent snorkeling off a private sandy beach, features an oceanfront infinity pool and hot tub, and a beachfront sundeck with plush loungers. The homeowners have embraced an...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Great Escape by Grand Cayman Villas and Condos1 / 23
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Porch
    • Patio
    • Wi-Fi
    • Ocean Views
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2015
    We really enjoyed our stay at this property but we're disappointed by a few things. First of all, the purple bedroom was listed as a king bed on the site we booked from, but we...
    Reviewed 3 March 2015
    Frist visit to Grand Cayman in January with extended family and were lucky enough to book the Great Escape Villa through Grand Cayman Villas and Condos(.net). Jim offered us an...
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    About this property
    Great Escape is located on a quiet cove in Cayman Kai merely a few steps from the Rum Point Club. This sprawling villa consists of a main house with 3 bedrooms and 2 baths, plus an optional 1 bedroom, 1 bath guest cottage. Rental of both the villa and cottage gives guests two superb master king...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Reef Romance by Grand Cayman Villas and Condos1 / 23
    (10)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Ocean Views
    • Grill
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2016
    Reef Romance villa on the oceanfront of Rum Point area of Grand Cayman was perfect in every way! The layout of the rooms, all with king size beds and ensure full bathrooms, was...
    Reviewed 7 February 2016
    We stayed at Reef Romance for 10 magical days. Everyday I got to experience waking up in paradise! The views were amazing. The house and location has everything you need to...
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    About this property
    Reef Romance is directly oceanfront in Rum Point on the north coast. A perfect getaway spot for up to five couples, Reef Romance features five king suites, a sizable sandy beach, and excellent snorkeling just steps from the back door! The oceanfront pool, hammocks, and outdoor thatched cabana...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Ocean Kai by Grand Cayman Villas and Condos1 / 28
    (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 27 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
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    Cayman Dream by Grand Cayman Villas and Condos1 / 27
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    • Patio
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2016
    My family stayed here the week after Christmas. We arrived to the home and it was clean and mostly as described. The layout was exactly what we like, open! It did have two...
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    About this property
    Cayman Dream sits directly oceanfront in Rum Point along the north coast. Featuring Caribbean style architecture and a sizable oceanfront pool, Cayman Dream is a great getaway for small families, or a pair of vacationing couples. The sandy beach is perfect for long walks or just lounging by the...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 December 2017
    My wife, daughter and myself reserved this 3 bedroom, 3 bath for a weeks vacation just before Christmas. We absolutely loved the first class accomodations. It was nice for all...
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    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...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Gypsy by Grand Cayman Villas and Condos1 / 24
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Gypsy! This beautiful oceanfront villa has been professionally decorated and includes a private pool with elevated views. Spanning over 4,000 sq. ft. of living space Gypsy can accommodate 10 guests across 4 bedroom suites. The oceanfront master suite comes furnished with a four-poster...
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    Location Information
    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hidden Cove by Grand Cayman Villas and Condos1 / 27
    (1)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hidden Cove is one of the best values on Grand Cayman. Tucked away in a quiet corner of the exclusive Cayman Kai area, Hidden Cove offers a very large family, or two smaller families, a home away from home at very reasonable rates. With a boat dock directly on a secluded cove right on Little...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Villa Zara by Grand Cayman Villas and Condos1 / 25
    (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 Villa Zara. 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 snorkeling...
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    Location Information
    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Kai Time Island House, Cayman Kai/Rum Point1 / 37
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    Our ten day stay at Kai Time Island House (#14) could not have been better. Kudos to the owners who have made this place so welcoming - no details have been overlooked. This...
    Reviewed 8 June 2017
    We wanted a vacation that included quiet time yet had the amenities close by. We had a great time snorkeling at Rum Point, handling the starfish, and time at Kaibo. We also to...
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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,...
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    Location Information
    Rum Point, Grand Cayman GRAND CAYMAN CAYMAN ISLANDS
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fischers Reef by Grand Cayman Villas and Condos1 / 50
    (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 12 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
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    Sea Grape by Grand Cayman Villas and Condos1 / 26
    (11)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2016
    Three executive couples just returned from this rental. This house is within walking distance of Rum Point on the north side. It is the quiet side of the island which suited...
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    About this property
    Sea Grape Villa is directly oceanfront in Rum Point on the north coast. This large, one-story villa offers a cozy beach house atmosphere, oceanfront pool,and a sandy beach with plenty of palm trees, a hammock, and a thatched gazebo. The beachfront is perfect for long walks in any direction, and...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Amoraflora by Grand Cayman Villas and Condos1 / 24
    (1)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2015
    This was our second trip to Grand Cayman and also to Rum point.We chose Amoraflora to accommodate two families ( myself and my brothers family plus children)Overall...
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    About this property
    Welcome to Amoraflora. This truly unique oceanfront villa in Rum Point offers a 'mini-resort' feel for large families or vacationing couples. Made up of two 'L-shaped' single story villas with a common breezeway to the sea, the combined villa enjoys a 200 ft wide double lot on the sea and has...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    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' 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 the 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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    Moon Kai by Grand Cayman Villas and Condos1 / 27
    (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 17 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 coachhouse apartment can accommodate a total of 14 people--12 adults max--with 5 expansive oceanfront king suites and a separate queen master suite...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 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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    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...
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    Rum Point, Grand Cayman KY1 1006
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Balcony
    • Ocean Views
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful waterfront home welcomes you to a luxurious private enclave on the Caribbean Sea. Mature palms, ferns and ornamental shrubbery evoke a tropical feel before you step through the front door. Upon entering the villa, your eyes are drawn through the living room's 40 foot wall of windows...
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    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Ocean Views
    • Grill
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    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hilltime is a large single-story beachfront villa located in Rum Point along the north coast of Grand Cayman. The most notable feature of this home—besides the views!—is the vaulted great room's cypress tongue-and-groove ceiling. It's sure to capture your eye as you stare off across the...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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...
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    Rum Point, Grand Cayman KUY1 1701
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Kaiku by Grand Cayman Villas and Condos1 / 38
    (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 17 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
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    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 last summer. Pool table and shuffleboard table...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Washer
    • Parking
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***Book for 2019 & Enjoy a 10% New Villa Discount While Home is Under Construction*** (Photos above taken in late June & early July) Welcome to White Dahlia. This open-concept, multi-windowed floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home...
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    Rum Point, Grand Cayman KY1 1202
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Coral Loft - Casual Living With A Luxurious Twist1 / 24
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2019
    We had an amazing vacation at coral loft!The hosts did an incredible job! You can tell they take immense price in this property.The house was very clean, impeccable organized...
    Reviewed 25 March 2019
    This is our second visit to Coral Loft – the first was a month-long trip in early 2018. Coral Loft is a truly exceptional property that makes the perfect home base for a...
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    About this property
    This four bedroom beach house underwent a massive renovation in 2013, including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the...
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    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Beachfront Rum Point Retreat #31 Condo Ground Flr1 / 41
    (31)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2018
    The condo was very well cleaned, very well stocked, it was probably the best located condo where our family could walk right outside and had full access to the beach. Utilities...
    Reviewed 22 March 2018
    Our vacation at the Retreat was fantastic! Your place was perfect and we enjoyed it as much as we did the 1st time four years ago. You had everything there that we could...
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    About this property
    #31 Retreat at Rum Point is paradise for families with kids, couples and seniors. Ground Floor Condo, newly re-furnished with sleep sofa, new bedding, ceiling fans, propane grille. We are constantly upgrading! We have it ALL just steps from our condo. You can swim/snorkel/sunbathe from our...
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    Rum Point, Grand Cayman KY 1 1700
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Grand Cayman/Rum Point area, Beachfront Condo- sleeps 6 comfortably1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2016
    amazing spot... pool right out side the rooms, then steps down to a private beach. great snorkeling, a little rocky so bring your water shoes. this place is for relaxation...
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    About this property
    Rebuilt completely in 2006, CAYMAN STEAD is a beachfront 2 bedroom, 2 bath luxury condo. It sleeps 6 comfortably with its 2 king beds as well as a queen sofa. There is an additional sofa out in the Lanai for that 7th guest. Beach and Ocean views from every room constantly reminding you that you...
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    Rum Point, Grand Cayman KY1 1701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Cayman Islands Kaibo Yacht Club Condo - Rum Point1 / 31
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Secure Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2018
    We have so enjoyed our stay here. We have absolutely lived in the lovely screened in area of the condo. The island is incredibly beautiful and welcoming. We cannot say enough...
    Reviewed 25 January 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...
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    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...
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    Rum Point, Grand Cayman KY1 1701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SWIM with Stingrays, SNORKEL close to the coolest corals around Barrier Reef, DIVE to devilishly deep drop-offs and wicked wrecks or KAYAK slowly under a blanket of stars Cayman’s only bio-luminescent bay , the best in the Caribbean! Our Island House is designed for life in the Tropics where...
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    Location Information
    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Rum Point, Grand Cayman KY1 1206
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are seeking relaxation or a perfect romantic getaway, this two bedroom, two bathroom ocean front condo is a piece of paradise. Situated on a quiet cove with stunning private beach and ocean views. Restaurants and coffee shop right next door. With granite counter tops, ceramic tile floors...
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    Rum Point, Grand Cayman KY11105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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 2 weeks ago
    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 6 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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    About this property
    *** 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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    Location Information
    Rum Point, Grand Cayman KY1 9006
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    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 12 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
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Waterfront
    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience amazing relaxation in the Cayman Islands during your stay at this charming waterfront cottage and relish the Caribbean vacation of your dreams. Barefoot Kai overlooks the water and has a large dock, allowing you the opportunity to rent a boat or Wave runner during your stay. This...
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    Rum Point, Grand Cayman KY1 1701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seaside Dreams at Rum Point Grand Cayman: A Beautiful Villa - Perfect for peaceful relaxation and a memorable vacation! Experience amazing relaxation in the Cayman Islands during your stay at our seaside haven and savor the beach vacation of your dreams. Island House #20...
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    Location Information
    Rum Point, Grand Cayman KY11009
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Rum and Kai - TripAdvisor Rum Point Award Winner1 / 108
    (47)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2016
    What a great place to stay. Out of the way, quiet and every thing you need. Snorkeled for the 1st time here. Food and bar just a few feet away.
    Reviewed 3 February 2016
    We had a GREAT vacation on the Island. It was definitely the place to stay for us !!! Rum Point is a Beautiful place to be. We also visited the rest of the Island, but having a...
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    About this property
    Get away from it all at 'Rum and Kai', at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. Thanks to our discerning guests, we have recently been designated as a TripAdvisor and FlipKey...
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    Location Information
    Rum Point, Grand Cayman KY1 1701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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