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Holiday Villas Cayman Islands, Caribbean

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From
$674
Per Night
1 / 10
West Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (5) Make Enquiry
From
$445
Per Night
1 / 10
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (7) Make Enquiry
From
$1,967
Per Night
1 / 24
6 Bedrooms, 4 Bathrooms, Sleeps 15
Details Reviews (4) Make Enquiry
From
$401
Per Night
1 / 11
Little Cayman
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman Islands. Blossom Village Cottage is a collection of three charming cottages in a unique configuration, with a “main” cottage and two separate, detached... View all property information
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5 of 5 stars Reviewed 28 February 2014
We were picked up at the airport and brought to our rental. Felt very carefree the entire stay. Bring food that is important to you as choices are very limited on island. We...
4 of 5 stars Reviewed 27 June 2012
It's taken me a while to get around to writing this review. My wife and I stayed at Blossom Village Cottage last year. The location is blissful - right on a very quiet beach...
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From
$405
Per Night
1 / 7
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our spacious Cayman Island Condo suites have the following: * Ocean front views * Air conditioning * Fully equipped kitchen with microwave, fridge, stove/range * Screened Patio *... View all property information
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5 of 5 stars Reviewed 29 August 2014
I went to Grand Cayman with my family (husband and 2 kids 13 & 15). We stayed at the Aqua Bay Club from Aug 3-12, 2014. The 2bd/2ba condo (Unit #11) was beautiful, clean, well...
5 of 5 stars Reviewed 23 May 2014
We were so pleased with our vacation in Grand Cayman in this gorgeous condo in a quiet section of Seven Mile Beach. Close to everything we wanted to do yet away from the crowds...
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From
$357
Per Night
1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a restaurant/bar, tiny marina and a watersports shop nearby. The lovely view from your apartment is of a tranquil lagoon, beautiful white sandy beach and fresh water pool. Within a five minute drive are... View all property information
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From
$278
Per Night
1 / 10
West Bay
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
On a quiet beach on North West Point is an attractive Spanish style resort called Villas Pappagallo. Having the best of all worlds, diving off shore is considered to be some of the best around, the beach is protected by the reef for excellent snorkeling, a restaurant is close by and the activities... View all property information
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5 of 5 stars Reviewed 5 November 2014
First of all it was very easy to pick up the keys and lodging instructions after we left the airport. Villa Pappagallo is located in the West Bay of the Island. We were provided...
5 of 5 stars Reviewed 13 August 2014
Traveled here with my thirteen year-old daughter for a week at the end of July. This was the perfect spot for us. The unit has a beautiful view and is steps away from the small...
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From
$324
Per Night
1 / 11
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and the main town of George Town. The rocky/sandy shoreline is excellent for walking, shelling and snorkeling and even has a shipwreck to explore within 100 yards of your beach.... View all property information
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4 of 5 stars Reviewed 17 March 2014
This unit within walking distance of a grocery store and also downtown (allowing about 20 minutes) and was great for our family. It was super well equipped down to beach towels...
5 of 5 stars Reviewed 20 December 2013
A few steps from the ocean and at the entrance to seven mile beach plus a short walk into town. This gem of a vacation venue makes you want to forget where you put the car keys! A...
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From
$270
Per Night
1 / 19
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George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
August and September on Sale!>$200 off per week. Enjoy home away from home in Paradise! This spacious 2 bedroom, 2 bath lower duplex unit is in the popular South Sound area of Grand Cayman. On either side are large beautiful homes which are the predominant landscape of the neighborhood. A 5-10... View all property information
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From
$405
Per Night
1 / 9
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Pool
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our spacious Cayman Island Condo suites have the following: * Ocean front views * Air conditioning * Fully equipped kitchen with microwave, fridge, stove/range * Screened Patio *... View all property information
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5 of 5 stars Reviewed 2 July 2012
Aqua Bay Club is located on the north side of Seven Mile Beach -- far enough away to be away from drunk kids and general riff-raff, but close enough to George (third floor - a...
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From
$871
Per Night
1 / 11
Little Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious nautical style duplex villa is situated in a quiet setting and yet within easy walking distance of two small resorts with restaurant, bars and watersport shops. It is also within a 2 minute drive of the airport and tiny Blossom Village with its grocery shop; liquor store, restaurant... View all property information
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5 of 5 stars Reviewed 4 December 2014
One of the best weekends of my life! We loved it! The house is directly on the water, with a private pool and dock (where we watched the stars in the evening - AMAZING). They...
5 of 5 stars Reviewed 4 December 2014
We had a wonderful time at Sir Turtle Beach Villas! It is perfect for families or friends, has all the amenities anyone could ask for, and the Management Team is very helpful and...
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From
$348
Per Night
1 / 17
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops. Additional... View all property information
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5 of 5 stars Reviewed 30 August 2014
We loved our stay at this beautiful condo! Plenty of room, well stocked and decorated very nice. We loved it and hope to visit again soon. The Cayman Parrots that live across...
5 of 5 stars Reviewed 7 January 2014
We have just returned from our 2 week stay at 311, On The Bay and we had a fantastic time. The apartment is spacious and very well appointed, we wanted for nothing. We had a party...
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From
$280
Per Night
1 / 16
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Cayman Brac
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Considered one of the most beautiful pieces of oceanfront land on the island. Boasting 300 feet of utterly private beachfront, the well appointed 3 bedroom house is surrounded by 3.5 acres of old growth sea grape, coconut, mahogany, thatch palm and almond tree forest. With no neighboring houses... View all property information
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5 of 5 stars Reviewed 3 May 2014
We stayed at this rental during our honeymoon and we couldn't have asked for a better experience. The location of the house provides a peaceful and private environment. The...
5 of 5 stars Reviewed 3 January 2014
We stayed here over Christmas with our adult children. We are all divers and wanted a relaxing low-key getaway. My husband just retired and our children are in med school and...
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From
$324
Per Night
1 / 10
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distance of a supermarket and George Town. The rocky/sandy shoreline is excellent for walking, shelling and snorkeling and even has a shipwreck to explore within 100 yards of your beach. This elegant 2... View all property information
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3 of 5 stars Reviewed 21 September 2014
Accommodations were clean and pictures represent well. I new D2 was not waterfront, but when I walked to the beach I expected to be able to enter the water. No access at this...
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1 / 16
Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Unit # 23- 3rd Floor, Oceanfront unit. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky.Master bedroom offers a four poster king size bed, en suite bathroom with jacuzzi tub and seperate powder room. 2nd bedroom has a... View all property information
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From
$215
Per Night
1 / 13
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North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo... View all property information
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5 of 5 stars Reviewed 13 December 2012
Where to begin? We went to Grand Cayman for the very first time last summer. We weren't really sure what to expect. Having traveled extensively we assumed we were going to stay in...
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From
$261
Per Night
1 / 12
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops. Additional... View all property information
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5 of 5 stars Reviewed 29 May 2014
We thoroughly enjoyed swimming in the pool, snorkelling in the ocean, walking the beach to collect shells. Only a short drive for lunch & dinner but with the option of preparing...
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From
$660
Per Night
1 / 16
East End
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This spacious and secluded 3 bedroom plus den (with queen sleeper sofa) villa is nestled on top of a beautiful mini bluff overlooking a quiet beach, facing North West for you to enjoy beautiful sunsets. Quaint wooden steps lead you to a natural beach to enjoy some exciting snorkeling in the warm... View all property information
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4 of 5 stars Reviewed 28 April 2013
We're giving this rental a generous 4 stars. We have stayed other places in Grand Cayman and given 5 stars. Firstly, the house, view, and pool are beautiful. We had issues with...
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From
$158
Per Night
1 / 5
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Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Romantic and beautiful cottage located on the most beautiful totally private beach on the island. Professionally decorated with a second story balcony off the upstairs bedroom overlooking Paradise. In back is a private garden under the almond trees with a hot tub. The beach is 1 1/2 acres of... View all property information
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5 of 5 stars Reviewed 26 August 2013
We stayed for 9 days and had a fabulous time. The cottage was nice and Ms. Minnie was so accommodating. Great beach view with the little cabanas to relax and swing in the...
5 of 5 stars Reviewed 22 August 2013
Our Honeymoon at Featherstone was nothing short of perfect. The bed facing the ALWAYS open doors to the sea was an incredible way to start and end each blissfully relaxing day...
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1 / 16
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Unit # 16- 2nd Floor, 3000 square foot, Panorama unit with beautiful views from your large screened front patio, your side patio or off your master bedroom. Go ahead, listen to the waves crash to shore at night or dine by the light of the stars at night.Master bedroom has king size bed, en suite... View all property information
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From
$184
Per Night
1 / 5
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Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Imagine a place where your “Personal Island Getaway” becomes a reality… Imagine a place where world-famous dive sites are found only a few hundred feet from your front door… Imagine a place where brilliant island sunsets take place outside your window every evening… Imagine… Ocean Wave Azure - a... View all property information
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5 of 5 stars Reviewed 9 November 2014
We loved our stay at The Ocean Wave. The apartment had two bedrooms and baths, and a fully-equipped kitchen. Everything was new and clean. The house is on the north shore (calmer...
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From
$613
Per Night
1 / 13
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Grand Cayman
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Conquered Fame is an oceanfront 4 bedroom villa located on a beautiful stretch of beach in Grand Cayman's Cayman Kai area. Walking distance from Rum Point and fully appointed, the property can accommodate families of up to 10 people. Come escape to a paradise where a relaxed pace and peaceful... View all property information
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4 of 5 stars Reviewed 16 January 2012
We traveled with my family (2 kids ages 5 and 2) and my parents. The place was roomy enough for all of us to have some space. They had most everything we needed. The only thing...
4 of 5 stars Reviewed 13 September 2011
Stayed for a week in June, 2011. Certainly "paradise" is the best-fitting term that comes to mind. Excellent location for relaxing and snorkeling with a short walk to Rum Point...
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From
$215
Per Night
1 / 12
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East End
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Luxurious Premier Rental at Morritt's Tortuga Club on the exclusive East End of Grand Cayman Island. Relaxing and beautiful, away from all the crowds, congestion and noise of George Town. Steps from the soft white sand beach and crystal clear Caribbean water. 3 pools, 3 hot tubs, swim up bars,... View all property information
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4 of 5 stars Reviewed 30 April 2014
We stayed at the Grand and loved the property. It is clean, beautiful and right on the beach. We have been coming to this resort for 15 years. Over the years, the only...
4 of 5 stars Reviewed 4 October 2013
It was right on a beautiful beach. There is so much to do and see on Grand Cayman that it was not boring in the least. Weather was beautiful every day even with the looming...
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From
$184
Per Night
1 / 10
Cayman Brac
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This is a ground floor, end unit, 2 bedroom - 3 bath condo located on a reef protected beach. You walk out the sliding door right onto the beach, within steps of the ocean. Restaurant, bar & pools on the property. The dive shop & grocery store are within a mile of the resort. Very quiet,... View all property information
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5 of 5 stars Reviewed 4 August 2014
I came with 1 intention....To Dive. I stayed herewith a dive buddy for 10 days.Plenty of room for 2 diers.The owners have made sure everything you need to cook is there.Including...
5 of 5 stars Reviewed 24 June 2014
My fiancè and I stayed here during the first week of April. We were very much looking forward to our tropical getaway after seeing the pictures online. However, we were even more...
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From
$1,349
Per Week
1 / 6
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Unit available Friday to Friday, Saturday to Saturday or Sunday to Sunday only. At Morritt's Tortuga Cayman Islands, swim to the edge of infinity. Stay in comfort and luxury. With spacious interiors, fully appointed kitchens, upgraded amenities and beautiful floor plans, Morritt’s is your perfect... View all property information
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From
$522
Per Night
1 / 15
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Experience the delight and tranquility of this charming free standing villa in a small but expansive colony of villas which rests upon pure white, powdery, soft beach. It is located on the quiet, serene side of the island just 55 minutes from the George Town Airport. You have arrived at the finest... View all property information
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4 of 5 stars Reviewed 23 July 2014
This was a 3BR/3BA 2 story house, beautifully renovated, in great condition. The wood floors were amazing. The kitchen was deluxe. Everything worked well. We faced the shore, and...
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From
$276
Per Night
1 / 24
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Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Northern Lights Condos is a privately owned and operated nine-unit condominium complex situated on the edge of the ocean on Grand Cayman's quiet north coast. The beauty and comfort of these units are only matched by their natural surroundings; 240 feet of sandy beach, a coral reef teeming with... View all property information
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5 of 5 stars Reviewed 20 September 2014
First time to stay here. Website pictures and description seemed to match what I was looking for so decided to try it. Glad I did it was perfect, beautiful views and no crowds...
5 of 5 stars Reviewed 4 February 2014
The other reviews are accurate. If you are looking for an idyllic sea-front condo with outstanding snorkeling right off the dock that is operated by a wonderful owner, Bo, that...
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From
$874
Per Night
1 / 33
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Grand Cayman
6 Bedrooms, 5 Bathrooms, Sleeps 14
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
SUPER SUMMER SAVINGS!! Stay for 14 nights, 6/14/2014 thru 08/31/2014 and save $1500 on our very private and spacious 6 bedroom/5 bath on a secluded cove with pool and private boat dock... gorgeous views everywhere you look...famous Rum Point and Kaibo Yacht Club are just a quick walk away...we... View all property information
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4 of 5 stars Reviewed 7 January 2014
My husband and I leased Hidden Cove villa from 12/28/13 to 1/4/14. The size of the house was perfect for our family of 11 (9 adults and 2 grandchildren). We also really loved the...
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From
$276
Per Night
1 / 20
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Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (28) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Looking for a peaceful, relaxing Caribbean vacation experience in a beautiful beach-front spot that’s easy to reach? Come find it at “Kai Kotch.” It’s a charming 2-bedroom home (sleeps 6) on a secluded sandy beach in the prime vacation location of the Rum Point / Cayman Kai area of Grand... View all property information
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4 of 5 stars Reviewed 26 February 2013
We had a great 8 nights at Kai Kotch (Island House #17). We really liked the location across the street from the Rum Point Club. A short walk to the activities at Rum Point with...
5 of 5 stars Reviewed 21 August 2012
Wow! We loved our time at Kai Kotch. The location in unbeatable and the amenities are over and above expectations. It was the most peaceful, relaxing holiday we've had, and it...
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1 / 11
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pets allowed
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  • Suitable for children
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About this property
Unit # 5-Ground Floor, Oceanfront unit and is wheelchair accessable. Open your patio door and walk directly unto the beach. Relax on your large private screened porch by day and listen to the waves at night while watching the stars twinkle in the sky.Master bedroom has king size bed, en suite... View all property information
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$980
Per Night
1 / 32
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Beach
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
  • Wheelchair access
  • Elder access
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About this property
***Featured as one of The London Times' "Top 50 villas in the Caribbean" for 2014***If you’re seeking a Caribbean beach vacation unlike anything you've ever experienced before, come escape to “Sun Cloud,” a luxury Grand Cayman vacation rental house ideally situated on the island’s picturesque North... View all property information
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5 of 5 stars Reviewed 3 July 2014
Our second trip to the island, however this property made it a remarkable stay. A perfect location, tranquil, close to a small store, 4 minutes drive to Rum point and Cayman Kai...
5 of 5 stars Reviewed 12 March 2014
Our extended family recently returned from a fabulous vacation at Sun Cloud in Grand Cayman. To say that we were enchanted with the villa and the island is an understatement. We...
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$491
Per Night
1 / 24
West Bay
3 Bedrooms, 2 Bathrooms, Sleeps 9
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  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Located in the Villas Pappagallo complex in West Bay, Grand Cayman, this 2700 square foot, 3 bedroom unit is located on a private, white sand beach with beautiful views and amenities. There is incredible snorkeling virtually at your front door at Villas Pappagallo. There are palm trees for shade,... View all property information
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5 of 5 stars Reviewed 29 August 2014
We've been to the Grand Caymans before so, as divers (five brothers), we were looking for a quiet place to relax after a long day of diving. This was the place. Quiet with a...
4 of 5 stars Reviewed 30 June 2014
I will say that this trip had an ominous start, but we ended up with a vacation that provided a lifetime of memories. Upon arrival to the unit, we were expecting to be met by the...
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From
$846
Per Night
1 / 10
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Three Bedroom + Den/Three Bath Penthouse: This luxury penthouse is a light and spacious 2500 sq. ft. all newly refurbished in the “plantation” style with beautiful travertine flooring. There are two beachfront master suites; one with king size bed and the second with two queen size beds. The third... View all property information
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5 of 5 stars Reviewed 3 March 2013
We were thrilled with our beautifully renovated Condo! The unit was very spacious and comfortable. We enjoyed views of the beach, slept with the doors open to hear the waves all...
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$6,009
Per Week
1 / 8
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Little Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • x
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  • Wheelchair access
  • Elder access
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About this property
This brand new beach house provides unparallelled luxury in Little Cayman. With 3 bedrooms, 3 full baths and extra room for additional guests, it is the perfect place to bring families and friends for the ultimate Little Cayman experience. Situated on Charles' Bight, the property boasts 120 feet... View all property information
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5 of 5 stars Reviewed 26 June 2014
Second trip to this great getaway Island. House was 3 bedrooms plus..very modern baths kitchen and living area. Owner thought about entertaining and location. Would rent again...
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$211
Per Night
1 / 12
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South Town
1 Bedroom, 1 Bathroom, Sleeps 2
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Elder access
  • x
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About this property
Hawksbill is a one bedroom house. There are very comfortable twin beds, that can be put together to make a king size bed in the bedroom and a queen size pull out couch in the great room. The kitchen is well equipped. The fridge has an ice maker and water filter. The electric range has an easy... View all property information
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$807
Per Night
1 / 36
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North Side
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
  • x
About this property
Caymanease is a private, oceanfront villa with a pool sitting on a secluded beach located in the North Side of Grand Cayman. This villa sleeps 8 and offers 3 bedrooms and 3 and 1/2 baths, and enclosed outdoor shower, an oceanfront pool, kayaks and all the amenities you need to have a relaxing and... View all property information
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5 of 5 stars Reviewed 12 August 2014
We stayed at Caymanease for a week in mid June 2014. What an amazing place on a wonderful island. The home is perfectly decorated, stocked and in the perfect location! The...
5 of 5 stars Reviewed 10 February 2014
We just returned (alas! we had to leave) Caymanese after spending one week with two other couples. The house is comfortably appointed and on a quiet and private beach. We...
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$522
Per Night
1 / 10
George Town
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or second home). The lovely neighborhood of Caribbean Paradise, in South Sound, boasts a sense of community and a beach with impossibly soft white sand—and... View all property information
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From
$337
Per Night
1 / 21
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Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (40) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Located within 150 feet of stunning Rum Point Beach in the upscale Cayman Kai area, Barefoot Lagoon is the ideal place to enjoy stunning sunsets and the crystal clear turquosie Caribbean Sea. Situated on Grand Cayman's North Side, away from the cruise ship harbor and hustle of Georgetown and Seven... View all property information
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5 of 5 stars Reviewed 20 April 2014
Barefoot Lagoon could not have been more perfect for our family of 4 (2 kids 14 and 10). Beautiful island décor inside, this Island House was the ideal quiet calm retreat we were...
5 of 5 stars Reviewed 14 April 2013
We love Barefoot Lagoon Island House #11. The house was a no brainer for us. Why pay hotel money when you can pay the same and have a full house to your self. We loved the pool...
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$491
Per Night
1 / 9
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Two Bedroom/2.5 Bath Ground Floor Townhouse: This townhouse suite is finished in oak and features marine sculptures and underwater photography. The end unit condo offers privacy and features a great room beach front walkout to the sea. The two upstairs bedrooms each have king size beds and their... View all property information
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$1,079
Per Night
1 / 27
Bodden Town
4 Bedrooms, 6 Bathrooms, Sleeps 11
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
This deluxe oceanfront villa is especially positioned on a cliff top to catch the fresh breezes from a warm Caribbean Sea. The magnificent view looks over the ever changing sparkling ocean. Located in a residential area, it is about a 20 minute drive from the airport, George Town and Seven Mile... View all property information
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From
$871
Per Night
1 / 24
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Gun Bay
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Welcome to East End's Windward Cove Villa Sandy Beach, Pool & Parrots An Authentic Tropical Island Experience Come to Our Natural Beachfront Paradise All the Conveniences, None of the Crowds. Fully Owner-Operated Keeps Our Rates Low Hidden away in Gun Bay on the tranquil East End of Grand... View all property information
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4 of 5 stars Reviewed 21 September 2014
I took my wife, adult children and 3 grandchildren ages 7 months to 3 1/2 years, and one of my son's adult friends. The 4 bedrooms are nice. The one issue we had is that the...
5 of 5 stars Reviewed 10 July 2014
If you want to be away from the tourist area in your own bit of paradise Windward Cove is for you. We spent a lovely week at this beautiful 4 bedroom 3 1/2 bath home. The...
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$1,305
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1 / 32
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Seven Mile Beach
5 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
About this property
Serenity Now – an incomparable location on world famous Seven Mile Beach. A Luxury Cayman Villas property, Serenity Now is your own private oasis in the heart of Grand Cayman. Charming, eclectic, and comfortable, Serenity Now is the perfect place families with children or groups of adults. Its... View all property information
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4 of 5 stars Reviewed 24 June 2014
This was the second year that we rented Serenity Now on 7MB. As was the year before, this house is gorgeous inside. It's convenient, clean and modern. There is plenty of space for...
5 of 5 stars Reviewed 28 December 2012
Great place, brilliant ocean-view, enough space for everybody in- and outside, nice BBQ, proper swimmingpool and only 50 meters away from beautiful corals. Even saw jumping/flying...
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$957
Per Night
1 / 18
Grand Cayman
5 Bedrooms, 4 Bathrooms, Sleeps 10
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  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
5BR/4BA Coconut Beach is directly oceanfront in Rum Point on the north coast. This one story family villa offers excellent snorkeling directly behind the oceanfront pool and a very sandy beach with lots of Palm Trees that offers long walks in either direction. Pool shoes/fins are required for... View all property information
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5 of 5 stars Reviewed 4 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 others...
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From
$185
Per Night
1 / 11
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Just steps away from the beach! Our GARDEN VIEW condo has a contemporary look. It has 2 large bedrooms and a 1 small one. The master bedroom has a spacious walk-in closet and can easily store all your luggage. It also has a small bedroom connected to it with a bunk bed (double on the bottom and... View all property information
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5 of 5 stars Reviewed 4 June 2014
We have just returned from a week at Cocoplum and had a wonderful time. The condo is spacious and clean, with everything you might need for a comfortable stay. The air con is very...
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$318
Per Night
1 / 7
North Side
3 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and... View all property information
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$158
Per Night
1 / 7
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Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Imagine a place where your “Personal Island Getaway” becomes a reality… Imagine a place where world-famous dive sites are found only a few hundred feet from your front door… Imagine a place where brilliant island sunsets take place outside your window every evening… Imagine… Ocean Wave: Indigo 1... View all property information
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5 of 5 stars Reviewed 16 October 2014
This was the best vacation experience my wife & I have had in our 19 years of marriage. We were greeted by the owner at the airport who had a rental car waiting for us. After a...
5 of 5 stars Reviewed 27 September 2014
Lovely place with a reasonable price ! The ocean view is nice because you could see Little Cayman...
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From
$1,042
Per Night
1 / 18
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
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  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
5BR den/4.5BA Villa Bellagio is located on the quiet cove in Cayman Kai (within Rum Point) on the north coast. This two story private villa is a great family or couples choice and offers a white sand barefoot beach amid palm trees that offer guests shade from the Caribbean sun. 5BR Villa Bellagio... View all property information
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5 of 5 stars Reviewed 2 June 2014
We had a group of six adult scuba divers on our trip (mix of couples and singles). This home was perfect for our needs. It was clean, bright, well equipped (pool, row boat...
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$521
Per Night
1 / 8
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Starfish Villa… Luxury living, wonderful location, great value, and all the flexibility and freedom of a condo! Looking for a place to get away from it all with all the luxuries of home? Starfish Villa is private and secluded, yet close to all the necessary amenities. Within 20 minutes from... View all property information
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4 of 5 stars Reviewed 1 January 2014
Just returned from 9 night stay at Starfish Villa. This location was absolutely perfect for our holiday escape. Mostly stuck close to condo and beach but ventured for a few day...
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$135
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1 / 10
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West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to the Cayman Islands! The weather is perfect, the people are friendly, the food is amazing and the beauty is breathtaking. However, the cost for accommodations are pretty ridiculous! I love my island a ton and want the world to see it, so because of this my husband and I have opened up... View all property information
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4 of 5 stars Reviewed 12 August 2014
This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
4 of 5 stars Reviewed 3 June 2014
Found this little cottage on Flip Key while searching for an affordable place to stay in Grand Cayman. It is a no frills, basic cottage that has obviously been DIY'd. It has two...
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$245
Per Night
1 / 22
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Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 2
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
From the pure white sand and clear turquoise water of the Caribbean, the snorkeling right off the beachfront, the wide range of dining and shopping options within walking distance, to the full range of home comforts you’d expect, Cayman Reef Resort #49 offers everything you will need for your dream... View all property information
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Cayman Island Beachfront Vacation Villas and Condo Rentals

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

Attractions and activities in the Cayman Islands

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

Snorkeling

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

Confident choices for waterfront vacation rentals

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