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Holiday Rentals with Pools in North Side and nearby

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    $289
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    1 / 7
    4.5 of 5 stars (3) Very good
    North Side
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
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    $656
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    1 / 34
    5 of 5 stars (29) Excellent
    North Side
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (29) Make Enquiry
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    $223
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    1 / 13
    5 of 5 stars (11) Excellent
    North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (11) Make Enquiry
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    $1,268
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    1 / 13
    4.5 of 5 stars (3) Very good
    North Side
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
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    • Air Conditioning
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
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    About this property
    Ecstasea is located on the Northside of the island just about 1 mile east of the Rum Point Club. The 5BR stately villa is now painted a sage green with white trim and enjoys a wonderful beach. The main living area is octagonally designed for maximum views. The pool & beach are very private.... View all property information
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    5 of 5 stars Reviewed 19 August 2014
    5BR Ecstasea was an excellent choice for our ten days on the North side this past March, away from the hustle and bustle of Georgetown. Location, water quality, beach access and...
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    $765
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    1 / 24
    5 of 5 stars (7) Excellent
    North Side
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    This four bedroom beach house has undergone an extensive renovation 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 North... View all property information
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    5 of 5 stars Reviewed 4 May 2015
    We had an absolutely lovely time and can't wait to return! Everything that we could possibly need was available and the place was absolutely perfect.
    5 of 5 stars Reviewed 14 February 2015
    This year, the two other couples we travel with each winter decided to try a rental rather than an all inclusive. Coral Loft looked like the perfect choice and it more than met...
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    1 / 14
    5 of 5 stars (4) Excellent
    North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located at the Kaibo Yacht Club Phase 2 in Grand Cayman's exclusive Cayman Kai area, this is a 2 bedroom/2 bathroom condo, newly furnished, fully equipped. Sleeps up to 6 persons, with king size bed in master bedroom, full size bed in second bedroom and has a queen-sized sofa bed in living room.... View all property information
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    5 of 5 stars Reviewed 25 July 2014
    We loved stay. This is our 7th trip to Cayman and we have never stayed in the same place twice. Next year we will be staying here again and many years to come. The location is...
    5 of 5 stars Reviewed 13 April 2014
    My husband and I and our two young boys (3 & 5) stayed at this condo for almost a week. It was perfect and I'm so glad we booked this one. The condo itself was nicely laid out...
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    $909
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    1 / 28
    5 of 5 stars (28) Excellent
    North Side
    6 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (28) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Situated in one of the best areas for snorkeling, this luxury home has a breathtaking view of the beach, sparkling warm ocean, and foamy reef. Each room is designed to catch the fresh sea breezes, give an air of spaciousness with high cathedral ceilings, and enjoy the ever changing aquamarines of... View all property information
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    5 of 5 stars Reviewed 24 November 2014
    This was the best couples retreat my husband and I have had. We shared this beautiful, well equipped home with 2 other couples. The location near Rum Point is away from the...
    5 of 5 stars Reviewed 28 October 2014
    My family and I (6 adults, 2 toddlers) had an amazing week at Far Tortuga! Booking was simple, and Vince was easy to work with. We were looking for a quiet, peaceful week, and...
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    $293
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    1 / 22
    North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Indulge in relaxation, recreation, and romance at the “Ocean Pearl” beachfront villa. Here you can discover the natural side of Grand Cayman, escape your busy life and enjoy peace and tranquility. Part of the Northern Lights condominium development, we are one of only nine units and are bordered by... View all property information
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    The following rentals are within 10 kilometres of North Side, Grand Cayman, Cayman Islands.

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    $319
    / Night
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    1 / 12
    5 of 5 stars (38) Excellent
    Old Man Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (38) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. 'On the Bay' has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 2 April 2015
    On the Bay #205 was the perfect place to stay in Grand Cayman. The location was ideal. This condo is highly recommeded.
    5 of 5 stars Reviewed 18 March 2015
    Just returned from our week in the sun and had a great stay in this condo. Right on the ocean with beach access and a protected lagoon to snorkel in! 3 bedroom/3 Bath second...
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    $1,083
    / Night
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    1 / 27
    4.5 of 5 stars (11) Very good
    Old Man Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    4-5BR/4-5BA Cayman Sands Villa is directly oceanfront in Old Man Bay on the north coast. This very popular villa is one of only 2-3 villas that offers shore-diving (SCUBA) to the famous Cayman Wall. With no coral reef to negotiate, and a sandier beach, SCUBA divers can kick 250 yds. straight out to... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 14 April 2015
    This property was absolutely great. Well appointed with a great kitchen for entertaining our large group. In addition, we loved the screened outdoor area that allowed for many...
    5 of 5 stars Reviewed 4 May 2012
    Amazing relaxed house. Big great room or socializing and nice big bedrooms for getting a bit away. Our extended family of seven had plenty of room. Covered pool was enjoyable even...
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    From
    $901
    / Night
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    1 / 16
    4.5 of 5 stars (24) Very good
    Old Man Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    4BR/4BA Christmas Palms Villa is directly oceanfront in Old Man Bay on the north coast. This recently built villa offers excellent snorkeling directly behind the oceanfront pool and steps to the beach, which is both sandy and pebbly. Many coral heads hosting schools of juvenile fish await you!... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 30 July 2014
    This place was just as the pictures show. My husband went to celebrate our 35th wedding anniversary with our sons (one with wife and our 11 years old granddaughter, the other's...
    5 of 5 stars Reviewed 23 June 2014
    Just got back from the best vacation we have had in a while. I can't say enough about this house. It was perfect for our family. There were 5 adults and a 7 year old and...
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    $319
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    1 / 34
    5 of 5 stars (10) Excellent
    Old Man Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Paradise On the Bay provides a serene, comfortable, and soothing vacation in the tropics. Come to our well appointed three bedroom beachfront condo and feel at home. Each bedroom has its own bath. Bring your friends, family, or just yourself to our comfortable, airy piece of heaven on Grand... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 6 January 2014
    I was here with a group of friends for a week over New Year's. What a WONDERFUL experience! It's a half hour drive from Georgetown, about 45 minutes from Seven Mile Beach, and in...
    5 of 5 stars Reviewed 31 May 2013
    We had a wonderful time at Old Man Bay Condo’s, we stayed in a 3 bedroom unit on the second floor, Unit # 207, April 21-28, 2013. We stayed with two other couples that are dear...
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    $287
    / Night
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    1 / 24
    5 of 5 stars (12) Excellent
    Old Man Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Fishing...
    • 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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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 19 April 2015
    Highly recommend! We were with our 2 sons, ages 10 and 12, and this condo had everything we could have asked for and more. The views were spectacular, snorkeling right off the...
    5 of 5 stars Reviewed 3 January 2015
    We could not have asked for a better place to stay to satisfy our quest for sun, fun, and relaxation. The North side of the Cayman Islands has a gorgeous reef with outstanding...
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    $287
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    1 / 17
    5 of 5 stars (13) Excellent
    Old Man Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (13) Make Enquiry
    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
    About this property
    Welcome to On The Bay Condo, located on the ocean’s edge in Old Man Bay, Grand Cayman Island. This is a truly private and tranquil resort, with a lovely white sandy beach, private swimming cove, pool and, of course, the magnificent aqua-blue water of the Caribbean all at your convenience. As... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 25 March 2015
    Lovely condo with perfect location. Away from the crowded 7 mile beach strip, but with beach, pool, views and everything we like. Condo was well appointed and very comfortable.
    5 of 5 stars Reviewed 23 March 2015
    Our first time travelling to Grand Cayman and after staying at The Turtles Next inn and experiencing the island we'll be back for sure. Our condo was first class with all the...
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    $1,045
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    1 / 16
    5 of 5 stars (12) Excellent
    Old Man Bay
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    4BR/4.5BA Luxury Villa Caymanas is directly oceanfront in Old Man Bay on the north coast. This modern 4 KING SUITE villa offers excellent snorkeling & privacy. The private rear yard around the pool is all white sand for private sunbathing. Enormous oceanfront windows and glass doors to the sea... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 28 July 2014
    Recently stayed at Villa Caymanas this home was amazing, it allowed everyone to enjoy the privacy, space and flexibility that you need to experience the full range of all that...
    5 of 5 stars Reviewed 9 July 2014
    The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and...
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    $243
    / Night
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    1 / 11
    5 of 5 stars (9) Excellent
    Old Man Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, promises a peaceful Caribbean beach and freshwater pool you’ll often have all to yourself. Yet you’re just a 10-minute drive from the activities at Rum Point. This unit, On The Bay #311, dazzles with... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    5 of 5 stars Reviewed 11 April 2015
    This condo was very clean and comfortable. Well outfitted - even had coolers for picnics and everything needed for cooking. Also stocked with charcoal for the grill outside...
    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...
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    $181
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    1 / 12
    4.5 of 5 stars (16) Very good
    Old Man Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternative to the bustle of Grand Cayman’s more active areas— just 10 minutes from Rum Point. The living is easy here. Head to the private beach and swim in a... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    4 of 5 stars Reviewed 4 February 2015
    Garden view still had ocean view Very clean ,hot water tank,in condo wifi,washer/dryer Felt right at home Small IGA 10 min east for groceries
    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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