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BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Photo gallery for BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Outdoor dining
Outdoor dining
Property grounds
Interior
Beach

Reviews

10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 14306.6 sq m

Popular amenities

  • Dryer
  • Parking available
  • Washer
  • Barbecue grill
  • Kitchen

Explore the area

Map
Northside
  • Grand Cayman Beaches
    ‪6 min walk‬
  • Cayman Kai Public Beach
    ‪8 min drive‬
  • Starfish Beach
    ‪13 min drive‬
  • George Town (GCM-Owen Roberts Intl.)
    ‪41 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

5th bedroom

+2
4 Single Bunk Beds, 1 Single Bed and 1 Crib

Master Suite

1 King Bed and 1 Double Sofa Bed

Oceanfront Suite

1 Queen Bed

Oceanview Suite

1 King Bed and 2 Single Beds

Second Master Suite

1 King Bed

5 bathrooms

5th Bathroom

Bathtub or shower · Toilet

Master bath

Bathtub · Toilet · Shower only

Oceanfront Suite Bath

Bathtub or shower · Toilet

Oceanview Suite Bath

Bathtub or shower · Toilet

Second Master Bath

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining Area

About this property

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Windsong is an oceanfront, 5 bedroom villa on the pristine northern coast of Grand Cayman a few miles east of the famous Rum Point Beach Club. From a private beach and dock, to expansive pool and patio space, you have everything you could want on your vacation. The renovated interior is comfortable and welcoming, with numerous essentials provided for your stay.

As you pull up to the villa, you'll pass through the horseshoe driveway surrounded by the beautifully landscaped front yard. Windsong, built with a spacious one story floorpan, and no steps to climb, is easily accessible for guests of all ages. Through the front door you immediately notice the panoramic view of the Caribbean waters from the entryway. 10 ft ceilings throughout the villa make the 3300 square feet feel even more spacious. The renovated kitchen is connected to the living/dining areas with an open concept, great for keeping an eye on kids, watching the 60 inch flatscreen TV, or socializing with the family. The windows and sliding glass doors run almost floor to ceiling to expand the beachfront view, but are equipped with custom curtains if you'd like some privacy in the evening. Bedrooms and Baths have recently installed plantation shutters covering all windows.

The large master suite offers a king bed, flat screen TV, and an oceanfront view. The master also contains a comfortable loveseat for watching TV, which can also be converted into an extra twin bed. The fully renovated en suite bath has large custom marble countertops with Jack and Jill sinks, a large shower, as well as a 6 foot oversized soaking tub. Open a bottle of champagne and relax in the bath while you enjoy a show on the TV mounted above the bath.

The second oceanfront suite, on the west side of the villa has a Queen bed and a gorgeous view of the blue Caribbean waters, as well as a new plush mattress and new furniture. It connects to a full private en suite bathroom with marble countertops, as well as a walk in closet.

Also located on the west side of the house, the 3rd bedroom suite has an ocean view, as well as a king bed OR two twin XL beds (set up prior to your arrival upon request), plus a renovated full en suite bath. This room is a great choice for anyone who prefers to sleep in, as the window faces opposite the sunrise, and with the plantation shutters closed it will stay quite dark in the mornings. This room also provides a full crib and changing table, for those traveling with little ones.

The 4th bedroom has recently been renovated and outfitted with new furniture, complete with a dual L-shaped bunk trundle combo (can sleep up to 5, up to 7 with roll away beds for any large parties where all the kids want to sleep together), and multiple arcade games.

Our newest addition to the villa is a second master suite is situated on the southwest corner of the house. The second master has a king bed, large private en suite bath, jack and jill vanity, stand alone soaking tub, and a full rainfall shower.

Windsong also has a 9 seat cinema with vintage theatre seating, and a 87" TV.

Windsong has a full laundry room with a washer, dryer, and utility sink for guests to use during their visit.

Windsong is stocked with almost anything you could need during your stay. The renovated kitchen is well equipped and includes new appliances, plenty of pots, pans, utensils, plates, bowls, glasses, a blender, toaster, cutting knife set, drip coffee pot, and a k-cup coffee maker. Both new bath towels and beach towels are in abundance. All bed linens and pillows are new, and all sheets and pillowcases are Egyptian cotton. All mattresses have been replaced and upgraded recently. You can also enjoy use of our plush robes, stitched with the house logo, yours to keep if you like.

Windsong is equipped with a security system to use if you like, as well as a floor mounted safe to lock your valuables in if needed.

Walk outside and you find an oceanfront saltwater pool, easily big enough for the whole family. Sunbathe poolside, on the extra spacious patio, or feel the warm Caribbean breeze while laying in the hammock hanging under the sea grape trees. Relax in the shade on the covered patio or poolside gazebo. Further down you'll find a white sandy beach, protected by ironshore, as well as a private 75 ft dock that has both a thatch covered gazebo to relax under while enjoying the beautiful Caribbean waters.

Kayaks are provided at the property, and the beach on the west side of the property has a cutout in the ironshore, where the white sand runs into the water, for easy access. We also provide plenty of adult life jackets, kids life jackets of various sizes, as well as puddle jumpers. The beach also has a wood burning fire pit just steps from the ocean.

Some of the best snorkeling on the island can be found right off the Windsong dock. Bring your own snorkel gear or feel free to use the complimentary sets at the house. You will also find various sizes of water shoes for use. The waters along the northern coast are beautiful, but there are patches of turtle grass and some rock/coral formations mixed among the sand, so some prefer to wear footwear.

If you'd like to try fishing during your stay, red snapper, Jack fish, even lobster and conch (in season of course) are regularly caught off the Windsong dock. A grill, which has both propane or charcoal options, is also provided for your use during the stay, and the private beach contains a horseshoe pit for guest use.

Additionally, you will find the property extremely private, with lush landscaping around the yard. However it is still walking distance to a small grocery store, a library, as well as the Northside Post Office.

Windsong has a support team on island should any issues arise. We can also help arrange/refer any reservations, private chefs, in house massages, boat/fishing charters, or excursions you would like to plan in advance. If you have any medical needs or require any special assistance, please let us know and we will be more than happy to help in any way we can.

<<< Included with Windsong >>>

-Bluetooth speaker for use during your stay

-Complimentary coffee K-cups for use in coffee maker.

-Complimentary soap, shampoo, bath products.

-Two plus robes to use during your stay, stitched with the Windsong logo.

-Assistance in setting up anything you need prior to your arrival, including rental cars, airport transportation, reservations, boat charters, excursions, in house chefs, in house massages, recommendations, etc.

-Kayak's, life jackets of all sizes, puddle jumpers, water shoes, snorkel gear, all free to use during your stay.

-4 folding beach chairs (in addition to the more than ample outdoor seating) to set up as you please on your private beach or take with you as you explore the island.

-Crib, changing table, pack-n-play, high chair, among other items that may make the stay more enjoyable for young children.

-Upgraded bed linens including Egyptian cotton sheets and pillowcases.

-In house safe mounted to the floor to lock your valuables in during your stay.

-Security system set up if you wish to use during your stay.

<<< Please Note >>>

-Windsong has been thoroughly inspected and approved by Cayman Islands Department of Tourism. We take pride in having a spotless and well maintained home for you to enjoy during your visit.

-13% Cayman Islands Government Tax is added to all rates, as with any hotel, house, villa or condo in Cayman. This has been reflected in the listed price.

-Windsong requires a $2500, fully refundable, excess cleaning and damage deposit.

-Events/Weddings are permitted but require approval, a small event fee, and security deposit.

-Booking won't be official until the guest rental agreement (sent via docusign) is signed.

Property manager

Arcadian Avenue
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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Children

Children allowed: ages 0–17
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Events

Events allowed
Must have prior approval and additional deposit
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Guest is required to sign rental agreement. Security Deposit of $2,500 is required. Minimum age for primary renter is 25.
Exceeding occupancy limit is grounds for the Owner to immediately terminate the Rental Agreement and cause for immediate evection.
No smoking, no parties, no pets, no third-party bookings. Violating house rules may result in additional fines/fees and or eviction.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Note from host: Must have prior approval and additional deposit
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

North Side

Located in North Side, this holiday home is on the beach. Mission House and East End Lighthouse are local landmarks, and some of the area's activities can be experienced at Babylon (Dive Site) and Port of Georgetown. Travelling with kids? Consider Queen Elizabeth II Botanic Park and Cayman Crazy Golfing Mini Golf.
Map
Northside

What's nearby

  • Grand Cayman Beaches - 6 min walk - 0.5 km
  • Cayman Kai Public Beach - 8 min drive - 6.9 km
  • Rum Point Beach - 9 min drive - 7.5 km
  • Starfish Beach - 13 min drive - 9.8 km
  • Queen Elizabeth II Botanic Park - 14 min drive - 8.8 km

Getting around

  • George Town (GCM-Owen Roberts Intl.) - 41 min drive

Restaurants

  • ‪Kaibo restaurant . beach bar . marina - ‬12 min drive
  • ‪Rum Point Club and Restaurant - ‬10 min drive
  • ‪Kaibo - ‬12 min drive
  • ‪Czech Inn Grill - ‬18 min drive
  • ‪Grapetree Cafe - ‬20 min drive

Frequently asked questions

Does BEACHFRONT w/ Private Dock-50 ft Pool-Theatre have a pool?

Yes, this property has an outdoor pool.

Is BEACHFRONT w/ Private Dock-50 ft Pool-Theatre pet-friendly?

No, pets are not allowed at this property.

What time is check-in at BEACHFRONT w/ Private Dock-50 ft Pool-Theatre?

Check-in begins at 4:00 PM.

Where is BEACHFRONT w/ Private Dock-50 ft Pool-Theatre located?

Nestled on the beach, this North Side holiday home is within a 10-minute walk of Grand Cayman Beaches and North Sound. Mastic Trail North Trailhead is 1.9 mi (3.1 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 60 out of 64 reviews
Rating 8 - Good. 4 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Lynne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter Trip with Family
This property is beautiful. The pool is great. The dock over the water allows fantastic breezes and views. Plenty of room for everyone. Any questions we asked were answered promptly.
Stayed 7 nights in Mar 2025

10/10 Excellent

Trish W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
We had the perfect vacation! The house is well appointed, taken care of, and a lot of little extra touches. The views are incredible and it is a lot of fun to just kayak and snorkel right off the beach.
Stayed 7 nights in Jan 2025

10/10 Excellent

Carol B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous vacation in Cayma
This property is wonderful for families. There were 15 of us. Ages 7-70. Wonderful amenities at the house and great places nearby. We fished, kayaked, had family dinners on the porch, snorkeled, swam and the movie room was great. Let's Bait a Hook a great place to get fishing gear for rent etc. groceries near - expensive but very convenient. The property managers were very responsive and respectful.
Stayed 7 nights in Feb 2025

10/10 Excellent

Audrey E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A fantastic home away from home!
We were 4 adult couples wanting to get away for a week for some fun in the sun. This property was fantastic! We were 6 miles from rum point and all that it has to offer. The pool was clean and inviting. The house was big enough and had all the nexessities. If you are bringing children there is a room with bunk beds in it ... just be aware that there are no drawers or closets in that room. The property manager was amazing. During the eek we had a couple of questions and it took her all of 2 minutes to get back to me each time, and always with the desire to make sure our stay was as seamless and enjoyable as possible!
Stayed 7 nights in Jan 2025

10/10 Excellent

Parker S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Nice Trip to GCM!
We were fortunate to be able to travel with some friends down to GCM and found the perfect house for us! Well appointed, spacious, breathtaking views. Management had left us some nice welcoming gifts that were used or consumed during the week…very thoughtful. Kitchen was full of everything you would need for cooking and the property was very comfortable. Management was quick to respond to questions that we had and very helpful. Plenty of water toys on property as well.
Stayed 7 nights in Nov 2024

10/10 Excellent

ashley b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect
Stayed 7 nights in Feb 2024

8/10 Good

Laura K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing respite
This property is located o the North Side so you do need a car. The drive is about 45 min to the seven mile area. Seven mile is very busy so it depends on what type of experience you are looking for. We really enjoyed the private beach, pier, outdoor area. No crowds. Privacy. The set up is great for a family with children as there is a bunk room and theater room to keep them occupied. We enjoyed visits from the local roosters and friends. The only negative is there was a mildew smell at times but it is the islands!!
Stayed 7 nights in Dec 2024

10/10 Excellent

Sam L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise perfection
Most wonderful home. Exactly as advertised. A delight and a joy. Our multigenerational family found the accommodations perfect for family fun. Can’t say enough about the fabulous features. Wholeheartedly recommend.
Stayed 7 nights in Aug 2024

10/10 Excellent

Eric E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Windsong Wonderful
What a great place for 3-4 couples or a big family. Close to awesome restaurants, Rum Point but away from crowds!
Stayed 7 nights in Feb 2024

8/10 Good

John B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great villa beach too much coral
Great villa. Beach too much coral
Stayed 7 nights in Feb 2024

10/10 Excellent

Keri G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Rarely gets better than this
Perfect home and off-the-beaten-track location for our family vacation with 9 adults. Snorkeling right off the beach was fantastic. The home is well-stocked with everything needed for cooking and enjoying the amazing Caribbean sea and pool and we appreciated it all! Comfortable rooms & beds. We loved our little curly tailed lizard patio visitor:)
Stayed 7 nights in May 2024

10/10 Excellent

Dorothy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Enjoyed the GAZEBO over the water with the nice breezes. We were able to snorkel one day, the weather was not cooperating and most of our stay was cloudy or rainy. We thoroughly enjoyed having the Theatre when the weather was bad. The area was quiet and private which was one of our prerequisite. Enjoyed our boat outing with Crazy Crab and the new Rum Point!
Stayed 7 nights in Jun 2024

10/10 Excellent

Sheryl M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
This property was amazing. Everything was exactly as described. We will stay here again.
Stayed 7 nights in Apr 2023

10/10 Excellent

Conrad S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time on North Side
Great house and location on the North Side of Grand Cayman!
Stayed 7 nights in Dec 2019

10/10 Excellent

Jay R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Family Vacation
Thank you for allowing our family to stay at your rental home, and for the wonderful care packages. Your rental had everything we hoped for and extra amenities (theatre and arcade games) that made our stay even more enjoyable. Thanks again for providing our family with cherish memories.
Stayed 7 nights in Aug 2023

10/10 Excellent

Sandra M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything we expected and more!
Perfect fit for our three generation family.
Stayed 7 nights in Jun 2022

10/10 Excellent

Ann W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous
We stayed at this house in 2020 and enjoyed it so much that we stayed again! The location is quiet, the pool and gazebo are wonderful. The house is very comfortable for everyone to spread out and have their own bedrooms and baths. Having a grill, smoker and pizza oven is a real plus if you like to cook with the most perfect view and outside dining area. Grocery and liquor store a short walk down the road. I highly recommend this house for a lovely tropical vacation!
Stayed 7 nights in Feb 2024

10/10 Excellent

Valerie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise
We had the best time at this home. So much room and clean. We swam daily and watched Movies in the most awesome theater room. We were able to kayak and snorkel from the property and enjoy game night. We loved this place. Recommend it and would absolutely come back.
Stayed 7 nights in Apr 2023

10/10 Excellent

Shawn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway in Grand Cayman
We stayed here with 14 people, 4 families with kids. The house was amazing as each room had its own bathroom. Kitchen, living room, patio, pool, pier/dock were perfect for our stay. The kids loved the bunk room with video games and the cinema room. The driveway accommodated our 3 cars easily. I'd stay here again in a heart beat.
Stayed 7 nights in Jan 2023

10/10 Excellent

Ben B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Windsong is incredible!
On the North Shore, within minutes of Rum Point, 20 minutes from Tukka on the West End and 35 minutes from the airport. Ideal swimming, quiet area. Absolutely will return. The villa sleeps plenty. Felt like one week isn’t enough!
Stayed 7 nights in Oct 2023

8/10 Good

Patricia B.

Liked: Cleanliness, communication, location, listing accuracy
Property
The house was in somewhat good repair. Two of the bedrooms were small and no closets. Otherwise the house was good for 7 people.
Stayed 7 nights in Jan 2024

10/10 Excellent

John Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise at Your Doorstep
Amazing property and location. Large pool you can do laps in, kayaks and other equipment, and snorkeling with lots of fish and interesting rock formations right off the beach. A gazebo at the end of the dock that it great for relaxing, enjoying the sea breeze, and kicking back and reading a book. Away from the traffic and hustle and bustle but close to activities at Rum Point. The property needs a bit of TLC though, signs there was a roof leak in the past that hasn't been fully restored, dirty windows marring the beautiful view, rusted outdoor pizza oven and BBQs, and signs of age all around. Overall excellent because anyone would enjoy the stay, but the property has the potential to be perfect.
Stayed 7 nights in Mar 2024

10/10 Excellent

Denise V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Windsong
We had a lovely time at Windsong. The water is steps away from the house. They provided kayaks and water shoes in multiple sizes. You will need water shoes because of the rocks and coral in the water. It has a lovely 30-foot pool with views to the water. The rooms are spacious and the movie room is a bonus. We used the grill outside for a few of our dinners. If you want luxury and tranquility, this place is for you!
Stayed 7 nights in Mar 2024

10/10 Excellent

Benjamin J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot
A truly great spot and wonderful experience. The property is located within a short driving distance to run point, Kaibo, and Tukka restaurants. A small grociery/convenience store was within walking distance. The house accommodated nine of us with room to spare. The dock with the gazebo was a great place to watch the sunset, and during the day we could enjoy the pool or swim a very short distance out to a beautiful reef.
Stayed 7 nights in Apr 2023

10/10 Excellent

Thomas B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
We have stayed in a number of homes on the Cayman island. This was one of the best! The location was remote and quiet. The house was well appointed and there was something for everyone. The home theatre and arcade games were a big hit with the kids in the evening. The reefs in front of the house were superb for fishing, snorkeling and ocean kayaking. The pool was great for those who chose not to go into the ocean. Would definitely return!
Stayed 7 nights in Jan 2023

About the host

Hosted by Arcadian Avenue

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Languages:

English

Premier Host

They consistently provide great experiences for their guests