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*BEACHFRONT* New Renovations - Pool/Cinema/Putting Green

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Outdoor dining
On the beach
5 bedrooms, desk, iron/ironing board, travel cot
Outdoor dining
Shower, hair dryer, towels

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathrooms353 sq m

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Northside, Northside
  • Place, Grand Cayman Beaches
    ‪1 min walk‬
  • Place, North Sound
    ‪2 min drive‬
  • Place, Starfish Beach
    ‪26 min drive‬

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

*BEACHFRONT* New Renovations - Pool/Cinema/Putting Green

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 an 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 floorplan, 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 before 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 situated on the southwest corner of the house. The second master has a king bed, a large private en suite bath, a 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 an 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, a toaster, a cutting knife set, a 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 the use of our plush robes, stitched with the house logo during your stay.

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 lying 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 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 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, Jackfish, and even lobster and conch (in season of course) are regularly caught off the Windsong dock. A gas grill 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 within walking distance to a small grocery store, a library, as well as the Northside Post Office.

Windsong has a support team on the 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.

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

-Digital Guest Book with local area information and activity recommendations is provided to you after booking: including information regarding Rental cars, airport transportation, reservations, boat charters, excursions, in-house chefs, in-house massages, recommendations, etc.

-Kayaks, life jackets, and snorkel gear stored at the home and available to use during your stay.

-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.

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-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.

-There is an additional guest fee of $20 per person per night over 8 guests.

-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.

A rental Agreement must be signed to complete your booking.

FAQs: Please Read:

Cancellation Policy/Trip Insurance
Our cancellation policy is non-refundable after booking. For last minute emergencies and general cancellations, we refer and can help set up travel insurance, which covers almost all situations where someone would have to cancel last minute. We recommend purchasing a “cancel for any reason” policy for the most flexibility.

Transportation- Car Rental
We would certainly recommend rental cars for the trip!
All the rental shops adjoin the airport, so the best approach is usually to use one of the large travel sites (orbitz, expedia) and book the best rate. The prices are very reasonable and the drive in is quite easy. You should be able to reserve without putting a credit card down.
Location from the Airport?
The house is about a 25-30 minute drive from the airport. A lot of the drive is one two lane road along the ocean.
Airport Transfer Options
Majestic Tours could provide the service for a big group if you would like to go that route. We always recommend rental cars, however.

Is there any daily cleaning option or private chef?
There are no staff included with the house, however, we do have a wonderful chef we can refer over who can set up everything from meals, including shopping, to bartending services! If you wanted to reach out. After booking, let us know you’d like their info and they would be able to pass along sample menus and pricing. They can handle everything from shopping, meal prep, serving and cleaning up and can customize anything you would like.
As to housekeeping, they come before and after the stay, though we have had a few guests who have requested daily cleanings and it can certainly be arranged for an additional fee.

Food & Shopping
Are there any shops/restaurants within walking distance to the home?
There are a number of restaurants within about a 10 minute radius of the house. For groceries, there is a small store walking distance that has most essentials, but a somewhat limited selection of meats and produce. The nearest full size store is about 15 mins away.

Here are the restaurants we recommend nearby:
Over the Edge (2 miles ), Kaibo (4 miles), The Caboose (3 miles), Tukka (8 miles), South Coast Bar and Grill (7 miles) are all
During your stay at this vacation home, you're just a quick walk from Grand Cayman Beaches. Enjoy features like an arcade/game room. Free WiFi and a private pool are available in the vacation home.
  • Air-conditioned home with private pool, kitchen, and washing machine
  • Free WiFi
  • Within a 15-minute walk of Grand Cayman Beaches and North Sound
This vacation home offers its guests barbecue grills, an arcade/game room, and a garden. The front desk is open around the clock.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV with cable/satellite channels
  • Stereo
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near the ocean

Things to do

  • Arcade/game room
  • Kayak
  • Water sports equipment

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 3,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

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 third-party bookings. Violating house rules may result in additional fines/fees and or eviction.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed
Must have prior approval and additional deposit

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

orp5b77b07x

*BEACHFRONT* New Renovations - Pool/Cinema/Putting Green Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Matthew E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an absolutely wonderful stay at Windsong. It was our first trip to Grand Cayman in many years, traveling with 8 of us, including 5 adults and 3 children. We felt right at home as soon as we arrived. The welcome basket was a nice touch. Kitchen was well stocked, all the bathrooms had soaps, shampoo, conditioner, and they even provided bath robes. Having the crib and an actual changing table was amazing. Exploring the area, we had a great time at Starfish Beach. Rum Point was nice as well, but maybe a little crowded for our taste. We ate at Tukka in east end and at Over the Edge, which is right down the street from the house. Both were excellent. We drove to Georgetown one day, and went to Camana Bay, but otherwise didn’t leave the area much. We ended up lounging around the pool most of the day and sitting on the dock in the evenings. The hosts went out of their way to really make the vacation perfect and stress free. Thanks for everything!
Stayed 1 night in Jul 2026