Entire home
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre
Choose dates to view prices
Photo gallery for BEACHFRONT w/ Private Dock-50 ft Pool-Theatre





Reviews
1010 out of 10
Exceptional
Entire home
Popular amenities
- Dryer
- Pool
- Parking available
- Washer
- Barbecue grill
- Kitchen
Explore the area

Northside
- Grand Cayman Beaches10 min walk
- Rum Point Beach12 min drive
- Starfish Beach20 min drive
- George Town (GCM-Owen Roberts Intl.)47 min drive
Room options
Similar properties

Coco Kai Beach Front Villa with Heated Pool and Private Dock
Coco Kai Beach Front Villa with Heated Pool and Private Dock
North Side
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 90 reviews
5.0
Exceptional
90 reviews

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Grand Cayman
- Sea view
- Pool
- Kitchen
- Washer
4.9 out of 5, Exceptional, 72 reviews
4.9
Exceptional
72 reviews

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Cayman Islands
- Pool
- Kitchen
- Washer
- Dryer
4.8 out of 5, Exceptional, 40 reviews
4.8
Exceptional
40 reviews

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!
North Side
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 102 reviews
5.0
Exceptional
102 reviews

Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool
Cayman Kai
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 69 reviews
5.0
Exceptional
69 reviews

The peace and tranquility of this cottage Works Wonders on the soul....
The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman
- Sea view
- Pool
- Kitchen
- Washer
5.0 out of 5, Exceptional, 66 reviews
5.0
Exceptional
66 reviews

Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
North Side
- Sea view
- Pool
- Kitchen
- Washer
5.0 out of 5, Exceptional, 15 reviews
5.0
Exceptional
15 reviews

The Bay with 500 Feet of BeachFront and 2 Cottages
The Bay with 500 Feet of BeachFront and 2 Cottages
Old Man Bay
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 1 review
5.0
Exceptional
1 review

You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers
Gun Bay
- Pool
- Kitchen
- Washer
- Dryer

Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman
Rum Point
- Sea view
- Pool
- Kitchen
- Washer
5.0 out of 5, Exceptional, 3 reviews
5.0
Exceptional
3 reviews
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 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.
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.
During your stay at this vacation home, you're just a quick walk from Grand Cayman Beaches. Features include an outdoor pool and laundry facilities. Enjoy your stay with amenities like a private pool and a kitchen in the vacation home.
- Air-conditioned home with private pool, kitchen, and washing machine
- Take a swim in the outdoor pool
- Amenities include laundry facilities
- Within a 15-minute walk of Grand Cayman Beaches and North Sound
This vacation home offers its guests an outdoor pool, barbecue grills, and a garden. The front desk is open around the clock.
Property amenities
Beach
- On the beach
- Beach loungers
- Beach towels
Pool/Spa
- Outdoor pool
- Private pool
Internet
- Available in the house: WiFi
Parking and transport
- Car recommended
- Parking on site
Kitchen
- Blender
- Coffee grinder
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Hob
- Ice maker
- Microwave
- Oven
- Paper towels
- Refrigerator
- Spices
- Toaster
Bedrooms
- 5 bedrooms
- Bedsheets provided
- Sofa bed
Bathroom
- 5 bathrooms
- Bathtub
- Bathtub or shower
- Hair dryer
- Shampoo
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Living room
- Separate dining area
Entertainment
- Games
- Stereo
- TV with cable/satellite channels
- Video games
Outdoor areas
- Barbecue grill
- Firepit
- Garden
- Outdoor furniture
- Patio
Laundry
- Laundry facilities
- Washing machine
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.
- Single level property
- Smoke-free property
Services and conveniences
- Iron/ironing board
- Phone
- Safe
Location highlights
- Near the ocean
Things to do
- 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: 3,300 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
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
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 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
Windsong Renovated Beachfront w/ Private Dock 50 ft Pool
Windsong Renovated Beachfront w/ Private Dock 50 ft Pool Villa
Windsong Renovated Villa
Windsong Renovated Beachfront w/ Private Dock 50 ft Pool
Windsong Renovated
WINDSONG - Beachfront w/ Private Dock & 50 ft Pool Villa
WINDSONG - Beachfront w/ Private Dock & 50 ft Pool North Side
orp5b52d75x
Windsong Renovated Beachfront w/ Private Dock 50 ft Pool
Windsong Renovated Beachfront w/ Private Dock + 50 ft Pool Villa