Highflyer Cottage

Highflyer Cottage

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Sleeps 12

5 Bedrooms

8 Beds

4.5 Bathrooms

Swimming Pool


Check-in 4:00 PM

Check-out 10:00 AM

Welcome to Highflyer Cottage – your home away from home on East Beach in St Simons Island. Recently renovated this wonderful 5 bedroom, 4.5 bath single level beach home features large screened-in front and rear porches, guest garage with ping pong table, 6 beach chairs, wall mounted inflatable device to blow up all your pool or beach needs, extensive decking surrounding the pool with outdoor dining + lounge seating. It is thoughtfully equipped with families in mind to ensure your visit is enjoyable and memorable.

Nestled under the canopy of a beautiful live oak tree sits High Flyer Cottage in the unique neighborhood of East Beach.

The front of the house features a large screened-in porch, complete with ceiling fans, rocking chairs and a shuffleboard court, if you’re so inclined. The front door opens into a spacious family room featuring a vaulted ceiling, shiplap walls, 65” smart TV and ample seating.

There are wonderful walking and biking opportunities in the East Beach neighborhood including marvelous views of the marsh, which may be easily viewed from the sidewalk and benches. A 5-minute stroll from High Flyer Cottage down 10th Street will bring you to the 10th Street beach access point – a natural path that leads to the beach through the sand dunes. At the end of Bruce Street, Gould’s Inlet features a walk-over to the beach. Access to the expansive beach is also reached at the nearby Old Coast Guard Station public access point with lifeguards, parking, sand volleyball courts, snack bar, sailboat rentals and rest rooms.

A short drive or bike ride will take you to dining options such as Crabdaddy’s, The Crab Trap, Fiddler’s and Beachcomber BBQ. There are excellent restaurants and coffee shops around the island to satisfy any taste, and you are sure to find new favorites.

The quaint and lively village area has unique shops, restaurants, and the covered pier where you can fish, crab or watch the shrimp boats and large ships go in and out with the tide. The functioning lighthouse adds to this unique island’s feel; and if you are up to it, you can climb the 129 steps to the observation platform for an unforgettable view.

Provided are: linens, house towels, pool towels, an initial supply of soap, shampoo, conditioner, laundry soap, dish detergent, toilet paper and paper towels.

We look forward to welcoming you to St Simons Island and having your family make unforgettable memories at High Flyer Cottage!

Covid Care:

* Following CDC cleaning & disinfection protocols

East Beach, SSI

Living Room

The main level of the home is an open concept boasting high ceilings with large windows so you can enjoy the views.

Kitchen & Dining 

Directly behind the living room is the gourmet chefs kitchen with European cabinets, 36” range with hood, double ovens, microwave and dishwasher, expansive countertop space and storage , center island and eat at 4 person counter seating. Enjoy the coffee or tea from the Keurig single cup coffee/tea maker, 12 cup drip coffee maker or electric tea kettle, perfect for getting your day started. The kitchen sinks directly views the backyard, which is perfect for keeping an eye on your loved ones. Viewing the beautiful live oak tree with sitting area directly underneath it, grill area with pass through window from kitchen, astro turf – perfect for corn hole.

Beside the kitchen is the dining area featuring a large farm table and spacious seating for 10, with another 65” smart TV. 

Bed & Bath 

Highflyer Cottage features 5 bedrooms, 4.5 bathrooms.

The Master Suite offers a relaxing king bed and large en-suite, complete with freestanding soaking tub and large shower. The master suite has a 55” smart TV and also has direct access to a private sitting area. The sitting area is perfect for early morning coffee or an evening book, with views of the screened porch and pool area.

The Secondary Master suite, off the living room, also features a king bed, en-suite bathroom with a large shower with a 43” smart TV.

Our Queen Suite features a queen bed with en-suite bath and direct access to the front porch. This suite also has a 43” smart TV.

The Bunk Room features two sets of twin XL bunks, sleeping 4 total. Twin XL beds are full length – same length as a king bed. The bunk room has a 43” smart TV. The bunk room shares a bathroom with double vanities and tub/shower combo. The bunk room also has access to the front porch sitting area.

The Guest Room has a queen bed with desk and printer. This bedroom also has a 43” smart TV. The guest room shares the bathroom with tub/shower combo. The guest room has direct access to the shared Owner Suite sitting area, with views of the screened porch and pool area.

The Sitting Area off the Owner Suite and Guest Bedroom is a guest favorite. Perfect for reading, coffee, puzzle or an afternoon nap. By design there’s no TV in this space, it is a great spot to be “screen free” but indoors with cold AC.


  • Bedroom 1

    King bed

  • Ensuite Bathroom 1

    Full ensuite with shower

  • Bedroom 2

    2 - Twin XL over Twin XL Bunk Beds

  • Bedroom 3

    Queen bed

  • Bedroom 4

    Queen bed

  • Ensuite Bathroom 2

    Full ensuite with shower

  • Bedroom 5

    King bed

  • Ensuite Bathroom 3

    Full ensuite with tub and shower

  • Bathroom 4

    Full bath tub/shower combo

  • Half Bath


Nook & Porch

Enjoy the cozy seating nook which integrates the spacious screened-in porch through large windows and expands indoor/outdoor entertaining opportunities. The screened porch features another large dining table with room for 8, as well as an additional four-person seating ensemble and overlooks the expansive private pool area.

Outdoor Pool

Retreat outside to enjoy the 12 X 24 saltwater pool. The pool has a sunscreen and can be heated or cooled for an additional cost. The pool is surrounded by plentiful seating including lounges, dining table and lounge seating. Also overlooking the pool is the guest garage featuring a rear overhead door that can be opened to support outdoor functions. Within the garage guests enjoy:
-6 beach chairs
-wall mounted inflatable machine
-ping pong table
-beach cart

Garage & Storage Shed

Beside the garage is the bicycle/beach gear storage shed is accessed by the rear gate from the driveway or from the pool deck – providing 2 bikes. A beach shower located inside the rear gate, perfect for sand and salt water removal from bathers and beach gear. Directly connected to the bike storage is toy and pool game storage, complete with pool noodles and beach toys. Beach towels are provided.

Generous parking is offered at High Flyer Cottage, including front of house paved parking for 3 vehicles and large gravel side parking. No street parking is permitted.





Dining Area




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