Perfect Family Beach Home With Pool, Bikes & More!
House in Saint Simons Island, GA
12 guests · 5 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceOne of the higher cost properties in the area
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this house rental
Welcome to HighFlyer Cottage - your home away from home on East Beach, St Simons Island. 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.
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. 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 six-person seating ensemble and overlooks the expansive private pool area.
Conveniently located off the kitchen + dining area is a half bathroom.
High Flyer 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 and 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.
Retreat outside to enjoy the 12 X 24 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 adirondak rocking charirs. 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
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.
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, Southern Soul BBQ, and Beachcomber. 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
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.
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. 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 six-person seating ensemble and overlooks the expansive private pool area.
Conveniently located off the kitchen + dining area is a half bathroom.
High Flyer 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 and 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.
Retreat outside to enjoy the 12 X 24 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 adirondak rocking charirs. 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
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.
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, Southern Soul BBQ, and Beachcomber. 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
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Saint Simons Island, GA
$$$$
Ratings and reviews
5.0 / 5.0
I couldn't imagine a better experience for our group of 10 guests. Lesley's communication was proactive and kind, and she was exceptionally hospitable. The house itself is also perfect for a group of this size.
5.0 / 5.0
Leslie and her family have put together a top-notch home-away-from-home at East Beach. This is without even a close second, the best airb-n-b I have ever stayed in. We came for my birthday weekend and my 2 kids with spouses and babies. This house truly has it all - 2 cribs, a wonderfully stocked kitchen, fabulous screened porches, a CHILLED pool - amazing in steamy August! Plus so much more and that folks have already mentioned. Leslie is wonderful and feels like my newest BFF! Honestly, part of me is tempted to leave a terrible review so that I can make sure there is availability for us to come back next year!! 😂😂😂. Alas, such subterfuge is not in my nature so I can only say, ⭐️⭐️⭐️⭐️⭐️!! Beds, pillows, towels, blow up floaties, shuffle board, great decor…the McCreary family nailed it with this one. We hope to return next year!
5.0 / 5.0
High Flyer was the best! This was our sixth year renting in SSI, and we all agreed this was our best house yet.
Some of our favorite things about High Flyer:
-The owner! Great communication and help when needed.
-One story was perfect for the youngest and oldest
-Amazing back porch and pool area
-Ample parking
-Clean and well appointed rooms, each of which felt very private
-Plenty of beach and bath towels as well as beach chairs
-Kitchen well stocked and with lots of seating
-Location…we love East Beach
-Baby/toddler items provided for free
I could go on and on about this wonderful house. You won’t regret renting it, and we look forward to returning!
5.0 / 5.0
Loved everything about this property. Will stay here again!
5.0 / 5.0
No need to bring your own pillow…or towels…or beach chairs! This house has it all! Comfy beds, plush bed pillows, bikes, beach chairs and umbrellas, beach towels, extra fans and all the kitchen amenities you could ask for! Dinning room and screened porch tables accommodate all your people! We loved being able to spread out in various areas of the house from the screened porch to sunroom to front screened porch to pool deck, and if you have to be in the A/C the living room! We were a large family of 9 adults and it surpassed our expectations!
It’s the best beach house we have ever rented in our decades of renting. Highly recommend this house and host!
5.0 / 5.0
Our stay at the Highflyer Cottage was PERFECT! We had a large group and the house accommodated everyone with room to spare!
Our host, was the best! Lesley checked in with us to make sure everything was going well and to see if anything was needed! She was great and super easy to work with!
The house is absolutely a hidden gem! So spacious and equipped with everything you need. The kids loved having their space (ping-pong table, bikes, floats, etc.) and we as adults, loved our space (screened in porch for morning coffee and conversation). The backyard is the best! A beautiful pool and an area for the kids to play cornhole or just hang out in the sun - it was exactly what we needed. The kitchen was updated and spacious and the entire house was decorated beautifully!
We had such a great time and hated to leave but will definitely be back and look forward to staying again at the Highflyer Cottage!
5.0 / 5.0
High Flyer Cottage exceeded all expectations! The house, landscape and pool are not only beautiful, but every amenity you could possibly dream of is included! The kitchen has anything and everything you would possibly need. Every feature is top shelf. Beds are very comfortable, as is all the furniture. There are so many different seating areas, indoors and out. It is a short walk to the beach, but because it was extremely hot weather, we lived in the pool. There is a table that we sat 10 people around comfortably. Lesley was a wonderful host; prompt and responsive. There is not enough space to list all the complimentary things I could say about High Flyer Cottage!
We are already looking forward to our next trip there!
5.0 / 5.0
The house, pool and location was perfect for our family vacation. The house is beautifully decorated and the kids loved the bunk room. We vacation with 3 generations each summer. We spent the most time on the spacious screen porch. The grandchildren loved playing in the pool when we weren't at the beach. We like to eat in and take turns cooking. The kitchen was well stocked for all the delicious meals that were cooked. It was nice having the stools at the kitchen counter for kids next to the adult table. The beach at the end of 11th St was never crowded and no one complained about the short walk. It was great having the beach buggy to carry the nice beach chairs from the house. The property manager Lesley was just an email away and was quick to respond to any questions. I hope we will be back next summer.
5.0 / 5.0
Our four month stay at Hi-Flyer was very comfortable and enjoyable. We have been spending winters on St Simons for 17 years now, so we have experienced pretty much everything along the way. We also have established a significant basis for comparison.
Hi-Flyer is the best place that we have stayed so far. It is extremely well equipped, offering five bedrooms, four and a half baths, a modern well stocked kitchen, and choices of eating, lounging and pool areas, all on one floor. For those of us who are getting on years, this is really welcomed. There were no surprises.
Perhaps the best part, however, was the wonderful responsiveness we experienced from the owners. They were over the top in terms of doing everything they could to make us as comfortable as possible. Lesley was wonderful to work with and anticipated every need. We hated leaving this year but already look forward to returning next year.
5.0 / 5.0
The house was very clean and the kitchen was well equipped!
5.0 / 5.0
Me and a group of friends came to stay for a weekend, which we do every few weeks at different VRBOs, and we stumbled upon this jewel. The absolute most amazing place I've ever stayed at on VRBO. It is completely tailored to the guest, from the out door area with all that it offers from the pool to ping pong, the towel basket for large groups, TVs everywhere that stream music, and the owners topped it off with a sweet basket of fruit and a nice card. The attention to detail was the most impressive I've ever experienced, if you are looking for a place to stay and stumble across this one, I highly recommend this one. From now on this will be the only place I rent for large groups!
5.0 / 5.0
Great stay!
5.0 / 5.0
Thank you so much for the total Highflyer Cottage vacation experience! We had nine family members ranging in ages from 10 months to 74 years old and everything in between. The grandparents played golf in the area as well as PICKLEBALL and relaxed around the pool. The two teen girls rode the bikes to the beach access, to the village, and all over East Beach. The three little boys swam all day in the pool and played on the beach. All had easy access to fun locations via a rental golf cart. We loved the one story house for the grandparents and toddlers. The kitchen had everything you could imagine in beautiful new, well labeled cabinets. The beds were extra comfortable with wonderful linens and everybody had their own private bedroom/ bathroom. We will definitely be back. Thanks again.
5.0 / 5.0
We have stayed at many different homes and condos on St Simons Island but this was the best by far! Beautiful home with everything you could possibly need, great location, attentive host, great pool, and lots of room for family.
5.0 / 5.0
Our family stayed at Highflyer Cottage during Spring Break ‘23 and we could not be happier with every aspect of the VRBO. The house is perfect and all of the amenities are above expectation. We will definitely stay here again.
5.0 / 5.0
Great location with a quick shot to 11th street beach access. Great setup for families with really 2 masters. Stocked kitchen. Backyard is tough to beat with pool, pingpong, cornhole etc. Will stay again.
5.0 / 5.0
The property was perfect for our party of 10. Plenty of bedrooms and bathrooms that were comfortable and updated. TVs everywhere. Multiple living spaces, indoor and outdoor, to spread out and enjoy. Cornhole, ping pong and the heated pool were perfect. The beach was just right down the road and easy to get to. The bikes were fun to cruise the island and beach with. The kitchen was well stocked with everything we needed to cook with. Overall, the place was perfect and we are already talking about booking for next year.
5.0 / 5.0
What an amazing place!!! This house couldn’t have been any better! Great location (walkable to the beach even with little ones), super clean, modern, well stocked (tons of kitchen supplies, games) and sooo much room to hang out!!! Only thing we plan on doing next time is renting a golf cart and heating the pool, which was a little chilly. Thank you for sharing your beautiful home with us!
5.0 / 5.0
We had an amazing time staying at this house on ST. Simon’s Island. The house was beyond perfect. Great location to the beach, plenty of room inside and out to spread out and enjoy the property. The beds were comfortable. The rooms were spacious. House provides really everything you need to entertain from kitchen utensils to family fun , pool, ping pong , beach chairs and bikes. Easy to walk or bike to beach access . Great restaurants and shops nearby. Don’t hesitate to stay here! We absolutely loved this property!
5.0 / 5.0
Awesome house. Great location, !
5.0 / 5.0
Everything was so organized and properly arranged for a family get away to the beach. Beautiful house and very open with allowing guests to use their belongings. Can't wait to go back.
5.0 / 5.0
Best rental we have ever stayed in. Very clean, spacoius and comfortable. Although complicated schedules precludes a stay next year, hope to return in 2024!
5.0 / 5.0
The house was great! The kitchen was well-equipped. The beds were comfortable. The pool was clean. Just a short walk to the beach. Almost anything you needed was provided. The property manager was very responsive to our needs as well.
5.0 / 5.0
We had 4 children and 6 adults and were all very comfortable. The house was absolutely gorgeous and had everything we could possibly need! Everything was high end from the linens to the comfortable mattresses to the gorgeous decor. The kids loved the ping pong, bean bag toss, shuffle board, and the private pool. It was the perfect house and super clean!
5.0 / 5.0
This rental lived up to its name “High Flyer”! It was well equipped and very comfortable. The kitchen/dining area was great for entertaining, every bedroom was roomy and the outdoor space was amazing! The home made our mother’s 80th birthday one to remember!
5.0 / 5.0
Rental was easy and will definitely rent again.
2.5 / 5.0
This is an amazing property that you should stay at if you ever have a chance
2.5 / 5.0
The property was great, lots of space, rooms to congregate or be alone. Kitchen had everything we needed to cook multiple days, plastic wear for young kids, toys/noodles for the pool, YouTube TV to watch the games. Would love to go back.
FAQs
How much does this house cost compared to others in Saint Simons Island?
The average price for a rental in Saint Simons Island is $436 per night. This rental is $1,326 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Perfect Family Beach Home With Pool, Bikes & More!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Perfect Family Beach Home With Pool, Bikes & More!. Enjoy the water!
Is Perfect Family Beach Home With Pool, Bikes & More! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Perfect Family Beach Home With Pool, Bikes & More!?
We found 12 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
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