Entire home

Perfect Family Beach Home With Pool, Bikes & More!

Photo gallery for Perfect Family Beach Home With Pool, Bikes & More!

Backyard oasis
Pool with shade cover
Plenty of outdoor seating
Pool
Ping Pong table and beach gear provided

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 12

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Fireplace

Explore the area

Map
4311 10th St, St. Simons Island, GA, 31522
  • St. Simons Lighthouse Museum
    ‪5 min drive‬
  • Saint Simons Island Pier
    ‪5 min drive‬
  • Sea Island Golf Club
    ‪9 min drive‬
  • Brunswick, GA (SSI-McKinnon St. Simons Island)
    ‪4 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Bunk Beds

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 King Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Bathroom 5

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Perfect Family Beach Home With Pool, Bikes & More!

Welcome to HighFlyer Cottage - your home away from home on East Beach, 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.

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 four-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 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.

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

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

Property manager

Peapod Property Management, LLC
Premier Host

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Must sign rental agreement upon booking
A $1000 security hold will be placed 2 days prior to arrival and released 7 days after departure
Must follow all house rules including but not limited to NO pets, NO smoking on ENTIRE property, NO parties; minimum age 25.

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
On-site parties or group events are strictly prohibited
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

St. Simons Island

Located near the beach, this holiday home is in East Beach, a neighbourhood in St. Simons Island. World War II Home Front Museum and Glynn Visual Arts are cultural highlights, and travellers looking to shop may want to visit Shops at Sea Island and Glynn Place Mall. Travelling with kids? Consider Massengale Park and Neptune Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
St. Simons Island, GA

What's nearby

  • Bloody Marsh Battle Site - 4 min drive - 2.7 km
  • Neptune Park - 5 min drive - 3.4 km
  • St. Simons Lighthouse Museum - 5 min drive - 3.4 km
  • Saint Simons Island Pier - 5 min drive - 3.9 km
  • Sea Island Golf Club - 9 min drive - 5.8 km

Getting around

  • Brunswick, GA (BQK-Golden Isles) - 25 min drive

Restaurants

  • ‪Chick-fil-A - ‬5 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Wake Up Coffee Company - ‬5 min drive
  • ‪Porch - ‬5 min drive

Frequently asked questions

Does Perfect Family Beach Home With Pool, Bikes & More! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Perfect Family Beach Home With Pool, Bikes & More! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Perfect Family Beach Home With Pool, Bikes & More!?

Check-in begins at 4:00 PM.

What time is check-out at Perfect Family Beach Home With Pool, Bikes & More!?

Checkout is at 10:00 AM.

Where is Perfect Family Beach Home With Pool, Bikes & More! located?

This family-friendly St. Simons Island holiday home is located by the sea, within a 15-minute walk of East Beach and World War II Home Front Museum. Massengale Park and Demere Park are also within 2 miles (3 km).

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. 33 out of 33 reviews
Rating 8 - Good. 0 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Justin R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This is the one

Beautiful and perfectly functional space. Pool is bigger than it looks in the photos. Great size while not being to big. The owners have provided for every need. Like Disney world, you never have to look far for a wast container. Short walk to the amazing not crowded beach!
Stayed 4 nights in Apr 2025

10/10 Excellent

Heather H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing and wonderful

This has been our favorite house to rent. We are a huge family and everyone agreed that the house was spacious and met all of our needs. The pool was wonderful and we spent most of our time in the screened in porch. Perfect for watching kids swim in the evening. Location of the house was great. Several of our kids were able tor bike and go to the beach whenever they chose. We will be back again.
Stayed 5 nights in Apr 2025

10/10 Excellent

marianne b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

Loved everything about this property. Will stay here again!
Stayed 5 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John F.

Perfect Accommodation & Host

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.

10/10 Excellent

Jeffrey B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

SSI Vacation

Great stay!
Stayed 4 nights in Jul 2023

10/10 Excellent

Linda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

High Flyer Cottage was lovely

The house was very clean and the kitchen was well equipped!
Stayed 4 nights in Nov 2023

10/10 Excellent

Becky A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family vacation

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.
Stayed 5 nights in Apr 2023

10/10 Excellent

Sandra C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

65th Birthday Family Gathering

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.
Stayed 7 nights in Jul 2023

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location, outdoor amenities

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.
Stayed 7 nights in Dec 2022

10/10 Excellent

Deborah H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Home

if you are looking for the perfect vacation rental on St. Simons Island, this is it. Great location on a very quiet street. The house has a wonderful layout and a host of amenities that make it a desireable property. We had plenty of room to spread out and made great use of the outdoor spaces. The kitchen is very well stocked and all of the bathrooms are updated and modern. Lesley, our property host was top notch. We had fresh fruit and cupcakes waiting for us upon our arrival. That was a first for me. Very kind. The next time we visit St. Simons we will definitely rent the High Flyer again.
Stayed 5 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amity B.

Hidden Gem

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!
Stayed 7 nights in Jun 2024

10/10 Excellent

Alison A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect house!

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!
Stayed 14 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Marshall H.

The most amazing place on SSI

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!
Stayed 3 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Pat K.

High Flyer Cottage Exceeds Expectations

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ellen R.

We loved our stay at Highflyer Cottage

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.
Stayed 5 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Susan M.

Fantastic stay at Highflyer Cottage

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kara G.

The perfect get away!

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!
Stayed 3 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Coleby H.

Family Beach Vacay

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Pat M.

High Flyer soared beyond expectations!

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.

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

A good time had by all!

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.
Stayed 3 nights in Nov 2022

10/10 Excellent

Jill G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family vacation

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!
Stayed 7 nights in Sep 2022

10/10 Excellent

Britt K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

FABULOUS STAY

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!
Stayed 5 nights in Sep 2022

10/10 Excellent

Meg G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

MG

Awesome house. Great location, !
Stayed 5 nights in Aug 2022

10/10 Excellent

Susan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for Family of all ages

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.
Stayed 4 nights in Aug 2022

10/10 Excellent

Gary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hope to return

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!
Stayed 3 nights in Aug 2022

About the host

Hosted by Peapod Property Management, LLC

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Premier Host

They consistently provide great experiences for their guests