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Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool!

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A modern kitchen with a large island, bar stools, pendant lighting, and a view to the outdoors.
A dining area with a large table and white chairs, a window with a view of the outdoors, and a painting on the wall.
A sunlit room with a ceiling fan, a TV, and a view of a backyard.
A sunroom with a ceiling fan, a TV, and a large window.
A pool area with a covered patio, outdoor furniture, and a well-maintained lawn.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Enjoy the heated pool
    A rare find in this area - swim in comfort or have a relaxing dip.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to East Beach

Popular amenities

  • Patio
  • Private pool
  • Waterpark access
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
St. Simons Island, GA
  • Place, East Beach
    ‪2 min walk‬
  • Place, World War II Home Front Museum
    ‪11 min walk‬
  • Place, Massengale Park
    ‪18 min walk‬
  • Airport, Brunswick, GA (BQK-Golden Isles)
    ‪31 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Bunk Beds

Bedroom 3

1 Queen Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 King Bed

Bedroom 7

1 Queen Bed

7 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Bathtub or shower · Toilet

Bathroom 7

Toilet · Shower only

Pool Bathroom

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

Add dates for prices

Similar properties

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. Kayaking, snorkelling and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
Map
St. Simons Island, GA

What's nearby

  • East Beach - 2 min walk - 0.2 km
  • World War II Home Front Museum - 11 min walk - 0.9 km
  • Massengale Park - 18 min walk - 1.6 km
  • Demere Park - 3 min drive - 2.4 km
  • Glynn Visual Arts - 3 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪Chick-fil-A - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Porch - ‬5 min drive
  • ‪Ziggy’s - ‬5 min drive
  • ‪Fiddlers at 410 Arnold - ‬3 min drive

Frequently asked questions

Is Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool!?

As of 10 November 2026, prices found for a 1-night stay for 2 adults at Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool! on 7 November 2027 start from NZ$12,057, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool!?

On-site parking is available at the property.

What time is check-in at Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool!?

Checkout is at 10:00 AM.

Where is Sun-Soaked Luxury: Quintessential Single-Level Beach Cottage With Private Pool! 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 Glynn Visual Arts 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.
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Rating 10 - Excellent. 51 out of 51 reviews
Rating 8 - Good. 0 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing, convenient, gracious hosts - our family loved it and we cannot say enough about how accommodating the hosts have been…highly recommend and hope to return.
Stayed 2 nights in Sep 2026
From a partner site

10/10 Excellent

Perfect Getaway ☀️🌊

We absolutely loved our stay! ⭐️⭐️⭐️⭐️⭐️ There was plenty of room and plenty of bathrooms, making it perfect for both adults and children. The location was fantastic—just a short distance from the beach! 🏖️ The backyard was beautiful, and the shaded pool area was absolutely perfect for relaxing and enjoying time together. The home truly had everything you could ask for to make your stay comfortable, fun, and memorable. We will definitely be back and recommend this house to anyone looking in the area! 💗
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Perfect for family trips. Great location in relation to the beach. Very responsive owner.
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
High Flyer Cottage was absolutely perfect for our family beach trip! Great location and incredible amenities, especially the saltwater pool and outdoor space!! Lesley is an exceptional host and so thankful that she and her family are willing to share their amazing home with us. We will definitely be back again!!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful, well cared for home away from home. It is well stocked from the toilet paper to the kitchen supplies and equipment. I was able to make 2 birthday cakes with ease! The pool is clean and the beach equipment was more than ample. We appreciated that 6 out of the 7 bedrooms had an ensuite bathroom. The 7th bath is next to the bunk room and easy for the kids. All communication with the host was easy and timely. It's a wonderful property and we would definitely stay again.
Stayed 7 nights in Jul 2026
From a partner site

10/10 Excellent

Deserves even more than 5 stars!

We’ve been renting on Saint Simons for years, and High Flyer is hands-down our all-time favorite. Comfortable, well stocked, plenty of spaces to gather whether as a whole family or for smaller groups. The host is super responsive and helpful. First class all the way.
From a partner site

10/10 Excellent

Wonderful Stay

Highflyer Cottage on St. Simon’s Island, Georgia is the perfect getaway. It is such a unique place! There is plenty of room for a big family, is very clean and the beds are so comfortable. It’s close to the beach so we spent much of our time there. When not at the beach, we were in the pool which was a perfect size for all to hangout. The town is also close by and has great shops and restaurants. Lesley manages the cottage and is available and is super responsive in answering questions. Our family had an amazing vacation and hope to return again. Thank you for helping us make great family memories!
Verified review

10/10 Excellent

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

Great stay

Wonderful experience will return.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

SSI Vacation

Great stay!
Stayed 4 nights in Jul 2023
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Simply a perfect property in a great location. Host was responsive and helpful. Strongly recommend!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding host and communication with host. Plenty of room for a large family. Extremely well stocked and supplied with all necessities and even more. All dishes and cookware and cooking supplies were well stocked. Even items such as baking foods (flour, oil, seasonings, foil wrap, plastic wrap, and much more ) were made available to use. Lots of games, puzzles, pool toys and pool towels , etc were also available .House was extremely clean , newly renovated, and equipped with high quality furnishings. Tv and charging stations in every bedroom. Great neighborhood. Close to beach. Highly recommend this property!
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at this beautiful home so much! It was for a 40th birthday celebration trip and was very spacious with lots of areas to relax. We had 4 couples in the group and loved that everyone had their own bathrooms to spread out and the beds were so comfortable. The pool and screen porch was amazing. We would love to stay here again in the future.
Stayed 4 nights in Aug 2025
From a partner site

10/10 Excellent

Highflyer Cottage and SSI was perfect for my friends and family getaway!

Just finished an amazing stay at Highflyer Cottage. The house was charming, in the perfect location and had anything we needed. Lesley was wonderful to work with and the level of hospitality throughout the entire experience was a breath of fresh air. We can’t wait to return!
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

Perfect for Family Time

We loved staying at this home with our extended family. From the large dining table to the screened porches, this is perfect for family time. The home is well maintained, and the hostess is top notch, as well as a great communicator. I would highly recommend!
From a partner site

10/10 Excellent

Incredible home for a relaxing stay on St. Simon's Island!

We absolutely loved our stay at the Highflyer Cottage on St. Simon's Island. The owners thought of every aminity one needs in a stay away from home. Truly incredible experience and I would recommend to anyone. It is way more house than we needed, but can comfortable accommodate a larger family or group easily. Amazing experience!
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

Another Perfect Stay at Highflier Cottage

We just completed our third vacation at Highflier Cottage. I can’t say enough positive things about this perfect house! It is always clean, comfortable and I have never stayed in a house more equipped, be it in the kitchen, on the big fabulous porch overlooking the pool or with lounge chairs around the pool. There are amenities I would never think of and least of all, expect! Lesley is easily accessible and truly wants your stay to be perfect. We really don’t want to stay anywhere else!
From a partner site

10/10 Excellent

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
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