The Southern Whippoorwill – 4226 5th Street

The Southern Whippoorwill - 4226 5th Street

4 Bedrooms 4 Bathrooms Sleeps 10 St Simons Island

Escape to tranquility and rejuvenate your spirit at The Southern Whippoorwill, a charming retreat just a stone's throw from the Fifth Street Beach Entrance. This elegant and spacious home offers the perfect blend of comfort and sophistication, featuring three luxurious bedroom suites, each with its own private bathroom, and an additional guest room with a conveniently located shared hall bathroom.

[Special Discounts]
Enter these dates to see discounted rates:
May 26-30, 2026 (up to 4 nights)
June 21-27, 2026 (up to 6 nights)
July 7-9, 2026 (2 nights)
July 12-16, 2026 (up to 4 nights)
October 4-9, 2026 (up to 5 nights)


THE SPACE
Two steps up on the front porch. Enter into Living area to your right (TV) and to the left is a large dining room which will seat your 10-guests with room to spare.

A few steps out of the living room you enter the open concept kitchen, with a gas stove, single serve Keurig, and plenty of utensils, pots and pans for use during your stay.

Kitchen opens to sunroom/den with views of the private pool.

Bedroom 1 – Primary, King, TV with access to the pool area

Bathroom 1 – Primary, Ensuite with Shower and Tub

Bedroom 2 – Queen

Bathroom 2 – Hall Bath with Shower, services bedroom 1

Laundry room is in the hall, main level

Bedroom 3 – 2 Queen Beds, TV, access to outside upper porch with staircase down to lower pool area

Bathroom 3 – Ensuite to Bedroom 3, Separate shower and larger soaker tub

Bedroom 4 – King, TV

Bathroom 4 – Ensuite to Bedroom 4, Shower

Other items in the home:
Beach towels
8 lounge chairs
4 chairs
Dinner table with 8 chairs
It’s a generous size pool measuring approximately 14’ X 40’ and approximately 5 ft. deep. See the details about option to heat.
Gas grill
Shower to the right of porch

Why Stay on East Beach:
The stretch of beach along the ocean side of St. Simons Island is known as East Beach. A quant neighborhood of single-family homes begins at the access point of the U.S. Coast Guard Station at the northern tip and ends at the southern point of Gould's Inlet by access of Bruce Drive, which runs down the center of East Beach. The Coast Guard Station houses the present home to the World War II Home Front Museum.

MORE INFO
Beach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.

Pets: This is not a pet friendly home.

Heated Pool: This property offers a heated pool option. The cost is $75/night+tax and can be added up to 48 hours before arrival. Let us know if you'd like to heat the pool!

No Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.

Minimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.

No Events: No events or parties. No overnight guests beyond the original booking group.

Tax Certificate: #126822

  • Near the St Simons Island Pier Village
  • Refrigerator
  • Microwave
  • Air Conditioning
  • Dining Table
  • Dishes and Utensils
  • Kitchen
  • Oven
  • Full Kitchen
  • Stove
  • Toaster
  • Health Beauty Spa
  • Marina
  • Museums
  • Water Parks
  • Antiquing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Gambling
  • Horseback Riding
  • Paddle Boating
  • Shopping
  • Whale Watching
  • Wildlife Viewing
  • Water Sports
  • Beach
  • Hospital
  • Golf
  • Cycling
  • DeepSea Fishing
  • Heating
  • Parking
  • Essentials. Towels, bed sheets, soap, and toilet paper
  • Clothing storage
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Smoke Detector
  • Private Entrance
  • Internet
  • Free Wifi
  • Grill
  • Satellite or Cable
  • Television
  • Private Pool
  • Coffee Maker
  • Cooking basics. Pots and pans, oil, salt and pepper
  • Near Ocean
  • Dryer
  • Hair Dryer
  • Linens Provided
  • Washer
  • Shampoo
  • Disinfectant is used when cleaning the property
  • High-touch surfaces cleaned with disinfectant (like countertops,
  • Enhanced cleaning practices are used
  • Contactless check-in and checkout is available
  • Wifi
  • Wifi speed (25+ Mbps)
  • Beach Chairs
  • No Smoking
  • Fenced Yard
  • Heated Pool

Perfect Vacation

by molly
My family and I stayed in this home for a week in April. Its absolutely beautiful. It had everything we needed for an amazing trip and is in the perfect location. I think if we were to rent again in April Id opt for pool heat but everything was truly spectacular. Easy check in and check out process, and you cant imagine a more immaculately clean house. We were in heaven here!

Guest Review

by Sara
We enjoyed the pool and backyard area! It was so nice to have a place where our whole family could be together.
Thank you for sharing a personal photo from your trip, and for this kind review!

Guest Review

by Jennifer
Very responsive and house was very clean!

Family visit

by Sara
We had the best week at southern whipporpool! We loved the pool and hang out area and how convenient it was to everything!

Guest Review

by Melaney
Enjoying my children and grandchildren all together in a beautiful home

Guest Review

by Yeager
The house was incredible. It was the perfect fit for our family and friends. If you rent a golf cart you can drive right up to the dunes on Sixth st. (one street over). We loved it so much we are looking to book again next year.

Guest Review

by Amy
Alex was very responsive- even on a holiday.

Guest Review

by Steve
The house was perfect for our needs, the pool was beautiful and needed in this week of extreme heat here at the beach! We had lots of separate spaces for different needs i.e. people wanting to read or watch TV. The home as well appointed, the kitchen was stocked, and we would highly recommend anyone to rent this home.
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October 2026
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November 2026
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January 2027
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February 2027
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$612
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$840
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$839
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$652
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$669
           
March 2027
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$1028
     
April 2027
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May 2027
S M T W T F S
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$727
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$627
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$1284
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$938
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$793
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$878
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$1181
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$1117
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$867
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$1626
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$1060
         
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