Waterscape - 744 Oglethorpe Avenue

Space

Bedrooms 4

Bathrooms

Sleeps 10

Pets Friendly

Waterscape - 744 Oglethorpe Avenue

Space

Bedrooms 4

Bathrooms3

Sleeps 10

Pets Friendly

Description

This is a very unique house - it was built in 1935 on St Simon's shoreline and would become the home of an honored US Navy Captain for many decades. After a thoughtful renovation, the home one of the most distinctive beachfront cottages on the island.
We've designed the house to be open and comfortable, and to maximize the ocean view. There are a few memoirs of Captain Carmichael's naval career displayed in the home, and the overall décor is bright and open - perfect for a few days at the beach!

[Special Discounts]
Enter these dates to see discounted rates:
September 18-23, 2026 (up to 5 nights)


THE SPACE
The first floor is designed as a place for your family to enjoy one another and enjoy the beach - an open concept floor plan provides beach views from nearly every spot - back of the house is a wall of windows with views of the beach and Jekyll Island beyond. The beach is view-able from the family room, large chef's kitchen, and dining room.

The second floor features 4 bedrooms to accommodate up to 10 people:

Captain's Quarters: The master bedroom has an ocean front view and features a king bed, flat screen TV, en-suite bath with dual vanities and a walk-in shower.

XO Room: The Executive Officer's room also has ocean views and has a king bed. There's a big flat screen TV.

Lieutenant's Room: The third bedroom also has a king bed, big flat screen TV, and lots of natural light from floor to ceiling windows.

Crew Quarters: The fourth bedroom was designed with the kids in mind. It features a set of bunk beds and two additional twin beds in a loft above (sleeping 4 "crew" in total).

As you will note in our photos, the house backs up directly to the ocean and you can walk through our back yard over the rocks onto the beach sand. Thanks to newer condo construction our ocean views are not panoramic from inside the house, but nonetheless the view is amazing, the sound of the ocean waves is so relaxing, and the aroma of salt air is unmistakable so close to the water's edge. We're also super-convenient to the center of town - the Pier Village - where most shops and restaurants are. We are just a couple of blocks away - an easy stroll for morning coffee, evening dinner or ice cream.

The ocean front pool is like no other option on St Simons. The pool has a shallow and deep end (3.5 feet shallow, 6 feet deep) and the ocean facing side has a sunning deck that hosts 2 beach chairs so you can keep you feet in the pool water and enjoy the sun, views, and sounds of the beach without leaving the back yard. The pool dimensions are 11x32 (26' of length for swimming, 6' for the sun deck). The pool can be heated for a $75/night fee.

Baby gear we provide:
Pack N Play
High Chair (booster style that straps to a chair, has a washable food tray)

Note the fireplace is ornamental only, can't light it.

Pool is approximately 11 x 32ft

Located on the south end of the Island, St. Simons Pier Village district serves as the downtown social hub and is a popular destination for shopping, dining and gathering on the pier and nearby lighthouse, playground and picnic areas. Overlooking the ocean and Jekyll Island across the way, you'll find the St. Simons Lighthouse and Museum, Neptune Park with its ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.

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 home is dog friendly with $200 pet fee, 2 dogs max. Unfortunately we can't host breeds known to insurance carriers as 'vicious', please ask if you're not sure.

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

Amenities

  • Bathtub
  • Deck/Patio
  • Garden
  • Outdoor Seating
  • Games
  • Blender
  • Ice Maker
  • Beach Front
  • Beach View
  • Near the St Simons Island Pier Village
  • Ocean Front
  • Ocean View
  • Water View
  • Waterfront
  • Heated Pool
  • Private Pool
  • Coffee Maker
  • Cooking basics. Pots and pans, oil, salt and pepper
  • Dining Table
  • Dishes and Utensils
  • Full Kitchen
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stove
  • Toaster
  • Antiquing
  • Beach
  • Bird Watching
  • Boating
  • Cycling
  • DeepSea Fishing
  • Eco Tourism
  • Gambling
  • Golf
  • Health Beauty Spa
  • Horseback Riding
  • Hospital
  • Marina
  • Museums
  • Near Ocean
  • Paddle Boating
  • Shopping
  • Water Parks
  • Water Sports
  • Whale Watching
  • Wildlife Viewing
  • Air Conditioning
  • Ceiling Fan
  • Clothing storage
  • Dryer
  • Essentials. Towels, bed sheets, soap, and toilet paper
  • Hair Dryer
  • Heating
  • Linens Provided
  • Parking
  • Shampoo
  • Washer
  • Carbon Monoxide Detector
  • Contactless check-in and checkout is available
  • Deadbolt Lock
  • Disinfectant is used when cleaning the property
  • Enhanced cleaning practices are used
  • High-touch surfaces cleaned with disinfectant (like countertops,
  • No Smoking
  • Private Entrance
  • Smoke Detector
  • Free Wifi
  • Internet
  • Satellite or Cable
  • Television
  • Wifi
  • Wifi speed (25+ Mbps)
  • Beach Chairs
  • Beach Towels
  • Hosts Larger Dogs
  • Wifi speed (100+ Mbps)
  • Wifi speed (50+ Mbps)

Reviews

Beautifully restored historic home with a new oceanfront pool. Walk out of the back door and you\'re at your private pool. Walk a little further and you\'re on St. Simon\'s beautiful, wide beach. The kitchen is gorgeous and very well-equipped. I would love to have this kitchen at our home! It was just the two of us, and our small dog, but there are 4 nicely sized bedrooms upstairs, along with two bathrooms, so plenty of room for a 2nd couple or for a family vacation. I\'ve told several friends about the home already, as it\'s ideally located within walking distance to the SSI Village area, with its shops, restaurants, and the neat lighthouse. The vibe in SSI is so nice too, the people are friendly and there are a lot of shops that are dog-friendly. We very much enjoyed our trip there, and look forward to returning!

Guest Review

by Carrie
We are, were, a faithful OBX family. This place changed that. Saint Simon island was beautiful. The house was everything it looks like and pet friendly to boot. The naval maritime decor was great, very interesting. The kitchen is large and open. The bedrooms big and bright. But the pool, oh the pool. It was the most used thing in the house. See, the ocean water was very warm. Nice to go in but very warm. The salt water pool was cool, so refreshing , we were in it night and day. The beach is huge. At low tide probably 100 yards wide. The sand soft, warm, plentiful and miles of it. The beachfront and town is so different than the OBX. Quiet and not commercialized. The town was a very short walk down tree covered streets. Spanish moss hanging everywhere. It really made you feel like you went 100 years back in time. We are so looking forward to a return trip next year and for years to come. There is so much to do and see that we feel we haven’t even scratched the surface.

Clearly paradise on earth

by Ted
We rented for a bachelorette weekend which this house was perfect for! Large open kitchen, nice size bedrooms, enough bathrooms and outlets for alllll the hairdryers and curling irons. I ended up having to take my one year old. Her and I were out on the beach by 730, without having to pack up the whole house! It took maybe 50-60 steps for our toes to be in the water. Perfect! This house also has a pool that in the late afternoon is COMPLETELY SHADED by the houses next door! Perfect for those small children that you have to wrestle with the sunscreen! Needless to say I will be rented this house again for just our family to take all of our kids! The location was great also! Walked to the pier everyday. I thoroughly enjoyed this house and all it’s perks.

If you have small children, this is your vacation rental!

by Ansley
Wonderful home just steps from the beach. Tastefully decorated and renovated . Very clean with all the space you will need for a large family or gathering. Updated kitchen and appliances and laundry. Owner has provided a very well stocked kitchen with silverware, dishes, pans etc. and also very nice linens (sheets and towels). Tv\'s and internet made it a great working vacation too. Great location, short distance to shops, restaurants, St. Simons lighthouse and museum. The sunsets are exceptional and people are so friendly and welcoming. Dog friendly community and beach. Additional public beach access just a few steps away. A new pool and deck were being finished when we were there and I am sure that space will be most enjoyable too! Short distance from Jekkyl Island too for a day trip. You wont be disappointed and we cant wait to come back. Very accommodating and great owner to work with as well. Cant wait to schedule another trip ! thank you for the great experience and memories.

Beautiful home , tastefully renovated , all the comforts of home!

by Tana

Calendar

March 2026
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$895
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$773
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$763
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$986
       
April 2026
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$988
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$1,023
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$1,159
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May 2026
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June 2026
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$1,098
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$1,016
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$1,569
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$2,216
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$2,344
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$2,383
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$1,339
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$1,567
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$1,645
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$1,217
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$1,146
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$1,265
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$1,166
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$1,270
 
August 2026
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$1,178
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$987
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$953
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$986
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$1,117
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$963
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$818
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$757
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$925
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$571
         
September 2026
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$526
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$553
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$696
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$1,427
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$1,435
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$1,448
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$694
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$703
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$719
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$824
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$707
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$689
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$663
     
October 2026
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$827
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$964
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$953
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$816
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$1,323
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$1,281
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$1,292
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$835
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$788
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$831
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$907
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November 2026
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$982
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$1,071
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$1,095
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$921
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$921
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$1,539
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$656
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$624
         
December 2026
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$712
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$538
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$714
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$908
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$684
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$570
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$598
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$613
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$605
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$598
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$636
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$668
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$738
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$846
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$872
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$1,005
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$1,021
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$1,102
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$1,124
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$1,149
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$1,169
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$1,372
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$1,392
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$1,353
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$1,393
   
January 2027
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$1,368
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$1,347
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$813
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$755
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$741
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$736
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$699
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$650
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$585
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$536
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$543
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$573
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$587
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$785
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$785
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$784
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$582
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$584
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$601
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$619
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$695
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$731
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$687
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