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:
April 19-23, 2025 (up to 4 nights)
May 5-9, 2025 (up to 4 nights)
May 15-18, 2025 (3 nights)
June 28-July 5, 2025 (up to 7 nights) Celebrate Independance Day!

Celebrate July 4th at the beach! This event features a lively parade through the village, followed by a vibrant fireworks display over the pier. The celebrations also feature various family-friendly activities such as live music, food vendors, and games, creating a festive atmosphere throughout the day.


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 surchages 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

  • Deck/Patio
  • Garden
  • Outdoor Seating
  • bathtub
  • 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
  • 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
  • Disinfectant is used when cleaning the property
  • Enhanced cleaning practices are used
  • High-touch surfaces cleaned with disinfectant (like countertops,
  • 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

April 2025
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20
$599
21
$599
22
$599
23
$556
24
$675
25
$775
26
$758
27
$660
28
$515
29
$518
30
$544
     
May 2025
S M T W T F S
        01
$670
02
$750
03
$766
04
$687
05
$559
06
$555
07
$591
08
$708
09
$805
10
$806
11
$664
12
$742
13
$774
14
$827
15
$897
16
$1,100
17
$1,313
18
$1,082
19
$912
20
$866
21
$904
22
$1,136
23
$1,874
24
$1,959
25
$1,968
26
$1,310
27
$1,323
28
$1,343
29
$1,442
30
$1,557
31
$1,696
June 2025
S M T W T F S
01
$1,510
02
$1,313
03
$1,277
04
$1,202
05
$1,261
06
$1,300
07
$1,370
08
$1,205
09
$1,215
10
$1,328
11
$1,303
12
$1,388
13
$1,431
14
$1,478
15
$1,453
16
$1,391
17
$1,296
18
$1,347
19
$1,376
20
$1,409
21
$1,410
22
$1,408
23
$1,305
24
$1,217
25
$1,287
26
$1,420
27
$1,411
28
$1,312
29
$1,158
30
$1,177
         
July 2025
S M T W T F S
    01
$1,346
02
$1,637
03
$1,929
04
$2,196
05
$1,844
06
$1,169
07
$1,215
08
$1,187
09
$1,243
10
$1,372
11
$1,422
12
$1,287
13
$1,105
14
$1,112
15
$1,096
16
$1,137
17
$1,311
18
$1,399
19
$1,336
20
$1,111
21
$1,110
22
$1,095
23
$1,118
24
$1,386
25
$1,465
26
$1,300
27
$1,024
28
$1,007
29
$1,032
30
$1,042
31
$1,186
   
August 2025
S M T W T F S
          01
$1,193
02
$1,085
03
$870
04
$848
05
$854
06
$875
07
$1,002
08
$1,053
09
$920
10
$733
11
$719
12
$731
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$752
14
$882
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$941
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$954
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$719
18
$864
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$676
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$698
21
$822
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$1,004
23
$978
24
$890
25
$626
26
$597
27
$628
28
$759
29
$1,431
30
$1,382
31
$1,390
           
September 2025
S M T W T F S
  01
$636
02
$571
03
$586
04
$698
05
$924
06
$917
07
$811
08
$596
09
$561
10
$564
11
$665
12
$772
13
$755
14
$631
15
$656
16
$664
17
$657
18
$729
19
$778
20
$787
21
$675
22
$667
23
$697
24
$733
25
$806
26
$854
27
$805
28
$655
29
$611
30
$603
       
October 2025
S M T W T F S
      01
$699
02
$838
03
$965
04
$954
05
$787
06
$785
07
$791
08
$812
09
$911
10
$1,330
11
$1,345
12
$1,313
13
$838
14
$816
15
$783
16
$1,019
17
$1,088
18
$982
19
$725
20
$650
21
$662
22
$759
23
$1,213
24
$932
25
$1,023
26
$626
27
$579
28
$833
29
$977
30
$2,481
31
$2,586
 
November 2025
S M T W T F S
            01
$2,533
02
$752
03
$559
04
$555
05
$623
06
$575
07
$636
08
$812
09
$554
10
$554
11
$554
12
$613
13
$615
14
$655
15
$651
16
$621
17
$646
18
$737
19
$896
20
$955
21
$955
22
$823
23
$797
24
$845
25
$889
26
$1,436
27
$1,424
28
$1,437
29
$1,441
30
$552
           
December 2025
S M T W T F S
  01
$545
02
$612
03
$486
04
$781
05
$728
06
$602
07
$529
08
$523
09
$507
10
$518
11
$576
12
$623
13
$631
14
$616
15
$597
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$593
17
$609
18
$680
19
$759
20
$825
21
$765
22
$739
23
$896
24
$915
25
$908
26
$998
27
$1,030
28
$1,294
29
$1,293
30
$1,280
31
$1,282
     
January 2026
S M T W T F S
        01
$1,283
02
$1,284
03
$1,285
04
$733
05
$692
06
$667
07
$638
08
$618
09
$643
10
$620
11
$568
12
$549
13
$558
14
$604
15
$627
16
$779
17
$753
18
$739
19
$688
20
$605
21
$638
22
$688
23
$706
24
$731
25
$680
26
$618
27
$686
28
$706
29
$707
30
$710
31
$705
February 2026
S M T W T F S
01
$716
02
$748
03
$718
04
$718
05
$764
06
$839
07
$831
08
$749
09
$669
10
$652
11
$686
12
$778
13
$1,227
14
$1,214
15
$1,201
16
$731
17
$647
18
$664
19
$763
20
$846
21
$858
22
$734
23
$692
24
$668
25
$702
26
$767
27
$806
28
$814
March 2026
S M T W T F S
01
$717
02
$706
03
$719
04
$758
05
$834
06
$868
07
$905
08
$751
09
$742
10
$763
11
$844
12
$883
13
$1,342
14
$1,349
15
$1,355
16
$1,356
17
$933
18
$818
19
$903
20
$989
21
$1,076
22
$890
23
$939
24
$939
25
$949
26
$996
27
$1,389
28
$1,337
29
$1,283
30
$1,273
31
$1,160
       
April 2026
S M T W T F S
      01
$1,175
02
$1,105
03
$1,537
04
$1,536
05
$1,534
06
$1,378
07
$1,253
08
$1,219
09
$1,335
10
$1,277
11
$1,190
12
$984
13
$959
14
$981
15
$1,064
16
$1,168
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