Live Oak Retreat – 2104 Bruce Drive

Live Oak Retreat - 2104 Bruce Drive

4 Bedrooms 4 Bathrooms Sleeps 11 Dog Friendly   

Celebrate Coastal Cheer With A Special Offer!

Book your December stay of 3 nights or more and enjoy an extra night FREE!* Click Inquire to learn more!

Live Oak Retreat sleeps 11 in 4 bedrooms with 4 full baths, New Heated Swimming Pool*, Newly Renovated, and includes a Fantastic 1300 Sq Ft Deck under a Live Oak Tree Canopy.

[Special Discounts]
Enter these dates to see discounted rates:
June 3-7, 2026 (up to 4 nights)
June 14-18, 2026 (up to 4 nights)


THE SPACE
Live Oak Retreat will be your favorite home away from home destination. Nestled in the quaint neighborhood of East Beach, you have only a 1/2 block walk to the beach at the 12th street entrance and only a block away from watching the picturesque views of the sunset over the marshes on Ocean Drive. In addition, you are only 3 blocks away from the popular Gould's Inlet entrance to the beach and a 5-minute drive to the bustling Pier & Village area of St. Simons Island.

This St. Simons Beach Cottage was completely renovated (inside and out) in the Spring of 2022, Also added the fall of 2022, a new downstairs master (4th bedroom) plus bath and new heated* swimming pool. No detail has been overlooked and has been thoughtfully planned around your vacation pleasure!

Enter the home from the 1300 Sq Ft Deck under the canopy of a 300-year-old Live Oak Tree from where you can enjoy your morning coffee or afternoon beverage and experience the active vibe of East Beach.

Inside you will find a large great room off the kitchen. This area includes a very large den with a large-screen HDTV, a dining area, and a gourmet kitchen.

Off the kitchen leading out to the large screened porch and pool area, you have a cozy spot to enjoy the pool from inside the house with a wet bar (including an ice maker and refrigerator).

Bedrooms:
- Downstairs master Suite (King), overlooks backyard pool area, equipped with a large fireplace and a stunning new ensuite bath, smart TV, and French doors leading out to the pool deck.

- Downstairs Queen - has work/study area, adjoining bathroom with combination tub/shower. Smart TV and French doors to the screened porch.

- Upstairs Master (King) - overlooks the live oak tree tops and features vaulted ceilings, a fire, a quaint single-size napping nook, a huge walk-in closet, and smart TV. The adjoining bathroom has a jetted tub, separate shower, separate toilet, and double vanity sinks.

- Upstairs Queen & Bunks - this room sleeps 4, and has a smart TV and access to an adjoining bathroom with a combination tub/shower.

There are plenty of parking spaces and 4 cars are allowed.


A few luxuries features you won't find in other rentals:
Fantastic poolside relaxation under a 300 yr old Live Oak Canopy with stunning lighting
New swimming pool with option to heat.
Heated outdoor shower
Immaculate landscaping
Luxury linens

Pool is approximately 10 x 24ft

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 home is dog friendly for dogs 25lbs or less with $200 pet fee, 2 dogs max. Unfortunately we can't host puppies < 1 year old or 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

*Holiday blackout dates apply on some properties, please inquire directly to take advantage of this exclusive offer!

  • 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
  • Yale Lock
  • No Smoking
  • Fenced Yard
  • Lanai Gazebo Covered
  • Deck/Patio
  • Heated Pool
  • Beach Towels

Wonderful property and great layout

by Debra
We really enjoyed being able to get away for quiet time from the beach and enjoy the pool on site. The bedrooms are wonderfully laid out with space enough between them for privacy. We will definitely be interested in staying here again should we come back to St Simons.

Guest Review

by Paul
Our adult children and some grandchildren had an awesome time at this property! The pool was great to keep kids occupied and we loved the frequent beach walks. Perfect for separation as a g family had decent bedroom space and nice bathrooms! Would visit again!!

June 2024 - 5 stars

by James
We took our two 10-year old boys for a special birthday weekend. The house was perfect for us. We loved the layout of the main level, the front deck and private backyard and pool. Easy walk to the beach. Just a great space all around with the open kitchen and family room and screened porch overlooking the pool. Thanks for a great stay!

Live Oak Retreat-Fantastic Stay

by Susan
This is fantastic property, one of if not the best we've stayed in at St. Simons. It's perfect for multiple families, as each bedroom is spacious and has access to its own bathroom. The best we've stayed at that regard. Living area could use a slightly larger table for meals and some slightly more comfortable furniture. We would definitely consider staying here again.

Best Family vacation

by Christi
The pictures don't do the house and neighborhood justice - it is magical! We had several family members meet here for this vacation, we had plenty of space, great beds and bathrooms. The pool was amazing and lovely everyone to play in. Easy beautiful walk to the beach, actually close to many points of entry! East Beach is full of beautiful homes and landscaping and is a great place for walking, biking, golf carting, all of it. You are very close to a couple of amazing parks for kids playgrounds, tennis, Pickleball, all the fun! Near so many fantastic restaurants, a couple of great grocery stores, coffee shops. We are already planning our next trip to St Simons Island, we are in love!

Guest Review

by Madison
Our stay was amazing! This house was even better in person than the pictures let on. We were very happy to have a pool in the heat and everyone fit very comfortably in the house. Would stay here again!

Guest Review

by Kendra
Lovely home and neighborhood! Super responsive to every question!

Guest Review

by Jana
Better than the photos! Location was perfect for walking to the beach and the house was a dream. Spotlessly clean, plenty of space, en-suite bathrooms for each room, well equipped kitchen. The patios and pools were perfect for hanging outside and all the appliances worked well. The kids' room even had blackout curtains, which was just an unexpected but completely appreciated touch! We loved everything about our stay and would definitely come here again!

Guest Review

by Lorenzo
Thank you for sharing your beautiful home. Loved the house, backyard with heated pool, and great location. Perfect stay!

Guest Review

by Emily
Beautiful home on East Beach! I don’t have one negative thing to say about this house and we will definitely rent this one again!

Guest Review

by Claire
This is a wonderful place to stay- we loved the location and the house had everything we needed. We'd never been to St Simons and I was so glad we ended up in this neighborhood. Beautiful house and the hosts were super responsive.

Guest Review

by Mack
Great house with great and responsive host. Perfect location right next to the beach with a clean house and even beach chairs and pool toys were provided for us.

Guest Review

by Anna
This house was more than enough room for our group of 7! We loved the porches and spent a lot of time on them. We also appreciated how organized the kitchen was. The labels on the cabinets and drawers was really helpful

Guest Review

by Caroline
Loved our stay- each room is private and separate from common areas (so nice with kids!). Unique layout that really works well. Would 100% stay again!

Guest Review

by Carrie
A beautiful home and a great location. It was a perfect place to spend Thanksgiving with our family.

Excellent property

by larry
Great stay House was updated and even better than described

Live Oak family vacay

by Lindsay
We had an incredible family stay at Live Oak! The porch is just as amazing as the pictures show. The beach is a close walk but I would recommend a golf cart rental to watch the sunset at Ghouls Inlet!

Great place!!!

by Robin
Without a doubt, we would stay here again!

Memorial Day Weekend

by Michael
We loved the house. Very clean, very well laid out. Everything worked perfectly. Super location very close to beach and easy drive to restaurants, golf, etc.
April 2026
S M T W T F S
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05 06 07 08 09 10 11
12 13 14 15 16 17 18
$399
19
$399
20
$399
21
$399
22
$399
23
$430
24
$474
25
$467
26
$361
27
$335
28
$326
29
$345
30    
May 2026
S M T W T F S
          01 02
03
$387
04
$378
05
$379
06
$393
07
$445
08
$509
09
$517
10
$432
11
$410
12
$409
13
$442
14
$562
15 16
17 18
$543
19
$576
20
$626
21
$752
22
$1289
23
$1299
24
$1299
25
$900
26
$906
27
$813
28 29 30
31            
June 2026
S M T W T F S
  01 02 03
$859
04
$916
05
$961
06
$1022
07
$921
08 09 10 11 12 13
14
$1023
15
$988
16
$1003
17
$996
18
$1073
19 20
21
$1022
22
$1029
23
$1017
24
$1058
25
$1089
26
$1127
27
$1017
28
$925
29
$915
30        
July 2026
S M T W T F S
      01 02 03 04
05
$947
06
$910
07
$910
08
$976
09
$1040
10
$1105
11
$1251
12
$1054
13
$1121
14
$1113
15
$1160
16
$1072
17
$1128
18
$1048
19
$924
20
$932
21
$919
22
$929
23
$1038
24 25
26 27 28 29 30 31  
August 2026
S M T W T F S
            01
02
$809
03
$765
04
$775
05
$780
06
$863
07
$883
08
$780
09
$678
10
$626
11
$633
12
$665
13
$762
14
$787
15
$694
16
$552
17
$510
18
$516
19
$559
20
$671
21
$727
22
$678
23
$547
24
$490
25
$455
26
$497
27
$608
28
$680
29
$647
30
$561
31
$465
         
September 2026
S M T W T F S
    01
$426
02
$467
03
$580
04
$1175
05
$1188
06
$1180
07
$551
08
$440
09
$459
10
$553
11
$601
12
$604
13
$549
14
$568
15
$565
16
$574
17
$580
18
$626
19
$625
20
$556
21
$551
22
$558
23
$559
24
$625
25
$630
26
$567
27
$481
28
$447
29
$452
30
$495
     
October 2026
S M T W T F S
        01
$613
02
$638
03
$624
04
$534
05
$575
06
$614
07
$604
08
$675
09
$1058
10
$1075
11
$1024
12
$673
13
$618
14
$603
15
$666
16
$693
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$633
18
$523
19
$535
20
$499
21
$611
22
$1299
23
$1299
24
$1299
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$480
26
$561
27
$545
28
$673
29
$1299
30
$1299
31
$1299
November 2026
S M T W T F S
01
$533
02
$418
03
$440
04
$491
05
$1299
06
$1299
07
$1299
08
$451
09
$411
10
$414
11
$442
12
$508
13 14
15 16 17
$574
18
$527
19
$577
20
$733
21
$754
22
$801
23
$738
24
$752
25
$1299
26
$1299
27
$1299
28
$1272
29
$439
30
$477
         
December 2026
S M T W T F S
    01
$564
02
$524
03
$524
04
$524
05
$524
06
$447
07
$484
08
$434
09
$436
10
$455
11
$480
12
$464
13
$424
14
$426
15
$426
16
$463
17
$513
18
$543
19
$558
20
$736
21
$657
22
$680
23
$897
24
$942
25
$957
26
$1025
27
$1102
28
$1113
29
$1128
30
$1058
31
$1060
   
January 2027
S M T W T F S
          01
$1046
02
$1022
03
$483
04
$736
05
$439
06
$446
07
$467
08
$500
09
$514
10
$460
11
$469
12
$455
13
$476
14
$479
15
$604
16
$605
17
$604
18
$491
19
$474
20
$486
21
$505
22
$526
23
$554
24
$548
25
$525
26
$531
27
$536
28
$548
29
$556
30
$572
31
$528
           
February 2027
S M T W T F S
  01
$536
02
$501
03
$510
04
$551
05
$588
06
$577
07
$542
08
$570
09
$575
10
$577
11
$609
12
$914
13
$914
14
$911
15
$635
16
$648
17
$657
18
$673
19
$786
20
$771
21
$705
22
$728
23
$754
24
$749
25
$745
26
$751
27
$766
28
$752
           
March 2027
S M T W T F S
  01
$637
02
$643
03
$663
04
$718
05
$727
06
$738
07
$695
08
$649
09
$688
10
$711
11
$783
12
$824
13
$828
14
$750
15
$783
16
$997
17
$1000
18
$1004
19
$935
20
$937
21
$833
22
$803
23
$781
24
$783
25
$906
26
$1299
27
$1299
28
$1299
29
$1299
30
$950
31
$937
     
April 2027
S M T W T F S
        01
$1256
02
$1299
03
$1299
04
$1299
05
$1299
06
$815
07
$814
08
$1256
09
$1299
10
$1299
11
$1299
12
$1299
13
$726
14
$759
15
$1256
16
$1256
17
$1256
18
$1256
19
$570
20
$558
21
$654
22
$724
23
$800
24
$768
25
$604
26
$570
27
$555
28
$654
29
$697
30
$768
 
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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.