1 / 30

Live Oak Retreat - 2104 Bruce Drive

House in Saint Simons Island, GA

11 guests·4 bedrooms·4 bathrooms
5.0 · 42 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Relax on a 1300 sq ft deck beneath a century-old live oak.

Location & Accessibility

Location & Accessibility

Half-block to the beach, easy stroll to sunset marshes.

Style & Comfort

Style & Comfort

Newly renovated interiors and luxury linens elevate every guest stay.

Property details

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. . . November 22-25, 2026 (3 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 . 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 Minimum age to book this property is : 25

Sleeping arrangements

Bedroom 1

1 King Bed

1 Twin Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Queen Beds

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

Guest reviews

Star icon 5.0 | 42 reviews
5
4
3
2
1
J

Jeannie

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

August 2025

Absolutely the best vaca ever at st. Simon’s!!!

A

Angela

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

September 2024

Beautiful house and great location.

D

Deedie

Star Icon 2 0Star Icon 2 1Star Icon 2 2Star Icon 2 3Star Icon 2 4

July 2024

We LOVED this place. Very responsive on all/any requests. One downfall, every day there was someone mowing/weedeating/blowing. Recommend one contract for landscaping to minimize noise & disruption. Super annoying! Make Monday “mow” day?

K

Kristy

Star Icon 3 0Star Icon 3 1Star Icon 3 2Star Icon 3 3Star Icon 3 4

July 2024

This house is even more amazing in person. Don't wait to book, run! It was a 2 minute walk to the beach. The beach is perfect, the sand is soft and its great for little kids. My family had a great time, would def come again.

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 10:00am

Pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.