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Admirals Lookout Waterfront Home

A Secluded Safe Riverside Retreat with million dollar views from every room! Nestled on the serene banks with breathtaking views extending all the way to Florida, Admirals Lookout offers a tranquil escape into nature's embrace. This exclusive property, situated on a sprawling two-acre lot, provides a perfect blend of modern amenities and natural beauty, promising a stay that's as relaxing as it is memorable. Great fishing. beautiful sunsets.private boat dock, fishing guides, manatee, otters.

Stars Aligned River Retreat. Grill. Firepit.

Looking to explore Coastal Georgia? Need a quiet place to unplug, relax, and recharge? This rustic cabin offers luxury and amenities and is perfect for a romantic getaway or weekend adventure. It is located on 9 scenic acres that offers trees with hooting owls nestled in them, a tall bluff that meanders down to a long boardwalk that takes you through a cypress forest that ends at the Satilla River. At the river you can relax, watch nature or read a book. We are a quick drive to great fishing.

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Charming Waterfront Guest House near Crooked River

Welcome to our quiet and peaceful getaway. This one bedroom guest home "The Shed" is next to a pond with a pool that can be accessed. Serene location Close to Crooked River State Park (5 minutes to public boat ramp) and 15 minutes to Historic St Mary's and Cumberland Island access. GPS DIRECTIONS UNRELIABLE- Hwy 40 toward Crooked River, left on Mush Bluff Rd, left on Live oak Lane, go around curve and continue straight up Cadie Lane (Gravel Drive), take the right at the fork to The Shed.

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

Private hot tub, bike to beach/town, pet friendly

Get into your own Private HOT Tub; dog friendly w beach close by. Enjoy this laid back costal city Access to bikes, decked out game room, foosball, screened lanai with grill, back yard green space, frisbee golf, boat marina to drop your boat/canoe/kayak, and nature trails all in walking distance. Relaxing 3 bedroom, 2 1/2 bathroom spacious home fully stocked. Beach, downtown, and golf all within a couple of miles, pet friendly. Incredible restaurants and nightlife. Relaxing townhome

Beautiful place in SSI! Near Pier & Beach

Beautiful non-smoking 3 bedroom townhome located in Ocean Walk. Ocean Walk is located right on Mallery Street and has most amenities of any condo complex on the island. It’s located less than a mile from Pier Village. In the village you’ll find Neptune Park, the Tidal Beach, the Pier, the Lighthouse, PuttPutt, Water Park, shopping galore, lots of live entertainment, and plenty of delicious restaurants and pubs. There is 15 min walk to the pier and the Beach access is about a 5 min drive.

La Bella Vita Cottage, Steps to Island Fun!

✨ Your Dream Getaway Awaits on St. Simons Island! ✨ Escape to this beautifully updated coastal cottage, just steps from St. Simons’ pristine beaches and vibrant island life. Perfect for families or friends, this bright and airy home blends comfort, style, and convenience in one unforgettable stay! 🛏 3 Spacious Bedrooms | 🛁 3 Modern Bathrooms 🛋 Open-concept living area, for relaxing & entertaining 🚲 Complimentary bikes for exploring 🥒 Community pickleball courts for a competition

Walk to Village! Pool, Pickleball, Pet-Friendly

You're gonna love this cozy Ocean Walk condo, just minutes from the beach! This 3-bedroom gem is roomy enough for the whole family with space to spare. Bring along your furry friend too! Enjoy a peaceful morning on the back deck while you sip your coffee, and when you're ready to play, the pool and tennis courts are just outside your front door. At the end of the day the kitchen’s ready if you feel like cooking, but the fabulous restaurants of the island are just a stone's throw away.

~ SSI Oasis with Resort Amenities ~ Harbour Oaks ~

March 2026 available! Reach out for deal on more than 7 days! Welcome to your home away from home on beautiful Saint Simons Island! This charming ground-floor condo offers the perfect combination of comfort, convenience, and coastal living. Close proximity to the Village and Pier. Easy walking to many fine restaurants, shopping, tennis, and pickleball courts and dog park. This gated community features a peaceful Lagoon, Pool, fitness center, and tennis court on property.

Waterfront Cottage

NEW home located on a waterfront lot in a peaceful neighborhood. You will have a private dock to fish, relax, or enjoy nature. This waterfront home is a smaller, yet cozy space ideal for lone travelers, couples, or friends (SMALL shower). Bring your own boat and/or use the kayak provided. Enjoy the firepit to unwind. A short drive to many attractions such as beaches, historic cities, and state parks. *MUST sign a waiver for boat use/swimming*

Awesome townhouse/pool Sleep6-8

Awesome townhouse in Ocean Walk! Popular village area of St.Simons - walk to beach, pier, shopping & restaurants. Located by the beautiful fishing lake between the 2 pools (1 heated) but on the back side with a large private back yard secluded from the busy traffic and noise of passing cars. Fitness/Weight Room, Awesome Playground, Tennis & Pickleball Courts, Game Room. Please get approval for pet/pets. Fee is $175/2@$260