Holiday rentals in St. Simons Island

Tiny Turtle, 1 queen, full bath and kitchenette

Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.

Lovely, central village area, cozy coastal cottage

Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

St. Simons Sanctuary - 2BR, Walk to the Beach

Unplug from it all in Sanctuary Cove - just a short walk to the beach, restaurants, and shopping. Right in the heart of the island - park your car and enjoy all the area offers. A unique and charming 2 bedroom, 2 bath house. After the beach, lounge in the shade, and watch the koi fish in the pond. Step inside to enjoy cool air, reclaimed hardwoods, stunning local art, and windows galore. With a well stocked indoor AND outdoor kitchen, nobody's going hungry while you enjoy your vacation!

Oaks & Ocean Cottage - 3 minute walk to the beach

Experience classic island charm in this beautifully updated beach cottage located just one block from the ocean on a quiet dead-end street. It's the perfect location with a short walk to bars and restaurants and the charming shops of the Pier Village. Inside, enjoy updated interiors and abundant natural light. Step outside to the fenced-in yard under a canopy of live oak trees complete with a screened-in porch for morning coffee and outdoor shower perfect for rinsing off after the beach.

Stanton Apt D - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 2-bed/2.5-bath cottage beautifully blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 15-minute walk to the village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

The Green Door | your treehouse 2mi from the beach

The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

Coastal Comfort Dual Master Suites 3BR/3BA

Coastal Comfort! 884 Wimbledon Drive, located in the Sea Palms West Community of Courtside Villas, has the perfect layout for you and your travel companions. Completely remodeled from head to toe with beautiful décor throughout, you'll love having the master bedroom with en-suite on the main level. Condo guest do not have access to a pool or any of the country club amenities.

The Nest | Steps to beach and dining

Welcome to our charming guest cottage privately nestled behind a quaint 1940s home. Situated within walking distance to the beach and a variety of restaurants, this cozy retreat offers a peaceful getaway with modern amenities. Relax in comfort and convenience while enjoying the coastal breeze and exploring the vibrant, tree canopied neighborhood. Your seaside escape awaits!

Flying Turtle SSI

Coastal comfort meets island adventure at The Flying Turtle! This 3BR/2BA home includes porches, a stocked kitchen, and a 6-seater golf cart for exploring the island. Stays of 5+ nights include complimentary cart use; shorter stays may add it for a fee. Rental agreement required after booking. Cart use requires additional terms and valid license.