Holiday rentals in St. Simons Island

Summer Special! Family Cottage w/ Bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5-bathroom coastal cottage in the heart of St. Simons Island. It features an open floor plan with a fully equipped kitchen, dining area for six, living room with a fireplace, and a screened porch for relaxing. The master bedroom with a king bed is on the first floor, and upstairs offers a bunk room that sleeps five, a king guest bedroom, and a sitting area with a coffee station. All bedrooms have ensuite bathrooms. The home comfortably sleeps nine gues

Charming Studio Loft S - Steps to Beach & Dining

This private upstairs studio apartment at historic Laime House is centrally located near the Island's best restaurants. A 5-min walk to the King & Prince and nearby beaches. Enjoy new furnishings, comfy bedding, and reliable wifi. A 15-min walk to the village with its unique shops and cafes. Relax on the shared deck with park views or explore local dining and attractions. Experience the best of St. Simons Island from this charming, modern retreat, perfect for a relaxing getaway or remote work.

1221 Forest Street. SSI, Ga.

Welcome to 1221 Forest St. Your family will be close to everything when you stay at this centrally-located condo. Close to shops, restaurants, beach and historical points of interest! This 1 bedroom 1 bath condo is perfect for a family of 4. There is king size bed in the bedroom and on the opposite side of the room are 2 twin beds. This condo also has a large back patio perfect for grilling and entertaining, complete with a large outside dining table and comfortable seating! Come stay awhile!

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!

Golf Cart | Bikes | Elevator | Ocean View | Roof

Located right across the street from the beach, this luxury home features ocean views from the large, covered balcony and roof top deck. Cruise around the island on the golf cart or any of the 6 new bikes. The huge kitchen and open living area have plenty of room to entertain your whole family. The primary bedroom has a sprawling ensuite bathroom with a soaking tub and large shower. The high ceilings and arched doorways really enhance the elegant feel of the home.

Fairway Villas

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

Walk to everything! The Beach and The Village

Cute and quaint guesthouse located in the heart of the pier/village area of St.Simons restored to its vintage heritage. New A/C and a 65” smart TV. It has a private driveway but you won't need the car - this cottage has such an incredible location you'll be walking everywhere with ease! Our little beach cottage is completely enclosed with a privacy fence for your pet to run free. It also features a porch for outside dining with a grill and an outdoor shower.

Coastal Comfort Stroll to Village, Pool & Tennis

Elegant 3BR/2BA Harbour Oaks condo, fully reimagined with shiplap, LVP flooring, and quartz countertops. Sleeps 8 with a king primary suite, queen guest room, and two full beds. Stylish coastal décor, in-unit laundry, and covered parking. Steps to pool, tennis, pickleball, and playground. Easy stroll to the Village and island hot spots—perfect blend of luxury and location for your St. Simons getaway.

OCEAN VIEW-St. Simons says Relax at The Beach Club

Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

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!

Charming Guest Cottage 1 block from Beach

Located one block to beach and close proximity to the pier and village! This very quaint Gust Cottage located at the back of this sweet 1930's beach cottage has been professionally decorated and completely redone by the best architect who typically designs multi-million dollar homes on Sea Island.

Time for a "Latitude Adjustment" on St Simons

Come and enjoy our 1-BR beach condo on St. Simons Island, just 1/2mi from the beach and a short stroll to the lighthouse and pier village. Enjoy a well-equipped kitchen, premium furnishings, a relaxing garden tub, and a secluded outdoor pool.