Holiday houses 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

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse - all new construction with a beach community theme, laced with Southern charm. To reach your 600 sq/ft studio cottage, use the private entrance to access the stairway. Along with a full bath and a convenient kitchenette, you are welcomed to a large open living space with double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks. All guest bookings w favorable prior history will be considered.

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.

Hidden Gem

Nestled off the beaten path, this hidden gem will attempt you to stay all day— but the beach, village, and great restaurants are all within a mile. Bring your bike or rent a golf cart & leave the car parked! Sip your coffee in the warm sun on the front porch or relax in the shade of the back porch. Unwind in the garden, rocking among natures beauty as the fountain provides a peaceful soundtrack & hummingbirds buzz nearby. End your day with a restful night’s sleep in the comfortable beds.

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.

Top Floor Renovated Cottage by King & Prince Beach

This unique Cottage has just been renovated and redecorated with fine art and features beautiful shiplap walls as well as exposed wood beams and new floors throughout! The kitchen has been overhauled and features quartz countertops and an Italian farm house sink. The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the bedrooms is a full bathroom with a walk in shower. **This is a duplex and this unit is the top floor.**

Cater Cove - private pool, 1 mile to beach, quiet!

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

Stanton Apt B - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 1-bd/1-ba apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the sandy shores, a 2-minute walk to the King & Prince Hotel, and a 10-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.

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 !

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!

Wind Down Pool Side in your Private Oasis

Ava Mae Cottage was designed for pool side relaxation and comfortable indoor living spaces for your family vacation. Come on in and wind down to the island lifestyle. Home sleeps 6 in bedrooms with 2 additional single sofa beds. This is a 3 bedroom home with additional loft sleeping. Bring your swimsuits and have fun!