Family-friendly holiday rentals in St. Simons

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.

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.

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.

Large Open 2 Bed 2 bath Condo Overlooks Pool

You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Coastal Suite

Guests love our Coastal Cottage so much, we decided to turn a few rooms in our home into the Coast Suite! The suite is private, with a separate entrance. We provide all you need to enjoy the beautiful Golden Isles. Located in enchanting Brunswick, GA, we sit one mile from Jekyll Island and St. Simons Island causeways. We are pet lovers! So your pets are welcome. There is a $25 one time pet fee per pet to help cover the cost of the extra cleaning needed when our furry guests check out.

Renovated 2 Bedroom Beach Cottage Steps to Beach

This cozy cottage has just been fully renovated and newly decorated as of December 2020! The kitchen has been overhauled and features quartz countertops and farm house sink. ***This listing is for the downstairs unit at this duplex.*** The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the two bedrooms is a brand new full bathroom as well as a laundry room with a full sized washer and dryer. No pets allowed!

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

Salt Water Cowboy

Escape to your private island retreat on beautiful St. Simons Island, Georgia. This adults-only, pet-friendly retreat offers the perfect blend of modern comfort and coastal charm. Recently renovated, the home features 2 bedrooms, 1 full bathroom and a delightful kitchen. Enjoy a fenced yard, covered patio, private hot tub, and shaded parking beneath stunning live oaks. Perfectly located near beaches, dining, and island attractions—your private coastal getaway awaits.

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 !

2BR & 2BA Beach cottage & .5 mi. to Beach!

Welcome to the 1950's historic 'Anguilla Bungalow.' The home is recently renovated and includes 2BR & 2BA. Located on St. Simons Island and only 1/2 mile to the historic Village where you will find great shops and restaurants! The beach is less than 2 miles away. We look forward to having you and please make sure to check out our 5-star reviews and super host status!