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.

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!

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

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

Heart of the Island Studio Apartment/Walk to shops

The Cottages at Neptune Way #2 is a beautifully designed 1 bedroom studio, perfectly located in the heart of the SSI village area. One of 3 cottage units on the shared property, it boasts a quiet street tucked one block behind the bustling villa shops and restaurants. Extra tall ceilings, kitchenette with new vintage-style appliances, huge TV on the living area side of the studio, 2 Queen beds and direct access to shared back patio/yard. New bathroom with full sized laundry.

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.

Coastal Cottage

Coastal Cottage is less than a mile from the Jekyll And Saint Simon's Island causeways and Historic Downtown Brunswick. Savannah and Jacksonville and their airports are an easy hour away. Come love what we love about our adopted hometown! 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.

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 !

Snowbird Special – Steps to Pier & Shops

Delightful coastal retreat just 1 mile from the beach and St Simons Village. This updated 2-bedroom, 2-bath condo offers comfort, a private back patio, and family-friendly amenities. Enjoy a fully equipped kitchen with a drip coffee pot and blow dryers in each bathroom. Perfect for families or small groups!