Family-friendly holiday rentals in St. Simons

Guesthouse in St. Simons Island

The cottage treehouse features a modern exterior surrounded by lush greenery, including tall oak trees. A gravel parking area is visible in front, with a staircase leading to a second-floor balcony. Large windows allow for natural light to enter the space.

4.99 out of 5 average rating, 194 reviews

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 home in St. Simons Island

The exterior showcases a light-colored building with multiple windows, allowing natural light to filter in. A wooden deck is visible, leading to a covered seating area. Nearby, a grill is situated on the deck, surrounded by trees for added privacy.

4.96 out of 5 average rating, 168 reviews

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.

The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.

4.96 out of 5 average rating, 115 reviews

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!

A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.

4.97 out of 5 average rating, 316 reviews

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.

The kitchen and dining area feature a large wooden table surrounded by four chairs, with natural light flooding in from nearby windows. The kitchen includes granite countertops, stainless steel appliances, and decorative elements that enhance a functional space.

4.89 out of 5 average rating, 201 reviews

Historic Beach Cottage - Steps to Beach & Dining

Experience a serene escape in this beautifully restored 1928 beach cottage. Blending historic charm with modern comforts, this home features an open floor plan, a fully equipped kitchen, and a comfortable living area. The cozy bedroom offers a peaceful retreat, and the modern bathroom includes a marble shower. Relax on the screened porch with a swinging daybed or take a short, two-block walk to the beach. Located in a vibrant neighborhood, you'll be steps away from dining and shopping.

A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.

4.99 out of 5 average rating, 135 reviews

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**

Guest suite in St. Simons Island

A circular seating area features six dark wood chairs arranged around a stone fire pit. The backyard is surrounded by lush greenery, including tall plants and trees. A cozy ambiance is created by the warm glow of the fire and soft lighting overhead.

4.98 out of 5 average rating, 103 reviews

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.

The exterior of a bungalow is showcased, featuring a light blue facade and a welcoming entrance. Lush greenery surrounds the property, with palm trees and vibrant plants adding to the landscape. A covered porch offers seating for relaxation under the shade of large live oaks.

4.88 out of 5 average rating, 260 reviews

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.

Superhost

A serene view of Lake Turner is captured from the dock, where two Adirondack chairs are positioned. The calm water reflects the surrounding greenery and trees, creating a peaceful lakeside setting. Gentle clouds drift across a clear blue sky above.

Guest suite in St. Simons Island

4.92 out of 5 average rating, 155 reviews

The Lake Loft in St. Simons Island

Relax at our cozy boho-feel getaway spot on Lake Turner minutes from the beach, shops, and Village. A quiet, studio-esque space walking-distance to Gascoigne Park (disc golf!), St. Simons Marina, Epworth By the Sea, and a recently added tandem kayak to play on the lake. The space features three beds, a hammock chair, mini-kitchen coffee/tea bar with Berkey water. Also a great spot to enjoy coffee in the morning sun filtering through the live oak trees above.

A charming cottage with light blue siding features a vibrant yellow door. A gravel path leads to the entrance, surrounded by lush greenery, including ferns and a surfboard. The property is enclosed by a wooden privacy fence, enhancing a sense of seclusion.

4.95 out of 5 average rating, 127 reviews

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.

4.93 out of 5 average rating, 1,006 reviews

A comfortable living area features a light-colored couch adorned with colorful cushions, complemented by a dark blue sofa. A large coffee table sits atop a patterned rug, and shelving displays books and games. Natural light enters through a window, with a ceiling fan above.

Guesthouse in Brunswick

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.

Guest suite in St. Simons Island

The open space features a king size bed framed by soft lighting and lush tree canopy views. Two patterned chairs with bright yellow cushions are positioned opposite a stylish side table, providing a cozy seating area. A decorative touch is added with framed artwork on the walls.

4.99 out of 5 average rating, 202 reviews

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 !

Popular amenities for St. Simons family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming home is nestled among southern oaks, featuring a wide gravel driveway leading to a covered carport. Surrounding lush greenery and landscaping create a welcoming entryway. The house showcases a blend of light and neutral tones, emphasizing a relaxed, family-friendly environment.

4.88 out of 5 average rating, 16 reviews

Walking distance to beach, dog friendly, hot tub

A spacious family home is illuminated in soft lights, surrounded by lush landscaping and colorful flowers. A welcoming front porch is visible, with steps leading to the entrance. The structure is complemented by a winding gravel driveway and gentle evening lighting.

4.94 out of 5 average rating, 52 reviews

Golf Retreat w/bikes, hottub | FUN4Family & Pups!

An inviting pool area is illuminated at night, featuring a spacious swimming pool alongside a hot tub. Lounge chairs are positioned around the pool, with a shaded umbrella providing space for relaxation. The house in the background showcases warm lights spilling from large windows.

4.96 out of 5 average rating, 169 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

A collage showcases the welcoming living area with plush seating and large windows, a private balcony with ocean views, a serene saltwater pool surrounded by palm trees, and the beautifully landscaped community featuring multiple buildings and inviting amenities.

5 out of 5 average rating, 44 reviews

Steps to Beach and Restaurants/Balcony Ocean View

A tranquil outdoor area features a large swimming pool surrounded by lounge chairs, with palm trees dotting the landscape. Beyond the pool, a sandy beach and the ocean are visible under a clear blue sky, creating a serene setting for relaxation.

4.91 out of 5 average rating, 43 reviews

Oceanfront. SSI, Ga Beach Club

Bungalow in St. Simons Island

An outdoor space is revealed with a Tiki bar setup featuring high chairs and a large window showing a glimpse of the interior. Adjacent, a hot tub is positioned on a private patio. A red golf cart, available for rent, is visible alongside the home.

4.92 out of 5 average rating, 38 reviews

Walk to Beach, *Pet Friendly, Hot Tub, Parking

An aerial view captures the condo complex surrounded by lush green landscaping. A central pool area is visible, with lounge chairs arranged around it. Adjacent buildings and a wide beach area can be seen in the background, presenting a spacious environment for relaxation.

4.93 out of 5 average rating, 42 reviews

Beach Club -219! Pool, Hot Tub and tennis

Townhouse in St. Simons Island

A spacious pool area is framed by a wooden pergola, offering shade. Lounge chairs are arranged around the clear water of the pool, which reflects the sky. The surrounding landscape features well-kept grounds with multiple townhomes visible in the background.

4.97 out of 5 average rating, 86 reviews

Private hot tub, bike to beach/town, pet friendly

Family- and pet-friendly home rentals

A modern coastal home is framed by lush greenery, featuring a welcoming entrance with large windows and a distinctive angled roofline. A 6-seater golf cart is parked in the foreground, accompanied by a gravel driveway and manicured landscape elements.

4.89 out of 5 average rating, 37 reviews

Flying Turtle SSI

A two-story house is presented with light blue siding, featuring white trim and porch railings. The front porch is adorned with steps leading to the entrance. A manicured lawn surrounds the home, complete with small shrubs alongside the gravel walkway. Nearby, a wooden fence marks the yard's boundary.

4.94 out of 5 average rating, 36 reviews

Marvelous Maple in Glynn Haven SSI - pet friendly

A cozy screened porch is seen featuring comfortable seating arrangements with plush cushions. Decorative fish wall art adds a playful touch. A light-colored rug enhances the space, while a ceiling fan provides airflow. Natural light fills the area from the surrounding windows.

4.99 out of 5 average rating, 118 reviews

Local Coastal Cottage of St. Simons Island

A light-filled living area features a soft gray sofa paired with a navy accent chair. A textured area rug sits beneath a coffee table, creating a cozy atmosphere. An open kitchen can be seen in the background, showcasing modern appliances and light cabinetry.

4.98 out of 5 average rating, 82 reviews

Screened Porch-One block to beach-Walk to village!

A cozy seating area is offered on a screened porch, featuring two striped chairs with decorative metal frames positioned beside a small table. A wooden side table holds a white mug filled with coffee, while natural light filters through sheer curtains.

5 out of 5 average rating, 11 reviews

Towering Oaks Cottage

A charming exterior view presents a two-story home with contrasting colors. A front porch is framed by a vibrant yellow door and a welcoming yellow chair. Lush green landscaping complements the warm tones of the house, creating an inviting atmosphere.

4.96 out of 5 average rating, 75 reviews

Sunshine Cottage

4.87 out of 5 average rating, 110 reviews

A wooden tray displays a collection of decorative items, including a small bird figurine, two glass jars filled with shells, and a starfish. A neatly arranged string of white beads enhances the display, complemented by a candle labeled 'Leather Oak' and a framed quote about Mimi's.

Home in Brunswick

2bdr 2bath entire home on creek minutes from beach

A sunlit living area features large glass doors providing views of the outdoors. Comfortable seating is arranged around a round wooden table, with a decorative rug enhancing the floor. A plant in the corner adds a touch of greenery to the space.

4.97 out of 5 average rating, 32 reviews

Moss Oak Golf Course Lake view

Family-friendly home rentals with a pool

Apartment in St. Simons Island

The living area is furnished with a large, comfortable sofa and a stylish coffee table. Colorful cushions are placed on the sofa, and decorative items are displayed on a nearby shelf alongside baskets for storage. Light enters through the window with contrasting curtains.

4.98 out of 5 average rating, 52 reviews

Coastal Oasis - Pool Gym Private

4.91 out of 5 average rating, 116 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

4.84 out of 5 average rating, 132 reviews

Turtle Cottage: Lagoon Views & Convenient Location

A bright living area features a light-colored sofa adorned with decorative pillows. Soft sunlight illuminates the space, highlighting a round coffee table made of natural wood. In the background, a modern kitchen with bar seating is visible, contributing to a welcoming open-concept design.

4.97 out of 5 average rating, 36 reviews

The Peachy Palm

The spacious studio features a queen bed dressed in light linens, complemented by a decorative throw. Large glass doors open to a private balcony surrounded by greenery. A seating area with a chair by the window invites relaxation, while a sleek entertainment console holds a large TV.

5 out of 5 average rating, 97 reviews

Salt Air Villas - Walk to Beach Pier Restaurants

Townhouse in St. Simons Island

A bright living room is presented with a large flat-screen television mounted on the wall. Two comfortable armchairs are positioned around a textured area rug, with a coffee table at the center. Natural light filters through sheer curtains, revealing an outdoor patio area.

4.91 out of 5 average rating, 99 reviews

LOCATION! *2 POOLS *WALK TO BEACH & PIER VILLAGE*

A wooden sign marks the entrance to Gascoigne Condominiums, displaying the name prominently. Surrounding landscaping features lush green bushes and a bed of colorful flowers, including shades of purple and white, contributing to the welcoming atmosphere of the community.

4.93 out of 5 average rating, 96 reviews

A Super Host Best Favorite on St. Simon's Island