Family-friendly holiday rentals in St. Simons

The exterior of the coastal cottage showcases a welcoming porch with a large American flag hanging. The space features potted plants and a screened-in area, offering a cozy spot for relaxation. Light-colored siding and a metal roof contribute to the charming coastal aesthetic.

4.96 out of 5 average rating, 119 reviews

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

Guest suite in St. Simons

A modern living area features a cozy gray sofa adorned with decorative pillows and a stylish armchair. Natural light streams through the windows, illuminating the full kitchen with stainless steel appliances and white cabinetry. A wooden coffee table holds magazines, complementing the relaxed atmosphere.

4.83 out of 5 average rating, 317 reviews

Charming Studio Apt E - Steps to Beach & Dining

Studio at historic Laime House, located in the heart of it all! Recently refreshed with modern amenities, including a full kitchen, new furniture, plush bedding, and reliable wifi. Just a 5-min walk to East, Myrtle, King and Prince Beaches, with convenient parking. Enjoy the culinary delights of 5 local restaurants in Arnold Village, steps from your door. Explore the Pier Village with a leisurely 15-min walk, while oak-covered streets invite peaceful strolls. Book now for an unforgettable stay!

A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.

4.94 out of 5 average rating, 209 reviews

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 !

Guest house in St. Simons

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.

5 out of 5 average rating, 202 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.

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, 321 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.

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**

4.92 out of 5 average rating, 588 reviews

The living area features a flat-screen TV mounted on a wall with exposed brick accents. A light-colored sofa is positioned near a dark coffee table. The open layout leads to a kitchen visible in the background, with modern appliances and neutral cabinetry.

Flat in St. Simons

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Cozy 1 bedroom apartment attached 2 a cute beach house is renovated. U will enjoy the mid/south-island location close 2 many shops & restaurants. U can easily walk 2 Redfern Village & other entertainment. Bedroom has a king & living room has a queen sleeper sofa. Unit comes w/ new furnishings & business class wifi. Courtyard outside 4 great outdoor living. Unit includes usage to 2 bikes (Beach Cruisers) for additional fee. NO PETS ALLOWED. CONTACT ME for all listings.

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, 128 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.

Guest suite in St. Simons

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, 204 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 !

4.98 out of 5 average rating, 110 reviews

A charming red cottage is framed by lush greenery and tall trees, providing a sense of privacy. The entrance features a welcoming gray door with a doormat. A cozy seating area on the front porch is partially visible, inviting relaxation in the natural surroundings.

Home in Brunswick

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

4.83 out of 5 average rating, 122 reviews

Bungalow in St. Simons

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!

4.96 out of 5 average rating, 238 reviews

Cottage in Jekyll Island

SandyToes and Salty Kisses A Beach heated pool fun

Escape to our cozy 2-bedroom coastal cottage on Jekyll Island, perfect for 4 guests. This remodeled duplex unit is a short walk to the beach and trails. Enjoy a fully-equipped kitchen, fenced backyard with grill, and access to hotel heated pool. Pet-friendly with approval. Your ideal home base for sun, sand, and relaxation!

Popular amenities for St. Simons family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An open living area features a mix of seating options, including a leather sofa and an armchair. Decorated with taxidermy and rustic elements, the space includes a dining table, large television, and display cabinets, creating a warm and inviting environment.

4.82 out of 5 average rating, 33 reviews

The Cherokee “Big” House

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

Superhost

A spacious balcony is presented with a view of a serene lake surrounded by greenery. Two chairs and a small table are positioned for relaxation. Light clouds are visible in the sky, with a peaceful atmosphere emphasized by the natural setting.

Holiday home in St. Simons

5 out of 5 average rating, 9 reviews

NEW private SPA with Golf Cart - Southside

4.99 out of 5 average rating, 102 reviews

Oceanfront Condo w/view! | Free Bikes! | Updated!

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

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, 43 reviews

Beach Club -219! Pool, Hot Tub and tennis

4.92 out of 5 average rating, 38 reviews

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.

Bungalow in St. Simons

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

Family- and pet-friendly home rentals

A single-story cottage is nestled among overhanging trees, draped with Spanish moss. Two vehicles are parked in the gravel driveway, one outfitted with a kayak on its roof, while the warm exterior is complemented by a vibrant blue door.

4.86 out of 5 average rating, 199 reviews

SSI Getaway Cottage Under the Oaks

4.97 out of 5 average rating, 110 reviews

A two-story home with a welcoming front porch awaits, framed by towering trees. A set of stairs leads to the entryway, surrounded by landscaped greenery. A gravel driveway curves around the house, showcasing a peaceful neighborhood setting.

Villa in St. Simons

Turtle Villa: 4 beds, 3 bath and Pet Friendly!

The entrance features a textured wall with a bright entrance door, flanked by a small potted plant. A wooden deck extends outward, leading to surrounding greenery, including a palm tree, while natural light brightens the area.

4.91 out of 5 average rating, 133 reviews

Fairway Villas

A welcoming living area features a white sofa adorned with decorative cushions. Two woven chairs flank a coffee table displaying books and magazines. Warm lighting from table lamps enhances the neutral-colored walls, complemented by art pieces, creating a cozy atmosphere.

4.98 out of 5 average rating, 292 reviews

My Ocean Getaway Yards from beach! Pets! Location!

A cozy living area features a brown couch accented with soft cushions. A white coffee table sits in front, topped with a decorative fish. Light streams in from a lamp, illuminating the walls adorned with nautical decor, including artwork and shells.

4.89 out of 5 average rating, 202 reviews

St Simons Townhouse Close to Beach and Village

4.98 out of 5 average rating, 264 reviews

A light-filled living area features a cozy sectional sofa facing a decorative fireplace. The space is anchored by a patterned area rug, and double doors lead to the outside. A wall art piece expresses a positive sentiment about the home.

Townhouse in St. Simons

St Simons Cozy Coastal Townhome -Enjoy Island Time

A vibrant living space is highlighted by a plush, dark sectional sofa and colorful floor lamps. A soft, white area rug provides warmth underfoot. A dining area with artwork-laden walls and various shelves filled with decor and games can be seen in the background.

4.96 out of 5 average rating, 152 reviews

Condo of Curiosity - Unique, cozy, fun and clean!

The cottage is framed by lush greenery and mature live oak trees. The light green exterior is complemented by white window frames and a circular window. A small patio area is visible, enhancing the inviting appearance of this coastal retreat.

4.91 out of 5 average rating, 158 reviews

Four Oaks Cottage, SSI-walk to beach!

Family-friendly home rentals with a pool

A living room area features a comfortable sectional sofa and a wooden coffee table. A television is positioned in front, with a light grey area rug grounding the space. The open layout connects to a dining area and a well-equipped kitchen, illuminated by natural light.

5 out of 5 average rating, 83 reviews

Great Island Location!

4.98 out of 5 average rating, 55 reviews

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.

Flat in St. Simons

Coastal Oasis - Pool Gym Private

Superhost

5 out of 5 average rating, 4 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

Superhost

A newly renovated beach house is depicted with a spacious outdoor area that includes a heated pool. The poolside is surrounded by a concrete patio furnished with lounging chairs and tables. Balconies are visible on the upper levels, enhancing the outdoor living space.

4.77 out of 5 average rating, 30 reviews

Renovated 3BR w/ Pool–Sleeps 10, Walk to Beach

5 out of 5 average rating, 5 reviews

Relax By the Pool + Fire Pit in Sunny St. Simons!

4.91 out of 5 average rating, 100 reviews

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.

Townhouse in St. Simons

Lovely OceanWalk Condo, Pools, Golf Cart Available

A charming cottage is set within a landscaped yard, featuring a gravel driveway lined with lush greenery. Palm trees and tropical plants create a serene atmosphere, enhancing the inviting outdoor space. The home’s exterior showcases a subtle coastal style with well-kept pathways leading to the entrance.

4.8 out of 5 average rating, 45 reviews

It’s Island Time on East Beach!

A comfortable living area is furnished with a beige sofa and a recliner, accompanied by a wooden coffee table. Natural light enters through glass sliding doors, leading to a private deck surrounded by greenery. A ceiling fan provides a sense of airiness.