Vacation 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!

5 out of 5 average rating, 201 reviews

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.

Guesthouse 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.

Guest suite in St. Simons

A well-lit bedroom features two queen beds adorned with white linens and tropical-themed pillows. Colorful bird art hangs on the walls above the beds, while a lighted side table to one side adds functionality. Natural light filters through white sheer curtains.

4.96 out of 5 average rating, 148 reviews

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.

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 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!

Actually minute walk to beach! 3 bedroom 2.5 bath -Beautiful fenced in back yard with a patio area covered ,with grill, Beach kart and towels chairs included! Located in the heart of popular beach community Restaurants shops markets and more! Block to beach access and minute from Village. Guest favorite on South end . Great king beds and Smart tvs in bedrooms Fully stocked kitchen. Great outdoor space private yard . Beach Restaurants Markets shopping in Popular Beach Community !

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!

Nestled under mature live oak trees, this 1940's beach cottage is quaint, comfortable, and cozy in a friendly, quiet neighborhood. Walk to the beach, ride bikes, sight see historic sites, golf, shop, dine out at a wonderful selection of great restaurants. Only takes 3-5 minutes to walk to the beach. Public access at 3rd or 5th streets. Between the Pier/Village/Neptune Park and the King & Prince/restaurants where all the action is and you can walk or ride bikes to. Great location!

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.

4.93 out of 5 average rating, 110 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

One bedroom condo, located in Ocean Walk, is available for you to rent on Saint Simons Island. It has a fully equipped kitchen, king size bed, internet, and 2 TV’s with cable. Our condo is located on the second floor(no elevator) in the back of the complex. We have a private deck that is perfect for your morning cup of coffee. The complex has two pools (one seasonally heated), tennis courts and a pond. Ocean Walk is located less than a mile from the pier, beach, shopping and dining.

The exterior of the duplex is shown surrounded by lush greenery and mature trees. A gravel driveway leads up to the entrance, flanked by landscaped areas. The second floor features a balcony with wooden railing, providing a welcoming view of the surroundings.

4.94 out of 5 average rating, 161 reviews

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!

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**

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

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

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.

Popular amenities for St. Simons Island vacation rentals

Free parking on premises

Stay near St. Simons's top sights

East Beach

58 locals recommend

Saint Simons Island Lighthouse Museum

148 locals recommend

The King And Prince Beach & Golf Resort

21 locals recommend

St. Simons Island beach vacation rentals

4.99 out of 5 average rating, 102 reviews

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

A spacious living room features a large, comfortable sofa and armchair, complemented by a glass coffee table. Natural light floods the space through sliding glass doors, leading to an oversized balcony that showcases outdoor seating and views of the surrounding landscape.

4.94 out of 5 average rating, 16 reviews

Ocean Front Condo at St. Simons Grand

4.86 out of 5 average rating, 109 reviews

Two blue Adirondack chairs are positioned on a cement patio, offering a view of the ocean and coastal grass. The backdrop features a tranquil shoreline, with gentle waves and a clear sky, creating an inviting outdoor space for relaxation.

Condo in Jekyll Island

Driftwood paradise, ocean view!

A spacious living room features a large, light-colored sectional sofa and two accent chairs with coral patterns. A coffee table with storage sits in the center, complemented by decorative lamps and vibrant artwork on the walls. Natural light fills the area through sliding glass doors.

5 out of 5 average rating, 16 reviews

St. Simons Island Condo

4.91 out of 5 average rating, 53 reviews

An open living space is shown with a cozy couch and a colorful armchair situated around a red coffee table. A dining area is visible with a wooden table and chairs. Natural light enters the room from a large window, complementing the warm, inviting décor.

Townhouse in St. Simons

sandcastle on the beach

A serene swimming pool is framed by lounge chairs and palm trees, with an inviting sunset casting warm colors over the water. Umbrellas provide shade, creating a tranquil ambiance adjacent to the beach.

4.98 out of 5 average rating, 223 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

A charming three-story cottage showcases attractive gray siding and contrasting white trim. Flanked by palm trees, a lush green yard is enclosed by a white picket fence. Adjacent buildings demonstrate a vibrant color palette, contributing to the area’s inviting coastal atmosphere.

4.91 out of 5 average rating, 32 reviews

Three Friends Cottage- Beach Home! w/ elevator

4.81 out of 5 average rating, 217 reviews

A cozy living area features a comfortable sofa adorned with decorative pillows. A circular glass coffee table occupies the center, with a magazine resting on top. Natural light filters through sheer curtains, illuminating the warm yellow walls and adding a fresh ambiance to the space.

Apartment in St. Simons

On Ocean Best part of Beach SSI

St. Simons Island villa rentals

A comfortable living area features two sofas, one in a dark shade and the other in a light fabric. Natural light filters through large windows adorned with light curtains, illuminating houseplants nearby and a decorative coffee table placed on a patterned rug.

4.98 out of 5 average rating, 53 reviews

Pet Friendly Oak Grove Cottage by the Green

A spacious balcony offers direct views of the sandy beach and ocean. A table and chairs are positioned for outdoor dining, while the horizon exhibits blue waters and a clear sky. The area is bordered by a grassy lawn and palm trees.

4.58 out of 5 average rating, 43 reviews

Oceanfront Villa at King & Prince

A cozy living area is equipped with a wall-mounted television and a decorative fireplace. Light filters through the window shades, while bookshelves provide storage. A circular coffee table and comfortable seating, including a teal accent chair and a lamp, create a relaxed atmosphere.

4.67 out of 5 average rating, 9 reviews

3 Bedroom Villa/Golf-Beaches w/Pool access

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.

4.97 out of 5 average rating, 110 reviews

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

4.8 out of 5 average rating, 20 reviews

Villa in Jekyll Island

Charlotte's Chateau

St. Simons Island house rentals

An open living area showcases a comfortable brown leather sofa with bright yellow cushions, flanked by two accent chairs. A colorful area rug lies beneath a coffee table. The kitchen features modern appliances and white cabinetry, while a dining table with stylish chairs is visible in the background.

4.84 out of 5 average rating, 63 reviews

South End SSI "Sweet Home on Alabama"

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 bright and airy room features a spacious bed with neatly arranged towels on top. A small couch adds seating, and bedside tables with lamps complement the decor. Natural light flows in through the window, enhancing the calming atmosphere.

4.95 out of 5 average rating, 42 reviews

Woodford’s Reserve Estate on Saint Simons Island

5 out of 5 average rating, 4 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

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 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

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

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.