Holiday rentals in St. Simons Island

4.95 out of 5 average rating, 215 reviews

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.

Tiny home in St. Simons

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.

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.

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.

4.97 out of 5 average rating, 175 reviews

The welcoming entrance of the cottage features a covered porch with two rocking chairs and lush landscaping. A gravel driveway leads to a garage, while the façade showcases shutters and wood accents under a gently sloping roof.

4.89 out of 5 average rating, 76 reviews

Starfish on Circle Drive - SSI Cozy Cottage

This traditional cottage on St. Simons offers relaxation, comfort, and proximity to the beach, dining and shopping. A large family room leads out to a backyard sanctuary with two screened-in porches. A fully stocked kitchen provides you opportunity to dine in, or head to the spacious deck to grill dinner or roast s'mores at the fire pit. Three bedrooms and two full baths. Pet-friendly, dogs only. Fenced yard. Secluded for peace and quiet, but conveniently located to visit all of SSI!

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.

4.97 out of 5 average rating, 318 reviews

My Ocean Getaway Yards from beach 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.outdoor space private yard . Beach Restaurants Fees instead of splitting are added to daily same cost

4.89 out of 5 average rating, 214 reviews

Cottage in St. Simons

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 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, 248 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

A contemporary living area is showcased, featuring a comfortable sofa, two accent chairs, and a coffee table. Natural light enters through large windows, illuminating the space. A piece of artwork is displayed on the wall, and a neutral-colored area rug is laid on the floor.

4.98 out of 5 average rating, 150 reviews

Ocean Vibes Retreat (dog friendly)

This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

4.96 out of 5 average rating, 143 reviews

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.

Cottage in St. Simons

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.

4.98 out of 5 average rating, 100 reviews

The exterior of a French Country Estate is showcased, featuring a paved driveway leading to a two-story home surrounded by well-maintained landscaping. Lush green grass and tall trees provide privacy, complemented by elegant lampposts flanking the entrance.

Island in St. Simons

Robin's Nest, Saint Simons Island, GA

Welcome to our 2013 French Country Estate Located on Beautifully Manicured 1.25 Acres of privacy featuring four bedrooms each with en suite bath, 4.5 baths, a game room with pool table, home office, dining room, family room, screened in back porch with a gas grill, a private salt water pool which can be heated for additional fee (only needed Dec-Feb) fire pit for roasting marshmallows, outdoor music and bar, hammock.

Superhost

A bright living area features a comfortable seating arrangement with soft cushions. A glass coffee table sits at the center, showcasing decorative items. Large sliding doors provide access to a balcony with an ocean view, while light-colored curtains frame the windows.

4.87 out of 5 average rating, 129 reviews

OCEAN VIEW-St. Simons says Relax at The Beach Club

Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

4.98 out of 5 average rating, 102 reviews

A cozy bedroom features a spacious bed dressed with striped linens and decorative pillows. Two windows allow natural light to fill the room, while a four-poster bed adds a touch of elegance. A seating area with soft armchairs and a small table completes the inviting space.

Flat in St. Simons

The Nest | Steps to beach and dining

Welcome to our charming guest cottage privately nestled behind a quaint 1940s home. Situated within walking distance to the beach and a variety of restaurants, this cozy retreat offers a peaceful getaway with modern amenities. Relax in comfort and convenience while enjoying the coastal breeze and exploring the vibrant, tree canopied neighborhood. Your seaside escape awaits!

4.85 out of 5 average rating, 151 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!

Popular amenities for St. Simons Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in St. Simons Island

A modern kitchen features sleek white cabinetry and open shelving. A coffee maker and various kitchenware are neatly arranged on the shelves. Countertops are finished in a dark, smooth material, and natural light is highlighted through multiple windows.

4.88 out of 5 average rating, 86 reviews

Atlantic Breeze

4.97 out of 5 average rating, 29 reviews

Beachy Keen

4.87 out of 5 average rating, 15 reviews

Flat in St. Simons

Just Listed, Ground Floor 2BR/2BA, 1 mile to beach

Guest house in St. Simons

The modern beach cottage is showcased at dusk, featuring large windows that allow natural light to fill the interior. Stylish landscaping with palm plants enhances the entrance, while soft exterior lighting highlights the structure's clean lines and inviting facade.

N̈ew stylish 1250 sq ft beach cottage. St Simons

4.94 out of 5 average rating, 79 reviews

4.95 out of 5 average rating, 22 reviews

Cozy Coastal Cottage

Camper van/Motorhome in St. Simons

A sprawling live oak tree provides shade over a private Airstream, surrounded by vibrant tropical vegetation. Pathways of gravel lead through lush greenery, while a wooden pergola offers an inviting outdoor seating area, blending seamlessly with the natural landscape.

BeachCamp - Renovated Airstream, Walk to Beach!

5.0 out of 5 average rating, 39 reviews

5.0 out of 5 average rating, 20 reviews

Cozy Coastal Clean 3BR-Pool-Beaches-Golf-Dining