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Holiday rentals in St. Simons

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Quick stats about holiday rentals in St. Simons

  • Total holiday rentals

    Explore 1,470 holiday rentals in St. Simons

  • Nightly prices starting at

    St. Simons holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 43,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 560 rentals that welcome pets

  • Holiday rentals with a pool

    930 properties feature pools

  • Rentals with dedicated workspaces

    650 properties have a dedicated workspace

  • Wifi availability

    1,470 of St. Simons holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Free parking on premises, Self check-in and Beachfront across St. Simons rentals

  • 4.8 Average rating

    St. Simons stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in St. Simons

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in St. Simons
4.96 out of 5 average rating, 128 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 favourite
The property features two-story buildings surrounded by lush green landscaping, with walking paths leading through the grounds. A logo for Island Retreat is displayed prominently. A serene pond with seating is shown alongside a large, inviting swimming pool under clear blue skies.
Apartment in St. Simons
4.88 out of 5 average rating, 136 reviews

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.

Top guest favourite
The exterior of a two-story cottage is shown, featuring a light-colored facade accented by large windows and a covered porch. Surrounding the house are well-maintained shrubs and tall trees, creating a peaceful and inviting atmosphere. A gravel pathway leads to the entrance.
Home in St. Simons
4.98 out of 5 average rating, 57 reviews

New Luxury Home Near Beach, Crabdaddys, Sleeps 10!

Be one of the first guests! This house is less than one mile to the beach and one mile to the St. Simons Pier and Village area. That's just the beginning! At Sandy Toes Cottage you will enjoy the all-new construction, 4 bedrooms, 4.5 bath house that is located at the end of a very quiet street on a cul-de-sac. The house was finished in 2021 and features double porches, oversized master suite on main floor, gourmet chef's kitchen with custom cabinets and upgraded top of the line appliances.

Superhost
Guest house in St. Simons
5 out of 5 average rating, 4 reviews

The Nest at Circle Park - Cute Cozy Cottage

Cozy Island Cottage - This charming cottage offers the balance of convenience & tranquility. It’s just minutes from the action - close enough to the fun, yet far enough to relax. 5 min to the beach & 2 min from the private airport, this cottage is ideally located. You’ll find a comfortable, thoughtfully designed space for a relaxing stay. Perfect for a quick beach getaway! Rest Easy! We include $1550.00 in damage coverage at no extra charge! Restrictions apply. Ask for details.

Top guest favourite
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
4.92 out of 5 average rating, 617 reviews

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.

Guest favourite
A fully equipped kitchen features stainless steel appliances, including a gas stove and refrigerator. Classic shaker-style cabinets and butcher block countertops are complemented by exposed brick walls. A dining area with a wood table and bright windows is visible in the background.
Flat in St. Simons
4.87 out of 5 average rating, 329 reviews

Stanton Apt D - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 2-bed/2.5-bath cottage beautifully blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 15-minute walk to the village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

Top guest favourite
The cottage is surrounded by lush greenery and vibrant flower beds, featuring a front porch framed by large windows. A distinctive clock element is visible above one window, while mature trees provide shade to the outdoor area, enhancing the natural setting.
Cottage in St. Simons
4.95 out of 5 average rating, 56 reviews

The Florida Room Cottage

Escape to our tranquil, serene 1-bedroom, 1-bath retreat nestled amidst the natural beauty of St. Simons Island, GA. Tucked away on a spacious, fenced lot surrounded by lush landscaping, our cottage offers a peaceful oasis for your coastal escape. Relax in the well-appointed living spaces, and soak in the tranquil surroundings. Come experience the best of St. Simons Island from the comfort of our idyllic cottage. Welcome to The Sanctuary on St. Simons Island!

Top guest favourite
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
4.96 out of 5 average rating, 140 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 favourite
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.
Apartment in St. Simons
4.93 out of 5 average rating, 121 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!

Top guest favourite
A spacious living area features comfortable seating arranged around a central coffee table. A wall-mounted television hangs above a sleek fireplace, while natural light streams through tall windows. In the background, dining and kitchen areas are visible, enhancing the open layout.
Apartment in St. Simons
5 out of 5 average rating, 25 reviews

Coastal Comfort Dual Master Suites 3BR/3BA

Coastal Comfort! 884 Wimbledon Drive, located in the Sea Palms West Community of Courtside Villas, has the perfect layout for you and your travel companions. Completely remodeled from head to toe with beautiful décor throughout, you'll love having the master bedroom with en-suite on the main level. Condo guest do not have access to a pool or any of the country club amenities.

Top guest favourite
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
4.98 out of 5 average rating, 86 reviews

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!

Top guest favourite
Home in St. Simons
5 out of 5 average rating, 13 reviews

Relax and Unwind I Private Pool + Outdoor Oasis!

Gorgeous, family-perfect 3BR.3BA home with pool in the heart of St Simons Island Discover your dream retreat on the mid-south side of Saint Simons, ideally situated near the vibrant shopping and dining options of Redfern Village, and just a bike ride away from the beach. This stunning property was beautifully renovated is 2021.

Popular amenities for St. Simons holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near St. Simons's top sights

East Beach

63 locals recommend

Saint Simons Island Lighthouse Museum

154 locals recommend

The King And Prince Beach & Golf Resort

21 locals recommend

Other great holiday rentals in St. Simons

Apartment in St. Simons
5 out of 5 average rating, 3 reviews

2 Bdrm 2 bath Beachfront Condo in St Simons Island

Top guest favourite
Home in St. Simons
5 out of 5 average rating, 10 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

Superhost
Guest suite in St. Simons
4.82 out of 5 average rating, 323 reviews

Charming Studio Apt E - Steps to Beach & Dining

Top guest favourite
The kitchen features a large island with a marble countertop, surrounded by modern cabinetry. Stainless steel appliances, including a gas stove and hood, are neatly arranged. A dining area with wooden chairs is visible in the background, complemented by warm, natural light filtering through the windows.
Home in St. Simons
4.99 out of 5 average rating, 72 reviews

Saltlife downstairs duplex

Superhost
Apartment in St. Simons
5 out of 5 average rating, 4 reviews

The Pirate's Mermaid @ East Beach Villa - 202

Top guest favourite
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.
Guest house in St. Simons
5 out of 5 average rating, 226 reviews

Private Cottage Treehouse Among Giant Live Oaks

Guest favourite
Cottage in St. Simons
4.89 out of 5 average rating, 209 reviews

Historic Beach Cottage - Steps to Beach & Dining

Guest favourite
An open-concept living area features natural light from multiple windows. A comfortable white sofa is centered on a decorative rug, complemented by a wooden coffee table. The kitchen, visible in the back, showcases stainless steel appliances and a modern design. A large indoor plant adds a touch of greenery.
Flat in St. Simons
4.86 out of 5 average rating, 306 reviews

Stanton Apt A - Historic retreat 1 block to beach

When is the best time to visit St. Simons?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$224 SGD$227 SGD$248 SGD$246 SGD$236 SGD$246 SGD$254 SGD$220 SGD$206 SGD$227 SGD$249 SGD$237 SGD
Avg. temp11°C13°C16°C19°C23°C26°C27°C27°C26°C21°C16°C13°C

Frequently Asked Questions

  • What are the best places to stay in St. Simons Island?

    Many visitors enjoy staying near the Pier Village area for easy access to shops, dining, and the waterfront. East Beach and neighborhoods surrounded by maritime forests are frequently suggested for a more relaxed atmosphere and nature connections.

  • What are the best things to do in St. Simons Island with kids?

    Discover interactive exhibits at the St. Simons Lighthouse Museum, explore the open spaces at Neptune Park, or enjoy sandy beaches with gentle waves. Many families enjoy local bike paths, playgrounds, and nature trails throughout the island.

  • What are some of the best things to do in St. Simons Island?

    Explore the historic St. Simons Lighthouse, wander tree-lined lanes around Christ Church, or relax on broad beaches with tidal pools. Kayaking, fishing, and visiting local art galleries are also frequently suggested.

  • How is the weather in St. Simons Island?

    St. Simons Island has mild winters around 43–62°F (6–17°C), with pleasantly warm spring and fall days. Summers are humid, with temperatures reaching 74–89°F (23–32°C), and the most rain typically arrives between late spring and summer.

  • When is the best time to visit St. Simons Island?

    Late spring and fall are often recommended for milder temperatures and smaller crowds, with days usually ranging from 65–82°F (18–28°C). Summer is popular for family beach trips, though it brings warmer, humid weather.

  • What are the best places to visit in St. Simons Island?

    St. Simons Lighthouse, Fort Frederica National Monument, and the historic grounds of Christ Church are often recommended. The island's public beaches and local markets also draw visitors year-round.

  • What are some hiking trails in St. Simons Island?

    Try walking or biking shaded trails at Cannon's Point Preserve or explore maritime forest paths at the John Gilbert Nature Trail. Marsh-side routes and park loops around the island reveal local wildlife and native plants.

  • What are some family activities we can do in St. Simons Island?

    Families often enjoy shell collecting on sandy beaches, picnics and playgrounds at Neptune Park, or interactive visits to the St. Simons Lighthouse Museum. Bike rentals and self-guided nature scavenger hunts can add to a fun, active day.

  • What are some of the best day trip ideas from St. Simons Island?

    Venture to nearby barrier islands for wildlife watching or enjoy historic sites and museums in the surrounding Golden Isles area. Guided boat tours and kayaking excursions are also frequently suggested for a day of outdoor discovery.

  • Are there any pet friendly accommodations available in St. Simons Island?

    Pet-friendly accommodations can be found throughout St. Simons Island, including neighborhoods near beaches and marshes. Many local parks and some outdoor dining spots welcome visitors with dogs.

  • What are some local tips for visiting St. Simons Island?

    Explore the quieter side streets on foot or by bike for a slower pace and shaded paths. Early mornings are a great time for beach walks, and local restaurants often have fresh catch specials highlighting regional flavors.

  • What is St. Simons Island known for?

    St. Simons Island is known for its scenic marsh views, live oak trees draped in Spanish moss, and miles of sandy beaches. The area has a blend of coastal history, Native and African American heritage, and outdoor recreation.

  • What are the best hidden gems to explore in St. Simons Island?

    Discover quiet walking paths at Cannon's Point Preserve, tucked-away picnic spots under live oaks, or local art galleries around the island. Murals and quaint cafés in less-traveled neighborhoods often surprise visitors.

  • What are the best foods to try in St. Simons Island?

    Seafood is often recommended, with local shrimp, oysters, and crab served in regional styles. Fresh pecan pralines, Southern barbecue, and classic Lowcountry dishes also highlight local culinary traditions.

  • What should I bring for a trip to St. Simons Island?

    Pack lightweight clothing, swimwear, sun protection, and comfortable footwear for exploring the outdoors. A light jacket can be helpful for cooler evenings or breezy beach walks.

  • What is the nightlife in St. Simons Island like?

    St. Simons Island has a relaxed nightlife scene, centering on casual bars, waterfront restaurants with live music, and laid-back outdoor patios. Locally brewed beer and low-key music venues are often suggested for those looking to unwind.

  • What are the most popular events or festivals in St. Simons Island?

    Festivals around St. Simons Island often highlight Southern cuisine, local seafood, and art, with events frequently suggested on holiday weekends or during early summer. A summertime jazz concert series and arts festivals near the pier are local favorites.

  • Are there family friendly vacation rentals in St. Simons Island?

    St. Simons Island has a variety of family-friendly vacation rentals, many with easy beach access or near parks and playgrounds. Pier Village and residential neighborhoods are popular for groups looking for extra space and amenities.

Destinations to explore

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