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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
A bright and airy open-plan kitchen and living area is shown, featuring white cabinetry and a stylish countertop. A coffee maker and cups are visible on the kitchen shelves. The living space includes a comfortable seating arrangement with natural light filtering through large windows.
Cottage in St. Simons
4.96 out of 5 average rating, 49 reviews

The Sunflower Hideaway Walk to eats/dog friendly

The Sunflower Hideaway is located in the mid-south part of the island. This amazing cottage sleeps up to 8 ppl with a King Size bed, a Queen size bed and a bunk room with a full bed and a single (for our guests under 6 years old). You are less than a mile walk to Southern Soul and other great restaurants, a 10-12 minutes bike ride to the beach or you can explore hidden trails close by and connect with nature. We are dog friendly with a fenced-in back yard and look forward to welcoming you.

Top guest favourite
A serene koi pond, featuring vibrant orange and white fish, is framed by lush greenery and a wooden deck. The casual outdoor seating area invites relaxation, while the gentle sound of the waterfall enhances the tranquil setting.
Home in St. Simons
4.96 out of 5 average rating, 75 reviews

St. Simons Sanctuary - 2BR, Walk to the Beach

Unplug from it all in Sanctuary Cove - just a short walk to the beach, restaurants, and shopping. Right in the heart of the island - park your car and enjoy all the area offers. A unique and charming 2 bedroom, 2 bath house. After the beach, lounge in the shade, and watch the koi fish in the pond. Step inside to enjoy cool air, reclaimed hardwoods, stunning local art, and windows galore. With a well stocked indoor AND outdoor kitchen, nobody's going hungry while you enjoy your vacation!

Guest favourite
The exterior of a charming home is showcased, featuring a light gray facade and a covered front porch with two seating chairs. Lush greenery frames the property, including shrubs and palm trees. A pebbled driveway leads to the entrance, creating a welcoming approach.
Home in St. Simons
4.96 out of 5 average rating, 48 reviews

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

Top guest favourite
Home in St. Simons
5 out of 5 average rating, 16 reviews

Cozy Coastal Cottage

Your home away from home on St. Simons Island! Our house is beautifully updated with 3 private bedrooms, 2 full bathrooms and a spacious common area. The backyard is a private oasis complete with a sitting area, covered patio, large TV and grill. Bonus features include a fire pit and outdoor shower! Ample parking space. The house sits across from a quaint neighborhood park. Few minutes drive to the beach, and a short walk to shops and restaurants. We welcome you to St. Simon’s!

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, 330 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
A charming beach house is nestled close to the shoreline, surrounded by lush palm trees and rocky formations. The clear blue sky complements the sandy beach and calm waters, creating a serene coastal atmosphere. Nearby homes reflect a mix of architecture, adding to the scenic view.
Home in St. Simons
5 out of 5 average rating, 41 reviews

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

Top guest favourite
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.
Guest suite in St. Simons
4.99 out of 5 average rating, 219 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 !

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

It's time to kick back and relax at newly renovated Saltlife below deck. Smoke a butt on the Green Egg, hang out in our tiki hut on the hammock, griddle up some pancakes and eggs on the flat top griddle, or just relax on the patio and feel the ocean breeze. 3 blocks to the beach and crab corner (4 popular SSI restaurants). We loved living here and now want to share our place with you.

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, 89 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, 14 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.

Top guest favourite
Apartment in St. Simons
5 out of 5 average rating, 17 reviews

Beachy Keen

Coastal retreat just minutes from Pier Village, shops, dining, and the beach. Enjoy a bright, thoughtfully designed space with a fully equipped kitchen, in-unit laundry, and comfortable living areas. Community amenities include a pool and fitness center—perfect for relaxing after a day exploring St. Simons.

Guest favourite
A cozy living area features a plush sofa with floral patterns and a wooden coffee table. An adjacent bedroom area is visible, showcasing a bed framed by an elegant headboard. Natural light enters through the glass doors, enhancing the warm atmosphere.
Home in St. Simons
4.84 out of 5 average rating, 103 reviews

Charming Guest Cottage 1 block from Beach

Located one block to beach and close proximity to the pier and village! This very quaint Gust Cottage located at the back of this sweet 1930's beach cottage has been professionally decorated and completely redone by the best architect who typically designs multi-million dollar homes on Sea Island.

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

Guest favourite
A bright room features a spacious king bed with white linens and decorative pillows. A small desk with a blue chair is positioned near a window allowing natural light. Two framed images of palms and a colorful structure add a pop of visual interest to the wall.
Hotel room in St. Simons
4.76 out of 5 average rating, 247 reviews

Standard Single King Room at Queens Court Inn

Top guest favourite
Home in St. Simons
4.96 out of 5 average rating, 129 reviews

Summer Special! Family Cottage w/ Bikes | Sleeps 9

Top guest favourite
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.
Home in St. Simons
4.93 out of 5 average rating, 59 reviews

Flying Turtle SSI

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

2 Bdrm 2 bath Beachfront Condo in St Simons Island

Top guest favourite
Home in St. Simons
5 out of 5 average rating, 11 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

Top guest favourite
Flat in St. Simons
5 out of 5 average rating, 15 reviews

Blue Herons Nest

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, 26 reviews

Coastal Comfort Dual Master Suites 3BR/3BA

Guest favourite
The living room features a combination of brick accent walls and hardwood floors, creating a stylish atmosphere. A cozy seating arrangement includes a gray sofa and an armchair. Sunlight filters through large glass doors, opening to a balcony, while a colorful art display adds vibrancy to the space.
Apartment in St. Simons
4.88 out of 5 average rating, 26 reviews

Village Get-A-Way Loft in the Heart of St. Simons

When is the best time to visit St. Simons?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$224 SGD$226 SGD$247 SGD$245 SGD$235 SGD$245 SGD$253 SGD$220 SGD$205 SGD$226 SGD$248 SGD$236 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.

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