Holiday rentals in St. Simons

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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 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.
Home in St. Simons
5 out of 5 average rating, 94 reviews

Great Island Location!

This well appointed end-unit townhome features a fully equipped gourmet kitchen. High speed Wifi is included through AT&T Fiber and a Roku is located in the living room. YouTube TV is included. The upstairs features a Primary Bedroom with a king size bed. The Primary Bathroom features a soaking tub, shower, double vanity, and a closet. A second bathroom with tub/shower combination is next to the fully equipped laundry room. Two additional bedrooms complete the upstairs (Queen and Full Bed)

Top guest favourite
Guest suite in St. Simons
4.96 out of 5 average rating, 162 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.

Guest favourite
A wooden sign marks the entrance to Gascoigne Condominiums, displaying the name prominently. Surrounding landscaping features lush green bushes and a bed of colorful flowers, including shades of purple and white, contributing to the welcoming atmosphere of the community.
Apartment in St. Simons
4.93 out of 5 average rating, 113 reviews

A Super Host Best Favorite on St. Simon's Island

Completely Renovated! This newly furnished condo is a great place to come back to after exploring all St. Simons Island has to offer. Just a short 3 miles from the beach and village area, it's perfect for a small family or couple. The condo has private parking and a great community pool. Enjoy a cocktail on the private deck while you make dinner on the grill! A Smart Home with Alexa in every room. You can have music in any room or the whole house, turn lights on and off by voice and more.

Top guest favourite
The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.
Apartment in St. Simons
4.96 out of 5 average rating, 119 reviews

Large Open 2 Bed 2 bath Condo Overlooks Pool

You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Guest favourite
The entrance features double glass doors that open to a bright living area. A rustic table, adorned with potted plants, sits on the covered porch. The background reveals a dining table with wooden chairs, providing a view into the cozy interior.
Home in St. Simons
4.95 out of 5 average rating, 96 reviews

Hidden Gem

Nestled off the beaten path, this hidden gem will attempt you to stay all day— but the beach, village, and great restaurants are all within a mile. Bring your bike or rent a golf cart & leave the car parked! Sip your coffee in the warm sun on the front porch or relax in the shade of the back porch. Unwind in the garden, rocking among natures beauty as the fountain provides a peaceful soundtrack & hummingbirds buzz nearby. End your day with a restful night’s sleep in the comfortable beds.

Top guest favourite
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
4.91 out of 5 average rating, 103 reviews

Lovely OceanWalk Condo, Pools, Golf Cart Available

Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! A golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.

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, 614 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
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.
Cottage in St. Simons
4.91 out of 5 average rating, 135 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.

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.

Guest favourite
Apartment in St. Simons
4.93 out of 5 average rating, 120 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 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, 85 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
A cozy living area is provided with two comfortable armchairs and a round ottoman on a patterned rug. A large television is mounted on the wall above a wooden console table. Natural light enters through sliding glass doors leading to a private outdoor space.
Home in St. Simons
4.98 out of 5 average rating, 40 reviews

Relaxing Lakeview Stay – Near Beach + Pool

Peaceful 3BR/2.5BA condo in a private St. Simons Island community. Relax with two pools (one heated), a fitness room, and plenty of space to unwind. Close to beaches, shops, and Pier Village, it's perfect for families or groups. Enjoy a fully equipped kitchen, cozy living area, and quiet surroundings. Your ideal island getaway awaits!

Popular amenities for St. Simons holiday rentals

When is the best time to visit St. Simons?

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Avg. price$222 SGD$224 SGD$245 SGD$244 SGD$233 SGD$244 SGD$251 SGD$218 SGD$204 SGD$224 SGD$246 SGD$235 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.

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 $64 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!

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