Holiday rentals in St. Simons

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Top-rated holiday rentals in St. Simons

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Top guest favourite
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.
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.

Top guest favourite
A light-filled living space features a cozy pink sofa and a gray sectional, complemented by two dark chairs. A wooden table holds a TV across from a set of glass doors leading to the patio. Light wood flooring enhances the airy ambiance.
Cottage in St. Simons
4.97 out of 5 average rating, 99 reviews

Beach Cottage-Large Deck-One short block to beach!

Welcome to Coaches Corner, Cottage D. This is one of 4 separate cottages in the main house. Cottage D is on the second floor and consists of 2 bedrooms and 1 full bath. One bedroom has a king bed, second bedroom has a queen bed, and living room has a full sleeper sofa. Standout features include a patio with dining table, outdoor showers, communal grill area, smart TVs in all rooms, free on-site parking, & location 1 block from the beach and less than 1 mile from village shops and restaurants.

Guest favourite
Flat in St. Simons
4.86 out of 5 average rating, 14 reviews

Beach Cove - Near park, Beach, Pier 1BR sleeps 4

Keep it simple at this peaceful and centrally-located Coastal Oasis in the heart of St. Simons Island . Perfectly situated for anyone wanting easy access to the beach, restaurants, Pier Village, dog park, Mallery Park for pickleball/Tennis or just wanting to relax. 1 BR/1 bath, kitchen, large den with a dining area, and a primary suite with large luxurious Italian marble, ensuite bath with both a jetted tub and a shower. Fenced in yard with 2 Patios. Washer and Dryer.share with front unit.

Top guest favourite
A clear view of the swimming pool is presented, featuring a spacious area with surrounding palm trees and lounging chairs. The water appears inviting in the sunlight, with a gentle curve along the edge. Nearby buildings provide a backdrop to the outdoor scene.
Apartment in St. Simons
4.91 out of 5 average rating, 442 reviews

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

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
Home in St. Simons
5 out of 5 average rating, 13 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, 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
Cottage in St. Simons
4.94 out of 5 average rating, 140 reviews

1940's Beachy Cottage

This 1940s cottage is a a laid back, beachy getaway. Perfect for families! - Located amidst a beautiful canopy of live oaks -Quiet neighborhood, great for walking and biking -6 minute walk to the beach -1 mile from Pier village area -3 bedrooms; 2 bathrooms -Fully stocked kitchen -Washer/Dryer (detergent included) -Wifi and Roku - Screened-in porch - Fenced-in yard -Beach toys, wagon, and charcoal grill all included

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, 213 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 !

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, 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
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

When is the best time to visit St. Simons?

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Avg. price$223 SGD$225 SGD$246 SGD$245 SGD$234 SGD$245 SGD$252 SGD$219 SGD$205 SGD$225 SGD$247 SGD$236 SGD
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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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