Holiday rentals in St. Simons
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Top-rated holiday rentals in St. Simons
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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
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.
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!
The Nest at Pelican Place
Escape to this serene 3-bedroom, 2.5-bath townhouse on St. Simons Island, where coastal charm meets boho flair. Bathed in natural light, it features a spacious living room, fully equipped kitchen, and a cozy bar and entertainment area located in the garage! Relax on the screened-in porch or enjoy the convenience of a private laundry room and garage. Perfectly located off the causeway, it offers easy access to beaches, attractions, and island adventures. Your ideal getaway awaits!
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.
Coastal Comfort Stroll to Village, Pool & Tennis
Elegant 3BR/2BA Harbour Oaks condo, fully reimagined with shiplap, LVP flooring, and quartz countertops. Sleeps 8 with a king primary suite, queen guest room, and two full beds. Stylish coastal décor, in-unit laundry, and covered parking. Steps to pool, tennis, pickleball, and playground. Easy stroll to the Village and island hot spots—perfect blend of luxury and location for your St. Simons getaway.
Stanton Apt C - Historic retreat 1 block to beach
Experience a luxurious beach vacation in this fully restored 1920s 1-bed/1-bath apartment, just 30 seconds from the beach. This charming upstairs retreat seamlessly blends historic features with modern amenities. Enjoy a 2-minute walk to the King & Prince Hotel or a 10-minute stroll to the village. High-quality bedding, towels, kitchen supplies, and thoughtful touches throughout ensure a 5-star stay.
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!
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!
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.
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.
♥ of SSI Bungalow, Quick walk to beach and food ☼
• Fully renovated with you in mind • Premium location 2 blocks to the beach • 1 Block to many restaurants, market, brewery, rentals • Large TV w/ cable&internet • Outdoor seating & gas grill • Comfortable new king bed & full bed • Fully stocked kitchen w/ coffee • Washer/dryer
Popular amenities for St. Simons holiday rentals
Other great holiday rentals in St. Simons
Saltlife downstairs duplex
Stanton Apt D - Historic retreat 1 block to beach
Tranquility Place
Village Get-A-Way Loft in the Heart of St. Simons
Coastal Comfort Dual Master Suites 3BR/3BA
Beachy Keen
Private Cottage Treehouse Among Giant Live Oaks
N̈ew stylish 1250 sq ft beach cottage. St Simons
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $226 SGD | $247 SGD | $246 SGD | $235 SGD | $246 SGD | $254 SGD | $220 SGD | $206 SGD | $226 SGD | $248 SGD | $237 SGD |
| Avg. temp | 11°C | 13°C | 16°C | 19°C | 23°C | 26°C | 27°C | 27°C | 26°C | 21°C | 16°C | 13°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 $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!
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