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
Tiny Turtle, 1 queen, full bath and kitchenette
Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.
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 so many activities SSI has to offer, you will be less than a mile walk to Southern Soul and other great restaurants, a beautiful 10-12 minutes bike ride to the beach or you can explore the hidden trails and attractions close by and connect with nature. We are a dog friendly place with a fenced-in back yard and we are committed to provide you an "amazing southern hospitality."
Perfect Island Private Getaway-Walk2Beach-Village
If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.
Four Oaks Cottage, SSI-walk to beach!
Nestled under mature live oak trees, this 1940's beach cottage is quaint, comfortable, and cozy in a friendly, quiet neighborhood. Walk to the beach, ride bikes, sight see historic sites, golf, shop, dine out at a wonderful selection of great restaurants. Only takes 3-5 minutes to walk to the beach. Public access at 3rd or 5th streets. Between the Pier/Village/Neptune Park and the King & Prince/restaurants where all the action is and you can walk or ride bikes to. Great location!
Heart of the Island Studio Apartment/Walk to shops
The Cottages at Neptune Way #2 is a beautifully designed 1 bedroom studio, perfectly located in the heart of the SSI village area. One of 3 cottage units on the shared property, it boasts a quiet street tucked one block behind the bustling villa shops and restaurants. Extra tall ceilings, kitchenette with new vintage-style appliances, huge TV on the living area side of the studio, 2 Queen beds and direct access to shared back patio/yard. New bathroom with full sized laundry.
Cater Cove - private pool, 1 mile to beach, quiet!
This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.
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.
Stanton Apt A - Historic retreat 1 block to beach
Your perfect getaway, just 30 seconds from the beach! This 1-bed/1-bath apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 10-minute walk to the Pier 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.
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!
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 2, Quick walk to beach and food☼
• Fully renovated with you in mind • Premium location 2 block walk to the beach • 1 Block to many restaurants, market, brewery, and rentals • Large TV w/ cable&internet • Outdoor seating & gas grill • Comfortable new king bed • Fully stocked kitchen w/ coffee • Washer/dryer
Popular amenities for St. Simons holiday rentals
Other great holiday rentals in St. Simons
Three-bedroom luxury, central
Saltlife downstairs duplex
Stanton Apt D - Historic retreat 1 block to beach
Blue Herons Nest
Blue Sky Bungalow
Beachy Keen
Historic Beach Cottage - Steps to Beach & Dining
*Coastal Retreat - Walking Distance to the Village
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $225 SGD | $245 SGD | $244 SGD | $234 SGD | $244 SGD | $252 SGD | $218 SGD | $204 SGD | $225 SGD | $247 SGD | $235 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 $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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