Holiday rentals in St. Simons
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Quick stats about holiday rentals in St. Simons
Total holiday rentals
Explore 1,480 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 45,990 verified reviews to help you choose
Family-friendly holiday rentals
1,260 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 580 rentals that welcome pets
Holiday rentals with a pool
950 properties feature pools
Rentals with dedicated workspaces
660 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.
Screened Porch-One block to beach-Walk to village!
Are you ready for a cozy beach vacation with walkability to restaurants and the beach? With the beach a block away and the villages less than a mile, Coaches Corner Cottages is the place for you! This is a newly renovated historical building with 4 separate cottages. Cottage B has 2 bedrooms, 2 bathrooms, patio with dining, smart TVs in all rooms with Hulu/Disney+, communal grill area and shared outdoor shower area. We pride ourselves on Five Star quality, ensuring you will have an amazing stay!
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.
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.
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 Peachy Palm
Charming beach house in the heart of St. Simons Island, just a short 2 min. walk to the Village, shopping, restaurants, lighthouse, fishing pier, and nightlife. The island’s stunning beaches are minutes away(2 mile drive from condo). This spacious one-bedroom retreat features a king-size bed, sofa sleeper, private balcony, and access to a complex pool. Fully equipped with WiFi, kitchen essentials, 4 beach chairs/towels, and free parking. Perfect for a romantic getaway or family escape.
Historic Beach Cottage - Steps to Beach & Dining
Experience a serene escape in this beautifully restored 1928 beach cottage. Blending historic charm with modern comforts, this home features an open floor plan, a fully equipped kitchen, and a comfortable living area. The cozy bedroom offers a peaceful retreat, and the modern bathroom includes a marble shower. Relax on the screened porch with a swinging daybed or take a short, two-block walk to the beach. Located in a vibrant neighborhood, you'll be steps away from dining and shopping.
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!
Designer Retreat | Walk to Redfern + Bikes!
Welcome to Blue Haven, a boutique coastal retreat just across the street from Redfern Village on St. Simons Island. Enjoy walkable access to local restaurants, coffee shops, and boutiques. Explore the island, relax on the beach, and unwind on your private patio with a fire pit beneath the shade of mature live oaks. Just minutes from Pier Village, East Beach, golf, and everything the island has to offer. Complimentary bikes, beach gear, and a 12 PM checkout included!
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!
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 !
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!
Escape to St. Simons This Fall + Save!
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
Other great holiday rentals in St. Simons
Oaks & Ocean Cottage - 3 minute walk to the beach
New Build Cottage near the Beach
Cozy Coastal Cottage
Blue Herons Nest
Saltlife downstairs duplex
Coastal Comfort Dual Master Suites 3BR/3BA
Cater Cove - private pool, 1 mile to beach, quiet!
Island Getaway | Fire Pit Patio | 5 mins to Beach
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 SGD | $226 SGD | $247 SGD | $245 SGD | $235 SGD | $245 SGD | $253 SGD | $219 SGD | $205 SGD | $226 SGD | $248 SGD | $236 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.
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