Holiday rentals in St. Simons

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Top-rated holiday rentals in St. Simons

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Top guest favourite
The exterior of the coastal cottage showcases a welcoming porch with a large American flag hanging. The space features potted plants and a screened-in area, offering a cozy spot for relaxation. Light-colored siding and a metal roof contribute to the charming coastal aesthetic.
Home in St. Simons
4.96 out of 5 average rating, 119 reviews

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

Guest favourite
A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.
Cottage in St. Simons
4.94 out of 5 average rating, 209 reviews

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

Top guest favourite
Two striped hammocks are suspended under a wooden gazebo, surrounded by lush greenery. A peaceful view of a tidal creek and marshland is visible in the background, inviting relaxation and connection with nature.
Guest house in Brunswick
4.94 out of 5 average rating, 142 reviews

CoastalCreekfrontStudio On tidal Creek & Marsh!

READ POST! Coastal creekfront getaway w/ palm trees, & lots of banana trees in the summer! The studio is decorated in a coastal theme, with a nice view of the creek & marsh. You may see various wildlife that live along the creek bank, like egrets, fiddler crabs, raccoons & otters. Close to restaurants, nightlife, Historic sights, hospital & shopping. FLETC <5 min, St Simons Island 15 mins & Jekyll Island 20 mins. Pets ok, limit 2 $40 fee SEE RULES. Min 2 night stay, weekly & BIG monthly disc

Top guest favourite
The cottage treehouse features a modern exterior surrounded by lush greenery, including tall oak trees. A gravel parking area is visible in front, with a staircase leading to a second-floor balcony. Large windows allow for natural light to enter the space.
Guest house in St. Simons
5 out of 5 average rating, 202 reviews

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse - all new construction with a beach community theme, laced with Southern charm. To reach your 600 sq/ft studio cottage, use the private entrance to access the stairway. Along with a full bath and a convenient kitchenette, you are welcomed to a large open living space with double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks. All guest bookings w favorable prior history will be considered.

Top guest favourite
A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.
Apartment in St. Simons
4.97 out of 5 average rating, 321 reviews

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.

Guest favourite
A serene bedroom features a spacious bed adorned with a mint green coverlet and decorative pillows. Soft lighting is provided by two bedside lamps. The light mint walls enhance the beach-themed decor, complemented by wall art that reads 'SeaShells.' A closet door is visible in the background.
Apartment in St. Simons
4.91 out of 5 average rating, 180 reviews

Ground Floor Island Oasis

This Ground Floor Island Oasis Condo has been completely renovated from top to bottom with all new furniture and island themed decor including a king sized bed and sleeper sofa which accommodates comfortably up to 4 guests.The kitchen is well stocked with everything you need to cook at home as well as full sized washer and dryer. Beautifully appointed dining room seats 4 guests. Enjoy Free WifI with TV in the bedroom and living room. Relax & make plans for the day by the cozy fireplace.

Top guest favourite
A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.
Apartment in St. Simons
4.99 out of 5 average rating, 135 reviews

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

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, 589 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.

Top guest favourite
A charming cottage with light blue siding features a vibrant yellow door. A gravel path leads to the entrance, surrounded by lush greenery, including ferns and a surfboard. The property is enclosed by a wooden privacy fence, enhancing a sense of seclusion.
Cottage in St. Simons
4.95 out of 5 average rating, 128 reviews

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.

Top guest favourite
Cottage in St. Simons
4.94 out of 5 average rating, 132 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

Top guest favourite
A welcoming living area is shown with a spacious sectional sofa and a large television. A soft rug covers the floor, while natural light filters in through windows. A cozy reading nook is visible in the background, adding to the inviting atmosphere.
Apartment in St. Simons
4.94 out of 5 average rating, 120 reviews

Golden Girls Getaway“Pet Friendly”

Wonderful first floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. You walk in and see all the upgrades this home has to offer for you and your entourage. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

Top guest favourite
A charming duplex is shown with a light blue exterior and yellow shutters framing two inviting front doors. The property is surrounded by lush greenery and a gravel pathway, creating a welcoming environment. Tall trees provide shade and enhance the setting.
Cottage in St. Simons
4.99 out of 5 average rating, 103 reviews

"Tidewater Two", 2BR 2Bath, 1 block to the beach!

Great location! 1 Block to the beach! Two bedrooms and Two Bath. Recently renovated and decorated. Everything is new, clean, fresh and comfortable. All appliances are new and top of the line, including washer and dryer. Furniture and Bedding are all new. Walking distance to 4 great restaurants.

Popular amenities for St. Simons holiday rentals

When is the best time to visit St. Simons?

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Avg. price$201 SGD$210 SGD$230 SGD$243 SGD$233 SGD$243 SGD$251 SGD$217 SGD$203 SGD$224 SGD$245 SGD$234 SGD
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Frequently Asked Questions

  • Where should I stay in St. Simons Island?

    Make yourself at home in St. Simons Island by choosing from our most frequently booked neighborhoods. We have over 1,820 vacation rentals in St. Simons Heights, over 430 vacation rentals in Sea Palms West, and over 1,820 vacation rentals in St. Simons.

  • Are there vacation rentals with a dedicated workspace in St. Simons Island?

    Yes! Work meets play with ease at over 380 vacation rentals in St. Simons Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in St. Simons Island?

    Four-legged friends are welcome in St. Simons Island. Choose from more than 550 vacation rentals for guests traveling with pets.

  • Are there St. Simons Island vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 990 vacation homes with pools in St. Simons Island, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in St. Simons Island?

    Experience the best of St. Simons Island with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in St. Simons Island?

    St. Simons Island has more than 540 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in St. Simons Island have self check-in?

    Absolutely! We offer over 130 house rentals with self check-in in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in St. Simons Island have free parking?

    Absolutely! We offer over 530 house rentals with free parking in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in St. Simons Island have a gym?

    Absolutely! We offer over 30 house rentals with a gym in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in St. Simons Island?

    Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with self check-in, over 30 homes with a gym, over 530 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in St. Simons

  • Total holiday rentals

    Explore 1,490 holiday rentals in St. Simons

  • Nightly prices starting at

    St. Simons holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 42,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 550 rentals that welcome pets

  • Holiday rentals with a pool

    990 properties feature pools

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wifi availability

    1,480 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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