Holiday rentals in St. Simons

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Top-rated holiday rentals in St. Simons

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Top guest favourite
An open kitchen and living area are showcased, featuring dark cabinetry and a central island with seating. Pendant lights above create a modern look. A decorative front door, framed by stained glass panels, complements the space. Natural greenery is positioned in the corner.
Home in St. Simons Island
5 out of 5 average rating, 163 reviews

The East Inn - Hip Hideout Blocks from Beach

Tucked behind the historic Hazel's Cafe, this 4 bedroom hideout is rooted in and captures the "South End" living. Tall ceilings and large rooms make this Modern-Spanish style house the perfect oasis for taking it slow. Moments away you can be walking on our natural beaches, viewing our famous marshes, or catching magical sunsets. It is located 1 mile from The Village-the island's traditional "downtown" area and 5 blocks from the beach. This house is perfect for 2 families or large friend groups.

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 Island
4.94 out of 5 average rating, 210 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
Guest suite in St. Simons Island
4.96 out of 5 average rating, 152 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.

Guest favourite
A bright living area features a light-colored sofa adorned with decorative pillows. Soft sunlight illuminates the space, highlighting a round coffee table made of natural wood. In the background, a modern kitchen with bar seating is visible, contributing to a welcoming open-concept design.
Home in St. Simons Island
4.96 out of 5 average rating, 46 reviews

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, for a stress-free stay. Perfect for a romantic getaway or family escape.

Guest favourite
The entrance features double glass doors that open to a bright living area. A rustic table, adorned with potted plants, sits on the covered porch. The background reveals a dining table with wooden chairs, providing a view into the cozy interior.
Home in St. Simons Island
4.95 out of 5 average rating, 92 reviews

Hidden Gem

Nestled off the beaten path, this hidden gem will attempt you to stay all day— but the beach, village, and great restaurants are all within a mile. Bring your bike or rent a golf cart & leave the car parked! Sip your coffee in the warm sun on the front porch or relax in the shade of the back porch. Unwind in the garden, rocking among natures beauty as the fountain provides a peaceful soundtrack & hummingbirds buzz nearby. End your day with a restful night’s sleep in the comfortable beds.

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 Island
4.97 out of 5 average rating, 328 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.

Top guest favourite
The entrance features a textured wall with a bright entrance door, flanked by a small potted plant. A wooden deck extends outward, leading to surrounding greenery, including a palm tree, while natural light brightens the area.
Cottage in St. Simons Island
4.91 out of 5 average rating, 133 reviews

Fairway Villas

Great for a couples getaway. Located on a lovely lagoon, you will enjoy a very peaceful setting shared with nature. Two decks overhang the water for turtle and fish viewing. Recently purchased and renovated with many new furnishings, floors, and appliances in a soft setting of sea foam, indigo blues, driftwoods, and grays. 55" Smart TV with full service Xfinity and Netflix along with free internet. There is another TV in the bedroom along with a very comfy chaise.

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 Island
4.95 out of 5 average rating, 133 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.

Guest favourite
An open-concept living area features natural light from multiple windows. A comfortable white sofa is centered on a decorative rug, complemented by a wooden coffee table. The kitchen, visible in the back, showcases stainless steel appliances and a modern design. A large indoor plant adds a touch of greenery.
Flat in St. Simons Island
4.86 out of 5 average rating, 295 reviews

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.

Top guest favourite
Guest suite in St. Simons Island
4.99 out of 5 average rating, 208 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 !

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 Island
5 out of 5 average rating, 74 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
The modern beach cottage features a sloped roof and large, angled windows framed in wood, allowing natural light to fill the interior. Planters with lush greenery are situated on either side of the entrance, enhancing the inviting appearance of the exterior.
Guest house in St. Simons Island
4.92 out of 5 average rating, 64 reviews

N̈ew stylish 1250 sq ft beach cottage. St Simons

New 1250 sq ft beach cottage located in a safe quiet neighborhood on sunny St Simons Island. Six minutes to beaches, golf, restaurants and shopping.This stylish place to stay is perfect for group trips. Sleeps five comfortably.

Popular amenities for St. Simons holiday rentals

When is the best time to visit St. Simons?

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Avg. price$200 SGD$209 SGD$229 SGD$242 SGD$232 SGD$242 SGD$250 SGD$216 SGD$202 SGD$223 SGD$244 SGD$233 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 1,860 vacation rentals in St. Simons Heights, over 420 vacation rentals in Sea Palms West, and over 1,860 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 650 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 560 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 930 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 570 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 180 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 550 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 20 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 550 homes with free parking, over 180 homes with self check-in, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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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