Vacation rentals in St. Simons

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Top-rated vacation 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, 120 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

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
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
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
A well-lit bedroom features two queen beds adorned with white linens and tropical-themed pillows. Colorful bird art hangs on the walls above the beds, while a lighted side table to one side adds functionality. Natural light filters through white sheer curtains.
Guest suite in St. Simons
4.96 out of 5 average rating, 150 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.

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.
Condo in St. Simons
4.97 out of 5 average rating, 326 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
The exterior of a charming home is showcased, featuring a light gray facade and a covered front porch with two seating chairs. Lush greenery frames the property, including shrubs and palm trees. A pebbled driveway leads to the entrance, creating a welcoming approach.
Home in St. Simons
4.95 out of 5 average rating, 39 reviews

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

Guest favourite
Cottage in St. Simons
4.89 out of 5 average rating, 202 reviews

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.

Guest favourite
The exterior of the duplex is shown surrounded by lush greenery and mature trees. A gravel driveway leads up to the entrance, flanked by landscaped areas. The second floor features a balcony with wooden railing, providing a welcoming view of the surroundings.
Cottage in St. Simons
4.94 out of 5 average rating, 162 reviews

Renovated 2 Bedroom Beach Cottage Steps to Beach

This cozy cottage has just been fully renovated and newly decorated as of December 2020! The kitchen has been overhauled and features quartz countertops and farm house sink. ***This listing is for the downstairs unit at this duplex.*** The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the two bedrooms is a brand new full bathroom as well as a laundry room with a full sized washer and dryer. No pets allowed!

Top guest favourite
Home in St. Simons
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
The open space features a king size bed framed by soft lighting and lush tree canopy views. Two patterned chairs with bright yellow cushions are positioned opposite a stylish side table, providing a cozy seating area. A decorative touch is added with framed artwork on the walls.
Guest suite in St. Simons
4.99 out of 5 average rating, 205 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
The kitchen features a large island with a marble countertop, surrounded by modern cabinetry. Stainless steel appliances, including a gas stove and hood, are neatly arranged. A dining area with wooden chairs is visible in the background, complemented by warm, natural light filtering through the windows.
Home in St. Simons
4.99 out of 5 average rating, 68 reviews

Saltlife downstairs duplex

It's time to kick back and relax at newly renovated Saltlife below deck. Smoke a butt on the Green Egg, hang out in our tiki hut on the hammock, griddle up some pancakes and eggs on the flat top griddle, or just relax on the patio and feel the ocean breeze. 3 blocks to the beach and crab corner (4 popular SSI restaurants). We loved living here and now want to share our place with you.

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.
Apartment in St. Simons
5 out of 5 average rating, 73 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!

Popular amenities for St. Simons vacation rentals

When is the best time to visit St. Simons?

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Avg. price$217 CAD$227 CAD$249 CAD$263 CAD$252 CAD$263 CAD$271 CAD$235 CAD$220 CAD$242 CAD$266 CAD$253 CAD
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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 vacation rentals in St. Simons

  • Total vacation rentals

    Explore 1,490 vacation rentals in St. Simons

  • Nightly prices starting at

    St. Simons vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 42,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,290 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 550 rentals that welcome pets

  • Vacation 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 vacation 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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