Vacation rentals in St. Simons Island

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Top-rated vacation rentals in St. Simons Island

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Top guest favorite
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 Island
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 favorite
The spacious studio features a queen bed dressed in light linens, complemented by a decorative throw. Large glass doors open to a private balcony surrounded by greenery. A seating area with a chair by the window invites relaxation, while a sleek entertainment console holds a large TV.
Condo in St. Simons Island
5 out of 5 average rating, 101 reviews

Salt Air Villas - Walk to Beach Pier Restaurants

Studio close to beach, village, restaurants, shopping. Gated condo community, covered parking. Perfect couples getaway, business trip or extended stay. One bedroom, 1-queen bed, one bath, large shower, jetted tub & private balcony. Fully stocked kitchen, 2-burner cooktop, fridge w/freezer, sink, microwave, toaster oven. Keurig coffee maker. Decorative touches throughout. Large Screen Samsung Smart TV+ROKU Guest Mode. Comfy furnishings, washer/dryer. Not suitable for children No Smoking No Pets

Top guest favorite
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.
Guesthouse in St. Simons Island
5 out of 5 average rating, 206 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 favorite
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 Island
4.97 out of 5 average rating, 324 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 favorite
The exterior of the duplex cottage displays a two-story structure framed by lush trees. A gravel driveway leads to the entrance, with a balcony visible on the upper floor. Landscaping features low shrubs and natural wood accents complementing the serene environment.
Cottage in St. Simons Island
4.97 out of 5 average rating, 189 reviews

Top Floor Renovated Cottage by King & Prince Beach

This unique Cottage has just been renovated and redecorated with fine art and features beautiful shiplap walls as well as exposed wood beams and new floors throughout! The kitchen has been overhauled and features quartz countertops and an Italian farm house sink. The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the bedrooms is a full bathroom with a walk in shower. **This is a duplex and this unit is the top floor.**

Guest favorite
Cottage in St. Simons Island
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.

Top guest favorite
A serene swimming pool is framed by lounge chairs and palm trees, with an inviting sunset casting warm colors over the water. Umbrellas provide shade, creating a tranquil ambiance adjacent to the beach.
Condo in St. Simons Island
4.98 out of 5 average rating, 225 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

Top guest favorite
A circular seating area features six dark wood chairs arranged around a stone fire pit. The backyard is surrounded by lush greenery, including tall plants and trees. A cozy ambiance is created by the warm glow of the fire and soft lighting overhead.
Guest suite in St. Simons Island
4.98 out of 5 average rating, 103 reviews

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.

Top guest favorite
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 favorite
A charming cottage with a light blue metal roof is surrounded by lush palm trees and landscaped shrubs. The front features multiple windows that allow natural light, while a gravel pathway leads to the blue front door, setting a welcoming tone for guests.
Home in St. Simons Island
4.98 out of 5 average rating, 269 reviews

3 Min Walk to Beach! Chairs, Bikes, & Wagon!

ONLY a 3 minute walk to the BEACH! *** NO PET POLICY *** NO EXCEPTIONS *** *** No Renters UNDER 25 yrs old. Everything you need for the BEACH IS SUPPLIED!!! A Beach cart, chairs (4), beach towels (5), an umbrella — JUST BRING your own SUNSCREEN!! We supply our guests with kitchen essentials —- Salt/Pepper, Sugar, Cooking Spray, Sandwich Bags, Tin Foil, Coffee, Filters, Creamer, Disposable Dinnerware! ***No need to rush to the grocery store your first

Top guest favorite
Cottage in St. Simons Island
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 favorite
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 Island
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 !

Popular amenities for St. Simons Island vacation rentals

Frequently Asked Questions

  • Where is Saint Simons Island located?

    Saint Simons Island is on the southeastern coast of Georgia, United States, nestled along the Atlantic Ocean. It is known for its maritime forests, sandy beaches, and welcoming coastal communities.

  • When is the best time to visit Saint Simons Island?

    Mild temperatures and lower rainfall in spring and fall make those seasons frequently suggested for visiting Saint Simons Island. Summer is popular for beach activities but brings warmer weather and higher humidity.

  • What are some things to do near Saint Simons Island?

    Explore historic landmarks like the St. Simons Lighthouse Museum, stroll through oak-lined parks, or discover local shops and art galleries. Outdoor activities such as cycling, birdwatching, and kayaking around marshes are also often recommended.

  • How is the weather near Saint Simons Island?

    Saint Simons Island has mild winters around 43–65°F (6–18°C) and warm, humid summers reaching 89°F (32°C), with higher rainfall in late spring and summer. Expect comfortable evenings much of the year, with the possibility of coastal breezes.