Saint Simons Island vacation rentals

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Top-rated vacation rentals in Saint Simons Island

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Guest favorite

Condo in St. Simons

4.96 out of 5 average rating, 113 reviews

Còmhla Condo - A Magical, Peaceful Escape

DISCOVER & EXPLORE this magical place our family fell in love with 28 years ago! This tastefully decorated, newly updated condo is located in desirable South Island and a short walk/bike to East Beach, the Pier, fun shops, unique restaurants, night life, live music, parks & playgrounds, coastal wildlife and conducive to relaxing meanderings under the canopy of Live Oaks & Spanish Moss. Fully equipped to sleep 5 comfortably. Còmhla = Together in Scots Gaelic. Let's enjoy being together :)

Apr 13 – 20

G$24,146 GYD per night

Guest favorite

Guesthouse in St. Simons Island

4.86 out of 5 average rating, 104 reviews

Redfern Respite

I’ve filled this small space with a giant personality of art I’ve collected over the years- whether it’s the Japanese 1970’s dinnerware or the stack of books on modern art and education, you’ll feel like you’re staying in a bit of a library, with vibrant colors abound, tucked in a quiet street but within walking distance to great food and live music. Just FYI, the main house which has a private entrance and it’s own deck on the other side of the property is also available- “Redfern Retreat”

Jan 26 – Feb 2

G$21,554 GYD per night

Guest favorite

Condo in St. Simons

4.96 out of 5 average rating, 253 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.

Sep 11 – 18

G$39,858 GYD per night

Guest favorite

Cottage in Brunswick

4.94 out of 5 average rating, 231 reviews

The Salon Cottage (Dog Friendly)

This charming cottage is the guesthouse located next to another Airbnb, which is surrounded by churches and a charming green space. You almost feel transported to old town Georgia with church bells chiming. Then you can have a lovely short walk to downtown Brunswick or to the bakery around the corner. Minutes from Jekyll and St.Simons for beach access. Newly furnished and very relaxing. This space has been completely renovated in 2021. Cool colors and just what you need for your getaway.

Jan 18 – 25

G$18,099 GYD per night

Guest favorite

Condo in St. Simons

4.91 out of 5 average rating, 137 reviews

GROUND FLOOR! NEWLY RENOVATED! “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.

Aug 6 – 13

G$29,843 GYD per night

Superhost

Condo in St. Simons

4.86 out of 5 average rating, 207 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

Sep 1 – 8

G$22,485 GYD per night

Superhost

Apartment in St. Simons

4.81 out of 5 average rating, 138 reviews

Studio Apartment on St. Simons Island

JUST COMPLETELY REDONE! New paint, furnishings, decor! No more water issues after county replaced the line! New separate Internet Router with fast speeds! This is a studio apartment located behind a house on St. Simons Island, GA. It is located above the detached garage and has its own entranceway accessed by a set of outside stairs. Large studio with a Queen bed, living room area, kitchen and bathroom. There is one bed so only setup for two people sleeping in same bed.

Jan 31 – Feb 7

G$24,576 GYD per night

Guest favorite

Apartment in Saint Simons Island

4.92 out of 5 average rating, 456 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.

Aug 28 – Sep 4

G$30,709 GYD per night

Guest favorite

Guesthouse in St. Simons Island

4.99 out of 5 average rating, 136 reviews

Private Cottage Under Giant Live Oaks

Enjoy your own island cottage on a quiet, lazy road shaded by majestic Live Oaks dripping with Spanish Moss. Discover true “island time” as you relax in our peaceful environment just down the road from marsh views and only 2 miles from the beach. Lovely church bells echo in the distance, adding to your tranquil your experience. The stand-alone cottage is on property with our own home, so we are here if you need us, yet far enough away if you don’t.

Jun 20 – 27

G$30,071 GYD per night

Guest favorite

Apartment in Saint Simons Island

4.98 out of 5 average rating, 314 reviews

The Studio

Comfortable, private studio-type apartment detached from main house on quiet street. Parking available for 3 vehicles. Includes bedroom with 2 full beds, full bathroom, living area with sleeper sofa, flat screen tv with internet tv streaming (Roku) and small area with countertop, sink, microwave, toaster oven, small refrigerator, free standing ice-maker, coffee maker and blender. Ceiling fans throughout!

Oct 9 – 16

G$22,380 GYD per night

Guest favorite

Guest suite in St. Simons Island

4.99 out of 5 average rating, 124 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 !

Jan 28 – Feb 4

G$35,136 GYD per night

Guest favorite

Cottage in Saint Simons Island

4.98 out of 5 average rating, 215 reviews

Salt Life Beach Upper Deck

3 blocks to the beach and a short 10 minute walk to the Village. It's a quiet neighborhood, great for enjoying coffee on the patio in the morning or refreshing beverages in the afternoon, you can hear the ocean waves from the patio. FLETC per diem accepted. Dogs may be considered at owner's sole discretion, additional fees will apply. Glynn Excise Tax #013038

Aug 7 – 14

G$37,064 GYD per night