Vacation rentals in Saint Simons Island

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Top-rated vacation rentals in Saint Simons Island

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Guest favourite

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”

Dec. 15 – 22

$174 CAD per night

Guest favourite

Condo in St. Simons

4.96 out of 5 average rating, 251 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.

Dec. 14 – 21

$314 CAD per night

Guest favourite

Cottage in St. Simons

4.97 out of 5 average rating, 134 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.**

Mar. 4 – 11

$293 CAD per night

Guest favourite

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

Aug. 21 – 28

$180 CAD per night

Superhost

Apartment in St. Simons

4.81 out of 5 average rating, 137 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.

May 17 – 24

$203 CAD per night

Guest favourite

Condo in St. Simons Island

5.0 out of 5 average rating, 38 reviews

Charming Island Getaway on St. Simons Island!!

Island Retreat is a Gated community on the South end of St. Simons Island. 1 Bed & I Bath plus enclosed sun porch. This is a second floor unit with steps to the pool, Exercise Rm, Tennis court and Playground. Walking distance to the islands favorite restaurants & shopping destinations. In addition Island Retreat is just a 2 mile bike ride or quick drive to the beach. - Bedroom has queen bed. - living Room has queen sofa bed. - Fully equipped kitchen. - Full Bath

Feb. 18 – 25

$213 CAD per night

Guest favourite

Guesthouse in St. Simons Island

4.97 out of 5 average rating, 169 reviews

Charming 2 bedroom lower level beach cottage.

Charming downstairs 2 bedroom apt, in peaceful Brockinton Plantation. Biking distance to beach, shopping, restaurants, and historic sites. 1 bedroom has a queen bed and door to fenced in yard, and the 2nd bedroom has full and twin. Each bedroom has its own A/C and thermostat. Fully equipped kitchen, lovely updated bathroom with walk-in shower. AND we have a Shibumi beach shade for you to use! Come relax and enjoy the island! Small pets allowed-$100 fee

Dec. 22 – 29

$239 CAD per night

Guest favourite

Guesthouse in St. Simons Island

4.99 out of 5 average rating, 135 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.

Jul. 10 – 17

$265 CAD per night

Guest favourite

Cottage in Brunswick

4.92 out of 5 average rating, 177 reviews

Bells on Egmont Cottage (dog friendly)

This 1920 charming cottage is the main house next to another small cottage surrounded by 4 churches and a lovely green space. Take advantage of the stunning porch and have some sweet tea. 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.

Nov. 16 – 23

$200 CAD per night

Guest favourite

Condo in St. Simons Island

5.0 out of 5 average rating, 30 reviews

Lovely 2-Bedroom Condo with Pool

Welcome to Island Retreat! This two bedroom, two level condo is sparkling clean, pet free, and tastefully designed with coastal décor. In addition to the master and guest bedrooms our comfortable furnishings include a pullout sofa bed, flat screen TVs in every room, fully equipped kitchen, and a deck complete with seating and a gas grill. The community pool is only steps away!

Nov. 17 – 24

$242 CAD per night

Guest favourite

Townhouse in St. Simons

4.98 out of 5 average rating, 175 reviews

St Simons Cozy Coastal Townhome -Enjoy Island Time

Relax at our stylish St. Simon's Island Townhome and enjoy all the comforts of home. Awesome beds, 55inch TVs, full size kitchen, washer and dryer, and an extra private outdoor shower. Conveniently located on the island, this spacious townhome, has everything you need. You're close to everything (beaches, village, pier) and tons of island shopping.

Aug. 31 – Sep. 7

$253 CAD per night

Guest favourite

Guest suite in St. Simons

4.94 out of 5 average rating, 154 reviews

MarshMellow - Private Guest Suite w/ Marsh Views

Brand new guest suite with marsh views on a quiet cul de sac. In addition to the private suite, you'll have shared access to; screen porch, patio, and backyard.. Please reach out for special requests and pricing for unquie situations. The space is built for two adults. A young child could also be accommodated.

Jun. 15 – 22

$232 CAD per night