Holiday houses in Saint Simons Island

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Top-rated holiday rentals in Saint Simons Island

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Guest favourite

Condo in St. Simons

4.96 out of 5 average rating, 115 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 :)

23–30 Jan

$248 NZD per night

Guest favourite

Guesthouse in St. Simons Island

4.85 out of 5 average rating, 106 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”

28 Jan – 4 Feb

$205 NZD per night

Guest favourite

Condo in St. Simons

4.96 out of 5 average rating, 255 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.

2–9 Mar

$380 NZD per night

Guest favourite

Cottage in Brunswick

4.94 out of 5 average rating, 232 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.

15–22 Jan

$194 NZD per night

Guest favourite

Cottage in St. Simons Island

4.92 out of 5 average rating, 102 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!

19–26 Aug

$343 NZD per night

Superhost

Condo in St. Simons

4.86 out of 5 average rating, 209 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

19–26 Aug

$206 NZD per night

Guest favourite

Apartment in Saint Simons Island

4.91 out of 5 average rating, 460 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.

20–27 Mar

$300 NZD per night

Guest favourite

Guesthouse in St. Simons Island

4.97 out of 5 average rating, 170 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

15–22 Dec

$289 NZD per night

Guest favourite

Guesthouse in St. Simons Island

4.99 out of 5 average rating, 139 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.

18–25 Jun

$267 NZD per night

Guest favourite

Apartment in Saint Simons Island

4.98 out of 5 average rating, 315 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!

3–10 Mar

$209 NZD per night

Guest favourite

Guest suite in St. Simons Island

4.99 out of 5 average rating, 126 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 !

18–25 Sep

$335 NZD per night

Guest favourite

Townhouse in St. Simons

4.98 out of 5 average rating, 180 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.

31 Aug – 7 Sep

$306 NZD per night