Vacation rentals in Little Saint Simons Island

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Top-rated vacation rentals in Little Saint Simons Island

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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 7 – 14

G$21,416 GYD per night

Guest favorite

Cottage in Darien

5.0 out of 5 average rating, 175 reviews

Fern Dock River Cottage

Ideal for couples, business and adventure travelers to relax in a "private" cottage on a bluff. Safe parking for vehicles. Tie a boat at the dock. Write or read a book, fish, watch birds, lay in a hammock or do some crabbing. Dine and visit historical and recreational areas. Steps lead down and up a private entry door of the cottage. Stay a week! (About 20 minutes to St. Simons Island and 40 to Jekyll Island beaches). Close to I-95 & Hwy 17. (A smoke-free and pet free cottage)

Jan 2 – 9

G$29,947 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 8 – 15

G$17,968 GYD per night

Guest favorite

Home in Darien

4.98 out of 5 average rating, 122 reviews

Lighthouse Cottage

When visiting Darien, Lighthouse Cottage is a great choice. It is walking/bicycling distance from Downtown, Fort King George, Historic square, Harris Neck Wildlife Refuge (Great for wildlife photography) Parks and Waterfront also Restaurants and Shops. You'll find everything you need inside. Open living area, fully equipped kitchen and dining area. The bedroom has a queen size bed, private bathroom and there is an available washer/dryer. Perfect cottage for you and a companion.

Mar 11 – 18

G$22,749 GYD per night

Guest favorite

Apartment in Saint Simons Island

4.91 out of 5 average rating, 458 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.

Oct 6 – 13

G$30,717 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 24 – Jul 1

G$30,079 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$22,386 GYD per night

Guest favorite

Guest suite in St. Simons Island

4.99 out of 5 average rating, 125 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 !

Mar 14 – 21

G$35,145 GYD per night

Guest favorite

Home in Townsend

4.94 out of 5 average rating, 160 reviews

The Cloyster at Belleville Bluff

This little gem sits right across the quiet street from beautiful marsh views, with only a 5 minute walk to the dock and boat ramp. Enjoy your stay by relaxing on the elevated deck or screened in porch. Or, if you'd rather, spend your days fishing and crabbing from the local dock. Have a fire out back in the old molasses pit or in the outdoor wood burning stove upstairs on the deck.

Oct 18 – 25

G$25,705 GYD per night

Guest favorite

Guesthouse in Darien

4.92 out of 5 average rating, 303 reviews

Awesome one room with full bath guest house!

Kick back and relax in this calm, stylish space. It has queen and twin beds and also has a full bathroom with shower. AC and heat are provided as are towels and linens. A mini fridge and microwave have just been added. Finally, it has an HDTV with WiFi for enjoying movies or other entertainment.

Mar 22 – 29

G$16,745 GYD per night

Guest favorite

Bungalow in Saint Simons Island

4.93 out of 5 average rating, 360 reviews

♥ of SSI Bungalow 2, Quick walk to beach and food☼

• Fully renovated in 2017 with you in mind • Premium location 2 block walk to the beach • 1 Block to many restaurants, market, brewery, and rentals • Large TV w/ cable&internet • Outdoor seating & gas grill • Comfortable new king bed • Fully stocked kitchen w/ coffee • Washer/dryer

Aug 8 – 15

G$34,461 GYD per night

Guest favorite

Townhouse in Saint Simons Island

4.8 out of 5 average rating, 171 reviews

Freshly Remodeled on St. Simons

Relax on the beaches of charming St. Simons Island in this quiet, beautifully renovated 2 story townhouse. New comfortable mattresses/bedding, fully equipped kitchen and pool. Adjacent to health club, bike trails, golf course. 5 mins to beach/village

Mar 29 – Apr 5

G$28,083 GYD per night