Holiday rentals in Little Saint Simons Island

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Top-rated holiday rentals in Little Saint Simons Island

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Guest favourite
A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.
Cottage in St. Simons

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

4.94 out of 5 average rating, 226 reviews
Top guest favourite
The exterior showcases a light-colored building with multiple windows, allowing natural light to filter in. A wooden deck is visible, leading to a covered seating area. Nearby, a grill is situated on the deck, surrounded by trees for added privacy.
Tiny home in St. Simons

Tiny Turtle, 1 queen, full bath and kitchenette

Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.

4.95 out of 5 average rating, 215 reviews
Guest favourite
An aerial view of a charming Victorian home reveals its intricate architectural details. The porch extends across the front, framed by lush greenery and matured trees. Surrounding gardens provide a tranquil setting, highlighting the inviting entryway and multi-layered roofline.
Home in Brunswick

Bosch Huis Goldie - Luxury Victorian Retreat

• A stunning Victorian home set in an unforgettable destination. • Elevated luxury and a thoughtfully curated experience — we’ve anticipated everything you need to make your stay truly special. • Just a short walk or drive to exceptional dining, shopping, pristine beaches, and tranquil waters. • Your stay helps support the ongoing restoration of this beautiful historic property and the vibrant community around it. • Flexible, guest-first policies — if it’s possible, we’ll make it happen.

4.93 out of 5 average rating, 107 reviews
Top guest favourite
A wooden dock extends over calm waters, featuring a red-roofed pavilion at the end. A figure stands on the dock, overlooking the marsh and river. Lush greenery is visible along the water's edge, with a clear blue sky above.
Cottage in Darien

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)

5.0 out of 5 average rating, 228 reviews
Top guest favourite
Cottage in Darien

Stylish Luxury Marsh Retreat on Deep Water Creek

Tabby on Hudson Creek is a cozy modern cottage with all the style and amenities your family will need to make memories on the marsh. Located in between Savannah and St. Simons Island, the location is the perfect quiet retreat after a day of shopping, dining and beach hopping. Catch crabs or Kayak on the coastal waterways from your own private dock, or cozy up with a book in our gorgeously designed home. Who knows, you may even make friends with a river dolphin or manatee if you’re lucky!

4.94 out of 5 average rating, 179 reviews
Top guest favourite
A single-story cottage is nestled among overhanging trees, draped with Spanish moss. Two vehicles are parked in the gravel driveway, one outfitted with a kayak on its roof, while the warm exterior is complemented by a vibrant blue door.
Cottage in St. Simons

SSI Getaway Cottage Under the Oaks

A Great Vacation Rental centrally located on St. Simons Island in the Sea Palms community close to the Sea Palms Golf Resort. This is a 2 bedroom cottage one bdrm with 2 queen size beds, one bedroom with king size bed. Two full size bathrooms, washer-dryer, kitchen and living space combo and has a nice screened porch at the back of the house The cottage has great parking so if you are bringing a boat & trailer this is the perfect place Quiet and peaceful makes it a great getaway spot!

4.87 out of 5 average rating, 205 reviews
Top guest favourite
The outdoor area features a large, private pool surrounded by a screened-in patio. Two colorful inflatable floats—a unicorn and a flamingo—are positioned in the water. Comfortable seating is provided on the patio, enhancing the space for relaxation and enjoyment.
Home in Brunswick

Private Pool | Pet-Friendly | Fenced-in Yard

Bring the whole family! Pet-friendly four bedroom home with fenced-in yard and oversized private pool (NOT HEATED). Great location near beaches, golf, dining, and FLETC. Please note: We do not accept events or gatherings of any kind. This spacious home is in a quiet neighborhood just 15 minutes from St. Simons and 30 minutes from Jekyll Island. Enjoy the in-home gym with a treadmill, wall-mounted barre, and Peloton. Enjoy all the Golden Isles has to offer without island prices!

4.98 out of 5 average rating, 115 reviews
Top guest favourite
A welcoming cottage exterior is displayed, featuring a light gray façade and a distinctive yellow door. An American flag adorns the porch, which includes a small seating area. Surrounding greenery enhances the inviting atmosphere, while a paved driveway leads up to the entrance.
Home in Darien

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.

4.99 out of 5 average rating, 305 reviews
Top guest favourite
Home in St. Simons

Cozy Coastal Cottage

Your home away from home on St. Simons Island! Our house is beautifully updated with 3 private bedrooms, 2 full bathrooms and a spacious common area. The backyard is a private oasis complete with a sitting area, covered patio, large TV and grill. Bonus features include a fire pit and outdoor shower! Ample parking space. The house sits across from a quaint neighborhood park. Few minutes drive to the beach, and a short walk to shops and restaurants. We welcome you to St. Simon’s!

4.95 out of 5 average rating, 22 reviews
Top guest favourite
A charming beach house is nestled close to the shoreline, surrounded by lush palm trees and rocky formations. The clear blue sky complements the sandy beach and calm waters, creating a serene coastal atmosphere. Nearby homes reflect a mix of architecture, adding to the scenic view.
Home in St. Simons

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

5.0 out of 5 average rating, 50 reviews
Top guest favourite
The exterior of a French Country Estate is showcased, featuring a paved driveway leading to a two-story home surrounded by well-maintained landscaping. Lush green grass and tall trees provide privacy, complemented by elegant lampposts flanking the entrance.
Island in St. Simons

Robin's Nest, Saint Simons Island, GA

Welcome to our 2013 French Country Estate Located on Beautifully Manicured 1.25 Acres of privacy featuring four bedrooms each with en suite bath, 4.5 baths, a game room with pool table, home office, dining room, family room, screened in back porch with a gas grill, a private salt water pool which can be heated for additional fee (only needed Dec-Feb) fire pit for roasting marshmallows, outdoor music and bar, hammock.

4.98 out of 5 average rating, 100 reviews
Top guest favourite
A spacious living area features a light-colored sectional sofa with decorative pillows. A coffee table rests on a striped area rug, while a wall mirror reflects natural light. Simple decor elements on a side table enhance the inviting atmosphere.
Cottage in St. Simons

Coastal Cottage Under the Oaks - 2 Bedroom, 2 Bath

The perfect vacation rental on St Simons Island. The rental is located in the beautiful Sea Palms community and is within walking distance to the Sea Palms Golf Resort. The cottage has 2 bedrooms, each with a queen sized bed, 2 bathrooms, a washer and dryer, kitchen and living space combo, Wi-Fi, and a 55'' TV with cable. The cottage also has a peaceful deck next to the front door.

4.98 out of 5 average rating, 102 reviews

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