House holiday rentals in St. Simons Island

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Top-rated house rentals in St. Simons Island

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Top guest favourite
Home in St. Simons Island
4.96 out of 5 average rating, 123 reviews

Summer Special! Family Cottage w/ Bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5-bathroom coastal cottage in the heart of St. Simons Island. It features an open floor plan with a fully equipped kitchen, dining area for six, living room with a fireplace, and a screened porch for relaxing. The master bedroom with a king bed is on the first floor, and upstairs offers a bunk room that sleeps five, a king guest bedroom, and a sitting area with a coffee station. All bedrooms have ensuite bathrooms. The home comfortably sleeps nine gues

Top guest favourite
An open kitchen and living area are showcased, featuring dark cabinetry and a central island with seating. Pendant lights above create a modern look. A decorative front door, framed by stained glass panels, complements the space. Natural greenery is positioned in the corner.
Home in St. Simons Island
5 out of 5 average rating, 165 reviews

The East Inn - Hip Hideout Blocks from Beach

Tucked behind the historic Hazel's Cafe, this 4 bedroom hideout is rooted in and captures the "South End" living. Tall ceilings and large rooms make this Modern-Spanish style house the perfect oasis for taking it slow. Moments away you can be walking on our natural beaches, viewing our famous marshes, or catching magical sunsets. It is located 1 mile from The Village-the island's traditional "downtown" area and 5 blocks from the beach. This house is perfect for 2 families or large friend groups.

Top guest favourite
A living room area features a comfortable sectional sofa and a wooden coffee table. A television is positioned in front, with a light grey area rug grounding the space. The open layout connects to a dining area and a well-equipped kitchen, illuminated by natural light.
Home in St. Simons Island
5 out of 5 average rating, 91 reviews

Great Island Location!

This well appointed end-unit townhome features a fully equipped gourmet kitchen. High speed Wifi is included through AT&T Fiber and a Roku is located in the living room. YouTube TV is included. The upstairs features a Primary Bedroom with a king size bed. The Primary Bathroom features a soaking tub, shower, double vanity, and a closet. A second bathroom with tub/shower combination is next to the fully equipped laundry room. Two additional bedrooms complete the upstairs (Queen and Full Bed)

Guest favourite
A bright living area features a light-colored sofa adorned with decorative pillows. Soft sunlight illuminates the space, highlighting a round coffee table made of natural wood. In the background, a modern kitchen with bar seating is visible, contributing to a welcoming open-concept design.
Home in St. Simons Island
4.96 out of 5 average rating, 50 reviews

The Peachy Palm

Charming beach house in the heart of St. Simons Island, just a short 2 min. walk to the Village, shopping, restaurants, lighthouse, fishing pier, and nightlife. The island’s stunning beaches are minutes away(2 mile drive from condo). This spacious one-bedroom retreat features a king-size bed, sofa sleeper, private balcony, and access to a complex pool. Fully equipped with WiFi, kitchen essentials, 4 beach chairs/towels, for a stress-free stay. Perfect for a romantic getaway or family escape.

Top guest favourite
The living area features a light-colored sofa adorned with patterned cushions, complemented by a decorative ottoman. A large clock and coastal artwork are displayed on the walls, while natural light filters through the bright windows, enhancing the comfortable, inviting atmosphere.
Home in Brunswick
4.99 out of 5 average rating, 136 reviews

Charming Home near downtown & beaches.

It's a Beauty! Forget your worries in this extremely well insulated charming home located in a quiet and safe neighborhood. The hard wood floors in this 1900's refurbished home are spectacular. This beautiful cottage is walking distance to downtown and a short 10-min drive to the beaches. This place is exactly what you are looking for & has all the amenities. Super clean and new. Enjoy a relaxing swing on the porch and if you listen close, you might even hear a ship's horn in the distance.

Guest favourite
The welcoming entrance of the cottage features a covered porch with two rocking chairs and lush landscaping. A gravel driveway leads to a garage, while the façade showcases shutters and wood accents under a gently sloping roof.
Home in St. Simons Island
4.89 out of 5 average rating, 65 reviews

Starfish on Circle Drive - SSI Cozy Cottage

This traditional cottage on St. Simons offers relaxation, comfort, and proximity to the beach, dining and shopping. A large family room leads out to a backyard sanctuary with two screened-in porches. A fully stocked kitchen provides you opportunity to dine in, or head to the spacious deck to grill dinner or roast s'mores at the fire pit. Three bedrooms and two full baths. Pet-friendly, dogs only. Fenced yard. Secluded for peace and quiet, but conveniently located to visit all of SSI!

Top guest favourite
A serene koi pond, featuring vibrant orange and white fish, is framed by lush greenery and a wooden deck. The casual outdoor seating area invites relaxation, while the gentle sound of the waterfall enhances the tranquil setting.
Home in St. Simons Island
4.96 out of 5 average rating, 70 reviews

St. Simons Sanctuary - 2BR, Walk to the Beach

Unplug from it all in Sanctuary Cove - just a short walk to the beach, restaurants, and shopping. Right in the heart of the island - park your car and enjoy all the area offers. A unique and charming 2 bedroom, 2 bath house. After the beach, lounge in the shade, and watch the koi fish in the pond. Step inside to enjoy cool air, reclaimed hardwoods, stunning local art, and windows galore. With a well stocked indoor AND outdoor kitchen, nobody's going hungry while you enjoy your vacation!

Guest favourite
The exterior of a charming home is showcased, featuring a light gray facade and a covered front porch with two seating chairs. Lush greenery frames the property, including shrubs and palm trees. A pebbled driveway leads to the entrance, creating a welcoming approach.
Home in St. Simons Island
4.95 out of 5 average rating, 43 reviews

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

Top guest favourite
Home in St. Simons Island
5 out of 5 average rating, 9 reviews

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!

Top guest favourite
A private pool is surrounded by a spacious deck, featuring two floating pool toys. The area is shaded by a large, centuries-old oak tree. A cozy seating area is visible in the background, bordered by greenery and privacy fencing.
Home in St. Simons Island
4.98 out of 5 average rating, 83 reviews

Close to Beach Heated Pool and Spa-Rent Golf Cart!

This charming beach house is in the BEST location ON THE ISLAND! Very close to beaches and the Village. Brand new pool & spa built 2023. Brand new bathroom and refreshed interiors. Luxurious linens and brand new beds make this place feel like a breath of fresh air. Enjoy grilling under the majestic, centuries old oak tree on the back deck. 3 BR feature large smart TV’s. A true vacation stay on the iconic SSI. 6 Seater Golf Cart Add On is available as well!

Top guest favourite
A spacious living area features high, vaulted ceilings and large windows that invite natural light. Comfortable seating is arranged around a coffee table, with a soft ottoman in the center. A wood-burning fireplace is positioned against a white brick wall, complemented by tasteful decor.
Home in St. Simons Island
4.93 out of 5 average rating, 114 reviews

The Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Top guest favourite
A charming red cottage is framed by lush greenery and tall trees, providing a sense of privacy. The entrance features a welcoming gray door with a doormat. A cozy seating area on the front porch is partially visible, inviting relaxation in the natural surroundings.
Home in Brunswick
4.98 out of 5 average rating, 122 reviews

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

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