House holiday rentals in St. Simons

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.

4.99 out of 5 average rating, 174 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.

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A walkable path of stepping stones is bordered by various plants and shrubs, leading to the entrance of a well-maintained home. Lush greenery, including tall grasses and a large succulent, adds a natural element, while soft sunlight filters through trees in the background.

4.96 out of 5 average rating, 103 reviews

Heated Pool, Family friendly, Great Location

Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

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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.

4.89 out of 5 average rating, 74 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!

LocationFamilyCondition

The entrance features double glass doors that open to a bright living area. A rustic table, adorned with potted plants, sits on the covered porch. The background reveals a dining table with wooden chairs, providing a view into the cozy interior.

4.95 out of 5 average rating, 105 reviews

Hidden Gem

Nestled off the beaten path, this hidden gem will attempt you to stay all day— but the beach, village, and great restaurants are all within a mile. Bring your bike or rent a golf cart & leave the car parked! Sip your coffee in the warm sun on the front porch or relax in the shade of the back porch. Unwind in the garden, rocking among natures beauty as the fountain provides a peaceful soundtrack & hummingbirds buzz nearby. End your day with a restful night’s sleep in the comfortable beds.

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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.

4.96 out of 5 average rating, 78 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!

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5 out of 5 average rating, 11 reviews

Oaks & Ocean Cottage - 3 minute walk to the beach

Experience classic island charm in this beautifully updated beach cottage located just one block from the ocean on a quiet dead-end street. It's the perfect location with a short walk to bars and restaurants and the charming shops of the Pier Village. Inside, enjoy updated interiors and abundant natural light. Step outside to the fenced-in yard under a canopy of live oak trees complete with a screened-in porch for morning coffee and outdoor shower perfect for rinsing off after the beach.

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4.98 out of 5 average rating, 112 reviews

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!

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4.95 out of 5 average rating, 21 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!

LocationFamilyNearby

A charming cottage with a light blue metal roof is surrounded by lush palm trees and landscaped shrubs. The front features multiple windows that allow natural light, while a gravel pathway leads to the blue front door, setting a welcoming tone for guests.

4.98 out of 5 average rating, 279 reviews

3 Min Walk to Beach! Chairs, Bikes, & Wagon!

ONLY a 3 minute walk to the BEACH! *** NO PET POLICY *** NO EXCEPTIONS *** *** No Renters UNDER 25 yrs old. Everything you need for the BEACH IS SUPPLIED!!! A Beach cart, chairs (4), beach towels (5), an umbrella — JUST BRING your own SUNSCREEN!! We supply our guests with kitchen essentials —- Salt/Pepper, Sugar, Cooking Spray, Sandwich Bags, Tin Foil, Coffee, Filters, Creamer, Disposable Dinnerware! ***No need to rush to the grocery store your first

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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.

5 out of 5 average rating, 46 reviews

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!

LocationFamilyNearby

An inviting pool area is illuminated at night, featuring a spacious swimming pool alongside a hot tub. Lounge chairs are positioned around the pool, with a shaded umbrella providing space for relaxation. The house in the background showcases warm lights spilling from large windows.

4.96 out of 5 average rating, 185 reviews

Live like a local on SSI! Pool/Spa

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

LocationFamilySleep quality

5 out of 5 average rating, 20 reviews

Escape to St. Simons This Fall + Save!

Gorgeous, family-perfect 3BR.3BA home with pool in the heart of St Simons Island Discover your dream retreat on the mid-south side of Saint Simons, ideally situated near the vibrant shopping and dining options of Redfern Village, and just a bike ride away from the beach. This stunning property was beautifully renovated is 2021.

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Popular amenities for St. Simons house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 14 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

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A newly renovated beach house is depicted with a spacious outdoor area that includes a heated pool. The poolside is surrounded by a concrete patio furnished with lounging chairs and tables. Balconies are visible on the upper levels, enhancing the outdoor living space.

4.82 out of 5 average rating, 39 reviews

Renovated 3BR w/ Pool–Sleeps 10, Walk to Beach

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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.

4.95 out of 5 average rating, 63 reviews

The Peachy Palm

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5 out of 5 average rating, 22 reviews

Robin’s Nest

LocationValueParking

5 out of 5 average rating, 15 reviews

Cozy Coastal Clean 3BR-Pool-Beaches-Golf-Dining

LocationFamilyIndoor spaces

4.97 out of 5 average rating, 33 reviews

Cater Cove - private pool, 1 mile to beach, quiet!

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A cozy living area is provided with two comfortable armchairs and a round ottoman on a patterned rug. A large television is mounted on the wall above a wooden console table. Natural light enters through sliding glass doors leading to a private outdoor space.

4.98 out of 5 average rating, 48 reviews

Relaxing Lakeview Stay – Near Beach + Pool

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The exterior of a three-story townhome is framed by lush greenery. A balcony is visible on the second floor, adorned with potted plants. The garage door is open, revealing a vehicle parked inside. Sunlight brightens the scene, enhancing the home's inviting entrance.

5 out of 5 average rating, 15 reviews

Salty Breeze ~ At Demere Landing

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Weekly house rentals

An open living area features a mix of seating options, including a leather sofa and an armchair. Decorated with taxidermy and rustic elements, the space includes a dining table, large television, and display cabinets, creating a warm and inviting environment.

4.86 out of 5 average rating, 42 reviews

The Cherokee “Big” House

LocationFamilyBeach

A modern coastal home is framed by lush greenery, featuring a welcoming entrance with large windows and a distinctive angled roofline. A 6-seater golf cart is parked in the foreground, accompanied by a gravel driveway and manicured landscape elements.

4.94 out of 5 average rating, 65 reviews

Flying Turtle SSI

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An open living area showcases a comfortable brown leather sofa with bright yellow cushions, flanked by two accent chairs. A colorful area rug lies beneath a coffee table. The kitchen features modern appliances and white cabinetry, while a dining table with stylish chairs is visible in the background.

4.87 out of 5 average rating, 78 reviews

South End SSI "Sweet Home on Alabama"

ValueFamilyCleanliness

The kitchen features a large island with a marble countertop, surrounded by modern cabinetry. Stainless steel appliances, including a gas stove and hood, are neatly arranged. A dining area with wooden chairs is visible in the background, complemented by warm, natural light filtering through the windows.

4.99 out of 5 average rating, 74 reviews

Saltlife downstairs duplex

LocationFamilyBathroom

4.8 out of 5 average rating, 5 reviews

Callaway Cottage, Pet Friendly

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Superhost

A charming beach bungalow is featured with a welcoming front porch, adorned with rocking chairs. The orange door stands out against the light blue exterior. Lush greenery and colorful flowers enhance the landscape, with a gravel pathway leading to the entrance.

4.92 out of 5 average rating, 12 reviews

Island Oasis Bungalow - Walk to Beach, Village,

LocationAccuracyBathroom

The exterior of the home features a single-story structure surrounded by lush greenery and large oak trees. A paved driveway leads to a two-car garage, while the front entrance is framed by manicured bushes and plants, creating a welcoming ambiance.

4.96 out of 5 average rating, 96 reviews

Dunn's Creek

FamilyValueWi-Fi

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.

4.92 out of 5 average rating, 52 reviews

New Build Cottage near the Beach

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Private house rentals

The exterior of the coastal cottage showcases a welcoming porch with a large American flag hanging. The space features potted plants and a screened-in area, offering a cozy spot for relaxation. Light-colored siding and a metal roof contribute to the charming coastal aesthetic.

4.96 out of 5 average rating, 132 reviews

Fall Special! Family Cottage w/ Bikes | Sleeps 9

ValueLocationHospitality

The townhome exterior is framed by lush greenery, with manicured shrubs and trees providing a natural, serene environment. A paved driveway leads to a single-car garage for each unit, showcasing a blend of architectural styles in a peaceful neighborhood setting.

5 out of 5 average rating, 5 reviews

Salty Paws

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A charming cottage is framed by lush greenery and live oaks. The exterior features a welcoming porch with two rocking chairs and an American flag. Brick steps lead to the entrance, surrounded by well-kept flowerbeds and plants, creating an inviting approach.

5 out of 5 average rating, 16 reviews

East Beach Cottage

LocationFamilyBeach

5 out of 5 average rating, 4 reviews

*NEW* Sunny Circle SSI - 1.4 Miles from the Beach!

LocationCleanlinessBeach

A spacious living area features a large blue sectional sofa adorned with decorative pillows, complemented by two striped chairs. A round, woven coffee table occupies the center, while natural light streams through multiple windows, illuminating the room's calm ambiance.

5 out of 5 average rating, 15 reviews

Close to everything! Adorable 3 Br/3 Ba w/ Pool

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A single-story home is set back amidst lush greenery, featuring a well-manicured lawn. Tall palm trees frame the property, while a concrete driveway leads to a garage. A welcoming front porch is accented by a decorative emblem and surrounded by flowering plants.

4.93 out of 5 average rating, 41 reviews

The SUGAR SHACK

LocationFamilyBeach

4.96 out of 5 average rating, 23 reviews

Private Retreat: Hot Tub | Fire Pit | Screen Porch

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