House holiday rentals in St. Simons

4.96 out of 5 average rating, 128 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

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.

5 out of 5 average rating, 166 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.

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, 99 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!

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.

4.88 out of 5 average rating, 67 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!

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, 72 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!

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.

4.97 out of 5 average rating, 58 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, and free parking. Perfect for a romantic getaway or family escape.

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.

4.96 out of 5 average rating, 47 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

5 out of 5 average rating, 13 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!

5 out of 5 average rating, 24 reviews

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

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

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, 274 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

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.

4.93 out of 5 average rating, 116 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.

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, 37 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!

Popular amenities for St. Simons house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 177 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

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.

4.79 out of 5 average rating, 34 reviews

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

A modern beach house is showcased with a two-car garage and a spacious driveway made of stone pavers. Tropical palm trees flank the entrance, while a welcoming porch with two chairs invites relaxation. The exterior features a combination of light siding and natural stone.

5 out of 5 average rating, 13 reviews

St. Simons Getaway - Walk to beach & private pool!

5 out of 5 average rating, 16 reviews

Robin’s Nest

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, 11 reviews

Salty Breeze ~ (New Management)

Superhost

A five-story waterfront house features a prominent façade with large balconies and windows. The structure is framed by green landscaping, with a view of a bridge against a colorful sunset sky. A spacious driveway leads to the dual garage below.

Home in Brunswick

4.8 out of 5 average rating, 89 reviews

☀️Picturesque Views💥Game room👙Pool & Hot Tub

4.98 out of 5 average rating, 101 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

A bright living space is presented with a light-colored sofa and a brown recliner. A blue accent table is positioned next to the sofa. A dining area, featuring a round table and four chairs, is visible in the background, along with a chandelier that adds elegance.

4.91 out of 5 average rating, 35 reviews

Wade's Hideaway

Weekly house rentals

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, 72 reviews

Saltlife downstairs duplex

An outdoor space features a private pool surrounded by a tiled patio and a wooden fence for privacy. Comfortable lounge chairs are arranged near the water, while lush green plants add natural ambiance. The house includes large windows, allowing for ample natural light.

4.89 out of 5 average rating, 37 reviews

Rivera Retreat - Private Pool in SSI

5 out of 5 average rating, 12 reviews

Beach Peach · Walk to Beach · Dog-Friendly Cottage

The light blue bungalow is complemented by a well-maintained front yard, featuring lush greenery and mature trees. A gravel driveway leads to the entrance, with a welcoming front porch and a combination of large windows that invite natural light into the home.

4.89 out of 5 average rating, 9 reviews

Blue Sky Bungalow

5 out of 5 average rating, 4 reviews

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

A brick pathway leads to the front entrance of a single-story home, flanked by well-maintained shrubs and trees. The exterior features light-colored brick and contrasting dark shingles, creating a welcoming and serene entrance. Windows are adorned with green shutters, adding a touch of charm.

5 out of 5 average rating, 9 reviews

Haven on the Green: St. Simons Family Retreat

Home in St. Simons Island

5 out of 5 average rating, 3 reviews

Carol's Retreat~ Coastal SSI 4BR Retreat Sleeps 10

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.

4.94 out of 5 average rating, 36 reviews

The SUGAR SHACK

Private house rentals

Superhost

The charming treehouse is nestled among lush greenery, featuring a spacious front deck with steps leading up. Soft lighting emanates from the windows, creating a warm ambiance. Surrounding palm trees and plants provide a tranquil setting, inviting guests to relax in nature.

4.76 out of 5 average rating, 54 reviews

The Treehouse near the Village sleeps 6

5 out of 5 average rating, 8 reviews

Charming Craftsman style Cottage Near the Beach

Superhost

5 out of 5 average rating, 3 reviews

Village and Beach with a pool, sleeps 10 near

A private pool is surrounded by a spacious patio, featuring several lounge chairs for relaxation. Adjacent to the pool, a screened porch with large windows offers shaded seating, creating an ideal space for outdoor enjoyment.

5 out of 5 average rating, 5 reviews

May Joe Cottage-Walk to Village, Pier, and Beach

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, 12 reviews

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

A charming coastal cottage is showcased, featuring a light-colored exterior with a welcoming covered porch. Lush greenery surrounds the home, complemented by a white picket fence and a gravel driveway, providing easy access to the entrance under a canopy of trees.

5 out of 5 average rating, 50 reviews

Southern Living Cottage in the Village

5 out of 5 average rating, 5 reviews

Oak's End Haven - 119 Demere Oaks Circle

A charming beach cottage is surrounded by lush landscaping featuring palm trees and flowering shrubs. A wide porch is visible, furnished with red chairs. A gravel pathway leads to the front steps, and a white picket fence partially encloses the yard.