5 Bedroom St. Simons Island Rentals

Don’t be fooled by the small-town charm of St. Simons Island. This piece of paradise located just off the coast of Georgia brings fun, excitement, and entertainment in a big way! From sunny days on the beach to exciting strolls through beautiful marshland, St. Simons is a place where travelers can enjoy the magnificent great outdoors just as much as they can make the most of the downtown village scene. Whether you’re looking for a luxurious solo getaway or happen to be heading to St. Simons Island with plenty of family in tow, Lilmar Properties is here to help you book beautiful, comfortable and convenient 5-bedroom lodging on St. Simons Island GA. These rentals provide far more privacy and isolation than a hotel can. Still need more than 5 bedrooms? We’ve got you covered with Bryton’s Cottage!.


Properties Available 11 properties available
Harbor Light at the Beach is a classic East Beach cottage just minutes from the ocean, offering the kind of relaxed coastal charm that makes St. Simons Island such a beloved getaway. Tucked along Fourth Street in East Beach, this original island home reflects the neighborhoods long-standing tradition of welcoming beach cottages, simple, comfortable
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Harbor Light at the Beach Pet Friendly
Home
$635.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (52)
Welcome to Golden Hour, a stunning vacation rental located in the picturesque East Beach area of Saint Simons Island. This spacious home offers a perfect blend of luxury and comfort, making it an ideal getaway for families or groups of friends looking to unwind and enjoy the coastal lifestyle.Guest reservations of 3 to 21 nights come with a valuabl
Golden Hour Pet Friendly
Home
$850.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (28)
Welcome to Porch Light Cottage! Just a 2-minute walk from the beach, lighthouse, park and Pier Village, this luxury 5-bedroom, 4-bath retreat (including a private pool house) offers the ideal mix of comfort, privacy, and unbeatable location. Nestled in the heart of St. Simons Islands historic Pier Village neighborhood, Porch Light Cottage has been
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Porch Light Cottage Pet Friendly
Home
$812.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (12)
Welcome to Wading Inn, a stunning custom-built retreat in East Beach, completed in 2017 and proudly featured on the 2018 Christ Church Tour of Homes. Just a short stroll from the beach on the quiet stretch of Bruce Drive, this five-bedroom, five-and-a-half-bathroom home blends sophisticated coastal style with modern comforts, creating the perfect b
Wading Inn
Home
$1,200.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (114)
Nestled in the heart of East Beach, Enchanted Hideaway offers a luxurious oceanfront coastal retreat perfect for families and friends seeking relaxation and connection. This thoughtfully designed home boasts ocean views from the third level, a private heated pool, and multiple indoor and outdoor living spaces to create unforgettable memories on St.
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Enchanted Hideaway
Home
$1,047.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 5 (10)
Welcome to Goin' Coastal! Perfectly situated on 3rd Street in the much desired St. Simons Island East Beach neighborhood and a 1/4 mile to the 3rd St. beach access, Goin' Coastal offers its guests a wonderfully remodeled 5 bedroom / 4.5 bathroom home with a brand new heated pool.Guest reservations of 3 to 21 nights come with a valuable cred
Goin' Coastal
Home
$737.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (40)
Welcome to the spectacular Seahorse Villa! Enjoy blue skies, gorgeous ocean views, and your very own private pool when you vacation at Seahorse Villa on St Simons Island! Walk 125 yards and youll find yourself at the popular Coast Guard Beach for fun in the sun. This lovely 3,610 sq. ft.multi-story new home offers fantastic amenities for the perfec
Seahorse Villa
Home
$812.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.9 (94)
Welcome to Houdini by the Sea! This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $45/day) with plenty of pool side seating and lounging for use du
Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (48)
Welcome to A Wave From It All! This spacious and perfectly suited East Beach cottage with a private pool is located exactly where you will want to be for your visit to St. Simons Island. Located between 2nd Street and 3rd Street, the cottage is a very short and easy walk to multiple beach access points (0.2 miles to the beach access at the Coast Gu
A Wave From It All
Home
$657.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (131)
Welcome to OakLynn Retreat, a stunning brand-new vacation home located in the heart of St. Simons Islands most sought-after neighborhoodEast Beach. Just a short walk to both the beach and marsh-side sunsets, this beautifully designed two-story retreat offers the perfect blend of upscale comfort, thoughtful design, and timeless island charm.Inside,
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New Listing!
OakLynn Retreat
Home
$866.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 12 guests
Rating 5 (24)
St. Simons Island is a vacation destination that beckons visitors to come and make the most of their scenic surroundings while also indulging in time relaxing. That balance is exactly what youll find when you book a stay in Sunshine Magnolia. This 5-bedroom, 3-bath island cottage can easily host up to 12 guests at a time. MAX Occupancy is 12 guests
Sunshine Magnolia
Home
$565.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (126)

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