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23 properties available
Welcome to Rivera Retreat, a beautifully remodeled single-level home designed for guests seeking relaxation, comfort, and the true St. Simons Island local experience. This serene coastal escape has been expertly renovated and professionally decorated, offering a stylish, laid-back vibe for families or friends to unwind and reconnect.Guest reservati
Rivera Retreat
Home
$482.50 / per night avg
3
bedrooms
2
baths
6
guests
4.8
(18)
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
Harbor Light at the Beach
Home
$821.00 / per night avg
5
bedrooms
3
baths
12
guests
5
(52)
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
Porch Light Cottage
Home
$800.00 / per night avg
5
bedrooms
4
baths
10
guests
4.9
(20)
Welcome to The Retreat on Gould, a beautifully updated coastal sanctuary nestled in the heart of the scenic Village area of St. Simons Island. This thoughtfully reimagined home blends timeless Southern charm with sophisticated modern updates, creating the ideal setting for relaxation, connection, and unforgettable island memories.Designed with both
The Retreat on Gould
Home
$525.00 / per night avg
4
bedrooms
4
baths
10
guests
4.8
(23)
Welcome to Enchanted Getaway! Newly constructed in 2024, The Enchanted Getaway blends modern luxury with relaxed coastal charm and is located just one street from the beach and within an easy walk to the lively Pier Village area. Designed for memorable island vacations, this beautifully appointed home features an open-concept layout, a private pool
Enchanted Getaway
Home
$647.50 / per night avg
4
bedrooms
4
baths / 1 half bath
12
guests
4.9
(14)
Welcome to Sand Dollar Cottage! Tucked beneath the canopy of St. Simons Islands iconic live oaks and just steps from the beach, this inviting home blends Southern charm with coastal beauty and modern comfort. Located in the sought-after South End neighborhood, it offers the best of island living, quiet, breezy porches, and easy access to some of St
Sand Dollar Cottage
Home
$797.00 / per night avg
4
bedrooms
3
baths / 1 half bath
10
guests
Welcome to Serenity Oasis Villa 2, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape. Serenity Oasis consist
Serenity Oasis - Villa 2
Home
$312.50 / per night avg
3
bedrooms
3
baths / 1 half bath
8
guests
5
(25)
Shore Rush Cottage offers a serene and sophisticated escape in the heart of the Sea Palms community on Saint Simons Island. Surrounded by the natural beauty of the coastal marshlands and nestled near the manicured fairways of the renowned Sea Palms Golf Club, this luxury single-level retreat combines upscale comfort with the timeless relaxation of
Shore Rush Cottage
Home
$507.50 / per night avg
4
bedrooms
4
baths
8
guests
4.9
(12)
Welcome to Oasis at East Beach! Step into your ideal island escape, a spacious 4-bedroom, 5.5-bath retreat in one of St. Simons Islands most sought-after neighborhoods. Just a one-minute stroll from the wide sandy beaches and the peaceful Marshes of Glynn, this home blends coastal charm with modern comfort, creating the perfect backdrop for your va
Oasis at East Beach
Home
$700.00 / per night avg
4
bedrooms
5
baths / 1 half bath
10
guests
4.6
(3)
Welcome to RedFish Retreat, a spacious and inviting vacation condo atDemere Landing on St. Simons Island, GA. With 2,300 square feet of thoughtfully designed space, this four-bedroom, three-and-a-half-bathroom retreat comfortably accommodates up to 10 guests and is dog-friendly, making it ideal for families and friends looking for a relaxing island
RedFish Retreat
Condo
$275.00 / per night avg
4
bedrooms
3
baths / 1 half bath
10
guests
5
(17)
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.
Enchanted Hideaway
Home
$1,022.50 / per night avg
5
bedrooms
5
baths / 1 half bath
14
guests
4.9
(12)
Welcome to Moon Dance Cottage, tucked away on one of St. Simons Islands most peaceful and sought-after streets. This timeless coastal retreat now features a brand-new heated pool, creating the perfect balance of relaxation and island luxury (pool heating: additional $45/night upon request). Designed to capture the essence of St. Simons living, Moon
Moon Dance Cottage
Home
$382.50 / per night avg
3
bedrooms
3
baths
8
guests
5
(7)
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