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23 properties available
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,
OakLynn Retreat
Home
$842.50 / per night avg
5
bedrooms
5
baths / 1 half bath
12
guests
5
(28)
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
$547.50 / per night avg
4
bedrooms
4
baths
10
guests
4.8
(24)
Welcome to Serenity Oasis Villa 1, 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 consists
Serenity Oasis - Villa 1
Home
$312.50 / per night avg
3
bedrooms
3
baths / 1 half bath
8
guests
4.9
(25)
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
$865.50 / per night avg
4
bedrooms
3
baths / 1 half bath
10
guests
Welcome to Beachology, a charming and spacious vacation retreat nestled in the inviting Demere Landing neighborhood of Saint Simons Island. This 2,300-square-foot coastal escape offers the perfect setting for families and friends looking to unwind and explore the beauty of the island. Whether you're seeking relaxation, adventure, or a little of
Beachology
Condo
$370.50 / per night avg
4
bedrooms
3
baths / 1 half bath
9
guests
4.9
(34)
Welcome to Golden Sands Getaway, a stunning coastal retreat in Demere Landing on beautiful Saint Simons Island, GA. Perfectly situated just minutes from the islands pristine beaches, charming village, and top attractions, this spacious 3-bedroom, 3.5-bathroom condo offers the ideal mix of relaxation and adventure for families and groups. With an ex
Golden Sands Getaway
Condo
$341.50 / per night avg
3
bedrooms
3
baths / 1 half bath
7
guests
5
(11)
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
$500.00 / per night avg
3
bedrooms
2
baths
6
guests
4.8
(18)
The Bungalows at St Simons Park Unit #638: Discover island-inspired style and comfort in this freshly updated two-bedroom, two-bath condo, just a 57 minute stroll from Pier Village and sun-kissed beaches. Nestled on a serene, private street, Unit #638 is one of four chic bungalows sharing a tranquil community pool (Seasonal Pool Closure starting O
The Bungalows at St. Simons Park - # 638
Condo
$242.50 / per night avg
2
bedrooms
2
baths
5
guests
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)
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
$1,122.50 / per night avg
5
bedrooms
5
baths / 1 half bath
14
guests
4.9
(13)
Welcome to The Maggie Mae, a beautiful new home in the Lilmar Vacations collection, tucked along the iconic oak-lined streets of St. Simons Island. Designed with an easy coastal elegance, this spacious retreat pairs upscale finishes with a relaxed, welcoming feel, making it ideal for families and friends looking to unwind in style. The Maggie Maes
The Maggie Mae
Home
$525.00 / per night avg
4
bedrooms
3
baths / 1 half bath
8
guests
4.7
(13)
The Bungalows at St Simons Park Unit #640: Embrace coastal living in this beautifully renovated two-bedroom, two-bath retreat, just a short 57 minute walk from Pier Village and the islands sun-drenched beaches. Tucked away on a private, tranquil street, Unit #640 is one of four stylish bungalows sharing a sparkling community pool (Seasonal Pool Cl
The Bungalows at St. Simons Park - # 640
Condo
$242.50 / per night avg
2
bedrooms
2
baths
4
guests
5
(4)
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