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23 properties available
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
(22)
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
$532.50 / per night avg
4
bedrooms
4
baths
10
guests
4.8
(19)
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
$220.00 / per night avg
2
bedrooms
2
baths
5
guests
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
$1,047.50 / per night avg
5
bedrooms
5
baths / 1 half bath
14
guests
5
(10)
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
$672.50 / per night avg
4
bedrooms
4
baths / 1 half bath
12
guests
4.9
(13)
Welcome to Live Oak Cottage, a charming haven nestled in the heart of Saint Simons Island. Ideally located just a short ride from the beach and the vibrant Village, this thoughtfully designed retreat blends coastal charm with modern comforts, creating the perfect getaway for families and friends. Whether youre seeking relaxation or adventure, Live
Live Oak Cottage
Home
$360.00 / per night avg
3
bedrooms
2
baths
6
guests
4.8
(30)
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
$866.00 / per night avg
5
bedrooms
5
baths / 1 half bath
12
guests
5
(24)
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
$812.50 / per night avg
5
bedrooms
4
baths
10
guests
4.9
(12)
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
$517.50 / per night avg
4
bedrooms
3
baths / 1 half bath
8
guests
4.7
(11)
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
$248.00 / per night avg
3
bedrooms
3
baths / 1 half bath
7
guests
5
(11)
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
$478.50 / per night avg
4
bedrooms
4
baths
8
guests
4.9
(10)
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
$283.00 / per night avg
3
bedrooms
3
baths
8
guests
5
(4)
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