St. Simons Island, GA is a premier coastal getaway, known for its pristine beaches, historic charm, and laid-back Southern elegance. Whether you’re seeking a luxurious oceanfront estate, a private marsh-side retreat, or a charming beach cottage just steps from the sand, this island offers something for every traveler. From homes with resort-style pools and private docks to rentals with exclusive Sea Island membership access, each property provides a unique blend of comfort, style, and top-tier amenities. This handpicked selection of the top vacation rentals on St. Simons Island showcases the best places to stay, whether you’re planning a family vacation, a golf retreat, or a relaxing escape by the water. Please note: Clicking on the links will direct you to VRBO, and we may earn a commission if you book through these links.

• Bedrooms: 12
• Bathrooms: 12
• Sleeps: 30
• Average Price per Night: $2,652

Designed for large groups and unforgettable coastal escapes, Shiphouse is a sprawling 12-bedroom oceanfront home on St. Simons Island that sleeps up to 30 guests. This unique three-level property offers stunning 180-degree ocean views, wraparound balconies, a private rooftop deck, and a beachfront pool for ultimate relaxation. Each floor features a gourmet kitchen, open-concept living and dining areas, and four en-suite bedrooms, ensuring plenty of space and privacy. Three luxurious king suites with soaking tubs provide a spa-like retreat, while bunk rooms with twin-over-double beds make it ideal for families. The rooftop deck is perfect for group gatherings, with a grilling station, outdoor dining, and panoramic ocean views. While direct beach access is tide-dependent, beach entry points are just steps away. Guests also receive a beach gear rental credit, making it easy to enjoy the sand and surf. Perfect for family reunions, corporate retreats, or multi-family vacations, Shiphouse offers a premier oceanfront experience in one of St. Simons Island’s most exclusive rentals.

• Bedrooms: 5
• Bathrooms: 5.5
• Sleeps: 12
• Average Price per Night: $2,186

Set along the pristine dunes of Gould’s Inlet, this luxury oceanfront estate offers expansive porches, a private pool, and breathtaking coastal views. Designed for family retreats and upscale getaways, the home blends elegant coastal charm with modern amenities. The main house features four spacious bedrooms, a library, and an open-concept living area with a fireplace, wet bar, and gourmet kitchen. A whimsical pulley system connects the kitchen to the poolside bar, making outdoor entertaining effortless. The guest house above the detached garage provides additional privacy with a king bed and two twins. Relax by the crystal-clear pool, gather around the fire pit, or unwind on the rooftop deck for sunbathing or stargazing. With a private path to the beach and complimentary beach gear rentals, this St. Simons retreat offers the ultimate oceanfront escape.

• Bedrooms: 9
• Bathrooms: 6
• Sleeps: 18
• Average Price per Night: $2,030

Just steps from the 9th Street beach access, this spacious island retreat blends coastal charm with resort-style amenities. Set in St. Simons Island’s East Beach neighborhood, the home features a private lagoon-style pool with a rock slide, a wooden footbridge, and shaded lounge areas—a true backyard oasis. Inside, the open-concept living space includes a gourmet kitchen with double ovens, a breakfast nook, and multiple dining areas. With eight bedrooms across three levels, including a third-floor loft with twin beds and an ocean-view balcony, there’s room for family gatherings and group getaways. Unwind in the screened patio, second-floor sitting area, or expansive balconies, all designed for relaxation. Guests also receive a beach gear rental credit, making it easy to enjoy the sun and surf. This St. Simons retreat is built for fun, comfort, and coastal adventure.

• Bedrooms: 5
• Bathrooms: 4.5
• Sleeps: 8
• Average Price per Night: $1,893

Offering some of the best views on St. Simons Island, this gated waterfront retreat is a spacious 5-bedroom home with a private dock, screened cabana, and swimming pool. Overlooking Gould’s Inlet, it’s a prime spot for fishing, boating, and breathtaking sunrises. Designed for relaxation and entertaining, the home features walls of windows, an open living space, and a gourmet kitchen with high-end appliances. An elevator, three-car garage, and multiple outdoor seating areas add to the convenience. While the layout is charming and unique, the unmatched waterfront views make this home truly special. Perfect for family getaways or an angler’s retreat, this 6,000 sq. ft. estate offers privacy, space, and a front-row seat to St. Simons’ coastal beauty.

• Bedrooms: 6
• Bathrooms: 5.5
• Sleeps: 14
• Average Price per Night: $1,620

Set on a double lot in historic East Beach, The Pelican Cottage offers spacious accommodations, modern comforts, and a prime location just over a block from Gould’s Inlet. Designed for family gatherings and group getaways, this coastal retreat sleeps 14 guests between the main house and a private guest cottage. The main home features a gourmet kitchen, butler’s pantry, and multiple living areas, while the guest cottage includes its own kitchen, a bunk room, and a king bedroom, making it perfect for a family of four. The third-floor king suite boasts ocean views, adding to the home’s coastal charm. Outdoor living is just as inviting, with a saltwater pool, spa, outdoor kitchen, and a fire pit by Sea Island Forge. With plenty of space and upscale amenities, The Pelican Cottage offers a relaxing and stylish St. Simons escape.

• Bedrooms: 5
• Bathrooms: 6.5
• Sleeps: 12
• Average Price per Night: $1,520

Enjoy breathtaking ocean views from this luxurious 5-bedroom, 6.5-bath vacation home in St. Simons Island’s East Beach neighborhood. Overlooking Gould’s Inlet, this spacious retreat blends upscale comfort with seamless indoor-outdoor living. The open-concept main level features a gourmet kitchen, dining area, and living room leading to a covered porch with ocean views. A first-floor primary suite offers a soaking tub and walk-in shower. Upstairs, two oceanfront suitesopen onto a private balcony, while two additional guest rooms provide comfortable accommodations. The ground-level entertainment space includes a second kitchen, lounge area, and poolside access. Outside, the oceanfront pool is perfect for relaxing and spotting coastal wildlife. While not directly on the sand, beach access is just a short walk away. With high-end amenities and panoramic views, this home is ideal for a memorable coastal getaway.

• Bedrooms: 5
• Bathrooms: 6
• Sleeps: 12
• Average Price per Night: $1,520

Beachfront living at its finest! This 5-bedroom, 5.5-bath oceanfront home offers breathtaking views from four balconies and a private rooftop deck. Located in the sought-after Coast Cottages community, guests are just steps from the sand and two community pools. The main living area features floor-to-ceiling ocean views, an open-concept chef’s kitchen, dining area, and game space, plus a large deck for outdoor dining. The primary suite on the top floor includes a private oceanfront balcony, wet bar, and spa-like bath. Additional guest suites, including a bunk room for kids, provide comfortable accommodations for up to 12 guests. Extras include a private elevator, two laundry centers, a gas grill, and outdoor showers. With unmatched coastal charm and modern comforts, this luxury vacation rental is the perfect St. Simons getaway.

• Bedrooms: 5
• Bathrooms: 5.5
• Sleeps: 14
• Average Price per Night: $1,486

Just a short walk from East Beach, the Lazy Turtle Cottage is a beautifully designed family getaway with everything you need for a relaxing coastal escape. Featuring a private pool, spa, screened porches, and stunning marsh views, this home offers a blend of comfort and luxury. Inside, a gourmet kitchen with high-end appliances, dual refrigerators, ovens, and dishwashers makes cooking a breeze. The expansive dining table seats 14, perfect for family gatherings. Two spacious living areas provide plenty of space to unwind, and the sunroom by the pool offers a relaxing spot for lounging. With five bedrooms, multiple wet bars, and a well-equipped outdoor space, the Lazy Turtle Cottage is a true vacation oasis. Whether you’re spending time at the beach or relaxing by the pool, this home is sure to be a family favorite for years to come.

• Bedrooms: 5
• Bathrooms: 5.5
• Sleeps: 16
• Average Price per Night: $1,450

Tucked away in the heart of East Beach, SEAesta Beach House is a spacious retreat designed for relaxation and togetherness. This newly remodeled five-bedroom, five-and-a-half-bath home offers over 5,000 square feet of living space, making it ideal for families and groups. Inside, the open-concept living and dining areas provide a welcoming space to gather, while the gourmet kitchen is fully equipped for home-cooked meals. A media/game room and high-speed WiFi keep everyone entertained, and TVs in every bedroom add extra comfort. Step outside to a private saltwater pool and patio, perfect for unwinding after a day of adventure. With its thoughtful design, upscale amenities, and a prime location near East Beach, SEAesta Beach House is the perfect coastal escape.

• Bedrooms: 5
• Bathrooms: 5.5
• Sleeps: 11
• Average Price per Night: $1,429

Designed for relaxation and entertaining, Oceans 43 Eleven Cottage is a beautifully appointed five-bedroom, five-and-a-half-bath home in St. Simons Island’s East Beach neighborhood. With a private pool, outdoor kitchen, and plenty of space for gathering, this home is ideal for families and groups looking to unwind by the coast. The open living and dining area features a large sectional, a 65-inch flat-screen TV, and a dining table for eight. The gourmet kitchen is fully equipped with stainless steel appliances, a gas stove, wine cooler, and ice maker. Two master suites—one on each level—provide a luxurious escape, while additional guest rooms and a bunk room offer flexible accommodations. Less than a five-minute walk to the beach and a short drive to restaurants and attractions, this cottage is the perfect coastal getaway.