Property Results

Harbor Light at the Beach 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 traditio...

Beach Walker's Bliss Welcome to Beach Walker's Bliss! Nicely renovated, this 2 bedroom / 2 bathroom ground floor condo is located in the Ocean Walk Condominium complex - Unit L-1. Just a short 10 minute walk to the popular Pier Village Area, enjoy some of St. Simons Island's most popular restaurants and shops an...

Wading Inn 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 ...

Beach Club 418 Welcome to Beach Club 418! One of eight3 bedroom / 3 bathroom condos at the Beach Club, unit 418 is ready to welcome you to your next St. Simons Island vacation! Newly updated decor with wonderful top-floor ocean views, unit 418 will become guests' go-to condo within the Beach Club. The living r...

King & Prince 187 Welcome to Villa 187 at The King Prince Resort!Discover coastal luxury at this ground floor 3 bed, 3 bath condo that is truly one-of-a-kind. Nestled within The King Prince Resort, this villa offers an unparalleled experience of oceanfront bliss. Imagine waking up to the sound of waves, stepping on...

The Retreat on Gould 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, an...

Village Revival Welcome to Village Revival!This newly renovated 3 bedroom / 3 bathroom village cottage vacation rental located in the heart of the St. Simons Island Village area is the perfect St. Simons Island hideaway! Guests will find that the cottage is a 1 minute walk to all the best Pier Village area restaura...

Sandy Seaclusion Welcome to Sandy Seaclusion!Located in the quiet south end neighborhood of Toluca Landing and minutes to the beaches, shopping and restaurants on St. Simons Island, Sandy Seaclusion has it all! This dog friendly seaside escape offers 3 bedrooms and 2 bathrooms with a private fenced in backyard, an o...

The Broadway Bungalow Welcome to The Broadway Bungalow, a warm and welcoming coastal retreat located in the quiet and convenient St. Simons Heights neighborhood. This charming cottage is designed for relaxation, connection, and easy island living, with a secluded backyard and inviting porch spaces that make it easy to sl...

Highland House Welcome to the Highland House! This beautiful 3 bedroom / 2 bathroom home is located in a quiet neighborhood on the south end of St. Simons Island and is just 1 mile to the beach and the St. Simons Pier Village Area. From the moment you walk in the front door, you will feel as though you are at your...

Moon Dance Cottage 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...

The Beach House Welcome to The Beach House!Nestled on a quiet street, just a 5-minute walk to the beach, this completely remodeled island cottage is the perfect south end escape for guests to enjoy ALL of the fun on St. Simons Island. The 8x14 heated (upon request in advance for $45/day) pool is a tropical escape f...

Shore Rush Cottage 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 combine...

Porch Light Cottage 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 V...

Atlantic Cottage Professionally furnished, the Atlantic Cottage has everything guests are looking for in the next St. Simons Island getaway! Offering 4 spacious bedrooms and 3.5 bathrooms, the Atlantic Cottage will allow guests to put their toes in the sand after a convenient 200-step walk to the beach access at the...

High Tide Welcome to High Tide! This hidden gem is THE perfect villa to relax and enjoy some of the best marsh views on St. Simons Island! Situated in a secluded and quiet three home neighborhood on the marsh, High Tide has everything guests will want to enjoy island time. The large pool area and backyard spa...

The Bungalows at St. Simons Park - # 638 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 tranqui...

Oasis Cottage Welcome to the Oasis Cottage! This wonderful island escape is centrally located and just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of the Oasis Cottage will have their own private heated pool and spa (heated upon request for $45/n...

Goin' Coastal 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 reserv...

Inlet Villa Welcome to Inlet Villa, a luxurious retreat nestled in the heart of East Beach, Saint Simons Island, GA. This stunning 3,400 square foot home offers an unparalleled vacation experience with its prime location and exquisite amenities. Perfect for families and friends, Inlet Villa comfortably accommod...

Beach Club 432 Welcome to 432 Beach Club! This immaculate 2 bedroom / 2 bathroom condo has been and is the perfect getaway at The Beach Club on St. Simons Island. Just steps from the beach, this condo features stone and hardwood flooring throughout the spacious condo. Guest reservations of 3 to 21 nights come with...

OakLynn Retreat 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, tho...

Island Pearl Welcome to the Island Pearl! This beautifully updated vacation rental offers guests the perfect St. Simons Island escape with a private pool and tons of outdoor space for guests to relax and play. Fully renovated in 2021, the Island Pearl is a short 5-minute drive to the beach (1.5 miles), the islan...

The Livin's Easy Cottage Discover your perfect island retreat at 1150 East Peachtree St! Nestled ideally between seclusion and centrality, this beautifully renovated duplex offers a prime location just a short 0.2-mile stroll to beach access at Myrtle St. Whether you're seeking a peaceful hideaway or an exciting coastal...

Blue Heaven Welcome to Blue Heaven, a beautifully renovated four-bedroom, three-and-a-half-bath vacation home located just steps from the soft, wide sands of East Beach, one of St. Simons Islands most sought-after destinations. This spacious retreat offers over 2,500 square feet of coastal-inspired living space...

Enchanted Hideaway 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 liv...

King & Prince 148 Welcome to Villa 148 at the King Prince Resort! Any group gatherings and events at this property are limited to the number of occupants (6 persons) Sorry, pets are not allowed Linens (bath towels, beach/pool towels bed sheets) provided Check In: 4:00pm Check out: 10:00am The King Prince does heat...

Sanderling Cottage Welcome to the Sanderling Cottage!This completely remodeled 3 bedroom, 2 bathroom cozy cottage (sleeps 6) is dog-friendly, and located just a short 10-minute walk from the Village and Pier Area on St. Simons Island. This newly renovated vacation rental features a well-equipped kitchen that opens to ...

Ocean Pearl Introducing Ocean Pearl, a stunning oceanfront condo perched on the top floor, perfectly positioned on St. Simons Island. Just steps from the iconic Pier and Village, Ocean Pearl offers a luxurious 2-bedroom, 2-bathroom retreat where the beauty of the ocean meets unparalleled convenience.Enjoy the s...

Oasis at East Beach 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 ...

Cozy Coastal Cottage Welcome to Cozy Coastal Cottage! Newly renovated, this cute dog-friendly 3 bedroom / 2 bathroom cottage is located on a quiet street that is popular due to its close walking distance to the beach, shopping, restaurants, and the dog park! The open-concept kitchen, sitting area, and dining space are t...

Golden Sands Getaway 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...

More Fun Cottage Welcome to the More Fun Cottage!This immaculate 4-bedroom / 3-bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants, and shopping on St. Simons Island! The wraparound front porch and the chic coastal dcor will lure guests into island livin...

Lighthouse Cottage Welcome to the LighthouseCottage! Located 500 yards from the beautiful beaches on St. Simons Island, the Lighthouse Cottage is the perfect island escape for visitors to enjoy everything that the island has to offer, all within walking distance.Guest reservations of 3 to 21 nights come with a valuabl...

A Summer Hour Retreat Welcome to A Summer Hour Retreat. Visitors to St. Simons Island who want to stay in the center of the islands best experiences will find that this charming retreat places them within easy walking distance of the Village Pier, the ocean, local restaurants, boutique shops, and Neptune Park Fun Zone. W...

St. Simons Grand 306 Planning a fun getaway to St. Simons Island, whether youre a solo traveler, couple, or group of family and friends promises to be an amazing experience. While youre likely looking forward to the peace, beauty, and tranquility to be found in this incredible location, that doesnt mean you cant pair th...

The Maggie Mae 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 fr...

Under the Oaks Welcome to Under the Oaks! Located in a brand new community - Orchard Place, this private cottage has everything your group will want for your next vacation to St. Simons Island! Minutes to the best beaches, shopping, and restaurants on St. Simons Island, Under the Oaks is a special getaway right in...

Stones Throw Cottage Welcome to Stones Throw Cottage, a two story retreat on the south end of St. Simons Island that blends relaxed coastal style with an easy, walkable location. Just an 80 yard walk from the beach and close to the Village, pier, parks, shops, and local restaurants, this home offers a comfortable settin...

Live Oak Cottage 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. Wh...

Serenity Oasis - Villa 1 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 seeki...

Summertime Cottage Discover your perfect island retreat at 1152 East Peachtree St! Nestled ideally between seclusion and centrality, this beautifully renovated duplex offers a prime location just a short 0.2-mile stroll to beach access at Myrtle St. Whether you're seeking a peaceful hideaway or an exciting coastal...

Oak Beach Cottage Welcome to the Oak Beach Cottage!Nestled on a quiet street just a 4-minute walk to the St. Simons Island beach, this custom-built home has it ALL! The large 30x18 swimming pool and spa (can be heated upon request for an additional fee) is a resort-like escape for guests to enjoy the large backyard s...

Stay Salty Welcome to Stay Salty! This recently redecorated, spacious East Beach cottage features two levels of wraparound porches allowing you to enjoy sweeping views of the marsh as well as plenty of outdoor living areas to relax and unwind.Guest reservations of 3 to 21 nights come with a valuable credit to ...

Casa De Playa Welcome to Casa de Playa! When your mind drifts to soft sandy beaches, swaying palms, and a private retreat to call your own, Casa De Playa delivers the perfect blend of luxury, comfort, and island serenity. This beautifully appointed 4-bedroom, 3-bath St. Simons Island home features a heated 12x24 ...

Oleander Cottage Oleander Cottage is what beach vacation dreams are made of! This newly decorated home exudes coastal style at it`s finest. It`s attractive sophisticated, yet oh so comfortable! The plush furnishings will make your stay a relaxed experience! Any group gatherings and events at this property are limit...

Golden Hour 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 ...

Coastal Village Retreat Welcome to the Coastal Village Retreat, a stunning vacation home nestled in the heart of Saint Simons Island, Georgia. This charming property offers a perfect blend of comfort and coastal charm, making it an ideal getaway for families or groups seeking relaxation and adventure. Located in the vibran...

Seahorse Villa 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 ...

Beachology 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...

La Reina Welcome to La Reina!This magnificent six-bedroom East Beach oceanfront home enjoys incredible views, loads of privacy provided by a split floor plan, gorgeous hardwood floors, and a large separate guest house. Many details include an infinity edge heated saltwater pool and spa with a beautiful blues...

Dixie Sunrise Dixie Sunrise welcomes guests to an elegant and thoughtfully designed coastal retreat in St. Simons Islands prestigious East Beach neighborhood. Known for its beach access, peaceful dune landscapes, and beautifully maintained residential streets, East Beach is one of the islands most desirable desti...

The Bungalows at St. Simons Park - # 634 The Bungalows at St Simons Park Unit #634: Welcome to your bright beach-inspired retreat just steps from the Pier Village and the golden sands of St Simons Island. This fully renovated two-bedroom, two-bath condo is one of four condos in a private and quiet street setting and shares a sparkling com...

The Bungalows at St. Simons Park - # 640 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 sh...

Latitude Adjustment Welcome to Latitude Adjustment!Welcome to Latitude Adjustment!Located in the south-end cul-de-sac neighborhood of Couper Place on St. Simons Island, this beautiful coastal escape has it all! Latitude Adjustment features 4 bedrooms, spacious living areas, and an outdoor pool living space that dreams ...

Sea Palms Colony When youre excited about a month-long getaway and cant wait to find accommodations that capture the essence of St. Simons Island living, a stay in Sea Palms Colony is bound to please. Guests who love the idea of indulging in a private retreat that still keeps them within proximity to island fun will...

Peachtree Oak Cottage Welcome to Peachtree Oak Cottage, a charming island retreat located in the quiet neighborhood of St. Simons Heights. This inviting home offers the perfect mix of comfort, privacy, and convenience, with easy access to beaches, restaurants, and shopping on St. Simons Island. One of the standout featur...

Sunshine Magnolia 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 ...

A Wave From It All 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 poi...

Coastal Crush Welcome to Coastal Crush! Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to dining experiences right at your doorstep. This beautifully furnished, fully renovated townhome is one block from beach access. Once guests walk in the door, they will...

Water Lily Cottage Welcome to the Water Lily Cottage!Located in the much-desired oceanfront community of Coast Cottages, this charming 3 bedroom / 3 bathroom home has it all! Views of marshes from three coastal front porch balconies will rock all of your worries away while you view the wildlife at your doorstep. Locat...

Houdini by the Sea 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 p...

Hamilton Cottage Welcome to the Hamilton Cottage! This magnificent four-bedroom, four-bath vacation rental home is a cornerstone cottage in the award-winning Coast Cottages beachfront neighborhood. Located at the entrance to brick-paved Coast Cottage Ln, Hamilton Cottage has designer furnishings and all the comforts...

Indigo Cottage Welcome to the Indigo Cottage!Newly Renovated for 2025! Travelers from near and far come to St. Simons Island to find their place under the sun. When youre craving a getaway experience where time on the beach is wonderfully balanced out with time exploring, a stay in the Indigo Cottage puts you near...

Vitamin Sea Cottage If your dream St. Simons Island escape includes the soothing rhythm of ocean waves, historic charm, and refined coastal living, then look no further than Vitamin Sea Cottage, your ultimate home away from home. Nestled in the heart of East Beach, one of the islands most treasured coastal enclaves, th...

Salt Air Villas #214 Welcome to Salt Air Villas Unit 214!The private, gated Salt Air Villas community is a quiet condo community located a short 1/2 mile from the best beaches, restaurants and shopping on St. Simons Island! Unit 214 is a nicely updated king bed efficiency unit with a bunk room. Guests will have access t...

Blue Crab Cottage Welcome to the Blue Crab Cottage! Located in a brand new neighborhood - Orchard Place, this private cottage has everything your group will want for your next vacation to St. Simons Island! Minutes to the best beaches, shopping and restaurants on St. Simons Island, Blue Crab Cottage is a special geta...

30 Waterfront Dr. #332 Welcome to 30 Waterfront Dr. #332, a sophisticated coastal retreat nestled in the South Island area of Saint Simons Island, Georgia. This pet-friendly rental offers breathtaking marsh views, creating a serene and private sanctuary for your stay.Spanning 1,550 square feet, this elegant three-bedroom,...

RedFish Retreat 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 ...

Emmeline Cottage Emmeline Cottage invites guests to experience the rare blend of refined coastal luxury and timeless seaside charm that defines St. Simons Islands sought-after Coast Cottage community. Known for its picturesque streets, charming architecture, and private beachfront access, this exclusive neighborhood...

Lucy's Hideaway Welcome to Lucy's Hideaway!This immaculate 4-bedroom / 2.5 bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants, and shopping on St. Simons Island!Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach g...

The Bungalows at St. Simons Park - # 636 The Bungalows at St Simons Park Unit #636: Step into your sunlit coastal sanctuary, just a short 57 minute walk from Pier Village and the islands pristine beaches. Thoughtfully renovated from top to bottom, this two-bedroom, two-bath condo blends breezy beach style with upscale finishes, nestled on...

Summer Wind When booking Summer Wind, unwinding in style is easier than ever during your St. Simons Island adventure. A new Heated Private Pool and Spa were completed in May 2023, making them available all year round! Any group gatherings and events at this property are limited to the number of occupants (8 per...

Sand Dollar Cottage 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, qu...

Beachy Keen Welcome to Beachy Keen at the North Breakers (Unit 404)! Beautifully remodeled inside and out, this gated ocean-view condo at the oceanfront community of North Breakers is a breathtaking home away from home for guests to enjoy on St. Simons Island. Conveniently located near the elevator, this two-be...

Enchanted Getaway 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 ho...

Circle Cottage Welcome to Circle Cottage! Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a private pool (14x24) and spa (8x8) tucked into a secluded backyard. Guests of Circle Cottage will enjoy quick access to the beaches, shopping, and restaurant...

Blue Skies Cottage Welcome to Blue Skies Cottage! Travelers looking for a sensational getaway destination will find everything theyre looking for in the scenic landscape that makes up St. Simons Island. When you prefer to pair your experience with accommodations that make comfort, style, and charm a priority, look no ...

Beach Club 337 Welcome to Beach Club 337! Immerse yourself in coastal serenity at this stunning 2BR/2BA ocean-view condo, perfectly situated within the premier Beach Club resort on St. Simons Island. Guests can enjoy resort-style amenities and breathtaking views while being just a brisk 7-minute bike ride from the...

Serenity Oasis - Villa 2 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 seeki...

Beach Lawn Cottage Welcome to Beach Lawn Cottage, an iconic oceanfront escape on beautiful Saint Simons Island, where coastal elegance meets modern comfort in a newly reimagined setting. Freshly renovated and expanded with an additional bedroom and bathrooms, this luxury retreat now features six spacious bedrooms and ...

Georgia On My Mind Welcome to Georgia On My Mind, your private slice of St. Simons Island where the pace slows down, the air feels a little sweeter, and vacation begins the moment you arrive. Tucked away in the quiet neighborhood of St. Simons Heights, this inviting home offers the best of both worlds, a peaceful sett...

Rivera Retreat 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 ...

King & Prince 155 Welcome to Villa 155 at the King Prince Resort! The beautifully renovated 2-bedroom / 2-bathroom ground-floor oceanfront condo is the perfect condo experience, giving guests everything that resort living has to offer on St. Simons Island. Located a short 1-minute walk to the main King Prince Resor...