Vacation Rentals By Owner In Saint Simons Island, GA

Tucked beneath majestic moss-draped oaks, this quintessential Old St. Simons cottage is full of coastal charm and character. Enjoy a private rear yard and charming brick patio, perfect outdoor dining, or unwinding after a day at the beach. Located directly across from Glynn Haven Park, also within easy walking distance of Brogan’s North and La Plancha for dining and drinks. Harris Teeter is a short drive away, and the island’s beautiful beaches are only minutes from your door.

Cottage

Callaway Cottage nestled under moss draped oaks, pet friendly, across from park

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$219.83

This condo has the feeling of home. Featuring 3 bedrooms 2 bathrooms living & dining areas, patio & large kitchen. The master bedroom includes a king bed, private bath, walk-in closet and TV with all privileges. The other two bedrooms have queen beds and share a bath.One bedroom has direct access the other next door to the bath room. The living area has a 55 TV Infinity connection including movies, sports, and wireless internet bundle. The dining area table can sit 6. This large kitchen has every thing needed to store, cook, and dine comfortably including a small breakfast table. Out the back door is a patio with a gas grill and smoker with sitting area to relax. You can walk quickly to the next door large shopping center and several restaurants. The local airport is across the road from the shopping center. The Village with lots of restaurants, shops, and bars are near by. Want to be on the water The beach is near by with a pier for fishing or relaxing. Also close by are boat docks with boat rental, bait, fishing guides, and dolphin watching tours. This is a great place to vacation, get away from snow & ice, or to be away from home. Ask for rates on longer stays.

Your island retreat away from home.

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$379.69

Amazing Views from Roof Top Deck! Located across the street from the Beach. 4 Bedroom 3 Bath Townhome at Beachcomberbrbr[Special Discounts]brEnter these dates to see discounted rates:brJune 14-19, 2026 (up to 5 nights)brJuly 5-11, 2026 (up to 6 nights)brJuly 22-29, 2026 (up to 7 nights)brAugust 2-7, 2026 (up to 5 nights)brbrbrTHE SPACEbrThe perfect location with the beach across the street and walking distance to the beach. Amazing sunrises can be seen from the Roof Top Terrace over looking the Ocean. There is plenty of space to sleep up to 8 guests.brbrBedroom Layout is: brbrPrimary Bedroom - front bedroom with a king bed, ensuite bath, single sink, and combo tub shower. TV-Samsung 60 brbrGuest Bedroom 2 - back bedroom with a queen bed, shared hall bathroom, single sink and combo tub shower. TV-Vizio 50 brbrUpstairs Guest Bedroom 3 - 2 single twin beds, shared hall bathroom, single sink and combo tub shower. TV - Insignia 50 brbrUpstairs Guest Bedroom 4 - 2 single twin beds, TV - Proscan 42brbrAdditional TV in Family Room Samsung 60brbrAccess the upper deck from interior steps for amazing views. Sorry, no grills are allowed.brbrKitchen is nicely equipped with Stainless appliances, Keurig single serve and small drip coffee pot, 2 slice toaster, blender, and an 8 quart crockpot.brbrFull size washer and dryer is located in kitchen laundry closet for your use.brbrWe're located mid-beach - halfway between the St Simons Pier Village and East Beach. This stretch of beach is not tide dependent and has plenty of walking distance in both directions. We're walking distance to local restaurant favorites like Crab Daddy's, Barrier Island Brewing, Fiddlers, and Porch.brbrMORE INFObrBeach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.brbrPets: This is not a pet friendly home.brbrNo Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.brbrMinimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.brbrNo Events: No events or parties. No overnight guests beyond the original booking group.brbrTax Certificate: #126822

Amazing Views from Roof Top Deck! 4 bd/3 ba Townhome at Beachcomber

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$786.33

YOUR ST. SIMONS VACATION HOMEbrJust 200 steps from East Beach, Tabby on 12th is a bright, coastal retreat with a private heated pool, fenced backyard, and two screened porches—including one with a swinging daybed that practically begs for morning coffee or a late-night read. Inside, you'll find vaulted ceilings, a tabby shell fireplace, and natural light in every direction. The open kitchen includes stainless steel appliances, a gas range, and bar seating for three, plus a dining table that seats six. A washer and dryer are tucked off the main hallway for easy post-beach cleanup. The home is 0.7 miles from the Coast Guard Station and 2.5 miles from the Village and Pier.brbrSLEEP IN ON ST. SIMONSbr• This home sleeps up to 9 guests across four bedroomsbr• Primary Bedroom (Main Level): King bed, vaulted ceiling, smart TV, and ensuite bath with soaking tub, open shower, and dual vanitybr• Guest Bedroom 1 (Main Level): Two twin beds with trundle, smart TV, and hallway access to full bathbr• Guest Bedroom 2 (Main Level): Queen bed with blue paneling and a full bath just outside the doorbr• Guest Bedroom 3 (Upper Level): King bed, vaulted ceiling, walk-in closet, seating area, and ensuite with walk-in shower and dual vanitybrbrST. SIMONS OUTDOOR LIVINGbrThe private backyard features a heated pool (available for an additional fee), gas grill, and string-lit firepit lounge with Adirondack chairs. There’s also an outdoor shower, screened porch with a swinging daybed, and plenty of space to spread out under the oaks.brbrTHE STARTER PACKbrWe set you up with essentials to start your staybr• 2 rolls of toilet paper per bathroombr• 1 roll of paper towelsbr• 2 trash bagsbr• 2 laundry podsbr• 2 dishwasher podsbrbrTHE FINE PRINTbr• Pool heat is available for an additional feebr• No petsbr• No smokingbr• Must be 25 or older to bookbr• Parking for up to four vehicles in the drivewaybr• Accommodation Excise Tax Certificate #105550brbrWHY EMMONS brTabby on 12th is managed by Emmons Realty, the most-reviewed vacation rental company on St. Simons Island. Locally owned, family-run, and always a call away. We want your vacation to feel like fireworks—but run like clockwork.

Heated Pool • East Beach • Firepit • Professionally Decorated • St. Simons

Saint Simons Island, Georgia, United States

4

Bed

4

Bath

9

Sleeps

$1758.62

The Park | Five Modern Homes w/ Swimming Pool

Saint Simons Island, Georgia, United States

12

Bed

6

Bath

26

Sleeps

$999.93

Welcome to Sweet Melissa’s, a charming island retreat tucked away near the Village area of St. Simons Island. Recently redecorated and thoughtfully updated with beautiful finishes throughout, this hidden gem blends modern comfort with relaxed coastal style—creating the perfect setting for your next getaway.brbrOutdoor Oasis-brStep outside into your own private tropical paradise. The stunning pool area is surrounded by lush greenery, offering a peaceful, resort-like atmosphere you won’t want to leave. Whether you’re starting your morning with coffee poolside, enjoying a refreshing swim in the afternoon, or winding down with a sunset barbecue, this serene outdoor space is truly the heart of the home. An outdoor shower with hot and cold water adds an extra touch of convenience after a day at the beach.brbrIndoor Living-brInside, you’ll find a bright, open-concept living space designed for comfort and connection. The inviting living room features a smart TV and flows seamlessly into the dining area and fully equipped kitchen—the true centerpiece of the home. The kitchen is outfitted with stainless steel appliances, including a gas stove, wall microwave, oven, dishwasher, and French door refrigerator, making it easy to prepare meals and gather with family and friends.brbrSleeping Arrangements-br* Primary Bedroom: King bed, TV, and private ensuite bathroom with walk-in showerbr* Bedroom 2: King bed and TVbr* Bedroom 3: King bed, TV, and ensuite bathroom with tub/shower combinationbrbrAn additional full hall bathroom with a shower ensures comfort and convenience for all guests.brbrLocation-brSituated on the desirable south end of St. Simons Island, you’re just minutes from the lively Pier Village area—the island’s social hub. Enjoy local shops, restaurants, and scenic strolls along the pier. Nearby attractions include the iconic lighthouse and museum, Neptune Park with its oceanfront pool, playground, mini golf, shaded picnic areas, and more—all set against beautiful coastal views stretching toward Jekyll Island.brbrAdditional Details: br* Not pet friendlybr* Optional pool heating available for $100/night + tax (must be requested at least 48 hours prior to arrival)br* No smoking permitted anywhere on the propertybrbrSweet Melissa’s is designed for relaxation, connection, and unforgettable memories. Book your stay and experience the island lifestyle at its finest.

New! Cottage with pool near pier village!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$389.24

Welcome to Moon Dance Cottage, tucked away on one of St. Simons Island's 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 Dance Cottage blends classic charm with modern comfort, offering three bedrooms and three baths thoughtfully arranged for both connection and privacy. Whether you're lounging by the pool, gathering with family, or exploring the nearby beaches, this home invites you to slow down and savor the rhythm of island life.brbrbrGuest reservations of 3 to 21 nights come with a valuable credit to use toward beach gear rentals during your stay! The credit amount of $40/night is included in each reservation. You may use your credit for bicycles, beach chairs and umbrellas, beach carts, kayaks, stand-up paddleboards, and even experiences with select vendors! The choice is yours!brLearn More About the Lilmar Vacations Beach Gear Credit!brAny group gatherings and events at this property are limited to the number of occupants (8 persons). Events such as weddings, rehearsal dinners, etc., are not permittedbrFireplace(s) not available for guest usebrNo Pets AllowedbrNo SmokingbrPool Heating Fee: Additional $45/night upon requestbrLinens (bath towels, pool/beach towels, bed sheets) providedbrCheck In: 4:00 pm Check out: 10:00 ambrParking for 3 vehiclesbrMinimum Age Requirement of 25 years of Age to rent the propertybrbrStep inside to discover a bright, open floor plan filled with natural light and warm, inviting details. The spacious living area provides a comfortable place to unwind after a day in the sun, while the fully equipped kitchen makes preparing vacation meals effortless. A generous dining space sets the stage for shared dinners, game nights, and the kind of conversations that make lasting memories. For added flexibility, a second living area offers a perfect retreat for kids to hang out, watch a movie, or enjoy quiet time away from the main gathering space.brbrOutside, the new heated pool serves as the centerpiece of your private oasis. Start your day with a refreshing swim, relax with a book poolside, or take an evening dip under the soft island sky. Surrounded by lush serenity, it's an ideal place to unwind and recharge between your island adventures.brbrMoon Dance Cottage comfortably accommodates up to eight guests, with two peaceful king bedrooms and a cheerful bunk room perfect for kids or extra guests. Every detail has been carefully curated for comfort and flexibility, including two convenient laundry rooms that make keeping beach towels and clothes fresh a breeze.brbrThe home's location is truly exceptional. Nestled in a quiet residential area, Moon Dance Cottage feels wonderfully private yet remains close to everything that makes St. Simons Island special. The beach is just a short walk or bike ride away, and the Village and Pier are nearby for shopping, dining, and local entertainment. Iconic landmarks like Neptune Park and the Lighthouse, along with local boutiques and island restaurants, are all within easy reach. The neighborhood's golf cart–friendly streets make exploring the island a delight.brbrWhether you're greeting the sunrise with your toes in the sand, biking to grab coffee in the Village, or spending a peaceful evening by the pool or rocking on the front porch, Moon Dance Cottage is more than just a vacation home; it's your island sanctuary for creating unforgettable memories.brbrCancellation Policy for Reservations of 29 Nights or Lessbr• Cancellations made 30 days or more prior to arrival receive a 100% refundbr• Cancellations made 14 to 29 days prior to arrival receive a 50% refundbrbrCancellation Policy for Reservations of 30 Nights or Morebr• Cancellations made 60 days or more prior to arrival receive a 100% refundbr• Cancellations made 30 to 59 days prior to arrival receive a 50% refundbrbr**To protect your vacation investment and avoid deposits lost to cancellation, Lilmar Properties strongly recommends the purchase of Travel Insurance, which is offered by Lilmar Properties during checkout or after booking. Contact Lilmar Properties with any questions.brbrAccommodation Excise Tax Certificate #STMA-22

New Listing! Moon Dance Cottage – New Heated Pool | Family-Friendly Near Beach & Pier Village

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$510.77

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 island life. The setting is quiet, picturesque, and designed for guests who appreciate tranquility paired with effortless access to the island's best experiences. This beautifully designed four-bedroom, four-bathroom cottage welcomes up to eight guests and offers king beds and HD Smart TVs in every bedroom, creating an atmosphere of privacy and comfort for couples, families, and groups alike. The home's dog-friendly policy ensures that every member of the family can enjoy the getaway. Large windows throughout the home frame the expansive marsh views, allowing sunlight and coastal breezes to flow naturally into each room.brbrbrGuest reservations of 3 to 21 nights come with a valuable credit to use toward beach gear rentals during your stay! The credit amount of $50/night is included in each reservation. You may use your credit for bicycles, beach chairs and umbrellas, beach carts, kayaks, stand-up paddleboards, and even experiences with select vendors! The choice is yours!brbrLearn More About the Lilmar Vacations Beach Gear Credit!brbrGroup gatherings and events at this property are limited to the maximum occupancy of eight (8) guests. Large events, including but not limited to weddings and rehearsal dinners, etc., are not permitted. Student groups and spring break gatherings are also strictly prohibited.brTwo dogs are allowed with a pet fee of $150 per petbrPool can be heated upon request for an additional fee of $45 / night.brFireplace(s) not available for guest usebrLinens (bath towels, pool/beach towels, bed sheets) providedbrCheck In: 4:00 pm Check out: 10:00 ambrParking for 5 vehiclesbrMinimum Age Requirement of 25 years of Age to rent the propertybrbrStep inside to find interiors that balance modern luxuries with an inviting coastal feel. The open living area features comfortable seating, a Sonos sound system, a smart TV, and calming marsh views that enhance each moment of your stay. The gourmet kitchen is fully equipped with high-end appliances, including a Keurig coffee maker, refrigerator, microwave, and dishwasher, making it easy to prepare meals from relaxed breakfasts to elegant dinners.brbrDining can be enjoyed indoors or on the spacious patio, where the outside becomes an extension of the living space. Here, guests are treated to breathtaking marsh scenery, gentle breezes, and a private heated pool, available for an additional forty-five dollars per day. This peaceful outdoor area includes a grill and comfortable seating, creating an ideal setting for evenings spent under the glow of golden hour or peaceful mornings listening to the rustling marsh grasses. The fully fenced surroundings also ensure a safe and enjoyable space for four-legged family members.brbrBeyond the cottage, guests are perfectly situated to enjoy the best of Saint Simons Island. Sea Palms offers access to golf, walking paths shaded by moss-draped oaks, and quiet roads perfect for biking. A short drive brings you to the island's iconic beaches, charming shops, and an impressive selection of restaurants ranging from casual coastal dining to elegant waterfront experiences. Whether you spend your days exploring or simply unwinding beside the pool with marsh views stretching endlessly before you, Shore Rush Cottage offers a calm and luxurious retreat to return to each evening.brbrShore Rush Cottage blends comfort, elegance, and natural beauty into a truly memorable coastal escape, inviting guests to relax, reconnect, and experience Saint Simons Island at its most peaceful and refined.brbrCancellation Policy for Reservations of 29 Nights or Lessbr• Cancellations made 30 days or more prior to arrival receive a 100% refundbr• Cancellations made 14 to 29 days prior to arrival receive a 50% refundbrbrCancellation Policy for Reservations of 30 Nights or Morebr• Cancellations made 60 days or more prior to arrival receive a 100% refundbr• Cancellations made 30 to 59 days prior to arrival receive a 50% refundbrbr**To protect your vacation investment and avoid deposits lost to cancellation, Lilmar Properties strongly recommends the purchase of Travel Insurance, which is offered by Lilmar Properties during checkout or after booking. Contact Lilmar Properties with any questions.brAccommodation Excise Tax Certificate #STMA-22

New Listing! Coastal Comfort Awaits – Dog Friendly Sea Palms Retreat | Private Pool & Marsh Views

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$319.87

You will adore the charm of our family tree house, located close to the heartbeat of the Village, Pier, Lighthouse and Neptune Park Play area of St. Simons Island. Kids and Adults alike love the nostalgia of The Treehouse.brbr[Special Discounts]brEnter these dates to see discounted rates:brJuly 6-9, 2026 (3 nights)brJuly 19-25, 2026 (up to 6 nights)brbrbrTHE SPACEbrEnter through the front porch into the quant sitting room with a smart TV. You have a small kitchenette with a 2-burner cooktop, dishwasher, microwave single serve coffee maker, blender and toaster oven. Sorry, there is NOT A REGULAR OVEN. The dining area seats 4 guests and a high top at entry is comfortable for 3 guests.brbrBehind the spiral staircase and off the kitchen is a bedroom with a full size bed (32 smart TV), adjoining a private bathroom with a clawfoot tub with a shower. Beyond this bedroom is a hall bathroom with a shower for additional guest use.brbrWinding up the spiral staircase (15-steps) to the loft area are 2 full size beds (32 smart TV), 2 seat sofa and a chair, with access to the screened in upper porch.brbrNote:brbrThis home is connected via a breezeway to the adjacent house, Palmetto Cottage. The breezeway connects to Palmetto Cottage's garage via a locked door that leads into Palmetto Cottage. You will not have access to Palmetto Cottage or the garage.brbrThere is not a washer and dryer in The Treehouse, nor an oven. brbrIf you need more space, consider renting both!brbrLocated on the south end of the Island, St. Simons Pier Village district serves as the downtown social hub and is a popular destination for shopping, dining and gathering on the pier and nearby lighthouse, playground and picnic areas. Overlooking the ocean and Jekyll Island across the way, you'll find the St. Simons Lighthouse and Museum, Neptune Park with its ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.brbrMORE INFObrBeach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.brbrPets: This is not a pet friendly home.brbrNo Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.brbrMinimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.brbrNo Events: No events or parties. No overnight guests beyond the original booking group.brbrTax Certificate: #126822

Unique Treehouse near the Village sleeps 6 guests

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$404.0

Designer kitchen with island seating, large dining table, two full NEW bathrooms, comfy den with 2 full size couches, large tvs, full laundry room, classic tabby exterior, walk to restaurantsbrbrThe Cottages at Neptune Way #1 is one of 3 cottages on the property. This property is a 1930’s bungalow fully renovated with beautiful finishes for a high-end experience and the location is EVERYTHING! Here you will be able to walk 1 block over to the village shops and restaurants and 3 blocks to walk by the ocean and visit the lighthouse. This property is set on a quiet street tucked between a park with gorgeous oaks (photo-moment!) and on the other side the start of the village/pier area to walk to local shops and restaurants. brbrThe main beach is just a short 3 minute drive, but we recommend renting bikes for the ultimate island experience. You will love your stay at the Cottages at Neptune Way! We hope to see you soon!

Cottage

Perfect SSI Village location, Beautifully designed, WALK to dinner/shopping/park

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$325.15

Welcome to Island Breeze at 1108 Reserve Lane-your stylish coastal retreat at the The Reserve at Demere! If you are looking for a longer stay on St. Simons this home will be a great option as we will honor FLETC rates. This beautifully 3-bedroom, 2.5 bath townhome combines modern design with relaxed island living, Step inside to a bright, open floor plan featuring hardwood floors, 9-foot ceilings, and a gourmet kitchen fully furnished with granite counters stainless appliances, and a spacious island that invites gatherings and conversation. brbrUnwind on the screened porch with your morning coffee or evening cocktail, surrounded by lush tropical landscaping. Upstairs, the serene primary suite offers a king bed, spa-style bath, and a walk-in closet, while two guest rooms ensure plenty of space for family and friends. All bedrooms have flat screens with Roku Smart Tv access along with cable, your streaming devices and WIFI access. Overflow guest parking is located across from townhouse. brbrLocated in one of St. Simons Island's most desirable communities, you're just minutes from the beach, pier village, shopping, and restaurants. Enjoy the resort-style pool. peaceful pond views, and easy on-off island access. brbrWhether you're here for a family getaway, a couple's escape or a long term rental stay 1108 Reserve Lane offers comfort, convenience, and charm- the perfect blend of modern luxury and Southern Hospitality.brbrMore Info: Beach gear included! This home offers beach gear such as beach chairs, beach towels, bags and beach toys FREE for your use. A grill on the back porch is also available for your use.brNo PetsbrNo Smoking: No smoking is allowed in the home.brbrNo events or partiesbrbrNo overnight guest beyond the original booking group.

A Place to Call Home in the Heart of it All. Modern Comfort in a Quiet Location.

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$396.17

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 Resort Hotel building, guests will have access to full resort amenities, including the heated King & Prince hotel pools, spas, resort restaurant and bar, tennis, golf, as well as the King & Prince South Villas pool, which is 20 yards from the condo's back door! The large open green space surrounding the pool is right in your backyard and the perfect place for kids to play!brbrGuest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your stay! The credit amount of $30/night is included in each reservation. You may use your credit for bicycles, beach chairs and umbrellas, beach carts, kayaks, stand-up paddleboards, and even experiences with select vendors! – The choice is yours!brbrAny group gatherings and events at this property are limited to the number of occupants (6 persons)brSorry, pets are not allowedbrNo SmokingbrLinens (bath towels, beach/pool towels & bed sheets) providedbrCheck In: 4:00 pm Check out: 10:00 ambrThe King & Prince does heat their main hotel pool during the cooler fall/spring/winter months.brParking for two vehicles. 1 covered/reserved parking spot in a gated area next to the South VillasbrMinimum Age Requirement of 25 years of Age to Rent the PropertybrKing & Prince Resort requires a credit card on file for incidentals. brbrThe large kitchen offers guests new stainless steel appliances and open views of the living room through the bar seating area. The luxurious coastal style living and dining space offers seating for four at the dining table and plenty of living room seating with two chairs and a queen sleeper sofa. The large 65 HD Smart TV is the perfect gathering place for guests to enjoy the game or a movie. The living space flows towards ocean views, the beach, villa pool, and the patio space through a wide sliding glass door. Enjoy sunrises or evening cocktails on the wide patio with a dining table for four.brbrGuests of Villa 155 will enjoy premium luxury bedding in both bedrooms. The primary bedroom suite offers a king bed with ocean views, direct oceanfront patio access, and a private double vanity bathroom with a tub/shower. The guest bedroom offers guests two twin beds and its own bathroom located in the guest hallway. brbrVilla 155 at the King & Prince Resort is a luxurious and enjoyable condo that is sure to make your time on St. Simons Island a memorable one!brbrCancellation Policy for Reservations of 29 Nights or Lessbr• Cancellations made 30 days or more prior to arrival receive a 100% refundbr• Cancellations made 14 to 29 days prior to arrival receive a 50% refundbrbrCancellation Policy for Reservations of 30 Nights or Morebr• Cancellations made 60 days or more prior to arrival receive a 100% refundbr• Cancellations made 30 to 59 days prior to arrival receive a 50% refundbrbr**To protect your vacation investment and avoid deposits lost to cancellation, Lilmar Properties strongly recommends the purchase of Travel Insurance, which is offered by Lilmar Properties during checkout or after booking. Contact Lilmar Properties with any questions.brbrAccommodation Excise Tax Certificate #STMA-22

Oceanfront King & Prince Villa w/ Access to Resort Amenities!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$338.77

Welcome to Old Bay Hideaway!! brbrYou'll be glad you booked this vacation rental as the owners have tried to think of everything to make your stay a memorable one. Sleeps 8, with an additional bunk room for the smaller kids. Three bedrooms and 2.5 bathrooms and just a 3 minute walk to the boardwalk to the beach. Another 2 minute walk and you'll be in your beach chair on the beach. brbrYou are in for a treat as you start exploring Old Bay Hideaway. Eclectic décor and fun color choices are displayed throughout this home. Check out their selection of light fixtures and fans. Very cool. Top-of-the-line Serena Lilly bedding in a couple of the bedrooms along with vintage surfboards (decoration only) located around the house. brbrThe ground floor entrance has 2 bedrooms that are serviced by a Jack N Jill bathroom and access to a private, fenced back patio with table, chairs, umbrella and gas grill. The fenced-in patio area has a back gate for letting the puppies out to do their business and the garbage cans are located just outside the patio area to the right. The first bedroom on the ground level has a full bed over a queen bed - bunk style. The second bedroom has a king-sized bed and the large closet has two single bunks for when there are extra kids. Both downstairs Smart TV's are 50 inch. The back patio is perfect for grilling, dining outdoors, morning coffee or afternoon cocktails.brbrUpstairs, on the main living level, you will find the easy to entertain, open floor plan. All new appliances have just been installed in the kitchen where any of your culinary callings can be satisfied in this well stocked kitchen. Be sure to check out the amenities! The dining table can seat 6 and the kitchen bar can handle three more. A big 65 inch Smart TV is wall mounted in the living room with ample seating for all the big games. This owner will have a college football package available this fall and winter. brbrOn the third level you will find the master bedroom with an en-suite bathroom and outdoor balcony. The master is fitted with a king bed and 50 inch Smart TV. A desk and chair are available for those who may be working or schooling via the internet. A coffee bar is available in the master suite complete with a Keurig, coffee pods, cups, sweeteners, creamer and stirrers.brbrThe amenities don't stop here. Also available for guest use - 4 beach chairs and a lounger, beach toys, beach cart, boogie board, and beach towels. If you feel like a round of golf there is a set of right handed golf clubs you are welcome to use. brbrWe know you'll love exploring St Simons Island and exploring all that Old By Hideaway has to offer.brbrCHECK IN: 4:00 pm brCHECK OUT: 10:00 am brbr• Any group gatherings and events at this property are limited to the number of occupants (8 persons). br• Up to two (2) dogs allowed with a $125 per pup non-refundable fee. No cats.br• Parking is available for up to 3 cars in front of the unit. No more than 3 cars at any time.br• NOTE: Driftwood Drive beach access is under construction and closed.** Olive Way will be the closest beach access. br• 1.5 miles to the pier, village and lighthouse areabrbrRing Doorbell camera at front door. brbrMinimum age to rent is 25. This applies to all guests with the exception of multi-generational families.brbrWhat to Expect in your Unit:br• There are 3 TVs in this property. br• Linens (Bath towels and bed sheets) are provided along with a Starter Supply of Toilet Paper, Soap, Paper Towels and Trash Bags (Any additional supplies needed during tenancy will be the responsibility of the guest.) brbrBedding Includes:br2 – Kingbr1 – Full/Queen bunkbrbrDon’t forget to bring your beach chairs, beach towels and sunscreen!brbrAccommodation Excise Tax Certificate: STMA-16

Old Bay Hideaway -3 bed/2.5 bath gorgeously decorated

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$246.85

Harbour Oaks, Unit 420 3 bedroom 2 bath with Sleeper Sofabrbr[Special Discounts]brEnter these dates to see discounted rates:brJune 6-11, 2026 (up to 5 nights)brJune 14-17, 2026 (3 nights)brJune 21-25, 2026 (up to 4 nights)brJune 28-July 1, 2026 (3 nights)brJuly 6-10, 2026 (up to 4 nights)brbrbrTHE SPACEbrLocated amidst the moss draped live oaks and the lush landscape near the Village, you will find our quaint condo community called Harbour Oaks. Restaurants, shops, Neptune Park, the Lighthouse and historic trolley rides are all within a short walk or bike ride in the St. Simons Village. At the end of the Village is the pier, where you can fish, crab or enjoy sunsets over the Sidney Lanier Bridge to the West. brSt. Simons is known best for our casual laid-back lifestyle and the friendly people. Kick off your shoes, put on the flip flops and coast a while in our home away from home at Harbour Oaks 420. Short term stays, FLETC accepted and longer terms available.brbrWe offer you accommodations for up to 8-people. brbrThe layout is: brbr - Primary - King Bed with 42 TV, En Suite Bathroom with single sink, combo tub/shower and walk in closet. brbr - Guest bedroom at end of hall- King Bed with 24 TVbrbr - Guest bedroom in the front - 2 Twin Single with 24 TVbrbr - Pull out Queen Sofa bed in sunroombrbrFully stocked kitchen with a Keurig Single Serve and a Black and Decker 12 cup drip coffee maker. 2 slice toaster, Toaster oven, and Gotham copper lined pots. Sorry, no grill. The HOA will not allow it.brA washer and dryer have been provided for your use along with an iron and ironing board.brbrLocated on the south end of the Island, St. Simons Pier Village district serves as the downtown social hub and is a popular destination for shopping, dining and gathering on the pier and nearby lighthouse, playground and picnic areas. Overlooking the ocean and Jekyll Island across the way, you'll find the St. Simons Lighthouse and Museum, Neptune Park with its ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.brbrMORE INFObrBeach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.brbrPets: This home is dog friendly with $250 pet fee, 2 dogs max. Unfortunately we can't host breeds known to insurance carriers as 'vicious', please ask if you're not sure.brbrNo Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.brbrMinimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.brbrNo Events: No events or parties. No overnight guests beyond the original booking group.brbrTax Certificate: #126822

Harbour Oaks near the Village/Pier - 3 bed, 2 bath, sleeper sofa, pet friendly

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$345.16

Village area location with comfortable amenities of home. We are in the heart of a quaint island neighborhood with friendly neighbors and a rocking chair front porch. Relax and unwind, you are on Island time.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 5-9, 2026 (up to 4 nights)brJune 14-18, 2026 (up to 4 nights)brJune 21-27, 2026 (up to 6 nights)brJuly 2-9, 2026 (up to 7 nights)brJuly 12-16, 2026 (up to 4 nights)brbrbrTHE SPACEbrMain level, enter into family room with Smart TV, which has a wet bar and opens to the dining room, which seats 6. Dining room is open to large kitchen with gas stove and stainless appliances. Off the kitchen dining area is a screened in back porch with additional dining for 6. There is a half bathroom off the kitchen.brbrUpstairs:brGuest bedroom, queen with adjoining combo tub/shower bathroom.brGuest bedroom, queen with hall combo tub/shower bathroom.brHall, laundry room.brPrimary bedroom with a king, adjoining bathroom with separate shower and soaking tub. Off the master is a screened porch.brbrLocated on the south end of the Island, St. Simons Pier Village district serves as the downtown social hub and is a popular destination for shopping, dining and gathering on the pier and nearby lighthouse, playground and picnic areas. Overlooking the ocean and Jekyll Island across the way, you'll find the St. Simons Lighthouse and Museum, Neptune Park with its ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.brbrMORE INFObrBeach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.brbrPets: This is not a pet friendly home.brbrNo Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.brbrMinimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.brbrNo Events: No events or parties. No overnight guests beyond the original booking group.brbrTax Certificate: #126822

Comfy home located near the Pier and Village area, sleeps 6

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$965.5

Hodnett Cooper Premier is pleased to present 225 Olive Way, affectionately known as Southern Bell Villa; a four bedroom, four and a half bath home. Hodnett Cooper Premier properties are among the finest vacation rental residences on St. Simons Island. Hodnett Cooper Premier guests receive personalized assistance from our Premier Concierge including pre-arrival trip planning, activity reservations, and more.brbrThis property has been selected for inclusion in The 100 Collection™, a global designation awarded to only the top professionally managed vacation rentals based on consistent quality and service.brbrCompletely remodeled and tastefully decorated in 2020, this perfectly situated East End area home is new to the vacation rental market, and is exactly where you want to be for your visit to St. Simons. Located on Olive Way near Coast Cottage Lane, you will find the beach is only steps away. The custom kitchen features bar seating, new appliances and an open floor plan including the spacious dining room and family room. Directly off the family room, find a beautiful covered porch overlooking the pool where you can relax and enjoy the ocean breezes. The Primary Bedroom Suite occupies the top floor of the villa and overlooks the private pool. The large bedroom has a king bed, two seating areas, and private access to the top floor porch. There is a walk-in closet, along with a huge primary bathroom featuring a large walk-in shower, as well as double sinks. On the first and second floors, guests will find three additional bedrooms. Two of the bedrooms offer queen beds, as well as their own ensuite baths. The fourth bedroom offers two twin beds and also includes its own bath.brbrThe outside pool area is a virtual paradise. Beautifully landscaped, there is a large pool, two seating areas, and a firepit gathering spot. There is also an outside shower and an easily accessible half bath in the garage area. The garage offers parking for two cars, with additional parking space for two more cars in the driveway. For an additional fee, the outdoor pool can be heated. Please speak with your concierge for additional details.brbrBedding Includes: 1 King, 2 Queens, 2 TwinsbrbrMaximum Occupancy: 8brbrBeach Gear Credit Now Included Hodnett Cooper has partnered with VayK Gear, a beach delivery service provider to offer beach gear rentals to Hodnett Cooper guests in participating properties. Confirm a new reservation with Hodnett Cooper Vacation Rentals at a participating property with length of stay between 2 – 14 nights, arriving March thru October, and receive a daily credit from VayK Gear towards beach gear rentals during the stay! Use your credit for adult and children's bicycles, chairs and umbrellas, beach carts, boogie boards, coolers, cornhole and more – the choice is yours!”brbrAccommodation Excise Tax Certificate #STMA-10

Beautiful home w/ private pool near Coast Cottage

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$749.26

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 framed by lush landscaping, and multiple indoor and outdoor spaces perfect for gathering or unwinding.brbrGuest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your stay! The credit amount of $40/night is included in each reservation. You may use your credit for bicycles, beach chairs and umbrellas, beach carts, kayaks, stand-up paddleboards, and even experiences with select vendors! The choice is yours!brbrLearn More About the Lilmar Vacations Beach Gear Credit!brbrAny group gatherings and events at this property are limited to the number of occupants (12 persons). Events such as weddings, rehearsal dinners, student groups (spring break and graduation), etc., are not permitted.brPets are not allowedbrPool Heating Fee: additional $45 / night upon request in advancebrFireplace(s) are not available for guest usebrLinens (bath towels, bed sheets, beach towels) providedbrCheck In: 4:00pm Check out: 10:00ambrParking for four vehicles. No garage access.brMinimum Age Requirement of 25 years of Age to Rent the PropertybrbrThe main living level offers a spacious family room with a Roku TV that flows seamlessly into the fully equipped chef's kitchen and dining area, all overlooking the poolside retreat. The kitchen features stainless steel appliances, a gas range, a center island, and everything needed for preparing meals at home. Also on this level is the Primary bedroom with a king bed, Roku TV, and a private en-suite bathroom with a walk-in shower, along with a conveniently located half bath near the entry.brbrUpstairs, the secondary primary suite provides a private escape with a king bed, a sitting area, a wet bar with a beverage cooler, a Roku TV, and access to a covered deck overlooking the pool. The en-suite bathroom includes a soaking tub, walk-in shower, dual vanities, and a spacious closet with direct access to the laundry room. Additional accommodations on this level include a bunk room with two twin-over-twin bunk beds and a Roku TV, a guest bedroom with a queen bed and a Roku TV, and a shared full bathroom with a tub and shower combination. The landing area features an additional sleeper sofa with a Roku TV and a full bathroom with a walk-in shower, providing even more flexible sleeping space.brbrOutside, the private heated pool is surrounded by comfortable loungers, dining areas, and tropical landscaping that create a peaceful, secluded atmosphere. A nearby half bathroom adds extra convenience for poolside days, and pool heating is available for an additional nightly fee when requested in advance.brbrIdeally located on the south end of St. Simons Island, The Enchanted Getaway places you just minutes from Pier Village shops and restaurants, Neptune Park, the St. Simons Lighthouse, and a variety of family-friendly attractions. Whether you re planning a beach day, a stroll along the pier, or an evening out enjoying island dining and sunsets, everything you need is close at hand.brbrCancellation Policy for Reservations of 29 Nights or LessbrCancellations made 30 days or more prior to arrival receive a 100% refundbrCancellations made 14 to 29 days prior to arrival receive a 50% refundbrbrCancellation Policy for Reservations of 30 Nights or MorebrCancellations made 60 days or more prior to arrival receive a 100% refundbrCancellations made 30 to 59 days prior to arrival receive a 50% refundbrbr**To protect your vacation investment and avoid deposits lost to cancellation, Lilmar Properties strongly recommends the purchase of Travel Insurance, which is offered by Lilmar Properties during checkout or after booking. Contact Lilmar Properties with any questions.brbrAccommodation Excise Tax Certificate #STMA-22

Enchanted Getaway, Stunning Home, Walking Distance to the Beach, Private Heated Pool!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$627.53

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 Mae's location makes exploring St. Simons effortless. You'll be within walking or golf cart distance of local shops, restaurants, and beach access, with nearby golf and the island's favorite attractions just minutes away. Whether your plans include beachcombing, biking, boutique shopping, or dining in the village, this home puts you close to it all while still offering a peaceful place to recharge.brbrGuest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your stay! The credit amount of $40/night is included in each reservation. You may use your credit for bicycles, beach chairs and umbrellas, beach carts, kayaks, stand-up paddleboards, and even experiences with select vendors! The choice is yours!brbrLearn More About the Lilmar Vacations Beach Gear Credit!brAny group gatherings and events at this property are limited to the number of occupants (8 persons). Events such as weddings, rehearsal dinners, student groups (spring break and graduation), etc., are not permitted.brPets are not allowedbrFireplace(s) are not available for guest usebrLinens (bath towels, bed sheets, beach towels) providedbrCheck In: 4:00 pm Check out: 10:00 ambrParking for four vehiclesbrMinimum Age Requirement of 25 years to Rent the PropertybrThe pool can be heated upon request for $65/daybrbrWith approximately 3,400 square feet of thoughtfully designed space, The Maggie Mae comfortably sleeps up to eight guests across four inviting bedrooms. Inside, you'll find light-filled living areas made for gathering, relaxing, and reconnecting after a day on the island. Settle into the comfortable lounge, stream your favorites on the Smart TV, and enjoy rich sound throughout the home with the SONOS system. Fast, free Wi-Fi keeps everyone connected when needed, while modern safety features provide added peace of mind.brbrThe gourmet kitchen is ready for everything from quick breakfasts to memorable family dinners. Outfitted with high-end appliances including a refrigerator, microwave, and dishwasher, it offers plenty of room to prep, serve, and socialize. Share meals at the spacious dining table, or take dinner outside and fire up the gas grill for an easy island-style feast.brbrStep outdoors to your private backyard oasis, where a saltwater pool and sunny deck create the perfect setting for laid-back days at home. Take a refreshing dip, lounge with a good book, or enjoy a quiet evening under the coastal sky. Pool heat is available upon request for an additional $65per day, adding comfort during cooler months.brbrBedroom configuration includes a primary bedroom with a king bed and en suite bathroom, a guest bedroom with a king bed and en suite bathroom with a shower, a second-floor guest bedroom with a king bed that shares a Jack-and-Jill bathroom, and a second-floor guest bedroom with a queen bed that shares the same Jack-and-Jill bathroom.brbrBe among the first to enjoy this exceptional St. Simons Island escape. Book your stay at The Maggie Mae and let your next unforgettable coastal getaway begin.brbrCancellation Policy for Reservations of 29 Nights or Lessbr• Cancellations made 30 days or more before arrival receive a 100% refundbr• Cancellations made 14 to 29 days before arrival receive a 50% refundbrbrCancellation Policy for Reservations of 30 Nights or Morebr• Cancellations made 60 days or more before arrival receive a 100% refundbr• Cancellations made 30 to 59 days before arrival receive a 50% refundbrbr**To protect your vacation investment and avoid deposits lost to cancellation, Lilmar Properties strongly recommends the purchase of Travel Insurance, which is offered by Lilmar Properties during checkout or after booking. Contact Lilmar Properties with any questions.brbrAccommodation Excise Tax Certificate #STMA-22

New! Stylishly Renovated Home with Heated Pool | Easy Walk to St. Simons Village Charm

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$221.65