Vacation Rentals By Owner In Saint Simons Island, GA

Too good to be true Check out a full video of the property -- which is the third photo of the cottage. brBuilt in 1944 and sumptuously transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset -- while the gentle roar of the ocean serenades every room. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (a short bike or walk into town), the Mildred Rose cottage is in a league of its own. Welcome to the joy of Saint Simons!

Cottage

Five-Star Luxury Oceanfront Cottage

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$809.75

We've designed Watermark as a place you and your family can come together to relax and unwind. Our house is in the perfect location - close to the beach and the center of St. Simons activity - the Village and pier. Come and enjoy our beautiful, heated back yard pool. Enjoy a meal at our outdoor dining table on our large screened back deck overlooking the pool and landscaped back yard. With outdoor seating, outdoor dining, and the pool, you may never go inside! But when you do, the indoors is bright and open, with a large kitchen with stainless appliances, open to the dining and family rooms. The dining room can seat your full family, and the open living room has a 60 flat screen TV with cable and blue ray player. There are high ceilings and lots of natural sunlight throughout. The house has super fast internet (200Mbps speed) including a modern mesh network providing strong fast wifi on all 3 floors, the porch, and pool area - if you need to take a Zoom call or stream a few movies, you'll be more than able. And the house features a Peloton indoor exercise bike for your use.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 21-24, 2026 (3 nights)brJune 30-July 4, 2026 (up to 4 nights)brAugust 26-29, 2026 (3 nights)brSeptember 10-17, 2026 (up to 7 nights)brbrbrTHE SPACEbrBedrooms:brbr• You'll be comfortable in the master suite with its king bed and gel foam mattress, private en suite bathroom with his & hers closets, his & hers vanity sinks, separate tub and shower. The master bedroom also has a flat screen TV with HD cable and blue ray player, ceiling fan, and has its own thermostat so you can set your sleeping temperature however you like it. There's a Peloton exercise bike in the master bedroom for your use.brbr• The second bedroom on the main level also has a king gel foam mattress, ceiling fan, and full bathroom with a shower.brbr• Upstairs is a large bedroom with queen bed and high end mattress. Within that bedroom is an enclave containing 4 bunks for the kids. This bedroom also has its own digital thermostat and ceiling fan. There is an attached full bathroom with dual vanity sinks and shower.brbr• Then going downstairs to the first floor you have two more king bedrooms that share a full bathroom, both with smart TVs:brbr• The Sunshine room has a king memory foam mattress, ceiling fan,smart TV, and views of the poolbrbr• The Gray room is similarly equipped with memory foam mattress, ceiling fan, smart TV, and pool views. brbrIn addition to the living area already mentioned, there is a separate game room downstairs with foosball and board games - the perfect spot if the kids need to hang out apart from the grownups for a little while!brbrAnd if you need some peace and quiet, try the rocking chairs or swing on the front porch - a great spot for morning coffee and reading before a busy day on the beach and in the pool.brbrYou can walk to the village from the house by going Right, through the park (with tennis and basketball courts, playground and Spanish-moss draped live oaks) and then Left, or to the beach by turning Left and then Right. Either is a 7-minute walk.brbrWe have a 2-car garage and plenty of parking for up to 6 vehicles.brbrIf you are looking for a large beach house that has plenty of room for everyone, is upscale but comfortable, and is located in the most convenient spot on the island, Watermark is the perfect choice for your vacation.brbrWe're in a quiet neighborhood and love our neighbors, so this is not the house for late night pool parties or other noisy activities - please plan to honor Glynn County's noise ordinance and keep it down outside after 10.brbrNo smoking, No student groups, No parties or wedding events.brbrBaby gear we provide:brPack N Play brHighchair (booster style that straps to a chair, has a washable food tray)brbrNote, fireplace in photos can't be engaged - for looks only.brbrPool is approximately 12 x 24ftbrbrLocated 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 for dogs 25lbs or less with $200 pet fee, 2 dogs max. Unfortunately we can't host puppies 1 year old or breeds known to insurance carriers as 'vicious', please ask if you're not sure.brbrHeated Pool: This property offers a heated pool option. The cost is $75/night+tax and can be added up to 48 hours before arrival. Let us know if you'd like to heat the pool!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

Beautiful Beach House +Pool Near Village, Beach, Try a Peloton!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$724.38

Water's Edge is a 5.5 bedroom beach house in the sought-after East Beach area on St Simons Island - it's a short walk to the best stretch of beach on the island, has a private pool and poolside cabana, and beautiful views of the marsh. brbrWe're located on Ocean Rd, making us 2 blocks from the beach access point on 6th street.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 13-20, 2026 (up to 7 nights)brJuly 1-4, 2026 (3 nights)brJuly 11-15, 2026 (up to 4 nights)brJuly 24-30, 2026 (up to 6 nights)brbrbrTHE SPACEbrThe back yard is a poolside paradise including a large pool cabana - lay out in the sun or enjoy the shade. If you can toss a bean bag, try out our corn hole tournament area. We installed artificial turf around the pool so there'll be no grass clippings. The pool can optionally be heated for a charge of $75/day.brbrInside, the floor plan includes 3 bedrooms on the main level and 2 bedrooms upstairs.brbr* Master Bedroom - main level, king bed, HDTV with premium Comcast package, and private en suite bath. The en suite bath features dual vanities in carrara marble and a walk-in shower. Private French door exit to the deck and pool.brbr* Grammie's Room - main level, king bed, beautiful marsh views. The bathroom just outside Grammie's room also has dual vanities in carrara marble, with a shower/tub combo.brbr* Lily's Room - main level, off the kitchen, queen bed, shares the full bath with Grammie's Room.brbrUpstairs there are 2 bedrooms:brbr* Han's room - king bed and marsh views.br* J&J's room - queen bed and pool views. This bedroom also has a huge closet that contains a set of bunk beds for the kids.brbrWe are located in East Beach, the tip of St Simons Island known for great beaches, views, and quiet streets. This is an ideal place to bike and walk when you're not at the beach or by the pool. Photos taken in 2020.brbrBaby gear we provide:brPack N Play brHigh Chair (booster style that straps to a chair, has a washable food tray)brbrWhy Stay on East Beach:brThe stretch of beach along the ocean side of St. Simons Island is known as East Beach. A quant neighborhood of single-family homes begins at the access point of the U.S. Coast Guard Station at the northern tip and ends at the southern point of Gould's Inlet by access of Bruce Drive, which runs down the center of East Beach. The Coast Guard Station houses the present home to the World War II Home Front Museum.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 $200 pet fee, 2 dogs max. Unfortunately we can't host breeds known to insurance carriers as 'vicious', please ask if you're not sure.brbrHeated Pool: This property offers a heated pool option. The cost is $75/night+tax and can be added up to 48 hours before arrival. Let us know if you'd like to heat the pool!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

East Beach House w/ Pool 5BR Sleeps 12 Marsh Front

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$698.5

Come experience what an East Beach Cottage is all about! This 4 bedroom, 4 bath home is located in the desirable East Beach neighborhood... East Beach is convenient to numerous Island shops and restaurants, as well as the Historic Coast Guard Station. It is a great neighborhood that has easy access to the beach. The beach is an easy walk - only .3 miles...brbr1813 Bruce Drive is nestled amongst wonderful live oaks on an oversized corner lot complete with white picket fence. The fence is 3/4 surrounding the property, so not completely enclosed. Hardwood floors throughout the main living space and marble tile in 2 bathrooms are complimented by bead board ceilings and a tabby fireplace...brbrIt maintains that classic quaint cottage feel however has an updated kitchen to include granite counters and state-of-the-art appliances, expansive laundry room, large screened-in porch right off the kitchen, and a large front porch with Adirondack chairs and swing...brbrThe fourth bedroom and bath is located in the private guest house which is above the garage turned game room, which has a Ping Pong Table, Foosball table and full sized refrigerator. The guest house living quarters (accessible by exterior stairs) features a large den with a sleeper sofa and day bed. It also has its own small refrigerator and Keurig coffee maker. There is a bedroom with a king bed and full bathroom attached directly to the bedroom. This space is perfect for the in-laws or another family wanting their own space...brbrKeywords: East Beach, Close to Beach, Gameroom, Front Porch, Screen-in Side Porch

Cottage

East Beach Cottage and Guest House

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$306.15

This St. Simons Island house boasts 2 inviting bedrooms with 2 queen beds. One queen can be separated into 2 twins if needed. The soothing decor and cool ambiance create a relaxing atmosphere for guests. Fenced in patio with seating, fire pit and outdoor shower. Experience what St. Simons Island has to offer with a stay at our quaint house.

Charming 2-bedroom house w patio, outdoor shower, fire pit, in St. Simons Island

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$497.78

This single level family home is a classic older East Beach Cottage known as Family Tides! Located towards the tip end of East Beach, the walk to Goulds Inlet is just a block away! Entering this home you are immediately brought back to a bygone era with the knotty wood paneling, classic tiled bathrooms and wood flooring.brbrThree bedrooms are down the hallway to the left and are all comfortably furnished with 2 king beds plus bunks and one bedroom with a queen bed. The 4th bedroom with a king bed is on the opposite side of the home off the living area complete with an ensuite bath. This bedroom provides an armoir and dresser to accommodate your personal effects. The kitchen is a throwback style as well with basic appliances limited in size. A dining area separates the kitchen from the living area. The screened in porch on the back is the perfect spot to enjoy morning coffee or an evening cocktail overlooking the large fenced in backyard. Great space for the kids or family pet. A firepit is available for spring and fall/winter outdoor fires!brbrPlease note that this property does have a doorbell camera for security purposes.brbrThere is a Keurig and regular coffee maker for coffee lovers! brbrA little history about our home: Family Tides is a classic older East Beach Cottage. Many members of the Long Family have lived on “The Island”, since the 40's! We have owned this beloved cottage since 1982. Our family spent all of our summers at Family Tides when their children were growing up. The grandchildren have also been raised enjoying their time at the beach home. We are so blessed to have made so many special memories at Family Tides, together. Wow, if only our home could talk, you would hear so many wonderful adventures of all our years spent at Family Tides and on this island. This is our family's “Happy Place”. Now, we would like to share our beloved home and the island with you! Come enjoy this mystical island and our home to make your own memories!brbrPet friendly property! $150 non-refundable pet fee applies.brbrMaximum Occupancy: 12brbrBeach Gear Credit Included! Covenant has proudly partnered with a beach gear delivery service, VayKLife, to add even more value for our guests. Book a participating Covenant vacation rental with a length of stay between 2-14 nights, arriving between March 1st and October 31st, and you'll receive an exclusive beach gear credit! Redeem your daily credit for items including beach chairs, beach umbrellas, bicycles, tandem kayaks, stand-up paddleboards, beach carts, coolers, cornhole boards, and more - the choice is yours!brbrPlease Note: A $50 non-refundable damage fee is due at the time of booking. A $100 non-refundable reservation fee is applied to all reservations and is not refundable in the event of a cancellation.brbrAccommodation Excise Tax Certificate STMA-13

East Beach, Screened Porch, Walk to Beach!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$767.69

Latitude Adjustment at East Beach Home with option to Heat or Cool Pool. 4 bedrooms 3 full bathrooms. Just a few blocks to the beach.brbrTHE SPACEbrOur East Beach home has plenty of room for your family of up to 10, to stretch out and enjoy. 8 is standard occupancy. The home has separate seating areas for folks to get together or spread out - amongst the family room, sitting room, and dining room. The home is immaculately clean. The kitchen and its Viking appliances are fully equipped for gourmet cooking or serving simple carry-out meals. All bedrooms have TVs with premium cable. We're 1000 feet from the 9th street beach access point of St Simons' East Beach. And the back yard is its own oasis, with a large pool that can optionally be heated during the cooler months.br brBedrooms (King, Queen, Queen, 2 Twins with Twin Trundles)br * There are two master suites. The first is on the main floor and features a QUEEN bed and en-suite bath with a tub/shower and a step-out to the courtyard/pool area. The master suite also has laundry attached. brbr * Palma's Room is upstairs and features a King bed and flat screen TV. It has its own bathroom attached. brbr * The Gray Room, upstairs, has a queen bed, flat screen TV and shares a hall bathroom with the other guest bedrooms. brbr * The kids room features two twin beds, both with Twin Trundles brbrCome enjoy this modern redux of a classic East Beach gem with plenty of space, great beach access, and an awesome pool.brbrPool is approximately 14 x 28ftbrbrWhy Stay on East Beach:brThe stretch of beach along the ocean side of St. Simons Island is known as East Beach. A quant neighborhood of single-family homes begins at the access point of the U.S. Coast Guard Station at the northern tip and ends at the southern point of Gould's Inlet by access of Bruce Drive, which runs down the center of East Beach. The Coast Guard Station houses the present home to the World War II Home Front Museum.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.brbrHeated Pool: This property offers a heated pool option. The cost is $75/night+tax and can be added up to 48 hours before arrival. Let us know if you'd like to heat the pool!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

Latitude Adjustment at East Beach Home with option to Heat or Cool Pool.

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$542.0

Landfall CottagebrbrReal Escapes Properties is pleased to offer you 1608 Ocean Road – also known as Landfall Cottage! This renovated East Beach charmer home with 4 bedrooms and 2 baths is yours for the renting. Located marsh front on the corner of Ocean Road and 2nd Street, this cottage is in the perfect location for sun and fun! brbrBuilt in 1940, this house has been completely remodeled all the way down to the studs and back. It will wow you the moment you walk in! brbrStainless appliances, gas stove top, quartz countertops, kitchen island, Keurig and standard coffee makers, are but a few of the features that await you in this chef’s kitchen. Seat six at the dining table, with four at the kitchen island to make dinner gatherings for ten a possibility. After dinner, relax in the family room and watch your favorite show on the wall-mounted smart TV. brbrThe master bedroom boasts an en-suite bath with walk in shower, double vanity, and water closet. Enjoy the marsh front, screened-in porch off of the master bedroom. Your overnight guests or family members will stay in two well-appointed bedrooms and a bunk room with built-ins that can sleep four. brbrLocation! From Landfall Cottage, you are a short walk to the beach (Coast Guard Station Beach Access Point) and only 1.7 miles to the Pier and Village area. It is about 1/2 - 1 mile distance to grocery store and restaurants.brbrAnother brand new amenity for this fabulous cottage - On-Site Tesla (EV) Charger!brbrLandfall Cottage, located at 1608 Ocean Road, St. Simons Island, will be your family’s favorite spot to getaway! brbrCHECK IN: 4:00 pm CHECK OUT: 10:00 ambrbr• Group gatherings and events at this property are limited to the number of occupants (10 persons). br• Dogs are allowed at this property for an additional $100 per pup non-refundable pet fee. (no cats).br• Parking for 3 cars in driveway and in front of the propertybr• Walk to Coast Guard Station Public Beach Access, 1.7 miles to Pier Villagebr• Pool can be heated for $50/nightbrbrMinimum 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 6 TVs in this property. br• Linens (Bath towels & bed sheets) are provided along with a Starter Supply of Toilet Paper, Soap, Paper Towels, Trash Bags and Coffee Supplies (Any additional supplies needed during tenancy will be the responsibility of the guest.) brbrBedding Includes: br2 – Kingbr1 – Queenbr2 Sets of Bunk BedsbrbrDon’t forget to bring your beach chairs, beach towels and sunscreen!brbrNOTE: Fireplace is for decoration only.brbrAccommodation Excise Tax Certificate: STMA-16

Landfall Cottage -4 bed/2 bath East Beach* Pool*

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$172.49

Unit A3 offers all of the comfort and relaxation you deserve- come stay with us today and let us make your vacation dreams a reality! brbrThis cozy 1 bedroom, 1 bathroom downstairs unit is the perfect place to rest and relax after a day of fun and adventure! The tile floors throughout are great because this unit is pet friendly for one dog. Enjoy the convenient location on the front of the property, with picturesque views of the heated pool. The well-equipped kitchen and breakfast bar are perfect for meal prepping and dining in, while the comfortable king size bed in the bedroom and the sleeper sofa provide additional sleeping arrangements. You can bask in the beauty of the outdoors on your own covered patio and enjoy sipping a refreshing beverage. brbrAt Ocean Walk, you can take advantage of the array of amenities it has to offer- two pools (front pool is heated), tennis courts, a stocked lake, playground, a business center, game room, fitness center, and coin operated laundry facility- all adding up to the perfect vacation. Come make your vacation dreams a reality and stay with us in Unit A3- you won’t regret it!brOcean Walk community rules should be followed by all guests.brNo bicycles can be stored in the breezeways.brNo glass or pets in pool areas.brPools close at 10:00 PM. No entry allowed after hours.brQuiet time is from 10:00 PM until sunrise. Please be considerate of all residents and guests. No loud music, voices, or other audio. No running or playing on stairs.brDo not hang towels or clothing on balcony railings.brPlease be respectful of the owner’s expenses by setting the air conditionIng thermostat to 74 degrees or higher during warm weather. Keep windows and doors closed when the A/C is in use.brThis unit is pet friendly for 1 dog. Pet fee is $50. No cats allowed. Please do not allow pets on furniture. Pets must be on a leash at all times when outdoors. Please clean up after your pet.brNo smoking in unit.

A3 Pet friendly, 1 BR, 1 BA, with tile floors Ask about long term rates

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$284.3

Escape to this inviting townhome in beautiful St. Simons Island, where comfort and relaxation await. The home features three well-appointed bedrooms with a king, queen, and twin bed—ideal for families or groups traveling together. With 2 full bathrooms and 1 half, including one with a relaxing bathtub, everyone has space to unwind. Enjoy year-round comfort with central heating and air conditioning, plus thoughtful touches like a hair dryer and iron to make your stay effortless. Whether you’re here to explore the island or simply recharge, this townhome offers a welcoming home-away-from-home experience. We’re always happy to assist with any questions during your stay.

Book a stay of two weeks or more and enjoy a complementary sunset cruise charter

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$218.75

The 1-bedroom condo at 150 Salt Air Drive, Salt Air Villas, Saint Simons Island, GA 31522, is located in a gated community, offering both security and elegance. The condo features an open-concept layout with a spacious living room, dining area, and kitchen. The living room is furnished with a comfortable sofa, easy chairs, and a large flat-panel TV, ideal for entertainment. A balcony off the living room, equipped with outdoor furniture, provides views of the neighborhood. The kitchen is equipped with stunning cabinets, granite countertops, and stainless steel appliances, perfect for modern cooking needs. The dining area seats six, making it suitable for gatherings.brbrThe condo has tile flooring throughout, enhancing its elegant aesthetic. The large bedroom, accessible from the living room, features a king-sized bed and direct balcony access. The en-suite bathroom includes dual sinks, a jetted tub, and a walk-in shower for a luxurious experience. A dedicated laundry room with a full-sized washer and dryer adds convenience.brbrLocated just half a mile from both the pier/village area and the beach, the condo offers easy access to local attractions. Residents can also enjoy the community pool in the courtyard area of Salt Air Villas, perfect for relaxation or socializing. This condo combines sophisticated decor, modern amenities, and a prime location for an ideal coastal living experience.brbrOther amenities include Wi-Fi, washer/dryer, plus an on-site pool. The complex is located just around the corner from a public park with children's playground, plus tennis, pickle-ball and basketball courts.brbrSalt Air Villas Community amenities include controlled vehicle access, garage parking, and a courtyard with swimming pool.brbrCHECK IN: 4:00 pm CHECK OUT: 10:00 ambrbr• Group gatherings and events at this property are limited to the number of occupants (4 persons).br• Sorry, no pets are allowed.br• One marked parking space is provided. Any additional cars may park in any unmarked spots. br• Less than one mile to Public Beach Access or to the St. Simons Pier & Village areabrbrMinimum Age to Rent is 25 years old - this applies to all guests with the exception of multi-generational families.brbrWhat to Expect in your Unit: br• There are 2 TV located 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 Bag. Any additional supplies needed during tenancy will be the responsibility of the guest.brbrBedding Includes: br1 - KingbrbrDon’t forget to bring your beach chairs, beach towels and sunscreen!brbrAccommodation Excise Tax Certificate: STMA-16

Located in the heart of the south end. Close to everything

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$222.47

If you want a place convenient to amazing sunsets, dinners and of course the beach, you have chosen the right spot at the Tee Box! We pride ourselves in how meticulous our cleaning team is and we are doing our best to make sure you are comfortable at the Tee Box. brThere are so many ways to enjoy the beauty of St. Simons and the rest of the Golden Isles. brRent a bike, it’s so beautiful!brRestaurants are awesome on St. Simons so even though we have a fully stocked kitchen, definitely eat out! We have lots of ideas! Reservations are not always necessary but for something special call ahead.brbrWe would love to have you this summer, so thank you for taking a look at our property for your next vacation.brThe Tee Box is a beautiful condo in the most sought after building in the complex with a view of our gorgeous duck pond! brWe are less than a mile from the village where you can get the best Bloody Marys and seafood on the island. Grab a bike or walk to excellent restaurants like Half Shell, Palmer's, Palm Coast, Georgia Sea Grill, Mullet Bay, Sand Castle and more! Stroll along the paths near the St. Simon's lighthouse and Pier parks and see the abundant wildlife, all within walking distance. The closest beach is less than a mile away at the King & Prince but there are several beaches to choose from, and Georgia's crown, jewel Jekyll Island, is a short drive and a must see for all travelers. brWho doesn't love a backyard pool Steps away from our door is one of two pools in the complex. Tennis courts, fitness center and business center round out the complex amenities. brPickleball players! The Ocean Walk tennis court is lined for Pickleball and the dedicated courts are just a short walk from Ocean Walk at Mallery Park! Our Guests don’t have to wait to play when using our own courts in Ocean Walk!brbrThe Tee Box owners love golf and love the island and you will too! Our condo is fully stocked with all stainless appliances, updated finishes in kitchen and baths. The condo sleeps four with a king bed in master and queen bed in the second bedroom. Two full baths, wide open living room/kitchen and dining area. Views of the duck pond are available from every room. Enjoy a nightly breeze from the covered deck! Beaches are less than a mile away as are some of the island's best restaurants, bars and best of all--live music almost every weekend! Appliances include: Washer/Dryer Stove/Microwave Dishwasher Toaster Oven Coffee maker and Keurig, Cooking utensils, pots and pans, dishes Linens/towels Iron/Ironing Board, small hair dryer, Ceiling fans and keypad access so no worries with losing keys and easy late check-in. Free WIFI but enjoy the weather, leave the office at home! Note we do not have cable, WIFI ONLY! Access to all complex amenities, even a fitness center and business center. Picnic and grilling areas near pools and pond. Let us help you with golf cart rental or bike rental locations! Let us help you with golf course suggestions! Condo is a second floor unit, sorry no elevator, but all rooms are on one level.

Need a perfect end of summer getaway Don’t wait too long! Check us out!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$430.6

Relax in our beautifully decorated large, open floor plan, Island style home that is all on one level. Located on a quiet, private dead end street our house is two and half miles from the public beach and pier area and one mile from Sea Island Resort /The Cloister.brbrWe think our property is special because:brbr- Large open floor plan making it perfect for family vacations, retreats etc br- Large open living room plus sitting area, kitchen, laundry room, dining roombr- Located on short dead end street making it private and quiet. Duck pond at end.br- All one level, so no steps for elderly people or childrenbr- Five bedrooms and three bathrooms sleeps 9, great for large retreats / familiesbr- Prime location, walk to Harris Teeter and other shops and restaurants and closest vaca rental to Sea Island. Sea Palms is close as well.br- Location provides for getting on and off the Island quick and easy via Sea Island Road. br- High quality towels, sheets and covers and super comfortable mattresses providing a great night sleep for all.br- Parking for four vehiclesbr- Combo coffee maker makes pod or drip coffee. We provide the coffee podsbr- Xfinity Cable tv and streaming available.br- Hi speed wifibr- All for a very affordable price compared to other five bedroom housesbr- Always immaculately cleanbr- We provide beach towels and beach chairs and some gamesbr- As owner / property manager we respond to you fast. br- We provide a restaurant recommendation list. br- Unlike large property management companies we care about the quality of your stay and work extremely hard to insure the best stay possible.br- Easy access to the house via coded door lock. We don't inundate you with useless messages, emails. Just the access information five days before your arrival. Very simple and easy. brbrBed layoutbrbr- Master has a king bedbr- Second bedroom has a king bed with a Ghost Hybrid brand mattressbr- Third and fourth bedrooms have queens br- Fifth has a full bed.brbrWe take your safety and security very seriously by having exterior security cameras at both the front entrance, side entrance and back. We also will consider pets. We normally allow dogs up to 15 lbs with our prior approval and a pet fee. Dogs are the only pet we will consider. We also vacation rent the one bedroom cottage that is located above the detached garage on the back of the property. So if you need more space you can rent this space as well. The VRBO property number for it is 3690215. If you have more than six guests we do charge a per night per person additional guest fee. Please enter the correct number of adults and guests into the system. My wife and I own and manage six other vacation rental properties and have managed them for over 15 years now. We make ourselves available 24/7 to you by providing you with our direct cell numbers. We were awarded as a Premier Partner by VRBO/Homeaway due to our high level of guest satisfaction and vacation experience. We have other VRBO/Homeaway properties, their property numbers are: 3690215, 4653229,2675915, 359572, 4061158 and 4041154. We hope you will give us a try and stay in our great Island home. We fully believe that you won't be disappointed. We require selfie photo with ID to verify your identify.

Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$184.03

Come stay in luxury at BB's Beach Bliss. We strive to provide an exceptional experience. Renting with us, you will be in good hands. We pay attention to the details to make your experience one of memories. You can count on outstanding beds, an exceptional media experience with large TVs and ESPN, and an excellent location with great amenities. We want you to have a good time. We offer:br2 beds/2 full bathsbr1 king bed in master bedroom w/ on-suite. Newly renovated walk in shower with tile floor and walls.br1 queen bed in 2nd bedroom.brFull bath across hall from 2nd bedroom with tub. Newly surfaced tile.brWell stocked kitchenbr48 TV in Living Room w/ ESPNbr40 TV in Master Bedroom w/ ESPNbr32 TV in 2nd Bedroom w/ ESPNbrWIFI - Comcast High SpeedbrNice balconybrBosch Washer & DryerbrGreat amenities including:br2 pools (1 heated)brTennis courtsbrOn-site playgroundbrPond w/ ducksbrClubhouse w/ ping pong table, computers & wifi, meeting roombrGrillsbrLandscaped groundsbrBikes can be rented from several locations around town.brbrThings to Do:brWe have a guest book in the condo but a ride over to Jekyll Island certainly is a 'must do'. They have a sea turtle rehabilitation center. Not sure about Driftwood beach. It got hit pretty hard by one of the hurricanes that came through and we have not been over to Jekyll lately. Driftwood Bistro is my sister's favorite restaurant and is on Jekyll island (I think it's good too).brbrCumberland Island is also extremely interesting to visit. You have to make a reservation to ride the boat over. It is a bit of a drive from SSI but well worth it. They have wild horses and other wildlife. Also some really rich family used to own the island. Think it was the Carnegies. I would recommend you take the guided tour. It is a little pricey but so interesting. brbrDeep sea fishing - lots of charters that you can catch at the marina or the pier (we have not done this though).brbrDowntown Brunswick. Lots of cute restaurants and shops and they have made a bunch of films there. Very interesting.brbrFinally, the Island is very fun to explore. You may just decide to stay on the Island to be quite honest.

June Dates Available! Close 2 Beach & Pier. Ocean Walk. 2 Pools. 5 Star Reviews.

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$1134.45

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 style with modern comforts, creating the perfect backdrop for unforgettable vacations on St. Simons Island. From the moment you step inside, the soaring eleven-foot ceilings, sunlit spaces, and thoughtfully chosen beach-inspired décor set the stage for relaxation and luxury.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 $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!brbrAny group gatherings and events at this property are limited to the number of occupants (16 persons). Gatherings and special events such as weddings, rehearsal dinners, etc., are not permitted.brSorry, pets are not allowedbrNo SmokingbrLinens (bath towels, pool/beach towels & bed sheets) providedbrCheck In: 4:00 pm Check out: 10:00 ambr200-yard walk to the beach accesses at 9th and 11th St.brParking for 5 vehiclesbrPool Heating Fee: an additional $45 /night upon requestbrFireplace(s) not available for guest usebrMinimum Age Requirement of 35 years of Age to Rent the PropertybrbrThe centerpiece of the home is its remarkable chef's kitchen, designed for gathering and entertaining. With its oversized built-in refrigerator and freezer, professional gas range, dual dishwashers, and an expansive island that invites everyone to pull up a seat, the space was created with both family meals and festive evenings in mind. The adjoining dining area, with a grand table that comfortably seats ten, flows seamlessly into the living room, where oversized furniture, a wet bar, and a large flat-screen TV encourage lazy afternoons or lively evenings spent together.brbrBeyond the glass doors lies the Lanai, a breezy extension of the home where indoor comfort meets outdoor living. Here, an outdoor kitchen and island seating set the stage for poolside refreshments, while a full-size refrigerator and convenient pool bath make hosting effortless. Just steps away, a cozy sunroom with a soaring fireplace and pecky cypress ceiling provides the perfect spot to unwind with a good book or evening cocktail. The private pool is truly an oasis, with a shallow entry for lounging or play, a built-in umbrella for shaded dips, and a six-foot bench beneath a sparkling waterfall. Whether you're basking in the sun, gathering around the outdoor dining table, or enjoying the warm glow of the pool lights in the evening, this space is designed to be the heart of your stay.brbrThe first-floor primary suite offers a quiet sanctuary, with a king bed framed by comfortable sitting areas and a spa-like bathroom complete with a soaking tub, oversized shower, and walk-in closet. Upstairs, another living space with a coffee station and a porch overlooking the pool provides a second hub for relaxation. Four additional bedrooms each have their own en suite bathrooms, ensuring privacy for every guest. The highlight for children and the young at heart is the whimsical bunk room, with custom-built-in that sleep six, a nautical theme, and a playful reading nook filled with books and games.brbrEvery detail of Wading Inn has been thoughtfully designed to make your vacation effortless and memorable. From the resort-style pool and spacious gathering areas to the cozy corners perfect for quiet moments, this home offers a little something for everyone. Whether you're here for a family getaway, a celebration, or simply to enjoy the beauty of St. Simons Island, Wading Inn invites you to settle in, unwind, and create memories you'll cherish for years to come. Contact Lilmar Properties today to reserve your stay and discover the charm of this one-of-a-kind East Beach escape.brbrPrimary Bedroom: 1 King Bed – en suite bathroom (1st Floor)brGuest Bedroom #1: King Bed- en suite bathroom(2nd Floor)brGuest Bedroom #2: 1 Queen Bed- en suite bathroom(2nd Floor)brGuest Bedroom #3: 1 Queen Bed – En suite bathroom (2nd Floor)brGuest Bedroom #4: Bunk Bed(3) – Sleeps 6- En suite bathroom (2nd Floor)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% refund brbr,br**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

Magnificent East Beach Home! Heated Pool, 5BR/5.5BA Sleeps 16

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$296.2

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 a spacious living/dining area which overlooks the beautiful backyard.brbrAny group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, rehearsal dinners, etc. are not permitted. brYes, dogs (only) are allowed with a pet fee of $150/dog brLinens / bath towels & bed sheets) provided brCheck In: 4:00pm Check out: 10:00am br.8 miles to the beach (7-minute bike ride) brParking for three vehicles brMinimum Age Requirement of 25 years of Age to Rent the PropertybrbrGuest 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!brbrThere is a separate living room, primary bedroom with king bed, guest bedroom with two twin beds, and third bedroom with a queen Murphy bed that easily be converted to an office or lounging area. The large privacy fenced back yard is a perfect place for relaxing, letting the kids play games, or for the family dog to run around! Situated in a quiet locals neighborhood, it has easy access to the many bicycle and walking paths that St Simons Island has to offer. Giving guests the feeling of being away from it all, but within 5 minutes of everything! brbrContact Lilmar Properties today to book your next St. Simons Island visit!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

Dog Friendly! Huge Privacy Fenced Backyard! Close to Beaches!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$226.48

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 home away from home. The primary suite features a queen size bed with a quaint en suite primary bath and a wonderful walk-in shower. The two guest bedrooms which have a queen-size bed in one bedroom and two twin-size beds in the other guest bedroom share a hall bathroom with a bathtub. Out the back door, guests will find an oversized back porch with tons of room to grill on the new gas grill, enjoy meals at the dining table for six or just to relax after a long day at the beach. The fully-fenced back yard offers tons of privacy. This wonderful home is sure to make your visit to St. Simons Island one to remember and leave you wanting to come back! brbrGuests of Highland House will enjoy access to the Neptune Park Fun Zone located in the Pier Village from Memorial Day weekend through the end of June, with weekend access continuing through Labor Day. Each reservation includes one complimentary 10-punch card for the Fun Zone Pool and Mini Golf, with one punch required per guest for each visit. (Punch pass must be requested before arrival.) 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 (7 persons). Events such as weddings, rehearsal dinners, etc. are not permitted. brSorry, pets are not allowed brLinens (bath towels & bed sheets) provided brCheck In: 4:00pm Check out: 10:00ambr1 mile to the beach (8-minute bike ride)brParking for three vehicles brMinimum Age Requirement of 25 years of Age to Rent the PropertybrbrContact Lilmar Properties today to learn more about booking Highland House for your next St. Simons Island visit. 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% refund brbr**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

Excellent Location! Close to Restaurants, Shopping and Beach | Private large backyard

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$777.93

Newly Renovated for 2025! Wonderful Escape, Private Pool!, Pet Friendly! Close to Everything!

Saint Simons Island, Georgia, United States

Bed

Bath

Sleeps

$302.85