Home Vacation Home Rentals By Owner In Saint Simons Island, GA

Showing 400 Of 626 Vacation Rentals
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Exceptional(25)

$324.2

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Private Vacation Home

Wonderful 3 bed/2 bath Cottage in Glynn Haven

Saint Simons Island, Georgia, United States

Welcome to the Blue Pelican.brbrOutdoor entertaining and a quiet, convenient location await you! A private, covered lanai invites you and your family to enjoy everything from morning coffee to a light lunch to evening drinks while listening to your favorite music on the outdoor Bluetooth speakers.brbrThe open living and dining area is bathed in natural light and has a fully equipped kitchen with a 3 seat island. The dining table has room for six. Enjoy the living room, which seems completely open as it is surrounded by windows, but an outside fence covered in jasmine lends complete privacy.brbrDownstairs, you'll find 2 bedrooms - one queen and one full, along with one full bath downstairs. Upstairs is the master king bedroom with en-suite bath. Hardwood floors, upgraded kitchen and baths and new décor make for a pleasant and relaxing stay. brbrThe Blue Pelican is in a perfect location for easy on/off island access. Several delightful restaurants and cafes are within a few blocks of the home. Harris Teeter, a variety of shops and a movie theater are less than a mile away. Play a round of golf at the Sea Palms golf course, also less than a mile away. Drive to the beach (approximately 4 miles away) down Frederica Road, under a beautiful live oak and Spanish moss canopy, or start a leisurely horseback ride just three miles away to the north. The village and pier with dining and shopping opportunities are also just minutes away.brbrThe Blue Pelican, located in Glynn Haven Subdivision, is your perfect beach get-away inviting you to make this your home away from home! Reserve now for the break from the mundane you deserve.brbrCHECK IN: 4:00 pm brCHECK OUT: 10:00 ambrbr• Any group gatherings and events at this property are limited to the number of occupants (6 persons).br• One dog is allowed with the addition of the pet fee. br• Parking for 2 cars in front of the unitbr• 4.5 miles to Massengale Beach Access, 4.3 miles to Coast Guard Station Access, 4.6 miles to Pier & VillagebrbrMinimum age to rent is 25 - this applies to all guests with the exception of multi-generational familiesbrbrWhat to Expect in your Unit:br• There are 3 TVs located in this property.br• Linens (Bath towels & bed sheets) are providedbr• Starter Supply of Toilet Paper, Soap, Paper Towels and Trash Bag. Any additional supplies needed during tenancy will be the responsibility of the guest.br• Unit includes 6 beach towels and 4 beach chairs.brbrBedding Includes:br1 - Kingbr1 - Queen br1 - FullbrbrNOTE: Fireplace is decorative only, please don't attempt to use.brNOTE: There is no grill at this property.brbrAccommodation Excise Tax Certificate #096614
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Bath 2

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Sleep 6

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Exceptional(3)

$719.95

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Private Vacation Home

NEW! Luxury Coastal Home w/ private pool

Saint Simons Island, Georgia, United States

New Listing! St Simons Rentals is proud to present Beach Haven Cottage. Beach Haven cottage is a 4 bedroom and 4 1/2 bathroom custom built home with a private pool. This home will certainly be a favorite with your friends and family. brbrAll of your favorite coastal memories are waiting to be made at this three-story, luxury home! When you aren't playing in the sand, beach views can be gazed at from both the second and third floors. Extending your enjoyment of the fabulous Georgia weather, the home boasts a private, in-ground pool, and three front porches. brbrUpon entering, you can leave your shoes in the entry foyer. The first floor has two king bedrooms with en suite bathrooms, an interior elevator, and quick access to the backyard pool. brbrThe second floor displays the main living area, surrounded by floor-to-ceiling windows/doors. The living room offers a comfortable space to stream your favorite shows and the adjacent chef's kitchen is gorgeously appointed with stainless steel appliances, gleaming countertops, and a farmhouse sink. A bunk room and full bathroom are available on this level. brbrThe third floor is composed of the primary master bedroom. It is spacious, sunny, and featuring plenty of storage space. brbrA private washer/dryer, central air-conditioning, and children's items like a Pack-N-Play, high chair, and games round out the interior amenities. brbrNearby attractions include Massengale Park, the St. Simons Island Lighthouse Museum, World War II Homefront Museum, East Beach, and all of downtown's restaurants, and boutiques. brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brbrNo smoking is permitted anywhere on the premises.brbrThe pool is open year-round with a daily heating fee of $75/day available. 24-48 hour notification is required to heat the pool. The pool heat fee must be paid before check-in. brOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrParking notes: There is free parking available for 3 vehicles.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 4

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Sleep 11

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Exceptional(1)

$448.49

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Private Vacation Home

Beachside Charm – Walk to Sand & Village Pier

Saint Simons Island, Georgia, United States

Welcome to 520 College Street, your perfect home-away-from-home just a three-minute stroll to the beach. This charming corner lot property blends classic southern charm with modern comforts, featuring a cozy screened porch, picket fence, and inviting living spaces—ideal for families, friends, or groups.brbrInside, the home is thoughtfully designed for relaxation and togetherness. The main floor master bedroom provides a peaceful retreat with a queen bed, while upstairs offers three bright and airy bedrooms, including two kings and a twin room, perfect for kids or extra guests. The newly renovated kitchen makes meal prep easy, and the open living and dining areas are ideal for gathering, game nights, or movie nights.brbrStep outside and you are just minutes from the sand, with 3rd Street Beach access only a three-minute walk away. Take a stroll to the village pier, enjoy local dining, or explore charming shops, all while knowing your home base is cozy, private, and welcoming.brbrThis home is part of our carefully curated rental collection, with everything you need for a relaxing, convenient, and memorable beach getaway.brbrProperty HighlightsbrbrMain Floor Master Bedroom: QueenbrbrUpstairs Bedrooms: 2 Kings + 2 Twin BedsbrbrOpen Living and Dining Areas: Perfect for relaxing or entertainingbrbrNewly Renovated Kitchen: Fully equipped for cooking and gatheringbrbrCozy Screened Porch and Corner Lot: Ideal for outdoor livingbrbrWalk to Beach and Village Pier: Three-minute stroll to sand and local attractionsbrbrWireless Internet includedbrbrPet-Free HomebrbrEasy Check-In
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Bath 3

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Sleep 8

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$549.81

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Private Vacation Home

Oasis Cottage! New Heated Pool & Spa, Backyard Tropical Oasis, Close to beaches! Dog Friendly!

Saint Simons Island, Georgia, United States

Welcome to the Oasis Cottage! This wonderful island escape is centrally located and just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of the Oasis Cottage will have their own private heated pool and spa (heated upon request for $45/night) with plenty of pool side seating and lounging for use during their stay. The newly tropical landscaped pool and spa area with a 12' x 30' pool and fully fenced backyard has beautiful turf grass, perfect for families to enjoy spending time together. Enjoy cool evenings by the firepit featuring a Solo Stove technology interior. The backyard offers two covered pergola spaces with areas to enjoy grilling, relaxing, and dining. brbr​​​​​​​Guest 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!brbrAny 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 permitted. br2 dogs permitted with fee of $150 per dog brLinens (Bath towels & bed sheets) provided brCheck In: 4:00pm Check out: 10:00am br1/2 mile to the beach (9 minute walk down Demere Rd) brParking for three vehicles brPool Heating Fee: additional $45 / night upon requestbrMinimum Age Requirement of 25 years of Age to Rent the Property. brbrTastefully decorated with coastal decor, this home will feel like your home away from home from the moment you step inside. The open-concept floorplan offers two living spaces surrounding a large kitchen with bar seating for eight guests. The Oasis Cottage is a single-level home with all bedrooms having easy access to living spaces. brbrThe primary bedroom offers a king bed and an en suite bathroom. The two guest bedrooms share a hall bathroom and both bedrooms have a queen bed. There is also space for two additional guests on a pullout couch in the living room for a maximum occupancy of 8. brbrBook your next visit at the Oasis Cottage to ensure you make tons of great memories on St. Simons Island!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
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Bath 2

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Sleep 8

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Exceptional(1)

$414.33

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Private Vacation Home

Pet Friendly Retreat | 3BR w/ Sunroom, Spacious Kitchen + Close to Beach

Saint Simons Island, Georgia, United States

Welcome to your perfect coastal escape on beautiful St. Simons Island! This newly remodeled 3-bedroom, 2-bath vacation home offers the ideal blend of modern comfort, coastal charm, and unbeatable location. Nestled in a quiet mid-island neighborhood on Tennessee Avenue, this stylish beach cottage places you just minutes from East Beach, Pier Village, Redfern Village, championship golf courses, bike trails, shopping, and some of the island's best restaurants.brbrDesigned for relaxing island living, this open-concept St. Simons Island vacation rental features bright, airy interiors, coastal-inspired décor, and thoughtfully curated spaces perfect for families, couples, friend getaways, and extended stays. Whether you're spending your days at the beach, exploring local boutiques, or dining waterfront, this home is the perfect place to unwind and recharge.brbrThe spacious living room flows seamlessly into the fully equipped kitchen and dining area, creating an inviting gathering space after a day of island adventures. The kitchen features a large island with seating, modern appliances, and everything needed for preparing meals at home. Just off the main living area, the cozy sunroom is filled with natural light and offers the perfect spot to enjoy morning coffee, read a book, or relax after sunset.brStep outside to enjoy the private backyard and coastal breeze, ideal for quiet mornings or evening conversations after a day exploring St. Simons Island.brbrHome Highlights:brPrime mid-island location near beaches, shopping, and diningbrShort drive or bike ride to East Beach & Coast Guard StationbrOpen-concept living and dining space with coastal décorbrFully stocked kitchen with oversized island seatingbrBright sunroom with relaxing lounge spacebrPrivate backyard retreatbrHigh-speed WiFi + Smart TV streamingbrFamily-friendly layout ideal for longer staysbrSleeping Arrangements:brSpacious primary suite with ensuite bathroom, soaking tub, and walk-in showerbrTwo additional guest bedrooms with shared full bathroombrComfortable accommodations for families, couples, and group getawaysbrNearby Attractions:brEast Beach & Coast Guard StationbrSt. Simons Pier Village & LighthousebrRedfern Village boutiques and restaurantsbrGolf courses, fishing charters, and bike trailsbrLocal coffee shops, seafood restaurants, and island entertainmentbrWhether you're searching for a St. Simons Island beach house, family-friendly vacation rental, coastal cottage, or relaxing Georgia coast getaway, this beautifully renovated home offers the perfect combination of location, comfort, and island charm.brbrBring your pup along too! This property is dog-friendly and allows 1 dog with a $150 pet fee.brPlease Note:brNOT a pet-friendly property for additional pets beyond the approved single dog allowancebrbrA $50 non-refundable damage fee is due at the time of bookingbrA $100 non-refundable reservation fee applies to all reservations and is not refundable in the event of cancellationbrbrBeach Gear Credit Included!brCovenant Property Management proudly partners with VayKLife to provide complimentary beach gear credit for qualifying stays between March 1st and October 31st. Guests staying 2–14 nights can enjoy access to beach chairs, umbrellas, bicycles, paddleboards, kayaks, coolers, beach carts, cornhole boards, and more for the ultimate St. Simons Island vacation experience.brbrAccommodation Excise Tax Certificate: STMA-13
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Sleep 6

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Exceptional(36)

$427.94

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Private Vacation Home

Stones throw from shore! Spacious multi-level townhome one row back from beach

Saint Simons Island, Georgia, United States

What a location! If you’re looking for a perfect spot on St Simons Island, look no further than Beachcomber’s Dream! About a minute’s walk from your townhome door, you will find one of the most beautiful beaches on the island. If you like the beach, you will enjoy the lovely, wide East Beach with views of Jekyll Island to the Southeast and the King and Prince resort to the north. Dolphins jump and frolic close to the shore as the occasional boat passes on a fishing trip. Best of all, you’ll have plenty of space for yourself in this quiet residential beach area. brbrThis beautiful three story townhome, located on quiet Beachview Drive just across the street from a beach access, is comfortably furnished for you and your family/friends. On the main level are the living room, dining room and kitchen, as well as a half bath. The second floor has two spacious king size bedrooms and two full bathrooms, along with a washer/dryer. Then there’s the third floor with two comfy twin beds and its own bath. But wait until you see the decks! Enjoy a morning cup of coffee on the front deck which is sheltered by one of St Simons’ majestic live oak trees. Later in the day, relax amongst the palm fronds on the third floor beachside deck and celebrate your vacation with a glass of wine while listening to the gentle ocean waves. brbrBeachcomber’s Dream has a wonderful convenient location. It is a quick 5 minute drive or 15 minute walk to the restaurants, shops and attractions of Pierside Village. It’s a 5 to 10 minute walk to the fabulous restaurants around the King and Prince Resort. The shops and restaurants of Redfern Village are less than 2 miles away. brbrCome stay here and lose your heart to St Simons Island and the Golden Isles!brbrPets considered on a case by case basis. Please reach out! We have pets ourselves and hate to see them left out of family vacations!
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Bath 3

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Sleep 6

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Exceptional(2)

$464.48

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Private Vacation Home

Relax-N-Sea located near the village, sleeps 7 with pool and spa

Saint Simons Island, Georgia, United States

Relax-N-Sea, has 3 bedrooms, 2 bathrooms, all one level living and is located near the village of St. Simons Island. This ranch style home features a luxurious 12 X 24 pool with a spa and can be heated at your convenience. This is perfect for relaxing after a day of exploring the island or simply chill out poolside. Whether you're looking for a peaceful retreat or an adventure-filled getaway, Relax-N-Sea has something for everyone. The name truly captures the essence of this vacation home!brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 8-11, 2026 (3 nights)brJune 14-17, 2026 (3 nights)brJune 22-25, 2026 (3 nights)brJuly 25-29, 2026 (up to 4 nights)brAugust 1-6, 2026 (up to 5 nights)brbrbrTHE SPACEbrBedroom 1 – Primary, Queen (sleeps 2), ensuite bathroom with showerbrBedroom 2 – Queen (sleeps 2), shares the hall bathroom with combination tub/showerbrBedroom 3 – Bunk with full on the bottom (sleeps 3) and shares the hall bathroombrOpen dining room, family room and kitchen in the heart of the home with large smart TV.brbrThere is a full-time neighbor/tenant in the separate apartment in the back. The amenities of the home are not shared and will cause no disruption of your stay.brbrWith ample parking available, guests have the option to rent a golf cart or rent bikes to easily navigate the island's attractions.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 INFObrPets: This home is dog friendly for dogs 25lbs or less with $250 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
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Sleep 7

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$296.4

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Private Vacation Home

322 Brockinton Marsh - features stunning marsh views

Saint Simons Island, Georgia, United States

Located in the far corner of the community this quite townhome is certainly not your average vacation rental. Complete with renovated kitchen & bathrooms and new furnishings throughout. The first floor includes a warm and cozy living and dining room, kitchen, full bathroom and laundry room with on site washer/dryer. The updated kitchen includes all the essentials to make your travel easy and enjoyable. Also located on the first floor is 1 king bedroom with en-suite bathroom. Make your way up the stairs to the second floor to find the additional bedrooms with their own sink areas and a jack-and-jill toilet and shower area. Both floors have a back deck that overlook the marsh with furniture to enjoy the outside area. Enjoy the expansive deck off the first floor and dine al fresco while watching the sunset on the marsh. The Brockinton Marsh Community is a quick bike ride from the Island Retreat shopping center and Red Fern Village, making this a great island getaway! brbrBedding Includes: 1 King, 1 King, 1 Twin over Full Bunk with Twin Trundle, Sleeper SofabrbrThis property has 2 reserved parking places directly in front of the residence. brbrMaximum 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
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Sleep 8

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Exceptional(13)

$334.11

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Private Vacation Home

Lovely OceanWalk Condo, Pools, Walk to Pier Village, Golf Cart Available

Saint Simons Island, Georgia, United States

Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! brbrA golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.brbrWe boast a spacious and comfortable living space, outdoor dining patio, two heated pools, a duck pond with fountain! Conveniently located within walking distance to St. Simons Island beaches and Pier Village, where visitors and locals alike enjoy SSI's best restaurants and shops! An golf cart is available, exclusively for our guests to rent and is about half the cost of cart rentals on the Island.brbrDownstairs br-Dining room with 6 chairsbr-Dedicated workspace with deskbr-Full kitchen with refrigerator, freezer, stove, oven, dishwasher, microwavebr-Laundry closet with full sized washer and dryerbr-Powder bath br-Large living room with seating for 6+, large tv with streaming capabilitybr-Private outdoor space with dining table that backs up to a tree linebrbrUpstairsbr-Master Suite - Comfy King size bed, two closets, large tv, full bathroom.br-Second bedroom - Comfy Queen size bed, closet.br-Third bedroom - Comfy pair of Twin beds, closet.br-Full bathroom - includes tub for bathing small children.brbrAmenitiesbr-Two pools, one is heatedbr-Public charcoal grill across from the townhomebr-Pickleball courtsbr-Tennis courtsbr-Basketball br-Gym for workouts in the clubhousebr-Ping pong table to clubhousebr-Community pond with ducksbr-Community playground
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Sleep 6

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Exceptional(2)

$1264.7

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Large marsh front home with private pool and short walk to beach.

Saint Simons Island, Georgia, United States

Welcome to the Lazy Turtle Cottage, one of the nicest homes on East Beach. This home has everything a family could want while on vacation. Short walk to beach, private pool, spa and some of the best sunsets Saint Simons has to offer. brbrThrough the front door and up the stairs is the main level. On the main level you have a large kitchen, dining area, living area, half bath, laundry room and master bedroom with large master bath. The living area has four sitting chairs, large couch and views of the marsh. There is a large wet bar complete with sink, wine cooler, refrigerator, k cup coffee maker and drip coffee maker.brbrThe dining area has a very long dining table that seats fourteen. The perfect area for the whole family to get together and share the memories made from a day at the beach. The kitchen area is sure to be every mothers dream. All appliances are high end and stainless. There are two refrigerators, two wall ovens, two dishwashers, two toasters, microwave and gas stove top. Also located in the kitchen is a nine ft island with seating for five. There is a door off the kitchen that leads to one of two screened porch areas. This porch over looks the pool area and has two sitting chairs with cocktail table and an eating table with seating for ten.brbrOff the kitchen is the master bedroom. This room has a king bed, 45 in flatscreen television, and sitting table with two chairs. The master bath is situated with a double vanity sink and walk in shower. The master also has a door to access the screened porch overlooking pool.brbrOn the third level is where you will find the second of two large living areas, full bath with double vanity sink with tub/ shower combo, four guest rooms and open air porch overlooking the marsh with two sitting chairs and cocktail table. The living area has four sitting chairs, full size sofa, wet bar with drip coffee maker, sink, dishwasher number three and a large flatscreen television.brbrGuest room number one has a desk, queen bed and a 45 in tv. Guest bedroom number two has two custom bunks with twins on the top, queens on the bottom and a 45 tv. The third guest room is situated with a king bed, large dresser, 45 tv and a bathroom with single vanity sink and walk in shower. The fourth guest room has a large dresser, king bed, 45 in tv and a bathroom with a single vanity sink and walk in shower. brbrBack down the stairs and through the garage is where you will find the sunroom. This room has a full size refrigerator/ freezer, large flatscreen tv, eating table for four, full size couch and two sitting chairs. Through the garage door is where you will find your very own private oasis. The large pool has seating around the inside for your guests and yourself. The shallow end has a pool shelf with two sitting chairs and umbrella. The pool and spa can be heated for an extra fee. The pool deck has plenty of room for the whole family. There are four lounging chairs, two sitting chairs with umbrella and two sitting chairs underneath the covered porch. There is an outside shower that is enclosed on the sides for privacy. The shower is located next to the mud room where you will find a side by side washer/dryer, single vanity sink and walk in shower. brbrThe owners of this property have left nothing out. This is sure to be a family favorite for years to come. brbr** During the Summer season there is a seven night minimum. Weeks run from Sunday to Sunday.**brbrEach of our properties comes with the followingbrbrLinens, towels, dishes, standard kitchenware, hairdryer, an iron, and wireless internet/cable television services. So you won’t have to start your vacation with a trip to the store, we supply you with the following essentials:br2 rolls of toilet paper per bathroombr1 roll of paper towelsbr2 trash bagsbr2 laundry detergent podsbr2 dishwasher soap podsbr1 bar of soap in each bathroombrLiquid hand soapbrLiquid dish soap
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Bath 5

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Sleep 14

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Exceptional(81)

$341.3

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Private Vacation Home

Best LOCATION!! Adjacent to King and Prince Resort!! Sleeps 6-7

Saint Simons Island, Georgia, United States

LOCATION, LOCATION, LOCATION!!!! Oak Street Retreat borders the exclusive King and Prince resort which includes St. Simon’s ONLY oceanfront restaurant, ECHO! Aside from serving three meals a day, ECHO also has a spacious bar and occasional live music. Within short walking distance are island food favorites Crab Trap, Crabdaddy’s, and Beachcomber BBQ along with newer additions, Fiddlers and Barrier Island Brewery. You will also find the local beach gear and bike rental shop, Ocean Motion, around the corner. The beach is a short 200 yard stroll from the front door. brOur retreat comfortably sleeps 6 adults and up to 8 if twin bed and queen sleeper sofa are utilized. brLet’s talk about the townhouse! Upon entering, you will find a downstairs den with queen pullout couch, separate twin bed, and 43” TV. A queen bedroom with full bath is also on the first level. This level makes a great grandparents suite or kid zone!brWalk up a flight of stairs to the main level where you will find a spacious kitchen open to the dining table which seats 6. Four barstools provide additional in kitchen seating. Beyond the kitchen and dining area, is the living room with comfortable sectional sofa. Perfect for lazy afternoon naps! Above the fireplace, you will find a 55” smart TV for your viewing pleasure. Walk out the sliding doors and enjoy your morning coffee or evening cocktail on the deck. A half bathroom is also located on the main level.brTravel up one more flight of stairs and you will find two more bedrooms. One with a King bed and closet, the other with a Queen bed and closet. Each upstairs bedroom has a set of 2 bathroom sinks (4 total sinks), and a shared shower and toilet. The King bedroom has a deck attached. A full-size washer and dryer are located on the top floor. All bedrooms also have TVs. brWe have many extra amenities to offer you at Oak Street Retreat. *Beach gear, including chairs, tent, toys, skim board, and a beach cart for hauling your gear to the beach are provided. In addition, two adult bicycles are included. brThere are two designated parking spots directly in front of the unit and additional public parking can be found in front of the King and Prince Resort.brbrWeber gas grill for all your cooking needs!brbrNo pets. No smoking.brbr*Beach gear included as long as previous tenants have left intact. Cannot guaranteebr**Beach towels Not providedbr***A starter supply of toilet paper, paper towels, trash bags, dish soap, and dishwasher detergent are provided. brbrCheck in 4:00 pmbrCheck out 10:30 ambrbrElectronic keypad makes check in and out a breeze and no need fumbling with keys!!brbrLeave your cares at the door and welcome to our little piece of island paradise!!!
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Bath 2

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Sleep 8

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Exceptional(5)

$503.97

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Private Vacation Home

Three Oaks Cottage w/ Private Pool on East Beach

Saint Simons Island, Georgia, United States

Across the Street from the Beach! Three Oaks Cottage.- Heated Pool And Beach! Newly Renovated Beach House with Partial Ocean Viewbrbr[Special Discounts]brEnter these dates to see discounted rates:brJuly 29-August 1, 2026 (3 nights)brbrbrTHE SPACEbrWe are proud to offer Three Oaks Cottage, the latest addition to our Beach House Family! Three Oaks Beach Cottage is a Three Bedroom/ Two Bathroom beach house just steps from Gould's Inlet, one of St. Simons Island's most popular beaches in the East Beach neighborhood. Just half a block to the entrance of East Beach Gould's Inlet, Gould's Inlet has expansive beaches no matter the tide.brbrWe are excited to offer Three Oaks Cottage for your next St. Simons Island vacation. This is a one level home, with the entrance upstairs off of a large, front deck. brbrAs you enter the pool area, there is a gas grill, outdoor shower with hot and cold, and lots of room to gather. brbrUpstairs, you enter into a large living room, overlooking the deck, the well equipped kitchen with large island, and dining area with a partial ocean view. There is a large open coastal feeling with coastal decor and a 65 Smart TV. There is a large sectional couch and comfy chairs in the living room. brbrThe Primary bedroom has a king size bed and Smart TV and has an en-suite bathroom with double vanities and a large, walk-in shower. brbrGuest bedroom, 24 TV and has a king bed with closet. Second Guest bedroom has two single beds with a closet. brbrGuest bedrooms share a hall bathroom with combination tub/shower.brbrPool is approximately 12 X 30 and has an option to be heated. (see details below)brbrThe owner has supplied 8 beach chairs, beach cart, and boogie boards.brbrbrWhether a romantic getaway or a family gathering, Three Oaks Cottage is an excellent choice located at 2215 Bruce Drive. This is not a party house and occupancy maximums will be enforced and events may not be hosted at this location.brbrIncluded with each stay:brStarter supply of products to include:brPaper TowelsbrToilet PaperbrHotel quality soaps and shampoo productsbrDish and laundry detergentsbrHair dryersbrTowels and LinensbrBasic cooking and kitchenwarebrbrPool is approximately 10 x 20ftbrbrWhy 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
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Bath 2

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Sleep 8

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Exceptional(1)

$666

/ Nightly
Private Vacation Home

Golden Hour Cottage | Luxury St. Simons Island Vacation Rental

Saint Simons Island, Georgia, United States

⭐️ Covenant Property Management Luxury Collection -Experience the best in luxury and comfort with our hand-selected Luxury Property. This exceptional vacation rental offers high-end amenities, stunning location, and top-tier guest experience.brbrWelcome to Golden Hour Cottage — a beautifully restored 1940s cottage that perfectly blends vintage charm with fresh, modern updates. This spacious 4-bedroom, 3-bathroom home offers a refreshingly unique stay, with thoughtfully curated interiors that set it apart from typical island rentals. The cottage provides a perfect homebase with comfortable accommodations for families or groups looking to relax and reconnect on beautiful Saint Simons Island. brbrStep inside to find bright, inviting interiors with original architectural details thoughtfully preserved, paired with stylish furnishings and completely updated amenities that create a cozy yet elevated atmosphere. The open-concept living space flows into a fully equipped kitchen, perfect for gathering over meals or morning coffee. Enjoy a private backyard oasis with marsh views and a peaceful pond.brbrTucked away in a quiet neighborhood, this cottage is only 2 miles from the nearest beach and only minutes from the island's best dining, shopping, and attractions. Whether you're here for the sun, the sights, or the serenity, this convenient and charming cottage puts it all within easy reach.brbrSpacious Bedrooms – Sleep like a dream in our luxurious beds, with plush linens, plenty of pillows, and a calming coastal vibe throughout the home. All bedrooms are on the main floor except for the queen bedroom which is upstairs and accessible by the spiral staircase. This is the only room that is not on the main floor.brbrFully Equipped Kitchen – Whether you're whipping up a meal for two or a family feast, our kitchen is ready for all your cooking needs. High-end appliances, a unique bar for crafting the perfect cocktail, and all the tools you need to feel at home.brbrOutdoor Living – Enjoy breakfast on the porch or unwind after a day of exploring with a glass of wine in the private backyard. The lush, tropical landscape is the perfect setting for relaxation.brbrCozy Living Area – After a day of adventure, sink into the comfy couch, enjoy a movie on the flat-screen TV, or get lost in a good book.brbrCome experience island life the way it was meant to be — relaxed, refined, and unforgettable. Book your stay at Golden Hour Cottage today! brbrPets / Parking: We love your furry friends, but this property is not pet friendly. There is parking available for 5-6 cars, depending on the size of the vehicle.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.brbrBeach 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!brbrAccommodation Excise Tax Certificate STMA-13
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(2)

$787.33

/ Nightly
Private Vacation Home

The Grey Pearl - Swimming Pool, Premier Location!

Saint Simons Island, Georgia, United States

Summary:brDiscover The Grey Pearl, an ideal retreat for unwinding and enjoying quality moments with your loved ones. Accommodating up to 13 guests, this exquisite home boasts a fantastic pool and backyard space for an unparalleled experience.brbrThe Space:brIndulge in the epitome of luxury at The Grey Pearl, an exquisite vacation haven nestled in proximity to the enchanting pier and village of St. Simons Island. A sanctuary for those yearning to escape the hustle and bustle of daily life, this tranquil retreat promises an unparalleled vacation experience.brbrImmerse yourself in the refined elegance of our main house, where spacious bedrooms await, accommodating up to 8 guests. The tasteful and timeless decor, complemented by comfortable furnishings, creates a warm and inviting atmosphere. Each bedroom is thoughtfully appointed with cozy beds and modern amenities, ensuring a blissfully comfortable stay.brbrElevating your retreat, our vacation home also features a charming guest house designed to accommodate up to 5 guests. Boasting a delightful decorative theme catering to dog lovers, it provides an intimate and private escape for an unforgettable vacation.brbrUnwind in style at the stunning private pool, basking in the sun in a secluded haven of relaxation. The fenced backyard beckons you to savor moments of leisure, whether indulging in poolside bliss or hosting a barbecue with the convenience of a gas grill.brBeyond the allure of the property, its prime location near the St. Simons Island pier and village amplifies its appeal. With easy access to beautiful beaches, local attractions, and exquisite dining options, this vacation home serves as the perfect launchpad to explore the captivating coastal charm of Georgia. Immerse yourself in luxury, comfort, and convenience at The Grey Pearl – where every moment becomes a cherished memory.brbrBedroom Layout:brPrimary Suite: King bed, large en suite bathroom, located upstairsbrSecond King: Also upstairs, this King bedroom has an en suite bathroom as wellbrQueen Suite: Located on the main floor, en suite bathroombrGuest Room: Queen bed upstairsbrGuest House: Private suite with queen bed, plus 3 bunks for kids (kids only please in the bunks), the apartment is detached from the main house, over the garage. brPlease note, the garage itself is not for guest use.brbrGuest Access:brGuests have private access to the entire home and guest house. Guests do not have access to the garage.brbrThe Neighborhood:brLocated in St. Simons Pier Village district - this area serves as the downtown social hub and is a popular destination for shopping, dining and other activities. Nearby there is a lighthouse, playground and picnic areas. St. Simons Lighthouse and Museum is close by as well as Neptune Park. Neptune Park features an ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.brbrGetting Around:brYou will need a vehicle to navigate the island. Golf cart rentals are also extremely popular. We have plenty of parking available for both!brbrOther Things to Note:brThere are security cameras covering the full exterior of the home. This includes the front and backyard. There are no security cameras on the inside of the home. brNo pets. brMinimum age to book is 25. ID is required. brNo parties or events. brNo smoking/vaping inside or outside the home.br***Please note we require all guests to submit a valid form of ID through our check in form prior to check in. If you do not submit the ID we will not be able to send you check in instructions.***brbrInteraction with Guests:brI am available anytime through your booking platform.
Bed 5

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Bath 4

Bath

Sleep 13

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Exceptional(16)

$480.04

/ Nightly
Private Vacation Home

Ohhh so close to the Village with a POOL! Sleeps 8

Saint Simons Island, Georgia, United States

Village Retreat is just one block to the village where there is shopping, restaurants, ice cream shops, Neptune Park, and a pickle ball court on Mallery Street. Stroll to theLighthouse Museum with sweeping views of the Intracoastal Waterway overlooking Jekyll Island and often times, especially in the warmer months, you can spot dolphins swimming by. For those who like to just chill out, relaxing or grilling poolside is the best place to be. Non tidal beach entrances are only 2 miles away.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 8-11, 2026 (3 nights)brJune 17-24, 2026 (up to 7 nights)brJune 28-July 3, 2026 (up to 5 nights)brJuly 11-17, 2026 (up to 6 nights)brJuly 22-25, 2026 (3 nights)brbrbrTHE SPACEbrWelcome to our charming family home featuring 3 bedrooms, 2 full and 1 half bathroom.brbrThe master is located on the main living area with adjoining bathroom with shower and walk in closet.brbrGuest bedroom upstairs has a queen bed and additional guest bedroom has two queen beds. brbrUpstairs guest bedrooms share a full bath off the hall with combo tub/shower.brbrHalf bath is located at entry of the home.brbrThe kitchen features stainless steel appliances with a range. There is a breakfast bar (seating for 4) and dining table (seating for 6).brbrOwner has provided a drip style coffee maker and gas grill for your use.brbrFamily Room, Master and Queen guestroom have TV's.brbrGuest will also have access to the garage. There is ample parking for 4 cars. We also suggest renting a golf cart to get around the island.brbrPool is approximately 12’ x 27’. There is an option (fee) to heat in the cooler months.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.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
Bed 3

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Bath 2

Bath

Sleep 8

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