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

Showing 460 Of 626 Vacation Rentals
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Exceptional(7)

$500.39

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Private Vacation Home

Pet Friendly | Spacious Kitchen | Wine Fridge | Garage | Decks | Bonus Room | Fenced Backyard

Saint Simons Island, Georgia, United States

This pet-friendly, 4-bedroom house located in a quiet neighborhood is perfect for a family vacation, friends getaway, or extended business trip. There is plenty of room to spread out in the spacious living and kitchen areas, den, bonus room, front & back decks, fenced-in backyard, or large bedrooms - each with its own bathroom. The house is located in a quiet neighborhood off the main roads, but is still close by many shops, restaurants, and the beach. We look forward to hosting you at Rowantree Retreat. brbr brbrFormal Living Area brbr- Large Entryway brbr- High Vaulted Ceiling brbr- Sofa & Chair brbr- Ceiling Fan brbr- Fireplace (gas usually turned off for safety) brbr- Hardwood Flooring brbr brbrDining/Kitchen Area brbr- Large Table w/ Seating for 8 brbr- Bar area w/ Stools brbr- Large Kitchen w/ Lots of Counter Space brbr- Pantry Closet brbr- All Cookware (pots, pans, etc.) provided brbr- All Dinnerware (plates, bowls, cups, glasses, utensils, etc.) provided brbr- Full-Size Refrigerator / Freezer, Oven, Stove, Microwave and Dishwasher brbr- Coffee Maker brbr brbrLaundry Room brbr- Full Size Washer & Dryer brbr- Utility Sink brbr brbrDen brbr- Bar w/ Wine Fridge brbr- Smart TV (streaming only) brbr- Sofa & Chairs brbr- Ceiling Fan brbr--Hardwood Flooring brbr brbrPrimary Bedroom with Ensuite Bathroom brbr- King Size Bed brbr- Smart TV (streaming only) brbr- Ceiling Fan brbr- Walk-in Closet brbr- 2 Vanities brbr- Shower brbr- Large Soaking Tub w/ Jets brbr- Vaulted Ceilings brbr- Elegant Curtains brbr brbrGuest Bedrooms 1 & 2 w/ Ensuite Bathrooms brbr- King Size Beds brbr- Doors to Front Porch brbr- Desk in Guestroom #2 brbr- Ceiling Fans brbr- Large Closets brbr- Carpet Flooring brbr- Guestroom #1 - Tub & Shower Combo brbr- Guestroom #2 - Shower brbr brbrBonus Room brbr- Work Area w/ Desk brbr- Smart TV brbr- Sofa brbr- 2 Twin Beds (Trundle Bed) brbr- Large Walk-in Closet brbr- Bathroom w/ Tub & Shower Combo brbr brbrOutside brbr- Long Private Driveway brbr- Circular Driveway in Front brbr- Large Covered Front Porch brbr- Back Deck w/ Table, Chairs, Umbrella brbr- Fenced in Backyard brbr brbrFurther Amenities brbr- 2 Car Garage brbr- All linens (sheets, bath towels, etc.) are provided. brbr- Private Wi-Fi Access brbr-TVs all have streaming capabilities using your personal accounts. They also have very limited free channels and movies. brbr- A Starter Supply of the following amenities are provided to help you start your Vacation! Additional supplies are the tenants' responsibility. brbr +Coffee & Filters, Dishwasher Detergent, Dish Soap, Hand Soap, Paper Towels, Toilet Paper, Shampoo, Conditioner, Body Wash, Lotion, Trash Bags, Laundry Detergent, Dryer Sheets, Tissues brbr brbrRules & Regulations brbr- Pets Allowed (No pet fees, but please let us know if you are bringing any pets) brbr- No Smoking or Vaping brbr- No Loud Music/Noise (Home is in a quiet neighborhood and is NOT A PARTY HOUSE!) brbr- Must be at least 21 years of age to rent brbr brbrGlynn County Accommodation Excise Tax Certificate: STMA-41
Bed 4

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Bath 4

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Sleep 8

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Exceptional(19)

$277.17

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Private Vacation Home

Walk to the Beach from this economically priced to

Saint Simons Island, Georgia, United States

East Beach Villas represent a small townhouse complex within walking distance to the beach. Nothing fancy but all the basics are there and they are priced economically! They are unique in that the bedrooms and baths are all on the ground level with the common living area upstairs. 212 has a King bed in the master with a full bath. The other guest bedroom has a queen bed. There is a converted porch with bunk beds that is accessible thru the queen bedroom. An additional full bath is available for this guest space.brbrThe upstairs living space is large and very open so it's easy to be together as a family while cooking, dining, playing games or just relaxing watching TV. The large deck is located off the upstairs living space and has a table available for dining al fresco! The spiral steps takes you to a small rooftop deck for a view of your surroundings and ideal for sunbathing!brbrBedding Includes: 1 King, 1Queen, 1 Bunk, Sleeper Sofa 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
Bed 2

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Bath 2

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Sleep 8

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$599.59

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Private Vacation Home

Emil Cottage- Luxary 4-bedroom in Coast Cottages was featured on HGTV

Saint Simons Island, Georgia, United States

Welcome to Emil CottagebrbrReal Escapes Properties is proud to offer the Emil Cottage of the Coast Cottages Community on St. Simons Island. Coastal Cottages are in a very desirable location. You'll find charming southern architecture with wide, breezy streets. These elegantly appointed beach homes are surrounded by lush natural landscaping and brick-paved lanes. Emil Cottage was featured on HGTV, Coastal Living Magazine, and St. Simons' Tour of Homes. With 2,900+ sf of living space, 4 bedrooms, 4.5 baths, two living rooms, and gorgeous balcony views of the Atlantic Ocean. Gourmet kitchen with terrazzo counters, high-end appliances, ingenious fixtures, wide-plank floors, ship-lap wainscoting, custom wood and tile treatments, 2 handcrafted shell fireplaces, and visual surprises everywhere you look. Truly one of America's coastal masterpieces! You'll love the 360 degree street, marsh and ocean views from the rooftop deck. Enjoy full privileges at Coast Cottages' fabulous pools, pavilion and ramped boardwalk to St Simons' finest beach. Walk the shoreline at high tide, low tide, any tide.brbrProperty Overview:brAccommodations: The home spans approximately 2,990 sq ft and features 4 bedrooms and 4 bathrooms, with a total of 8 beds. Each bedroom has it own en suite. brbrDesign: Known for its artful first-floor layout and unique coastal-inspired decor. brbrAmenities & Community AccessbrOn-Site Facilities: A fully equipped kitchen with high end appliances (stovetop, microwave, dishwasher), flat-screen TVs with cable, and a private entrance.brbrShared Amenities: Guests have access to the Coast Cottages community pools (heated upon request for a fee) and an oceanfront pavilion.brbrThe south pool is heated automatically by the HOA Thanksgiving week, Christmas week, and from March 15 to April 15 for spring break.brbrFirst Floor:brAs you step through the front entrance, you'll immediately appreciate the wide plank wood flooring that runs throughout the entire house, adding a warm and inviting touch. To your right, you'll find a cozy bunk bedroom featuring two sets of bunk beds, each with double beds underneath and singles on top, perfect for accommodating children or additional guests. This room also includes an en-suite bath equipped with a walk-in shower and a smart TV for entertainment.brbrTo the left of the entrance, a well-appointed laundry room is conveniently located, and across the hall, the second bedroom awaits. This space boasts queen bedding, an en-suite bath with a walk-in shower, and its own smart TV. Adjacent to it, the third bedroom offers a sense of tranquility with a king bed, an en-suite bath featuring a walk-in shower, and a smart TV, providing a comfortable retreat for all guests.brbrBedroom 1- Bunk room. A set of bunks with Twins on the top and Doubles on the bottom, en suite with walk in shower.brbrBedroom 2- Queen Bedroom with en suite and walk-in shower. brbrBedroom 3- King Bed with en suite and walk- in shower.brbrLaundry room with full sized washer and dryer.brbrbrSecond Floor:brHeading upstairs to the main living level, you are welcomed by an open-concept layout that seamlessly connects the living room, dining area, and kitchen. The living room is spacious and thoughtfully designed with comfortable seating to accommodate large gatherings. The eclectic-themed decor is both charming and playful, highlighted by a working Wurlitzer juke box that sets the mood for fun evenings. Step out onto the balcony from the living room to enjoy views of the picturesque Coast Cottages neighborhood, where you can unwind with a good book or enjoy your morning coffee.brbrThe dining area is a statement in itself, featuring seating for ten at the table and four additional spots at the kitchen bar. Decorated with a large neon lobster wall hanging, it captures the essence of coastal living. The kitchen is a chef’s dream, showcasing imported Italian terrazzo countertops, high end appliances, distressed cabinetry, and eclectic lighting fixtures that enhance its character. A half bath on this level adds convenience, while a dedicated coffee bar adjacent to the kitchen ensures you can start your day off right. There is also an under counter ice maker and wine fridge.brbrbrThird Floor:brbrAs you ascend to the third floor, a cozy second living area greets you, complete with a wet bar, a large flat-panel TV, and another balcony that provides a peaceful vantage point to survey the vibrant neighborhood. Off this sitting room, the master bedroom awaits, featuring a king bed, a flat-panel TV, and an en-suite bath that includes both a walk-in shower and a separate tub for a relaxing soak after a day at the beach. The master suite also boasts a private balcony with a spiral staircase that leads to a rooftop deck, where you can soak in beautiful ocean views and breathtaking sunsets. There is a full sized sleeper sofa located on the 3rd floor living area. brbrBedroom 4 - Master suite with King bed, en suite with walk-in shower and stand alone bath tub. TV with cable. brbrEmil Cottage offers the perfect blend of comfort, style, and location, making it an ideal choice for your next vacation rental on St. Simons Island. Experience the charm of coastal living and create lasting memories in this enchanting home. Book your stay today!brbrCHECK IN: 4:00 pmbrCHECK OUT: 10:00 ambrbr• Group gatherings and events at this property are limited to the number of occupants (14 persons).br• No pets are allowed in this unit.br• Parking is available for 2 vehicles directly in front of the cottage. Parking passes will be provided.br• Walk to the beach! Pier & Village are approximately 2 miles down Ocean BoulevardbrbrMinimum Age to Rent is 30 years old - this applies to all guests with the exception of multi-generational families.brbrWhat to Expect in your Unit:br• There are 6 TVs located in this property. Cable on the Family Room and Primary bedroom and Peacock Premium. The rest of the TV's are smart TV for streaming. 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.brbrBedding Includes:br2 - Kingsbr1 - Queenbr2 - Set of Bunk Beds. Doubles on the bottom and Twins on the top. br1 - Full sized sleeper sofabrbrDon’t forget to bring your beach chairs, beach towels and sunscreen!brbrAccommodation Excise Tax Certificate: STMA-16
Bed 4

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Bath 4

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Sleep 14

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Exceptional(10)

$486.57

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Private Vacation Home

St Simons Island Townhome w/ Balcony + Ocean View!

Saint Simons Island, Georgia, United States

Escape to the picturesque shores of St Simons Island with a stay at this 3-bed, 3-bath vacation rental! Located just a short distance from the beach, this coastal retreat offers a tranquil place to relax after days spent in the sun. Tee up at the the King and Prince Golf Club, visit the historic St Simons Island Lighthouse, or stroll along East Beach amidst stunning water views. Then, return to this townhome to relax on the serene balcony or fire up the charcoal grill for a delicious barbeque!brbr-- THE PROPERTY --brbrWalk to Beach | Fire Pit | Stainless Steel Appliances | Pet Friendly w/ Fee | Centrally LocatedbrbrBedroom 1: California King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin BedsbrbrOUTDOOR LIVING: Balcony, ocean + beach view, charcoal grill, kayak, beach umbrella, beach chairs, beach towels, bicyclesbrINDOOR LIVING: Smart TVs, board games, books, ceiling fans, walk-in closet, dining area, laptop friendlybrKITCHEN: Keurig coffee maker, dishwasher, microwave, stove/oven, dishware & flatware, refrigerator, cooking basicsbrGENERAL: Linens, hair dryer, iron/board, complimentary toiletries, keyless entry, laundry detergent, towels, trash bags/paper towels, free WiFi, washer, dryer, central heating, central air conditioning, electric space heaterbrFAQ: Pet fee (paid pre-trip)brACCESSIBILITY: 2-story townhome, 3 steps required for entry, internal flight of stairs required for bedroom accessbrPARKING: Driveway (3 vehicles), free street parking (first-come, first-served)brbr-- THE LOCATION --brbrCOASTAL FUN: Massengale Park (0.6 miles), St. Simons Public Beach (1 mile), East Beach (1 mile), Lighthouse Trolleys Land & Sea Tours (1 mile), Southeast Adventure Outfitters (1 mile), St. Simons Island Pier (1 mile), Coastal Backwater Adventures (4 miles), BackBone Charters (4 miles), Summer Waves Water Park (19 miles)brTEE TIME: Sea Palms Golf Club (5 miles), The King and Prince Golf Club (12 miles), Heritage Oaks Golf Club (19 miles), Jekyll Island Golf Club (21 miles)brAREA ATTRACTIONS: World War 2 Homefront Museum (1 mile), St. Simons Island Lighthouse (1 mile), Neptune Park (1 mile), Mallery Park (1 mile), Fort Frederica (7 miles), The Farm at Oatland North (10 miles), Georgia Sea Turtle Center (19 miles), Jekyll Island Club Resort (19 miles), Fort King George State Historic Site (25 miles)brAIRPORT: Jacksonville International Airport (68 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $75 fee (+ fees & taxes, max 2 pets)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story townhome requires 3 steps for entry and an internal flight of stairs to access the bedrooms
Bed 3

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Bath 3

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Sleep 6

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Exceptional(24)

$477.25

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Private Vacation Home

Luxury St. Simons Getaway | Pool, Beach & Pet Friendly

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 Coastal Cowbell! brbrOur unique coastal farmhouse-style home with a modern and organic design is centrally located on Saint Simons Island to shops, restaurants, and nightlife! brbrThe fully fenced in backyard has a beautiful salt water pool, surrounded by a tree canopy, 4 pool chairs, yard games, and a gas grill, ready for family fun in sun. A wall of glass doors, invites guests into our open living space with a gas remote stone fireplace, smart tv with sound bar, and unique white leather reclining couch. Our backyard is regularly treated for mosquitos to make for an even more relaxing atmosphere. The glass door is also has an air curtain to help you cool off on a hot day. Opening up to the kitchen, fully equipped, with a gas range, traditional coffee pot, and whole house water softener. There is plenty of seating for the whole family with 8 chairs and 3 bar stools, on the island. Also located in the main living space is the washer and dryer behind modern barn doors. brbrThe first bedroom is located at the front of the home, with a queen bed, smart tv, and ensuite bath, which has a modern glass shower and floating vanity with ornate floor tiles. The second bedroom (Marine Room) is off the living room with a queen bed, smart tv and a closet with a barn door. In the hall is a full bathroom with a tub/shower combo, porthole mirror and farmhouse flare. The master bedroom (Green Room) is across the hall with a king bed, smart tv, access to pool, and an ensuite bath, which has a standing glass shower and a skylight. brbrLocated only 5 minutes (1.5 miles) from the beach, this is a great property to spend a quiet and relaxing vacation at the beach! brbrPool: This is a commercial grade pool with built-in step for easy entrance and exit. The pool is approximately 32'x16' and 3' in the shallow end and 8' in the deep end. The pool does not have the ability to be heated! brbrPet Friendly: 1 dog under 50lbs, for $150 fee. brbrPlane enthusiasts delight! This home is in the flight path of the SSI airport so you will get to see an occasional plane overhead. 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 3-14 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, 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
Bed 3

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Bath 3

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Sleep 6

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$1373.81

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Private Vacation Home

The Oyster - East Beach-Saltwater Pool, Hot Tub, Fire Pit, Ping Pong & Corn Hole

Saint Simons Island, Georgia, United States

Welcome to The Oyster, your St Simons Island, East Beach Retreat. brbr**Considering our property to another rental, we offer: 1 Beach cart (to take items to beach with fat tires), 1 Coolbrella beach umbrella, 8 beach chairs, 1 bocce ball set, 3 pool umbrellas, 8 lounge chairs, 1 cornhole, Gas grill and Gas firepit with 5 chairs. HUGE upgrade compared to other properties that don't offer and require you to pay for these amenities!**brbrThe Oyster features ONE LEVEL (great for little ones or older loved ones!) easy living with open kitchen + living room, separate wings for easy relaxation, totaling 5 bedrooms (4 Kings + 4 Twins = Sleeping 12), 4 bathrooms. Step out to your private oasis backyard with large screened porch, 55'' flat screen TV on the porch, 8 seater dining table, gas grill, ping pong table, lounge seating, astroturf, saltwater pool + more! Easy + quick walk to 11th Street canopy beach access, making this the PERFECT beach retreat!brbrINTERIOR LAYOUT:brbr⚪️ 1 level luxury coastal chic style home - perfect for in-laws or little ones!brbr⚪️ Greeted with overview of living + dining room, kitchen + island seating, wet bar, breakfast room, outdoor covered porch + poolbrbr⚪️ Living room features 85” Smart TV + electric heated (optional) fireplacebrbr⚪️ Dining table seats 8brbr⚪️ Dining room adjoins open kitchen with ample countertop space, 4 seater island, stainless steel appliances, 36'' professional 6 burner gas range/oven. The kitchen is well stocked with:br Stainless appliancesbr Sharp Microwave Drawer in Kitchen Islandbr Crock Potbr Coffee Potbr Toasterbr Blenderbr Ample pots + pansbr Plastic plates for Outside + Microwave Safe porcelain platesbr Utensilsbr Entertaining + Bar Itemsbr And More!brbr⚪️ To the left of the kitchen are 3-guest bedrooms (2 private King Bedrooms + 1 Bunk Bedroom) +2 bathrooms - 1 with tub/shower and the other with showerbrbr⚪️ To the right of the living room are 2 King bedrooms. One is the Master bedroom with its own private bathroom, double vanity and dual shower heads. The other King bedroom has a desk and printer. This king bedroom uses the hall bathroom with showerbrbr⚪️ Washer + Dryer is conveniently located off kitchen and by porch, for quick access from poolbrbrBACKYARD OASIS:brbr⚪️16' X 32' Saltwater Pool with Sun Padbr Expansive Pool Deck with up to 8 Lounge Chairsbr -Option to heat the pool, $500 per weekbr Hot Tub brbr⚪️ Covered Porch Features:br 55'' TVbr Gas Grillbr Dining Table that seats 8 with Lazy Suzanbr Outdoor Lounge Seatingbr BarbrbrINCLUDED FOR FUN:br XFINITY Cable Package:br ☀️ESPN 1+2br ☀️FOX Sport 1 + SEbr ☀️Golf Channelbr ☀️SEC Network br ☀️Discovery, Hallmark, HGTV, Lifetime, Oxygen, TLC & Nickelodeon br Ping Pong Table, Paddles + Ballsbr Cornhole br 2 Beach ChairsbrbrPARKING:brbr⚪️ Private Driveway - able to park 4 carsbr⚪️ No street parking, due to private streetbrbrHOUSE RULES:brbr⚪️ Following CDC Cleaning & Disinfecting Protocolsbr⚪️ Smoke free home (this includes the exterior of the property)br⚪️ No pets allowedbr⚪️ Must adhere to the East Beach Noise Ordinance - No loud noises after 11pmbr⚪️ Guest check-in is strictly at 4:00 pm, with check-out at/before 10:00 ambrbrPLEASE ENJOY WITH WHEN SELECTING THE OYSTER, AS YOUR DESTINATION:brbrStarter Supply of:br⚪️Paper Towelsbr⚪️Toilet Paperbr⚪️Curated Luxury Soaps, Shampoo, Lotion + Mouthwash br⚪️Dish + Laundry Detergentbr⚪️Towels, Linens + Makeup Remover Wipesbr⚪️Cooking, Baking, Grilling + Entertaining Itemsbr⚪️Clothes Steamerbr⚪️Iron + Ironing Boardbr⚪️First Aid Kitbr⚪️Fire extinguisher brbrDONT FORGET:br Additional Beach chairsbr Books - Adults + Kidsbr Sunscreenbr Beach Towelsbr Flip Flopsbr Hair Irons
Bed 5

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Bath 4

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Sleep 12

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Exceptional(5)

$510.96

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Private Vacation Home

Make a Splash 510 Delegal

Saint Simons Island, Georgia, United States

Everyday feels like a vacation at Make a Splash, your ultimate getaway on St. Simons Island, perfectly situated near the vibrant village and pristine beaches. Dive into relaxation at our poolside retreat, complete with a charming cabana that features a gas grill and a pellet smoker, perfect for outdoor dining and entertainment. Our pool offers an optional heating feature, ensuring a comfortable swim no matter the season.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 15-18, 2026 (3 nights)brJune 21-26, 2026 (up to 5 nights)brJuly 25-29, 2026 (up to 4 nights)brSeptember 1-3, 2026 (2 nights)brbrbrTHE SPACEbrBedroom 1 – Primary, King (sleeps 2) overlooks poolbrBathroom 1 – Primary with small soaker tub, shower and double vanitybrbrBedroom 2 – Full size bed (sleeps 2), located above the garage (no bathroom attached)brbrBedroom 3 – Upstairs, Full size bed (sleeps 2), single semi bunk and roll out trundle (sleeps 2)brBathroom 2 – Shared adjoining bathroom with combo tub/showerbrbrBedroom 4 – Upstairs, full size bed (sleeps 2)brBathroom 3 – Shared half bathroom near the living spacebrbrOutdoor shower has cold water only.brbrParking for 4 cars on property.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 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 4

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Bath 2

Bath

Sleep 10

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Exceptional(50)

$602.97

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Private Vacation Home

Gorgeous 4 bed/3.5 bath home, Dip Pool, Pups ok!

Saint Simons Island, Georgia, United States

Welcome to Ocean Pearl. Where you can have it all. brbrYou are 1/2 mile to the beach and 3/4 of mile to the St. Simons Pier and Village area. That's just the beginning! At Ocean Pearl you will enjoy the all-new construction, 4 bedroom, 3.5 bath house that is totally fenced in for your privacy, as well as the all new furniture and décor. The list goes on. brbrChef's kitchen with gas oven and cook top is just the setup for the dining experience. The dining room table is the signature piece of Ocean Pearl. Hewn from a giant Ambrosia Maple tree from the North Georgia mountains, sanded and finished by the owners, it sports two live edges with seating for eight. With two more seats at the bar, you can comfortably seat 10 for any meal. The wine cooler is conveniently located in the kitchen island. Keep your best vino at the perfect serving temperature!brbrAfter finishing dinner, you may want to retire to the cocktail pool in the courtyard area for a dip and, of course, a cocktail too! You will enjoy the tropical feel of the pool area that has a gas grill for year-round use and a gas fire pit for those cooler nights. That's not all. Watch the big game from the pool on the 50 inch HD flat screen TV. You can just about do it all from the pool courtyard. The cocktail pool can be heated for an additional fee.brbrWhen there are two big games going at the same time, the living room has a large flat screen TV, comfy sectional sofa and matching easy chairs. In the winter you'll enjoy your favorite shows with the warm glow from the fireplace. After a day spent enjoying the cooking, dining, swimming, and congregating with family and friends and it's time to call it a day, you will be in for another bedrooms. brbrThe elegant master on the main with king size bed and en-suite bathroom with walk-in shower, stand-alone tub and double vanity is reason enough to rent Ocean Pearl. But there are three more bedrooms upstairs. There is a king bedroom upstairs that shares a Jack and Jill bath with a queen bedroom. The king bedroom is known as the Fish Room. One look at the pictures and you will see why. The queen bedroom is known as the Starfish Room. Both bedrooms are uniquely appointed with flat panel TV's. The Jack and Jill connecting the two bedrooms has a walk-in shower and double vanity. The 4th bedroom is for the kids. It has a unique bunk system with 1 upper bunk, two lower bunks and a trundle. With the wall mounted TV and lot of room for the kids to play this room will be a favorite. brbrDid I mention that this property is dog friendly with a fenced backyard run Also, there is a deck with a hammock just off the garage. The list goes on but it's just time for you to book Ocean Pearl and see it all for yourself.brbrOcean Pearl, located at 49 Glynn Oaks Lane, is exactly what you’ve been looking for!brbrCocktail Pool dimensions: 10' (right, long side) x 8.6' (far side) x 10' (curve) x 2.5' (short wall) with a depth of 3.5'.brbrCHECK IN: 4:00 pm CHECK OUT: 10:00 ambrbr• Any group gatherings and events at this property are limited to the number of occupants (10 persons). br• Dog are welcome with a $100/pup non-refundable fee (No cats.) (Limit 3 pups).br* Cocktail pool can be heated for an additional $400.br• Parking is available for 3 cars in the driveway br• 1 mile to Public Beach Access, ¾ mile to St. Simons Pier, Village, Lighthouse brbrMinimum age to rent is 25. This applies to all guests with the exception of multi-generational families.brbrWhat to Expect in your Unit: br• There are 5 TVs in this property. br• Linens (Bath towels & bed sheets) are provided along with a Starter Supply of Toilet Paper, Soap, Paper Towels and Trash Bags. Any additional supplies needed during tenancy will be the responsibility of the guest.brbrBedding Includes: br2 – Kingbr1 – Queenbr4 – Twin/Bunk/TrundlebrbrDon’t forget to bring your beach chairs, beach towels and sunscreen!brbrAccommodation Excise Tax Certificate #096614
Bed 4

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Bath 3

Bath

Sleep 10

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Exceptional(65)

$538.66

/ Nightly
Private Vacation Home

Cute Beach House w/ Heated Pool Sleeps 10 walk to beach

Saint Simons Island, Georgia, United States

Welcome to Waterlily! This 4 bedroom 2.5 bath beach house has been renovated and updated just in time for your summer vacation. With a pool in the back yard, the beach just 3 blocks away, and plenty of sunshine on the back deck, you'll have plenty of options to enjoy the outdoors on your trip to St. Simon's Island. The house has 4 bedroom and 2.5 baths is the perfect spot for your family vacation!brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 4-6, 2026 (2 nights)brJune 27-July 4, 2026 (up to 7 nights)brAugust 2-5, 2026 (3 nights)brbrbrTHE SPACEbrPrimary Bedroom Suite: King bed, flat screen TV, full en suite attached bathroom with dual vanity sinks and shower. Private access to the back deck and pool.brbrSecond Suite: Configured the same as the Primary Bedroom above - king bed, flat screen TV, en suite attached bedroom, and private access to the deck and pool area. The only material difference is that the attached full bathroom with tub/shower is shared.brbrQueen's Room: Queen Bed - sleeps 2. Casual comfortable decor - you can't help but relax in this bedroom!brbrBunk Room: The fourth bedroom has two sets of bunk beds - sleeps 4 total. We had kids in mind when we designed this room but kept the decor neutral so boys, girls, teens, or adults will feel at home. Bathrooms: In addition to the 2 full bathrooms described above, there is a half bath nearest the bunk room.brbrThe pool outside gets plenty of sun and is a good size for family swim & play - it measures 13x25. We look forward to hosting you on your vacation! FLETC considered for winter and spring months.brbr** CONSTRUCTION ADJACENT ** Note that starting mid-August 2026, construction is planned next door. We've discounted rates to account for this - great a great deal on this home as a result! brbrbrBaby gear we provide:brPack N Play brHigh Chair (booster style that straps to a chair, has a washable food tray)brbrPool is approximately 13 x 27ftbrbrLocated on the south end of the Island, St. Simons Pier Village district serves as the downtown social hub and is a popular destination for shopping, dining and gathering on the pier and nearby lighthouse, playground and picnic areas. Overlooking the ocean and Jekyll Island across the way, you'll find the St. Simons Lighthouse and Museum, Neptune Park with its ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.brbrMORE INFObrBeach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.brbrPets: This home is dog friendly with $150 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
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Exceptional(38)

$308.77

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Private Vacation Home

Quaint Guest Cottage 1 block from Beach updated July 2022

Saint Simons Island, Georgia, United States

Located one block to beach and close proximity to the pier and village! This very quaint Gust Cottage located at the back of this sweet 1930's beach cottage has been professionally decorated and completely redone by the best architect who typically designs multi-million dollar homes on Sea Island.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 14-21, 2026 (up to 7 nights)brJune 25-July 2, 2026 (up to 7 nights)brJuly 5-12, 2026 (up to 7 nights)brbrbrTHE SPACEbrThis cottage has lots of character! Original wood work, hardwood floors and close proximity to the beach. With its own bedroom, Kitchen and Full Bath, outdoor patio, this cottage is private and perfect for a secluded get away.brbrThis convenient cottage is close to everything near the beach and pier/village where you will enjoy local shops and restaurants which feature some of the finest Georgia seafood! brbrThe interior offers a very comfy and open living room, separate bedroom, open to a kitchen and full bath. brbrIn years gone by, families came to St. Simons to the beach and stayed in simple cottages... in beach towns where porch-sitting and strolling were activities at least as important as swimming and sunbathing. It is the luxury of simplicity. The comfortable elegance of cotton sundresses and sun-bleached straw hats... screened porches and white picket fences... the taste of crabs caught at the ocean's edge...this is the Seaside style that you have been searching to find.brbrBedroom LayoutbrQueen Bed in bedroom nook connects to living room open to kitchen and bath.brbrLocated on the south end of the Island, St. Simons Pier Village district serves as the downtown social hub and is a popular destination for shopping, dining and gathering on the pier and nearby lighthouse, playground and picnic areas. Overlooking the ocean and Jekyll Island across the way, you'll find the St. Simons Lighthouse and Museum, Neptune Park with its ocean side pool and facilities, playground, miniature golf course, and an oak shaded picnic area, fishing pier, public library and theater.brbrMORE INFObrBeach Gear Included!: This home offers beach gear such as beach chairs and beach towels FREE for your use! Bikes, carts, paddleboards and more are available for rent locally, discount included. There are no fees or surcharges attached to your reservation.brbrPets: This is not a pet friendly home.brbrNo Smoking: No smoking is allowed in the home, on the porches/patios/decks, or on the property in general.brbrMinimum Age: Must be 25 + to book, or age 30 + on GAFL weekend (last weekend in October) For GAFL weekend (last weekend in October), guests must be age 30 + or kids with their parents, no student groups. We cannot make exceptions for that weekend.brbrNo Events: No events or parties. No overnight guests beyond the original booking group.brbrTax Certificate: #126822
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Exceptional(26)

$174.05

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Private Vacation Home

ISLAND TIME TOWNHOME - Best Location & Amenities!

Saint Simons Island, Georgia, United States

Welcome to amazing St. Simons Island and the new Island Time Townhome!brbrYou cannot beat this total package for the price, space and perfect “South Island” location, less than a mile from East Beach and a mile from the popular village, pier and famous lighthouse!brbrOur townhome is fully furnished with two stories, so no upstairs or downstairs neighbors. It is very spacious and includes an open concept kitchen, dining area and den. It offers a half bath downstairs and full bath upstairs. We have two upstairs bedrooms - the master has a queen bed and the second / guest has two twin beds. The den sofa pulls out into a queen-sized bed as well.brbrOur townhouse also offers a wonderful, air conditioned (window unit) sunroom to relax and store beach items, plus a futon that can provide another sleeping option. The recently rebuilt back deck features privacy walls, a new gas grill and cafe-style, patio string lights. brbrOur townhome offers a fully equipped kitchen with full size appliances, including dishwasher, refrigerator and range (oven & stove top). Plus, it has its own clothes washer and dryer (many SSI rentals do not have these) located upstairs between the two bedrooms. All the conveniences of home!brbrOur townhouse community offers a great little pool and a fire pit to enjoy. In addition, we have on-site single stream recycling, located within the fenced dumpster area. The complex is quiet and very well kept. We love our home away from home and we know that you will too!brbrGuests are welcome to use our four bikes, but as absentee owners, we cannot guarantee the working condition of each bike. So please think of our bikes as bonus amenities, not guaranteed amenities.brbrWe allow dogs, but have to be selective due to past experiences. Please tell us about your furry friend in your reservation request. We prefer smaller, well behaved dogs that are crated when not supervised that is not much into barking. We require that they be leashed when outdoors, with a human buddy picking up what they leave behind. We reserve the right to terminate any stay without refund if a pet isn’t disclosed to us or is being destructive (we will bill for damage), barks for long periods or isn’t properly attended to outside. If we approve your pet request, an additional pet fee of $65 would apply and be billed separately via VRBO before your stay.brbrOur unit number, front door keypad code, pool gate code and wifi network information will be messaged to you the day before your arrival.brbrCome relax and explore beautiful St. Simons Island with us!brbrNOTE: If you would like to book a long-term / “snow bird” rental more than 60 days in advance, please message us so that we can customize your rate and cancellation policy!
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Exceptional(41)

$729.71

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Private Pool, Sunroom, Walk to East Beach!

Saint Simons Island, Georgia, United States

Welcome to 7th St. Hideaway!brbrExciting Updates Coming May 2026!brEnjoy a more open living space, a fully renovated master bath with walk-in shower, and upgraded outdoor seating with a TV - all coming soon to make your stay even better!brbrOur East Beach cottage, 'The Hideaway,' offers modern amenities combined with the embracing charm of Saint Simons- makes for the perfect East Beach experience! Invite your family and friends to stay and experience their most complete beach vacation yet. We are an easy five-minute walk to the beach and offer an ultra- private pool in our fenced-in backyard. Our home has it all; the pool; the beach- sit on our charming front porch to enjoy your morning coffee, or ride your bike on the scenic paths to nearby shops and restaurants. Guaranteed you will not want to leave!brbrOur four bedroom, three bathroom home easily sleeps 9 people. The first bedroom on the first floor has a queen bed and an ensuite with a tiled shower. The second bedroom on the first floor has a king bed, a tv, and ensuite bathroom. Upstairs, the first bedroom on the left has two twin beds. The second bedroom has a king and a twin day bed. The full bathroom upstairs has a double vanity and a standing tile shower. Our cottage is fully furnished including an outdoor shower, Wi-Fi, fully stocked kitchen and a washer/dryer.brbrEast Beach is the best location on St. Simons Island with a neighborhood feel, salty ocean breezes, a beach unaffected by the tides and restaurants and shopping around the corner.brbrPool: gradual slope of 3ft to 7ft deepbrbrCome stay at our HideAway !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!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
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Exceptional(2)

$332.6

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The Oaks Retreat on St. Simons

Saint Simons Island, Georgia, United States

Summary:brbrMarsh-Front / 8 min to beach / Pet-FriendlybrbrbrbrThe Space:brbrThis is the best island retreat in the area - beautiful marsh views + lush garden that also has mosquito misting for your comfort!brbrbrbrOnly an eight minute drive to East Beach and Pier Village, this home is perfectly located for vacationers. You are a 2 minute drive to several famous restaurants such as Southern Soul Barbeque, Ember and others.brbrbrbrPier village has lots of shopping, restaurants and even a splash pad for the kiddos!brbrbrbrIt's a 3 minute walk to Red Fern Village where you can enjoy patio dining, libations and often live music!brbrbrbrThe home has 3 well-appointed bedrooms and 2 bathrooms. The primary bedroom has French doors leading right outside to the botanical garden area where you can enjoy your morning coffee overlooking the marsh.  There is a screened in porch that also overlooks the backyard and has a fan to keep you cool on those hot summer days. While the inside of the home is gorgeous, the backyard is where it's at! Live oaks adorn the backyard along with dozens of plants, different types of flowers and multiple areas to sit and relax. There is a propane grill available for those nights you want to barbeque and the best part...the home comes with built-in misters that sprays for mosquitos to keep them at bay. That means you can enjoy the outdoors without constantly worrying about them!brbrbrbrIf your stay is between March 1 and October 31, you will receive a beach gear credit of $35/night for stays 3-21 nights.brbrbrbrThe home comes with starter supplies to make your stay comfortable including toilet paper, paper towels, dish soap and laundry pods. If you are staying for an extended period and expect to need more than start supplies, there are several stores close by!brbrbrbrPlease note:brbrbrbrUp to 2 pets are welcome with a $50 pet fee. There are some breed and size restrictions so please contact us before booking to inquire.brbrbrbrFLETC TDY welcome.brbrbrbrPack N Play and strollers available upon request for $15 each for the duration of your stay. Please notify us at least 1 day in advance if you would like to rent them so we can ensure they are delivered prior to your arrival.brbrbrbrPlease consider purchasing travel insurance for your trip. This may cover you for instances of medical emergencies or inclement weather. We unfortunately can’t offer refunds for these types of situations so we want to ensure you’ve properly covered yourself.brbrbrbrAnything other than a regular vehicle may be prohibited or may not fit on the property. If you plan to bring a trailer, motorcycle, boat or any other commercial or recreational vehicle, please inquire with the host about whether this is allowed.brbrbrbrGuests must be at least 24 years old to book this property.brbrbrbrAfter booking we do require a rental agreement and rental form to be signed in order to stay at our home. We appreciate the understanding on this as we want to protect all parties involved!brbrbrbrThere is a $50 non-refundable processing fee that applies to all reservations.brbrbrbrThe Neighborhood:brbrQuiet coastal neighborhood that is central to everything St. Simons has to offer. Half a mile from RedFern Village and 2 miles from the beach!brbrbrbrOther Things to Note:brbrFor any stay 60 nights or more, an additional $250 cleaning fee will be collected after booking. If the cleaning fee is unpaid 7 days before check-in, we reserve the right to cancel the reservation without a refund.brbrbrbrFor stays of 30 nights or more, we will collect a $750 refundable security deposit.brbrbrbrLinens are provided for your stay along with a starter set of paper towels, toilet paper, trash bags, shampoo, body wash and laundry pods. They will not be replenished during your stay so make sure to bring some extras if you need!
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Exceptional(2)

$247.87

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Private Vacation Home

Salt Air Retreat- Newly Updated • Elevator • Game Room • Walk to Beach

Saint Simons Island, Georgia, United States

Welcome to Salt Air Retreat, your newly refreshed coastal getaway on the highly sought-after south end of St. Simons Island. Thoughtfully updated with fresh paint, stylish furnishings, and a clean, uncluttered design, this home now offers a light, airy feel that perfectly matches the relaxed island lifestyle.brbrPerfect for families, golf getaways, or tennis/pickleball weekends, this newly updated condo is located close to world-class golf at Sea Island, as well as nearby public tennis and pickleball courts. Beach gear is also included for guest use to make beach days easy and stress-free. This spacious multi-level condo features a rare private in-unit elevator, making it easy and convenient for guests of all ages.brbrThe main living area has been newly styled for comfort and simplicity, featuring a brand-new sectional that converts into a queen sleeper sofa—perfect for additional guests without sacrificing space or style.brbrThe open-concept layout makes it easy to gather, whether you're cooking, relaxing, or planning your next beach day.brbrA favorite for guests of all ages, the bonus room offers a fun and flexible second living area:brbrComfortable couchbrTV for streaming and relaxingbrGolden Tee arcade game for hours of entertainmentbrbrPerfect for kids, teens, or a separate space to unwind after a full day on the island.brbrSleeping Arrangements:brPrimary suite with private bathbrTwo additional bedrooms for family or guestsbrQueen sleeper sectional in the living roombrBonus room for additional lounging spacebrbrSkip the hassle of packing—beach gear is available for guest use, making your beach days easy, convenient, and fun.brbrConvenience & Amenities:brPrivate 2-car garage (rare on St. Simons!)brElevator access to all floorsbrWasher & dryerbrBalcony to enjoy coastal breezesbrFresh, updated interior with a modern coastal feelbrbrIdeally located on the south end of the island, you’re close to everything:brBeach accessbrPier Village (restaurants, shops, entertainment)brGolf at Sea IslandbrPublic tennis and pickleball courts nearbybrBike-friendly streets for exploringbrbrWhy Guests Love Salt Air Retreat:brNewly updated, bright & uncluttered interiorbrSleeps more with queen sleeper sectionalbrBonus game room with Golden Tee (unique feature!)brElevator access for convenience and easebrWalk/bike to beach, dining, and shopsbrClose to golf, tennis & pickleballbrBeach gear included for stress-free daysbrGarage + spacious layout (hard to find on the island)brbrGood to Know:brIdeal for families, couples, or small groupsbrNo parties or eventsbrGuests are responsible for any damage beyond the security depositbrbrYour Island Escape Awaits!brWhether you're here for sun-soaked beach days, a round of golf, or simply to relax and recharge, Salt Air Retreat offers the perfect combination of comfort, location, and fun.brbrBook your stay and start making memories on St. Simons Island!
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Exceptional(9)

$426.83

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Private Vacation Home

Beautiful 4 bedroom home with a pool!

Saint Simons Island, Georgia, United States

Welcome to 21 Orchard. Beautiful new home with four bedrooms and four baths. Located near shops and restaurants. Only 2 miles to the Pier/Village area and 2 miles to the nearest beach access point. brbrThe main living level has a queen bedroom with an ensuite bath and Smart TV. The dining room seats 8, the kitchen area can seat 6 at the table and 2 at the bar. The kitchen is fully equipped with lots of cabinet space, island, gas cooktop, and new appliances. The living room has a large sectional sofa and easy chairs with a large Smart TV over the gas log fireplace. Just outside the living room you will find a covered patio with tables, chairs and sofa for entertaining. There is a pool that can be heated as well (additional charge).brbrUpstairs, you will find 3 bedrooms, all with ensuite baths. The master bedroom is equipped with a king bed, walk in shower and a soaking tub. A large flat panel Smart TV hangs on the wall opposite the king bed. brbrThe second upstairs bedroom has queen bedding, Smart TV and ensuite bathroom. The third bedroom is the bunk room. There is a double bed bunk with a single on top. This room is also equipped with a Smart TV and ensuite bath. In the hallway upstairs you will find the washer and dryer tucked away in a large closet.brbrCome enjoy all that St Simons Island has to offer from this well-located and very comfortable home. You will be rebooking this one year after year.brbrNote: There are exterior cameras on the front and back of the home.brNote: TVs are streaming only.brNote: Pool can be heated for an additional charge. Pool is 14x20ft and 3.5 - 6ft deep.brNote: There is No grill at this property. brbrCHECK IN: 4:00 pm CHECK OUT: 10:00 ambrbrOccupancy: 9 - Any group gatherings and events at this property are limited to the number of occupants (9 persons). brbrPets: No pets are allowed at this home.brbrParking: Parking is available for up to 4 cars in the driveway (No trailers please). brbrAge: Minimum 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 7 TVs in this property. br* Linens (Bath towels and bed sheets) are provided along with a Starting supply of Toilet Paper, Soap, Paper Towels and Trash Bags (Any additional supplies needed during tenancy will be the responsibility of the guest.) brbrBedding Includes:br1 - Kingbr2 - Queenbr1 - Full/Twin BunkbrbrAccommodation Excise Tax Certificate #096614
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Exceptional(15)

$442.04

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Private Vacation Home

Pet Friendly, Heated Private Pool, Poolside Cabana w/ Projection TV

Saint Simons Island, Georgia, United States

Welcome to Live Oak Cottage, a charming haven nestled in the heart of Saint Simons Island. Ideally located just a short ride from the beach and the vibrant Village, this thoughtfully designed retreat blends coastal charm with modern comforts, creating the perfect getaway for families and friends. Whether you're seeking relaxation or adventure, Live Oak Cottage invites you to unwind, connect, and make lasting memories. Step inside and discover a bright and inviting space where every detail has been curated to enhance your stay. With three beautifully appointed bedrooms, two pristine bathrooms, and an open-concept living area bathed in natural light, the cottage offers a serene setting for your vacation. Relax with a good book on the sun porch or gather with loved ones for movie night, with tranquil views of the private pool just beyond.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.brDogs are allowed with a pet fee of $150/dog. 2 dogs maximumbrNo SmokingbrLinens (bath towels, pool/beach towels & bed sheets) providedbrCheck-In: 4:00 pm Check-out: 10:00 ambrParking for 4 vehiclesbrPool Heating Fee: additional $45 / night upon request at least 24 hours before arrivalbrFireplace(s) not available for guest usebrMinimum Age Requirement of 25 years of Age to Rent the PropertybrbrThe fully equipped kitchen is a chef's dream, featuring top-of-the-line appliances, ample counter space, and everything you need to prepare delicious meals. Share your culinary creations in the elegant dining area, or keep it casual at the breakfast bar. Outdoors, the possibilities for fun and relaxation are endless. Take a refreshing dip in the private heated pool, enjoy a cozy evening around the fire pit with s'mores and stories, or watch your favorite movie or sports game on the large 85 flat screen TV in the cabana. The fenced-in backyard ensures peace of mind, making it a haven for families and their furry companions alike. This dog-friendly home welcomes your four-legged friends to join the adventure.brbrPerfectly situated in the Mid-Island area, Live Oak Cottage puts you close to everything Saint Simons Island has to offer. Explore nearby shops, savor local cuisine at charming eateries, or spend your days biking, golfing, fishing, or lounging on the pristine beaches just moments away. Whether it's morning coffee on the porch, afternoons by the pool, or evenings exploring the island's treasures, Live Oak Cottage offers a harmonious blend of tranquility and convenience.brMore than just a vacation rental, Live Oak Cottage is your gateway to coastal bliss—a place where cherished memories are made, and every moment is infused with the magic of island life.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% refundbrbrTo protect your vacation investment and avoid deposits lost to cancellation, Lilmar Properties strongly recommends purchasing 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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Exceptional(19)

$259.43

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Golf retreat; 3/2.5, crib, mid island neighborhood across from Sea Palms Golf!

Saint Simons Island, Georgia, United States

This one-story home offers a beautiful mid island location with a large screened in porch, fenced yard with deck and island breezes. You will love the outdoor shower, fire pit, grill and large oak shaded private yard. Appliances and conveniences include laundry room with washer and dryer, fully equipped HVAC, ceiling fans throughout, Wi-Fi and cable, 3 large TVs, and 2 car garage. The home is stocked with fun items for both indoor and outdoor fun. Ping Pong Table. Outdoor extras include basketball, bikes, volleyball set, beach toys, croquet, firepit and fishing equipment. There are board games, books, and puzzles for Indoor play. Baby crib. St. Simons has miles of paved bike paths and easy, flat terrain giving a leisurely car or bike ride to the beach or charming village 4.6 miles. Numerous hiking, biking, museums and nature trails, and parks. Enjoy St. Simon's eclectic shops, surfing, classic fishing pier, and stretches of spectacular beaches. There are many waterfront restaurants with live music and great seafood. This natural island environment retains the charm of old coastal towns because you won't find high-rise condos and hotels that loom over the beaches here. Just a short walk to the Sea Palms Resort with its 18 holes of championship golf and splendid restaurant, Sago, and many other island favorites. Minutes from the beach and 15 minutes to the much-loved Pier Village and the St. Simons Lighthouse. Jekyll Island is the neighboring island offering a water park, Georgia Sea Turtle Center and Driftwood Beach.
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Exceptional(33)

$901.45

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Charming Beach Cottage - Beach across the street, walk to Village! Heated Pool

Saint Simons Island, Georgia, United States

One block to beach and close proximity to the pier and village! This 1930's beach cottage has been received a complete makeover (including an addition) and has been professionally by the best architect who typically designs multi-million dollar homes on Sea Island.brbr[Special Discounts]brEnter these dates to see discounted rates:brJune 2-5, 2026 (3 nights)brJune 14-18, 2026 (up to 4 nights)brJune 21-25, 2026 (up to 4 nights)brJune 28-July 2, 2026 (up to 4 nights)brbrbrTHE SPACEbrThis home has a lot of character! Original wood work, hardwood floors and close proximity to the beach. brbrOther amenities: Outside shower, outdoor bar and and grill area complete the main house.brbrThe pool is also new and in a garden oasis - 12 x 18, 5 1/2 FT deep end 3 1/2 FT shallow end. You can optionally have the pool heated with a daily fee, useful for early spring or late fall. The pool is for your private use.brbrThere is a one bedroom guest cottage that may be rented with the property. Otherwise, it is rented separately by other guest. Use of the pool is not shared with the guest cottage.brbrThis convenient cottage is close to everything near the beach and pier/village where you will enjoy local shops and restaurants which feature some of the finest Georgia seafood! Note the guest cottage does not have access to the pool, its for your private use, unless the guest cottage is rented with the main house.brbrThe interior offers a very comfy and open large living room / dining room, open to the kitchen with a ton of windows which bath the house in natural light. Enjoy your mornings and evenings relaxing on the glass enclosed, air conditioned porch.brbrFirst floor: brBR1 King, en suite with a beautifully tiled large walk-in shower stall, main floor. This room also has a large sitting room with a sofa. This room is part of the 2022 addition.brbrUpstairs:brBR2 King, en suite with a beautifully tiled large walk-in shower stall. This room is part of the 2022 addition.brbrBR3 Queen bed, en suite with large walk-in shower upstairs. brbrBR4 King, en suite with a large walk-in shower upstairs.brbrPrepare your meals in the fully equipped chef's kitchen with all the necessary pots, pans, bake ware and utensils essential for any meal. Clean up is made easy with the full sized dishwasher. Enjoy your meals in the sunroom overlooking the front garden while enjoying the day-to-day happenings on St. Simons Island. A stroll down the beach completes the perfect day.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
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$359.25

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Private, Sunny Getaway with Golf Course Views

Saint Simons Island, Georgia, United States

Escape to your private island retreat on St. Simons! This 3-bedroom, 3-bath home in the Sea Palms community offers space, privacy, and beautiful golf course views—with no shared walls or units above or below.brInside, the home has been thoughtfully updated for comfort and relaxation. Step out onto the back deck overlooking the fairway, the perfect spot for morning coffee, outdoor meals, or unwinding after a day at the beach.brThe primary bedroom and full bathroom are conveniently located on the main level, just steps from the parking area, while the additional bedrooms and bathrooms provide plenty of space and privacy for families or friends traveling together.brJust a short walk from your door, you'll find Sea Palms' SAGO restaurant. Quiet, comfortable, and surrounded by lush island scenery, this home is the ideal base for enjoying golf, beaches, dining, and laid-back St. Simons Island living.brbrPets: NOT Pet Friendly.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!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
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