Beach house holiday rentals in St. Simons Island

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Top-rated beach house rentals in St. Simons Island

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Top guest favourite

Home in St. Simons Island

5 out of 5 average rating, 151 reviews

The East Inn - Hip Hideout Blocks from Beach

Tucked behind the historic Hazel's Cafe, this 4 bedroom hideout is rooted in and captures the "South End" living. Tall ceilings and large rooms make this Modern-Spanish style house the perfect oasis for taking it slow. Moments away you can be walking on our natural beaches, viewing our famous marshes, or catching magical sunsets. It is located 1 mile from The Village-the island's traditional "downtown" area and 5 blocks from the beach. This house is perfect for 2 families or large friend groups.

Guest favourite

Home in St. Simons Island

4.97 out of 5 average rating, 76 reviews

Heated Pool, Family friendly, Great Location

Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

Guest favourite

Home in St. Simons Island

4.92 out of 5 average rating, 50 reviews

Welcome to La Bella Vita Cottage!

Escape to my charming St. Simons Island cottage, steps from the island's best beaches! This inviting retreat offers a spacious open floor plan, perfect for gatherings. Enjoy modern amenities and unbeatable convenience—bike to East Beach (0.7 miles), explore the Historic Old Coast Guard Station and WWII Museum, or discover Pier Village (1.2 miles) with shops, dining, and the iconic lighthouse. Four complimentary bikes included! Enjoy our pickleball courts! Your incredible island getaway awaits!

Top guest favourite

Home in St. Simons Island

5 out of 5 average rating, 12 reviews

Idyllic SSI Beach House

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

Top guest favourite

Home in St. Simons Island

5 out of 5 average rating, 50 reviews

New Luxury Home Near Beach, Crabdaddys, Sleeps 10!

Be one of the first guests! This house is less than one mile to the beach and one mile to the St. Simons Pier and Village area. That's just the beginning! At Sandy Toes Cottage you will enjoy the all-new construction, 4 bedrooms, 4.5 bath house that is located at the end of a very quiet street on a cul-de-sac. The house was finished in 2021 and features double porches, oversized master suite on main floor, gourmet chef's kitchen with custom cabinets and upgraded top of the line appliances.

Top guest favourite

Home in St. Simons Island

4.97 out of 5 average rating, 59 reviews

Summer Special | Luxury home with private pool!

Come stay at Live Oak Retreat. Nestled in the heart of St Simon's Island this home is comprised of 3 bedrooms and 2.5 baths with an open floor plan. The welcoming pool allows for family fun time and 4 bicycles are provided for exploring the island. Featuring custom finishes, luxury amenities, and a relaxing screened in porch, this beach house is the perfect place for your next getaway. Located just a quick drive from beaches, popular golf courses, village, historic sites, and so much more.

Guest favourite

Home in St. Simons Island

4.95 out of 5 average rating, 86 reviews

Hidden Gem

Nestled off the beaten path this hidden gem will tempt you to stick around all day but the beach, village and great restaurants are all within a mile. Bring your bike or rent a golf cart and leave the car parked! Drink your morning coffee in the warm sun of the front screened porch or in the shade of the back screened porch. Enjoy rocking in the garden surrounded by nature's beauty as the fountain provides background music. The comfortable beds will provide a restful night of sleep.

Superhost

Home in St. Simons Island

5 out of 5 average rating, 4 reviews

*New Listing* One street off Pier Village!

Ultimate St. Simons Island Getaway – Walk to Beach, Dining & Pier This exquisite home is steps from Pier Village, top restaurants, shopping, water park, mini golf, Lighthouse, and an easy stroll to Beach Access 11. Features include an open kitchen with Wolf appliances, two primary suites, a fun bunk room, a whimsical twin room & a crow's nest. Enjoy a private deck with grill and fire pit and a backyard with bistro lights. Ms Georgia Peach is perfect for families who want it all!

Superhost

Home in St. Simons Island

4.64 out of 5 average rating, 28 reviews

Steps to East Beach & Pet Friendly w/ 2 King Beds

The sparkling shores of East Beach are just steps away. This condo is located in East Beach Villas about 50 yards from the Olive Way beach access. This Condo is featuring 2 bedrooms and 2.5 bathrooms and sleeps up to 9. Primed to offer you a taste of true island living, this laid-back escape is walking distance to restaurants, bars, and landmarks like Massengale Park and the World War II Museum. Enjoy coffee on the back deck in the mornings and cookouts in the evenings.

Top guest favourite

Home in St. Simons Island

4.92 out of 5 average rating, 103 reviews

The Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Top guest favourite

Home in St. Simons Island

4.96 out of 5 average rating, 160 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

Superhost

Home in St. Simons Island

4.94 out of 5 average rating, 119 reviews

ONE BLOCK FROM BEACH, 150 YARDS TO 4 RESTAURANTS!!

This beach house is a gem!! 1 block from the beach allows for an easy walk to the ocean. Access to the beach is SUPER easy for carrying coolers, chairs, tents, etc. The house has an outdoor shower for after beach activities. 150 yards from 4 restaurants. Private putting green! 1 mile to the village. This house is perfectly situated in the middle of everything!! Private 6 seater golf cart available to rent upon request.