
Holiday rentals in St. Simons Island
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Top-rated holiday rentals in St. Simons Island
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St. Simons "Blue Crab" Beach Cottage on South End
You’ll find a spacious foyer, a comfortable family room, and a fully stocked kitchen with a dedicated dining area. The primary bedroom features king-sized bed and en-suite bathroom. The 2nd bedroom has a queen bed, and the 3rd has two single beds. Outside is a huge backyard & covered patio. For the beach, we provide beach chairs and boogie boards. Secluded enough to offer peace and quiet, yet just a short trip from the Pier Village's charming shops and restaurants, Lighthouse, and the beach.

Lovely, central village area, cozy coastal cottage
Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

My Ocean Getaway Yards from beach Location!
Actually minute walk to beach! 3 bedroom 2.5 bath -Beautiful fenced in back yard with a patio area covered ,with grill, Beach kart and towels chairs included! Located in the heart of popular beach community Restaurants shops markets and more Block to beach access and minute from Village. Guest favorite on South end . Great king beds and Smart tvs in bedrooms Fully stocked kitchen.outdoor space private yard . Beach Restaurants Fees instead of splitting are added to daily same cost

Jack & Laurel Welcome You To Our Beach Club Condo!
Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

Cozy Coastal Cottage
Your home away from home on St. Simons Island! Our house is beautifully updated with 3 private bedrooms, 2 full bathrooms and a spacious common area. The backyard is a private oasis complete with a sitting area, covered patio, large TV and grill. Bonus features include a fire pit and outdoor shower! Ample parking space. The house sits across from a quaint neighborhood park. Few minutes drive to the beach, and a short walk to shops and restaurants. We welcome you to St. Simon’s!

Ocean Vibes Retreat (dog friendly)
This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

Perfect cottage ON THE BEACH! Golf Cart for RENT!
Built in 1944 and 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. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

Renovated Lake View Golf Condo
Escape to our renovated 2BR/2.5BA multi-level condo in Sea Palms on St. Simons Island. Bright and spacious with vaulted ceilings, it comfortably accommodates families or small groups. Relax in two private sunrooms overlooking the golf course lake. Both bedrooms include TVs, and the condo offers modern comforts in a peaceful coastal setting. Please note: This property does not include access to a swimming pool.

Just Listed, Ground Floor 2BR/2BA, 1 mile to beach
Perfect location on Saint Simons Island! Only one mile to beach and The Village. Ground floor condo with easy access, 2 bedrooms, 2 baths, patio opens to beautiful green space and tree area. Free parking. Ocean Walk Complex is just lovely and offers fitness center, two pools, two tennis courts, club house with ping pong, beautiful pond with many seating areas, BBQ grills - quiet and family friendly.

The Nest | Steps to beach and dining
Welcome to our charming guest cottage privately nestled behind a quaint 1940s home. Situated within walking distance to the beach and a variety of restaurants, this cozy retreat offers a peaceful getaway with modern amenities. Relax in comfort and convenience while enjoying the coastal breeze and exploring the vibrant, tree canopied neighborhood. Your seaside escape awaits!

2BR & 2BA Beach cottage & .5 mi. to Beach!
Welcome to the 1950's historic 'Anguilla Bungalow.' The home is recently renovated and includes 2BR & 2BA. Located on St. Simons Island and only 1/2 mile to the historic Village where you will find great shops and restaurants! The beach is less than 2 miles away. We look forward to having you and please make sure to check out our 5-star reviews and super host status!

Flying Turtle SSI
Coastal comfort meets island adventure at The Flying Turtle! This 3BR/2BA home includes porches, a stocked kitchen, and a 6-seater golf cart for exploring the island. Stays of 5+ nights include complimentary cart use; shorter stays may add it for a fee. Rental agreement required after booking. Cart use requires additional terms and valid license.
Popular amenities for St. Simons Island holiday rentals
Other great holiday rentals in St. Simons Island

Beachy Keen

Atlantic Breeze

Cater Cove - private pool, 1 mile to beach, quiet!

Robin’s Nest

The Peachy Palm

St. Simons Sanctuary - 2BR, Walk to the Beach

Saltlife downstairs duplex

Private Cottage Treehouse Among Giant Live Oaks
Frequently Asked Questions
Where is Saint Simons Island located?
Saint Simons Island is on the southeastern coast of Georgia, United States, nestled along the Atlantic Ocean. It is known for its maritime forests, sandy beaches, and welcoming coastal communities.
When is the best time to visit Saint Simons Island?
Mild temperatures and lower rainfall in spring and fall make those seasons frequently suggested for visiting Saint Simons Island. Summer is popular for beach activities but brings warmer weather and higher humidity.
What are some things to do near Saint Simons Island?
Explore historic landmarks like the St. Simons Lighthouse Museum, stroll through oak-lined parks, or discover local shops and art galleries. Outdoor activities such as cycling, birdwatching, and kayaking around marshes are also often recommended.
How is the weather near Saint Simons Island?
Saint Simons Island has mild winters around 43–65°F (6–18°C) and warm, humid summers reaching 89°F (32°C), with higher rainfall in late spring and summer. Expect comfortable evenings much of the year, with the possibility of coastal breezes.
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