Beach house holiday rentals in St. Simons

Sea Dip Cottage Oceanfront 4BR 3.5BA

Ask about special summer discounts up to 20% & 3 night stays. Escape to SEA DIP COTTAGE at 109 Seaside Terrace, a stunning 4-bedroom, 3.5-bath house with a large beachfront screen porch with a wood burning outdoor fireplace on Jekyll Island with direct beach access! Located in a new 25 lot beach front development known as Seaside Retreat at Jekyll Island. This beautiful home offers breathtaking ocean views and is perfect for families and groups. Enjoy a fully equipped kitchen, two refrigerators

Unique stay at Jekyll Island

THIS IS FOR THE CAMPER THAT WE WILL DELIVER AND SET UP AT YOUR CAMPSITE ON THE ISLAND. YOU ARE RESPONSIBLE FOR BOOKING YOUR CAMPSITE. PLEASE BOOK THE SITE FIRST BEFORE BOOKING WITH US AND MESSAGE US YOUR SITE NUMBER. HOOK-UP WITH AT LEAST A 50AMP POWER SUPPLY IS REQUIRED AS WELL AS A SPOT FOR A 33FT RV WITH ONE WALL SLIDE. THIS CAN BE DONE ON THEIR WEBSITE IT IS SUPER EASY AND QUICK:) IF YOU NEED HELP WITH THIS PROCESS OR HAVE ANY QUESTIONS, PLEASE CONTACT US WE WILL BE HAPPY TO ASSIST*

Island Collective - best beach/village walkability

Enjoy this combo of neighboring Guest Favorite properties (Island Rosè + Island Jade) to accomodate larger groups: total 4BR/4BA (3BR/3BA + 1BR/1BA) that sleeps up to 16 guests with 3 king beds, 4 queen bunk beds & a sleeper sofa. Perfect beach getaway for multi-generation family vacations and large friend groups seeking comfort, style, and unbeatable walkability! Two blocks walk from everything for a quintessential St Simons beach vacation: beach, Village, Pier, Neptune Park pool.

Life Is Bliss Cottage - Oceanfront / Heated Pool

This exquisite Two Story, 6 Bedroom/4 Bathroom beach front cottage features spacious living areas, large inground heated pool and a beautifully landscaped yard. This is the largest oceanfront rental cottage with pool on Jekyll Island. From 5/10 - 8/16 ("season") we require a Saturday - Saturday stay. NO PETS & NO SMOKING. Also, we do ask that you treat our home with RESPECT during your stay. Please also read "MORE ABOUT THE SPACE" section for important additional information.

Crafted by a shipwright. Anchored in time. The

Crafted by a shipwright. Anchored in time. The Shipwright's Bungalow sleeps 9 Welcome to The Shipwright’s Bungalow, a timeless coastal retreat on beautiful Saint Simons Island. Built in 1947 by a master shipbuilder, this mid-century bungalow was crafted with the same precision and care once reserved for wooden vessels. Though lovingly updated for modern comfort, the home still carries the spirit of its original craftsmanship — from the exposed beams to the warm, welcoming layout.

High Tide Hideaway SSI

Welcome to High Tide Hideaway, your St. Simons beach retreat. This 3BR/3.5BA townhome sleeps 8, its steps to the beach with a private plunge pool, breezy balconies, and full kitchen. This property is located minutes to the Village/pier, dining & shops, with 3 Parking spots Included. From May 10th- August 2nd, there's a 7 day minimum from Sunday-Sunday; Labor Day week and Thanksgiving week will be a 7 day minimum. Exception Dates: July 5th- July 11th: 6 Night min.

Game Room | Hot Tub | Pet Friendly | Near Beach

Welcome to Beach Getaway — complete with a game room and hot tub! This home, conveniently located near the beach and pier village, is the perfect spot for families or friend groups. The game room includes foosball, darts, hook & ring, wall connect-four, and a 2-player Pac-Man machine with a selection of classic arcade games. The backyard features an open patio with plenty of seating around a firepit and a private hot tub available at no added cost.

Spring special/heated pool/Mint Julep

Best location on the island. Have fun with the whole family at this stylish mid-century oasis. The Mint Julep is a beautifully renovated home! It offers the best in design and accessibility to everything St. Simons has to offer. From shopping to sand, the home is within walking distance of all the shops and dining in the Villages and an easy short walk to the beach. Great for large gatherings, wedding events, and summer fun all year long!

Day Dream Cottage -w/elevator and roof top deck

Welcome to the Day Dream Cottage! Offering 4 bedrooms and 4.5 bathrooms, Day Dream is located in the much desired oceanfront community of Coast Cottages on St. Simons Island. Beautifully decorated with sprawling porches and a spectacular rooftop deck boasting great views, Day Dream Cottage is a first class Golden Isle getaway only steps away from the oceanfront Coast Cottage Pools and Pavilion with private access to the beach.

Conched Out!

Just 250 steps to our beautiful beach! This charming 2BR/2.5BA cottage is perfect for 2 couples or a family, with futon and a pullout couch for extra space. Enjoy a well-equipped kitchen, dining for six, and a fully fenced pet friendly back yard with a large deck, cool tiki bar and fire pit. Whether a getaway with friends or a beachy family vacation, this cottage is set up to make your stay easy, fun and unforgettable.

4BR Waterview Dog Friendly | Private Pool

Absolutely stunning inside and out, Barrier Island Getaway is just the place to make lasting memories with friends and family in the heart of all the action. Whether you plan to hit the beach, shop at local boutiques, or grab a bite to eat at one of the many eateries on the island, there will be no delay in filling each day with fun.

Emil Cottage- Luxary 4-bedroom in Coast Cottages

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.