Holiday houses in St. Simons

Summer Special, Family Cottage w/ Bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5-bathroom coastal cottage in the heart of St. Simons Island. It features an open floor plan with a fully equipped kitchen, dining area for six, living room with a fireplace, and a screened porch for relaxing. The master bedroom with a king bed is on the first floor, and upstairs offers a bunk room that sleeps five, a king guest bedroom, and a sitting area with a coffee station. All bedrooms have ensuite bathrooms. The home comfortably sleeps nine gues

Salt Air Villas - Walk to Beach Pier Restaurants

Studio close to beach, village, restaurants, shopping. Gated condo community, covered parking. Perfect couples getaway, business trip or extended stay. One bedroom, 1-queen bed, one bath, large shower, jetted tub & private balcony. Fully stocked kitchen, 2-burner cooktop, fridge w/freezer, sink, microwave, toaster oven. Keurig coffee maker. Decorative touches throughout. Large Screen Samsung Smart TV+ROKU Guest Mode. Comfy furnishings, washer/dryer. Not suitable for children No Smoking No Pets

The Peachy Palm

Charming beach house in the heart of St. Simons Island, just a short 2 min. walk to the Village, shopping, restaurants, lighthouse, fishing pier, and nightlife. The island’s stunning beaches are minutes away(2 mile drive from condo). This spacious one-bedroom retreat features a king-size bed, sofa sleeper, private balcony, and access to a complex pool. Fully equipped with WiFi, kitchen essentials, 4 beach chairs/towels, for a stress-free stay. Perfect for a romantic getaway or family escape.

Cedar - w/Gorgeous Lake View

Take a break and unwind at this peaceful oasis. Whether you are coming to retreat or enjoy the Island with friends, this condo is perfect. Walk in and soak up the view of the lake and golf course, complete with a variety of birds and turtles to be observed. This spacious condo can sleep 4 guests with its king bed and very comfortable pull out couch queen bed. We have everything you'll need for cooking, cleaning and making yourself at home. The Moss Oak condo is ready! Come stay a while!

Starfish on Circle Drive - SSI Cozy Cottage

This traditional cottage on St. Simons offers relaxation, comfort, and proximity to the beach, dining and shopping. A large family room leads out to a backyard sanctuary with two screened-in porches. A fully stocked kitchen provides you opportunity to dine in, or head to the spacious deck to grill dinner or roast s'mores at the fire pit. Three bedrooms and two full baths. Pet-friendly, dogs only. Fenced yard. Secluded for peace and quiet, but conveniently located to visit all of SSI!

Top Floor Renovated Cottage by King & Prince Beach

This unique Cottage has just been renovated and redecorated with fine art and features beautiful shiplap walls as well as exposed wood beams and new floors throughout! The kitchen has been overhauled and features quartz countertops and an Italian farm house sink. The unit boasts two bedrooms with one king sized bed and the other being a queen with generous sized closets. In between the bedrooms is a full bathroom with a walk in shower. **This is a duplex and this unit is the top floor.**

Four Oaks Cottage, SSI-walk to beach!

Nestled under mature live oak trees, this 1940's beach cottage is quaint, comfortable, and cozy in a friendly, quiet neighborhood. Walk to the beach, ride bikes, sight see historic sites, golf, shop, dine out at a wonderful selection of great restaurants. Only takes 3-5 minutes to walk to the beach. Public access at 3rd or 5th streets. Between the Pier/Village/Neptune Park and the King & Prince/restaurants where all the action is and you can walk or ride bikes to. Great location!

Condo near the beach!

This marvelous condo in St. Simons Island is a gem waiting to be discovered by guests. In the heart of the island walking distance to restaurants, shopping and the beach is just 2 quick miles away! With 2 cozy bedrooms, 2 baths, access to a fitness room, tennis court, WiFi, and a community pool this spot is perfect for a relaxing getaway. Enjoy the convenience of a washer/dryer, AC, and more during your stay. Make your holiday one for the books with a stay at our place.

Walk to everything! The Beach and The Village

Cute and quaint guesthouse located in the heart of the pier/village area of St.Simons restored to its vintage heritage. New A/C and a 65” smart TV. It has a private driveway but you won't need the car - this cottage has such an incredible location you'll be walking everywhere with ease! Our little beach cottage is completely enclosed with a privacy fence for your pet to run free. It also features a porch for outside dining with a grill and an outdoor shower.

Stanton Apt A - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This 1-bed/1-bath apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 10-minute walk to the Pier Village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

Steps to Village-Relaxing Stay

Relax in Coastal Comfort Stay in this remodeled 3BR condo on St. Simons Island—all on one level, no stairs! Walk to the Village, restaurants, and shops, with beaches and parks just minutes away. Enjoy an open kitchen/living area, dining for six, and a patio with pond views. Community perks include a pool, tennis courts, fitness center, and covered parking. Perfect for families, friends, or a laid-back island escape.

Updated Condo | Steps to Beach & Village w/Pool

The Heron's Harbour condo is nestled in the scenic, gated, south end island community of Harbour Oaks. The complex features a spacious pool and tennis courts. Ideally located on the south end of the island and within walking distance to the best restaurants, village, pier and beach, this is a wonderful rental for two couples, a family, or friends to kick back and enjoy all that Saint Simons Island has to offer.