Family-friendly holiday rentals in St. Simons Island

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

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.

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse - all new construction with a beach community theme, laced with Southern charm. To reach your 600 sq/ft studio cottage, use the private entrance to access the stairway. Along with a full bath and a convenient kitchenette, you are welcomed to a large open living space with double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks. All guest bookings w favorable prior history will be considered.

Turtle Villa: 4 beds, 3 bath and Pet Friendly!

Beautiful mid-island pet-friendly home with 4 bedrooms, and 3 full baths. The best Air B&B to start your island adventure with beach bikes, beach chairs, wagon and umbrella all included! Home is beautifully decorated with beach decor and turtles! The master has king bed and full bath on suit. 2nd bedroom upstairs has a full size bed. 3rd bedroom has a Queen, 4th bedroom has Queen and desk. Blowup queen mattress available. The lower level also has a coffee maker, mini fridge and microwave.

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

Historic Beach Cottage - Steps to Beach & Dining

Experience a serene escape in this beautifully restored 1928 beach cottage. Blending historic charm with modern comforts, this home features an open floor plan, a fully equipped kitchen, and a comfortable living area. The cozy bedroom offers a peaceful retreat, and the modern bathroom includes a marble shower. Relax on the screened porch with a swinging daybed or take a short, two-block walk to the beach. Located in a vibrant neighborhood, you'll be steps away from dining and shopping.

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!

Heart of the Island Studio Apartment/Walk to shops

The Cottages at Neptune Way #2 is a beautifully designed 1 bedroom studio, perfectly located in the heart of the SSI village area. One of 3 cottage units on the shared property, it boasts a quiet street tucked one block behind the bustling villa shops and restaurants. Extra tall ceilings, kitchenette with new vintage-style appliances, huge TV on the living area side of the studio, 2 Queen beds and direct access to shared back patio/yard. New bathroom with full sized laundry.

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!

Salt Water Cowboy

Escape to your private island retreat on beautiful St. Simons Island, Georgia. This adults-only, pet-friendly retreat offers the perfect blend of modern comfort and coastal charm. Recently renovated, the home features 2 bedrooms, 1 full bathroom and a delightful kitchen. Enjoy a fenced yard, covered patio, private hot tub, and shaded parking beneath stunning live oaks. Perfectly located near beaches, dining, and island attractions—your private coastal getaway awaits.

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.

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.