Holiday rentals with outdoor seating in St. Simons Island

Apartment in St. Simons Island

4.96 out of 5 average rating, 190 reviews

Water View - optional BIKES - Walk 2 Pier Village

Newly renovated 2 bedroom condo has the best balcony view. U will enjoy the south-island location close 2 many shops & restaurants. U can easily walk 2 the pier, shops, & restaurants. Walk to live music! Master has a King, Queen in guest room, & the living room has sleeper sofa. Unit comes w/ furnishings & BUSINESS CLASS WIFI. Access to tennis courts, 2 pools (1 heated) laundry facilities (coin operated). 4 bikes for additional fee to use. NO PETS or ANIMALS ALLOWED. CONTACT ME for all listings.

5 out of 5 average rating, 147 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.

4.95 out of 5 average rating, 214 reviews

Cottage in Jekyll Island

SandyToes & SaltyKisses A Beach, bikes, pool & fun

Located just a short stroll from beautiful trails and the Atlantic Ocean, our cozy coastal cottage is the perfect getaway. The recently renovated home is wonderfully decorated to create an amazing experience. Enjoy the large backyard, beach gear, bikes, and a great location with easy access to great restaurants and local attractions. 2 Min Bike to Jekyll Island Trail System 5 Min Drive to Georgia Sea Turtle Center 7 Min Walk to the Beach Experience Jekyll Island With Us & Learn More Below!

Cottage in St. Simons Island

4.89 out of 5 average rating, 140 reviews

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 (low tide is best), ride bikes, sight see historic sites, golf, shop, dine out at a wonderful selection of great restaurants. Only a 3 minute walk to the beach at 3rd or 5th street public access points. Located between the Pier/Village/Neptune Park and the King & Prince/restaurants where all the action is and you can walk to. Great location!

4.87 out of 5 average rating, 321 reviews

Redfern Retreat

Nestled under ancient live oaks, this vacation spot is a hipster heaven of art and maker furniture with plenty of space inside and out for entertaining. For entertainment, there are tvs in three rooms all with YouTube tv. Amazon Echo for music and news, and a Roku and Amazon Firestick for Internet tv. Just fyi, there's a separate bungalow in back that is also listed on Airbnb as “Redfern Respite” that you can book but has a separate entrance and private deck. This is not a shared space.

Superhost

4.88 out of 5 average rating, 120 reviews

Spacious St Simons Island House, Pet Friendly

A spacious island getaway in a quiet neighborhood minutes away from the beach. This house has roomy living quarters with fully equiped kitchen accommodating multiple cooks. The backyard is an extension of the house providing privacy and room for entertainment. There is an oversized driveway with plenty of parking. The hot tub is in the patio room for relaxation. It is walking distance to many highly recommended restaurants and the beach. Pet friendly rental with completely fenced yard.

4.98 out of 5 average rating, 263 reviews

My Ocean Getaway Yards from beach! Pets! 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. Great outdoor space private yard . Beach Restaurants Markets shopping in Popular Beach Community !

4.87 out of 5 average rating, 131 reviews

Flat in Brunswick

Beautiful private 1 bedroom. Heated pool & jacuzzi

This private 1 bedroom apartment has so many amazing perks. Its everything you need to make you feel right at home and more. Lap pool, large jacuzzi, washer dryer, garage parking, central air, fire pit, barbeque grill and screened in outdoor dining area next to the pool. Office nook with pc and printer. Beautifully furnished. 15 minutes to the beautiful beaches of St Simons or Jekyll Island. Kitchen is stocked with much of the basics. Inquire about sunset and dinner cruises

Superhost

4.75 out of 5 average rating, 126 reviews

Quaint, quiet tabby cottage under the live oaks

If you want to lay down at night & not hear blaring music or kids partying, this is your spot. If you want to bring your dog on your trip & let them out in the backyard, this your place! I purchased & renovated in 2020 with a new kitchen, new appliances & fresh paint throughout! My cheerfully decorated 2 bedroom, 2 bathroom tabby cottage is enveloped in a canopy of live oaks & spanish moss. The neighborhood is child friendly & safe. The back porch is cozy with romantic lights!

Superhost

Apartment in St. Simons Island

4.85 out of 5 average rating, 240 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

Flat in St. Simons Island

4.88 out of 5 average rating, 295 reviews

Stanton Apt D | Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 2-bed/2.5-bath cottage beautifully blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 15-minute walk to the 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.