Vacation rentals with outdoor seating in St. Augustine South

Pelican Guesthouse-Spacious/Quiet/Comfortable

Quiet, spacious guesthouse. Comfortable beds and immaculately kept. Read our reviews :) A few miles from gorgeous beaches, historic downtown and St Augustine Amphitheater. Friendly neighborhood, accessible to beautiful walks along the Matanza River. Public park and playground at the end of the street. Self check in, private entrance, flat screened TV's, full kitchen. Thoughtful decor and local artwork to enjoy. Full laundry room and off street parking for two car. Strictly a pet-free listing.

Winter Hawk Hideout

15 minutes from ol' St Augui. Located in the heart of this typical Florida woods and nested by oaks that saw the Seminole War as we are walking distance from Ft Peyton and 2 miles away from where Osceola was captured. The house sits on half acre of gardens and the decor is ranch, asian and whimsical .The goal is for you to feel transported away for a while. I do have 2 very small, well behaved and quiet dogs and one never seen cat. They do not have access to your quarters or are allowed in.

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Coastal Haven Mins 2 Town & Beach

💥 New Years & 4th of July fireworks visible from just steps away 😎 Quiet neighborhood ideal for families, walking, & biking ☀️ Stunning sunrise water view 🛏️ Sleeps 8 comfortably 🚗 Short drive 2 beach & historic downtown St Augustine 🍳Fully equipped kitchen for all cooking levels 🔥 Fire pit & Grill ⚽️ Kid friendly space w/ playground and fenced yard 🛜 Fast internet ⚓️Public boat ramp ¼ mile away, bring jet skis, kayaks, & boats 3️⃣➕Days of supplies provided (TP, trash bags, pods…)

The Salty Seashell, Coastal Pool Home, Sleeps 8

Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

Cozy studio 15 min to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches + historic downtown (Nights of Lights!) minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks w/ swings + benches. Close to shopping/dining. Quiet, friendly neighborhood, ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona and more.

>< Resort Style Retreat ><

Welcome to our cozy and stylish 1-bedroom, 1-bathroom apartment situated in the serene and picturesque coastal town of Saint Augustine Beach. This thoughtfully designed space offers a blend of comfort and relaxation—ideal for individuals or couples looking for a peaceful getaway. Nestled by the intercoastal waterway, the apartment boasts one of the most stunning views from the balcony where you can unwind and soak in the beauty of your surroundings.

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above small office space and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed and is ideal for guests who appreciate fun, funky, eclectic touches. Centrally located in such a way that you easily access numerous activities throughout St Augustine without being stuck in downtown traffic!

Island Style Guest Cottage

The island style guest cottage and bath house are in a quiet suburban neighborhood. There is an off street parking area reserved for the guest that is large enough to fit a vehicle with a trailer. The cottage is located close to downtown St Augustine, St Augustine beach, and St Augustine Amphitheatre, and just far enough away to get away from the congestion there. It is only 5 or 6 miles to all of those spots.