Holiday houses in St. Augustine South

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Top-rated holiday rentals in St. Augustine South

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Guest favourite

Bungalow in St. Augustine

4.93 out of 5 average rating, 121 reviews

Sunny D Street - Beachside Luxury St Aug -Sleeps 6

Welcome to our slice of paradise: Sunny D Street! Our newly-renovated beach bungalow steps from the beach offers 2 bedrooms with queen beds, and a comfortable memory foam queen sofa bed in the living room, allowing you to comfortably sleep 6! Safely stroll past 5 houses to the beach, without having to cross the street with your loved ones. You can enjoy your morning coffee on the front or back patio, or take your pick from any of the local quaint eateries or bars within walking distance. Enjoy the day skimboarding, surfing, shelling or sunning with your favorite book. There’s so much to do in St Augustine, the oldest city in the USA: visit the Castillo de San Marcos Fort, the Historic St Augustine lighthouse, our Alligator Farm or stroll down St George St with all the local artisans and eateries; all of this and more within a 10-minute drive! Returning back to our beachside retreat, relax and play games with your guests, watch TV on the three Smart TVs, or take a quick snooze in our comfy beds. If you’d rather stay in and prepare your meals we have a fully appointed kitchen with a beautifully updated eat-in area or enjoy the sectional and dining table in the backyard with the beautiful scenic lighting, surrounded by towering palm trees. Watch the stars in the sky while sipping your favorite beverage and enjoying relaxing quiet tropical evenings where you can hear and smell the ocean. Note: Home is a duplex with a long-term tenant upstairs, with whom the backyard patio and other outdoor spaces are shared spaces. You do have the front patio all to yourself though, and driveway parking is reserved for you as well.

Top Guest favourite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 377 reviews

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.

Superhost

Guesthouse in St. Augustine

4.91 out of 5 average rating, 333 reviews

10 Minutes to EVERYTHING!! Modern Serene Studio

Serene Studio is just that- a quiet, peaceful, private space to lay your head after exploring St. Augustine. Our 500 sq. foot studio cottage is detached from the main house, where we live. It's set in a residential neighborhood that runs along the Intracoastal Waterway (which makes for gorgeous morning or evening strolls). We're a 10 minute car ride (without traffic!!) to the historic downtown or St. Augustine Beach. Serene Studio is the best of both worlds without the noise, hustle and bustle!

Top Guest favourite

Guest suite in St. Augustine

4.98 out of 5 average rating, 340 reviews

Cozy studio 15 min to beaches & historic downtown

Outstanding location & amenities, 15 minutes to beaches & historic downtown, minutes walk to the intercostal w/ piers, boat ramps, gorgeous for pleasant walks w/ swings & benches. Close to plenty of shopping/dining. Quiet, friendly neighborhood w/ 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. Happy to accommodate special requests! Easy drive to theme parks!

Top Guest favourite

Guest suite in St. Augustine

4.98 out of 5 average rating, 485 reviews

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.

Top Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 417 reviews

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!

Top Guest favourite

Guest suite in St. Augustine

4.97 out of 5 average rating, 142 reviews

MarshMellow-Island Guest Suite nights of lights

Your own cozy guest suite with private entry. Lovely little bedroom and beautiful bathroom . Private porch and sitting area. Located adjacent our guest studio but the suite is entirely yours and private. These two share a lush garden path, but have separate porches and entrances. The MarshMellow is a well thought out accommodation that has everything we think you'll need for a lovely stay in St. Augustine. A 20 minute stroll to the Amp and short drive or bike to the beaches or downtown.

Top Guest favourite

Home in St. Augustine

4.9 out of 5 average rating, 157 reviews

St. Aug cottage, great location!

Newly updated tropical cottage close to everything in St. Augustine and steps from the Matanzas River boat ramp. This 2 bedroom, 2 bath home has wood and tile floors and a lovely screened patio to relax looking at nature and listening to the bubbling fountain. Back yard is fully fenced. 3 miles to downtown, beaches, alligator farm, or the amphitheater. Beautiful area for walking along the Matanzas river and your well loved and cared for pets are always welcome. Boat parking available.

Guest favourite

Tiny home in St. Augustine

4.97 out of 5 average rating, 274 reviews

Enjoy St. Aug's Best Tiny House

Creekside Cottage is a tiny house guest apartment. It's a great choice for couples or solo travelers looking for simple, stylish, and unique accommodations. The home is located across the street from Moultrie Creek which offers beautiful views. The neighborhood is a quiet, safe, residential area within a 10-15 minute drive to downtown St. Augustine or the beach. You'll have privacy, parking, and a beautiful garden space to enjoy during your stay. The Cottage offers wifi and Keurig coffee.

Top Guest favourite

Home in St. Augustine

4.97 out of 5 average rating, 119 reviews

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 :-)

Top Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 453 reviews

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.

Top Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 332 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!