Vacation rentals in Saint Augustine South

Guesthouse in St. Augustine

4.91 out of 5 average rating, 327 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!

Guesthouse in St. Augustine

4.99 out of 5 average rating, 369 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.

4.98 out of 5 average rating, 467 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.

4.99 out of 5 average rating, 411 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!

4.97 out of 5 average rating, 130 reviews

MarshMellow-Island Guest Suite Beach Amphitheater

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.

5 out of 5 average rating, 281 reviews

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

4.9 out of 5 average rating, 143 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.

Tiny home in St. Augustine

4.97 out of 5 average rating, 266 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.

Place to stay in St. Augustine

4.92 out of 5 average rating, 889 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under an ancient Oak tree in a private, lush tropical Courtyard in the Historic District of St Augustine. Sit by the fountain, feed the roaming tortoises day or enjoy the fire and the 1000's of tiny lights reflected on the tree canopy by night. This small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. The Courtyard is a short walk from all of the Historic Districts Shops, Restaurants and Attractions.

4.99 out of 5 average rating, 435 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.

Camper/RV in St. Augustine

4.91 out of 5 average rating, 162 reviews

Scarlett Ruby

Meet Scarlett Ruby! Situated 2 blocks from St. Augustine intercostal waterway. Bring your boat, fishing rods, paddle boards or kayaks and launch at one of the 2 boat ramps in the neighborhood. Looking for sightseeing? Visit Historic Downtown St. Augustine with world class dining and shopping along St. George St. Just 10 min from Scarlett Ruby. Or relaxed at beautiful St. Augustine beach also just 10 mins away. Something for everyone! Come visit Scarlett Ruby in the Ancient City!

4.98 out of 5 average rating, 323 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. Close to plenty of shopping/dining. Quiet, friendly neighborhood w/ ample parking-trailers and 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 requests & set out goodies for celebrations.

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Other great vacation rentals in Saint Augustine South

Apartment in St. Augustine

5 out of 5 average rating, 8 reviews

Coastal Retreat in St. Augustine

AngelRating, 5 stars2 weeks ago

Great place to stay! And the apt was very clean and nice! Would definitely stay there next time!

4.86 out of 5 average rating, 84 reviews

Guest Suite w/Bath, Kitchenette, Separate Entrance

ColeenRating, 5 stars3 months ago

Went to St Augustine for a long birthday weekend! We had a great time! Downtown was very close and there were lots of stores and places to eat nearby! We would definitely visit there again!!

Bungalow in St. Augustine

5 out of 5 average rating, 80 reviews

Tropical Bungalow - Beaches, AMP & DWTN 1mi away.

LeilaRating, 5 stars2 weeks ago

This was my second time at Karina’s, and it certainly won’t be the last. This is a gem of a place — so charming and gorgeous, both cozy and exquisite. I love the snug size and creative efficiency that makes it still feel spacey; it’s the perfect size for a vacation home for 2, and the spectacular foliage around the house makes it feel privately paradisiacal. I can’t wait to return!

Apartment in St. Augustine

4.97 out of 5 average rating, 29 reviews

St Augustine Luxury Resort Living on the Island!

VictoriaRating, 5 stars5 days ago

Very kid friendly accommodations including a diaper genie, night lights, fun bean bag chairs. The primary closet was so spacious we were able to set up a pack n play and have a makeshift nursery for our toddler which was excellent. The furniture and fixtures were all modern and the place was literally spotless. It felt like it was brand new and we were the first guests ever with how clean it was. We also really appreciated all the little extra touches like the welcome gift and the toiletries. Highly recommend!!

4.95 out of 5 average rating, 37 reviews

Madeira Cottage - Amphitheater Guesthouse

IsaacRating, 5 stars3 weeks ago

My wife and I had a wonderful stay! Easy walk to the amphitheater with crossing guards assisting with crossing the highway. Short drive to the beach and also St. Augustine itself. We opted to uber to St. Augustine which was only about 12 dollars instead of dealing with parking and parking fees. Would definitely stay again! Had no problems with the shower as mentioned in other reviews.

5 out of 5 average rating, 45 reviews

Luxury Romantic Couples Eclectic Retreat Patio

MeganRating, 5 stars2 days ago

We had an amazing time! We love staying at places with a fun personality and this place absolutely delivered! Not only was the decor perfect, but the personal touches we received were a bonus. This was the first rental we've ever had that didn't require us to basically clean the place before we head out. It was a nice change of pace. You definitely won't regret staying here.

5 out of 5 average rating, 13 reviews

Sleeps 8 -Near Shrine Club/Boat Ramp/Pet Friendly

SusanRating, 5 stars1 week ago

The house was beautiful inside and newly renovated. Plenty of beds to sleep in and an amazing master shower. It was about 15 minutes or so to downtown or the beach.

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