House holiday rentals in Historic District, St. Augustine

Genovar Mansion Rose Garden Suite Private Entrance

The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room,  spacious bathroom, individual climate control, heirloom antiques and reserved driveway parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Uptown Attic - Your Secret Escape

Located in the desirable Uptown District in Historical Downtown St. Augustine, this charming early 1900’s home is the perfect local experience. Featuring alley access to a private driveway with a designated one car parking spot, this newly renovated apartment is steps from all of the city’s hot spots. Guests can easily walk or bike to all of the famous tourist attractions, fantastic dining, and even the area’s famous beaches. This cozy space is also the perfect escape to just stay in and relax.

Historic 8 Dupont Lane A

Enjoy this beautifully remodeled historic gem, in the heart of Downtown St Augustine. Walking distance to all the sites, restaurants, clubs and shops. Enjoy the patio with fire pit, dinning table, bbq's and yes, pet friendly too. 1 parking space only, next to the front entrance. Nespresso coffee, new beds to silverware. Relax and just have fun!!! Ripley's Believe it or not and the Historic Fort are a 5 minute walk. The Trolly is a great way to tour downtown. Live music every night of the week.

The Pink Door - Walk to Downtown / Super Clean !

“Best AirBnB I have ever stayed at!” - this, plus “the cleanest” fill reviews for our spacious 1895 home, with an easy walk to shops, restaurants, the fort, St. George Street, the trolley, and everything else. And just a 5-minute drive to the beach! You’ll love our comfortable beds, fully equipped kitchen, gas grill, firepit, cozy front porch, and complimentary wine. So join all our other 5-star guests and make The Pink Door your new home in St. Augustine. Sorry, no children under 13 yrs.

Charming 1920s St. Augustine Home. One Pet Allowed

Perfectly located, charming 1920's vintage house. One small dog allowed... 25 lbs max. One time $50 pet fee Half a mile to St George Street and Castillo San Marcos. Totally renovated, all stainless steel appliances. Decorated with original antique French furniture. Original hard pine wood floor throughout 2 bedrooms, 2 full bathrooms, laundry room. Very quiet neighborhood. Enjoy your favorite drink on the front porch or private backyard. Private driveway to park 2 vehicles

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

No Cleaning Fee! 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet! Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

"The Pink House" Uptown St Augustine Charmer

Visit Historic St. Augustine & truly "Have It All!!" Walk to downtown sights, trolley, fort from your expansive secluded oasis. Our lovingly decorated and well stocked home features a wraparound porch. Spacious outdoors, shared amongst just 4 rental properties, with resort-quality pool+cabana, multiple seating areas, argentine grill, hammocks. Book our co-listings upstairs - "The Attic" or guest cottage "The Little Pink House" to add another bed + bath for your group!

Carriage Manor- Next to Fountain of Youth & Beach

Carriage Manor - Located in the Heart of Downtown Historic St Augustine. The 3 BR 2 BA features 2 BR upstairs with a full BA, Living Room, Kitchen and a HUGE outdoor Deck. 5 min drive to Vilano Beach. Check us out on insta: Carriagemanor_Staugustine Downstairs has a private in law suite with 1 BR, 1 BA, a living room, Kitchen, Laundry and its own private screened in porch. Parking on site for 5 cars. 2 Queen Bed 2 Twin Bed. Kitchen stocked with coffee & tea

Orange St Gem | 8-min walk to St. George St & Fort

Welcome to our charming 3BR/1.5BA home in the heart of historic downtown St. Augustine. With its central location just an 8-min walk (.5 mile) from St. George Street, Castillo de San Marcos, and the hottest bars and restaurants in the city - Perfect home base when exploring St. Augustine, the home struts a fully fenced, private backyard and 2x balconies that allow for enjoying the Florida sun! 8-min drive to Vilano Beach, 14-min drive to St. Augustine Beach.