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.

Historic Designer Home • Luxury Baths • Steps2DWTN

Off Street Parking for 2 vehicles 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.

Newly built w/garage In The Heart of St.Augustine

Click [♡ Save] button to easily find this listing again before your dates are booked. Great walkable location on a safe quiet street; Spacious and nice for entertaining and relaxing. Bikes and beach chairs included. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. Guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation. Send us a message to plan your stay.

Historic 10 Dupont Lane

In St Augustine's historic neighborhood. Completely modernized, but we kept the old charm. New everything. Included amenities bikes, BBQ, Fire pit, outdoor lounge furniture, private patio, laundry inside, Nespresso maker, coffee included, soaps and shampoos, beach essentials. Everything you need is here. Just bring your suit case. 5-10 minute walk to the center of town. Catch the trolly at the end of the street. Buy your tickets here and receive a discount. Welcome to a fun memorable stay.

Historic Downtown St Augustine Bungalow

"Buba's Bungalow", a historic gem built in 1884 is just a short walk to all that St Augustine has to offer. There is 1 king bedroom, 2 queen bedrooms, 3 bathrooms + a playroom with a daybed, trundle and foosball table. 1 bedroom and bathroom are conveniently located on the first floor. There is a desk in the upstairs area outside of the bedroom. The private backyard is perfect for outdoor dining. Enjoy your morning coffee or evening wine sitting in rocking chairs on the front porch.

Charming 3 bedroom cottage, feed the peacocks!

A 15-minute walk to Old Town, this cozy mid-century home has all the modern touches while retaining its roots! Stroll down beautiful Magnolia St. to the Fountain of Youth, or stay and feed the free-roaming peacocks from the front porch! Old Town Trolley stop, and the Old City Jail are just at the end of the street. Enjoy games with the family, grilling, or hit the beach, only a 7-minute drive! Beach supplies are provided. Take advantage of the free bikes and locks for a ride to town!

Luxe Lemon Lower in Historic Downtown St Aug.

Stay in the heart of Historic Downtown St Augustine in this 100yr old 2BR/1B completely renovated in 2023! Only a 7 min walk to Downtown a 12 min drive to the beach, you'll love this charming home! Guests should be adults or older children. 1 parking space available. Note: The loft atop this unit is also rentable, w/ connected or disconnected private entrance, & sleeps 2. Ask us or search "AirBNB Lemon LOFT" or "AirBNB Lemon WHOLE" to rent loft or the whole house.

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.

Charming Home in historic downtown, walk to it all

Our home, Casita Uva de Playa, is the perfect centrally-located home in the Historic Region of Downtown St Augustine. You can walk less than 1/2 mile into the city for a perfect breakfast biscuit, taste amazing cuban food, take in all the history, or enjoy a martini. You can also take a short 10 minute car ride to the beach. Or just relax in our quiet cottage. Your comfort and relaxation while on vacation is our priority. Come stay with us!

LUXURIOUS Home~HISTORIC DISTRICT~Walk Everywhere!

Open the gates to your private brick paved courtyard and enter this charming historic home, Circa 1900 will accommodate up to 8! Circa 1900 is located right in the middle of St. Augustine's historic district. You’re just steps away from antique shopping, food, and all sorts of attractions. Within blocks is the Castillo de San Marcos, Ripley's Believe It Or Not, The Fountain of Youth, Francis Field events, The Old Jail, and much more! Free parking!

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

Urban Oasis - Walk to Downtown | 5 min to Beach

Urban Oasis is a beautifully restored early 1900's private home with a tasteful blend of historic and modern touches. Two queen bedrooms, two full bathrooms, huge back patio / lounge area and 2 coveted off-street parking spots. The home is a short walk or trolley ride into the Historic District and has plenty of amazing restaurants, bars and activities within easy walking distance.