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.

Charming Getaway Near Fountain of Youth & Downtown

Carriage Manor - Located in the Heart of Downtown Historic St Augustine & next to the Fountain of Youth. 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

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.

The Secret Garden On Locust!

Welcome to your home away from home in downtown St. Augustine, Florida! This delightful 2-bedroom, 1-bathroom bungalow, built prior to 1900, offers a perfect blend of modern comfort and historic charm. Nestled in the prime location of the Abbot Tract Historic District, 19 Locust is just a 5-minute stroll from the storied Castillo de San Marcos and historic downtown. With the beach just a short jaunt away, you’ll have equally easy access to all the attractions this enchanting area has to offer.

Downtown • Historic Whitney House • Luxury Baths!

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.

Luxe Lemon Lower - Walkable to 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.

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

Designer Cottage•Gourmet Kitchen•Lux Baths•FirePit

4 min Drive to Historic Downtown 15min Drive to the Beach Looking to get away from the hustle and bustle of the city? This designer cottage is nestled in a lush natural setting, which is the perfect place to recharge. Downtown and the scenic beaches in Anastasia State Park Beach is just a short drive away. With spacious living and modern amenities, the cottage offers maximum comfort and convenience. Learn more below!

“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

1880s Cottage | Fountain Courtyard & Movie Loft

This 1880s cottage features Alice in Wonderland decor, a private movie loft with electric reclining seats and projector, and a fountain courtyard with gas BBQ. Walk 3 blocks to Castillo de San Marcos, 2 blocks to Ripley's, and half a mile to Lightner Museum from the Uptown district. The spiral staircase and fully fenced backyard make it memorable for couples or families exploring St. Augustine on foot.