House vacation rentals in Historic District, St. Augustine

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Top-rated house rentals in Historic District, St. Augustine

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Guest favorite

Home in St. Augustine

5 out of 5 average rating, 128 reviews

Southern Charmer w/Pool - Walk to Everything!

Stellar location...easily park and walk to historic sites! Spacious and modern inside but a classic Southern home on the outside. Lots of room to grill out or lounge around the heated saline pool. Beautiful views of the famed Mission from the upper/lower porches. And you'll appreciate how well stocked this home is too...if we don't provide it you probably don't need it! If you need another rental we have a 4 bedroom w/pool right next door. It's called Walk to Everything plus pool and Cottage.

Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 191 reviews

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.

Guest favorite

Home in Saint Augustine

4.92 out of 5 average rating, 262 reviews

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 216 reviews

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

Guest favorite

Home in St. Augustine

5 out of 5 average rating, 102 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

Superhost

Home in St. Augustine

4.8 out of 5 average rating, 137 reviews

Uptown Retreat

Our elegant little Retreat is a small private suite within an updated yet vintage 1890s home. NO SHARED INDOOR SPACE! It boasts great amenities and free street parking /not on property, steps from Uptown eateries & shops, and 3 blocks from the Castillo and "Old Town." This light-filled Queen Suite comes with a mini fridge/freezer, toaster, microwave, coffee/tea, TV w/basic Roku, a small bathroom with a nice sized shower, an antique table for 2 inside the room and a beautiful shared garden!

Guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 149 reviews

Historic St. Augustine 2/2 Duplex & Pool

About this space: Welcome to this 2 unit home located in Historic St. Augustine. This home is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This home has 2 bedrooms and 2 full bathrooms, a living room, kitchen, den and direct pool access. This space: This home is a 2 unit house Guest access: There is a lockbox on the door with a key inside Other things to note: Please keep in mind that the pool is a shared space :)

Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 160 reviews

Downtown Coastal Elegance • Luxury Kitchen & Baths

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 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. 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.

Guest favorite

Home in St. Augustine

4.92 out of 5 average rating, 104 reviews

Historic District Home w/ Patio & Movie Loft

Set in an amazing location, this home offers a very unique style & vibe! - A beautiful patio with a gas BBQ grill, relaxing fountain, and outdoor seating - Walking distance to the waterfront, shopping, local eats & attractions/activities - Located in St. Augustine Historic District and the beaches within a short drive! - A fully-equipped kitchen with a dishwasher, washer/dryer & detergent provided - Good WiFi, laptop-friendly workspace, and a comfortable movie theater loft!.

Guest favorite

Home in St. Augustine

4.88 out of 5 average rating, 132 reviews

Historic St. Augustine - Walk everywhere!

Lemondrop Cottage: A charming 1920s bungalow on a peaceful street just east of US1, close to everything. A 10-minute walk to Flagler, the Fort, and St. George Street. This cozy 1 bed/1 bath features a queen bed, a living room with a daybed and trundle, a kitchen, W/D, TV, WiFi, and an outdoor hot/cold shower. Enjoy the deck and off-street parking. Pets allowed with approval. Located only 0.4 miles from downtown—check the distance when others say “walk to town”!

Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 171 reviews

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.

Guest favorite

Home in Saint Augustine

4.98 out of 5 average rating, 161 reviews

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

Great walkable location on a safe quiet street; Spacious and very comfortable for entertaining and relaxing. Nice touches like bikes and beach chairs. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. The host is very responsive, and guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation.