House holiday rentals in Historic District, St. Augustine

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

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Guest favourite

Home in Lincolnville

4.96 out of 5 average rating, 159 reviews

La Casita in Downtown & steps from trolley stop!

Experience 1 of the BEST TOWNS in America like a local in this private and cozy cottage which is centrally located in the historic Lincolnville neighborhood. Super convenient as you will be just steps from the Lincolnville museum and Old Towne trolley 🚃 stop. The beach is a short drive away. La Casita is completely PRIVATE stand alone home designed with an open concept living space. The home has two private bdrms, one queen bed and the other full bed. Full bath (tub) and fully equipped kitchen.

15–22 Sep

$312 NZD per night

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 405 reviews

Our beautiful casa is ready for you!

Located in a tranquil neighborhood,our property offers the perfect blend of relaxation and adventure.You'll find us just a short drive away from the beaches and the historic downtown of St. Augustine.If you're a boater two convenient boat launch sites are located nearby.Our spacious 2bdr 2bth house offers 1,150sft of living space.The large living room with an open floor plan is the perfect place to gather with loved ones.Our house has Roku Netflix and Wi-Fi to keep you connected and entertained.

5–12 Sep

$217 NZD per night

Superhost

Home in St. Augustine

4.86 out of 5 average rating, 155 reviews

UPTOWN CLASSIC #2❤️Effortless Exploration of STA

Uptown Classic #2 is a 2BD/1BA home (1st floor) that sleeps 6 and is located in the heart of St. Augustine. Effortlessly explore the Oldest City with the ease of a 5-min walk to St. George Street - Top sights, local award-winning bars & restaurants surround the home in all directions. Each space features a true mark of distinction with casual, elegant living from the double height living room to the outdoor patio. 5-min drive to the beach. Pet-Friendly: Must send message 4 approval- Pet fee $148

24–31 Jul

$395 NZD per night

Guest favourite

Home in St. Augustine

4.97 out of 5 average rating, 159 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.

5–12 Jun

$291 NZD per night

Guest favourite

Home in St. Augustine

5.0 out of 5 average rating, 142 reviews

Walk Everywhere Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds (plus an available pull-out sleeper) * A quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking and walkways * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

17–24 Apr

$569 NZD per night

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 280 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and 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.

14–21 May

$262 NZD per night

Guest favourite

Home in St. Augustine

4.86 out of 5 average rating, 109 reviews

Historic Old Fl. Walk Everywhere! East of US 1!

Lemondrop Cottage: an adorable 1920's downtown bungalow on a quiet street EAST of US1 and close to everything. 10 minute walk to Flagler, the Fort, St. George Street, etc. 1 bed/1bath, trundle bed, W/D, kitchen, bath, outdoor hot/cold shower, deck, TV & WiFi. Off street parking. The bedroom has a queen sized bed. The living room has a daybed with trundle bed for sitting & sleep. Pets require approval. Check when people say “downtown/uptown/walk to town”. I’m 0.4 miles away!

25 Dec – 1 Jan

$346 NZD per night

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 173 reviews

Charming 1920s St. Augustine Home. One Pet Allowed

Perfectly located, charming 1920's vintage house. One small dog allowed... 25 lbs max. One time $30 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

15–22 Apr

$359 NZD per night

Superhost

Home in St. Augustine

4.79 out of 5 average rating, 114 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 style, free street parking, 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!

4–11 Oct

$229 NZD per night

Guest favourite

Home in St. Augustine

4.99 out of 5 average rating, 119 reviews

Coastal Charm•Downtown Home• Gourmet Kitchen•Porch

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.

11–18 Mar

$769 NZD per night

Guest favourite

Home in St. Augustine

4.9 out of 5 average rating, 149 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $5 fee.

16–23 Apr

$220 NZD per night

Guest favourite

Home in Saint Augustine

4.92 out of 5 average rating, 106 reviews

Idle Awhile @ Casa Tranquil in Uptown St Augustine

Idle Awhile @ Casa Tranquil We want to make you Happy at our Happy Place. Owner loved and operated. Casa Tranquil is a secluded 2 bedroom 1 bath Funky 70's cottage in Uptown, within a ten minute walking distance of historic St. George Street, the Castillo de San Marcos National Park, shops, pubs and restaurants. We are surrounded by restaurants, an awesome taproom, a beer garden and shoppes All within 3 a minute walk.

18–25 Feb

$339 NZD per night