Vacation rentals in Historic District, St. Augustine

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

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Guest favourite

Guesthouse in St. Augustine

Winery, Distillery, Chocolate, & Pizza

Winery, Distillery, Chocolate Factory, Pizza and historic downtown St Augustine all in walking distance. San Sebastian Winery .2 miles 4 minute walk Carmelo's Pizza .2 miles 4 minute walk Whetstone Chocolates .3 miles 5 minute walk St Aug Distillery .4 miles 9 minute walk Historic St George Street .5 miles 10 minute walk Fountain of Youth 1.4 miles 8 minute bike Beach - Anastasia State Park 3 miles 16 minute bike *****This private cottage is for 2 people only and no pets***** Enjoy your stay

Guest favourite

Home in St. Augustine

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.

Guest favourite

Serviced apartment in St. Augustine

Tree Top View 1

Our spacious apartment overlooks a quiet & seldom used street. The private balcony has a beautiful view to majestic live oaks, a home to many squirrels and birds. A perfect place to sip a steaming mug of coffee in the morning or a glass of wine at sunset. This apartment offers a king bed with separate living area and an equipped kitchen. We're an easy walk into historic downtown St. Augustine, and it's many delicious eateries and tourist sites. We also rent the adjacent apt, Tree Top View 2.

Guest favourite

Guesthouse in St. Augustine

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Guest favourite

Rental unit in St. Augustine

StA Hideaway - Upper Unit Apt Minutes From Beach

This tastefully remodeled second floor residence is located in a quiet historic neighborhood. It offers tons of natural light with modern amenities while preserving the historic character of the of the home. With comfortable furnishings, and a stylish, fully equipped kitchen, you'll feel right at home the while you enjoy your morning coffee or evening wine from the balcony. Whether you're seeking a weekend getaway or an extended stay, this property is designed to cater to your every need.

Guest favourite

Rental unit in St. Augustine

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

Guest favourite

Loft in St. Augustine

The Sweet Spot Suite - Heart of Historic District

This newly remodeled space is in a class all by itself. Seated in the heart of St. Aug where you are right on(with a balcony hanging over) St. George Street, the pedestrian-only “strip” of the city (judged best in the country for walking). Located above the sweet spot ice cream shop and close to dining, nightlife, family-friendly activities, live music, the beach, and much more that our city offers. Please note: there is some noise related to this busy area. Check out my other listings.

Guest favourite

Rental unit in St. Augustine

C5 Flagler location, city center, patio, beaches

Relax in this cozy and comfortable downstairs apartment with patio. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (1 designated spot for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. Netflix, Hulu, Roku, CNN, FOX, E, Bravo, HGTV, TLC, History, A&E, USA, Travel, and much more.

Guest favourite

Home in St. Augustine

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!

Guest favourite

Rental unit in St. Augustine

Lovely 1bdrm apt in Historic St Augustine

Check out our beautiful upstairs apartment in Historic St Augustine! The space is newly remodeled and so lovely! Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This one bedroom, king bed and pull out sofa, full kitchen and bath as well as a balcony to enjoy the sights. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Guest favourite

Guest suite in St. Augustine

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion. Separate key-less entry allows for self check-in and welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flatscreen television with Netflix for relaxing after a day of sightseeing. 2 bicycles for exploring our historic downtown less than 2 miles away.

Guest favourite

Rental unit in St. Augustine

Comfort of Home in St Augustine

Charming apartment in the historic district with a completely updated bathroom with a deep soaking tub and a separate shower, double vanity, Carrera marble tile. The kitchen is new as well with all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the large front porch where you can relax, enjoy your morning and evening beverages, people watch and mingle with the neighbors...