Historic District, St. Augustine vacation rentals

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

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Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 171 reviews

Tree Top View 2

This spacious tree-top apt overlooks a seldom used and quiet street. The private balcony has a 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 as the sun goes down. This apartment offers a king bed with a separate living area and an equipped kitchen. An easy walk into historic downtown St. Augustine, with it's many delicious eateries and tourist sites. We also rent the adjacent apt Tree Top View 1.

Aug 13 – 20

$102 per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 277 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.

Nov 27 – Dec 4

$121 per night

Guest favorite

Apartment in St. Augustine

4.94 out of 5 average rating, 209 reviews

Treetop Cottage - 3 blocks from Historic District

Located right in the heart of the leafy historic district is this charming treetop cottage with its own eclectic style and modern design. The cottage features bright sun-filled living with a fully equipped kitchen, a generous king bedroom, a sparkling bathroom and Smart TVs with Netflix in each room. Enjoy a complimentary coffee at the cafe then leave the car parked and explore everything this beautiful area has to offer on foot with restaurants & attractions all just a short stroll away.

Oct 18 – 25

$138 per night

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 294 reviews

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.

Dec 6 – 13

$122 per night

Guest favorite

Apartment in St. Augustine

4.98 out of 5 average rating, 144 reviews

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.

Jan 8 – 15

$122 per night

Guest favorite

Home in St. Augustine

4.86 out of 5 average rating, 108 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!

Aug 3 – 10

$117 per night

Guest favorite

Apartment in St. Augustine

4.93 out of 5 average rating, 102 reviews

1-Bdrm Apt Historic St Augustine

Come enjoy a stay in our newly-remodeled 1 bedroom apartment located in the heart of historic downtown St Augustine. Our place is just a few blocks from St George Street and beautiful Flagler College! We have free parking on site so you are able to park, walk around and enjoy the sights such as the Castillo de San Marcos, the St Augustine Marina, the country’s oldest wooden schoolhouse, amazing restaurants and more! One bedroom with queen bed, full kitchen, bath, and patio!

Oct 9 – 16

$120 per night

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 299 reviews

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.

Sep 2 – 9

$88 per night

Guest favorite

Bungalow in St. Augustine

4.92 out of 5 average rating, 322 reviews

Uptown Classic Bungalow Comfy Walk Everywhere

The Uptown Bungalow is located on a quiet street only a block away from all the action in the heart of the nation's oldest city. Built in 1910 the unit has been renovated, is tastefully decorated ,and is equipped with everything you will need to make your stay in St. Augustine a great experience. Dine in the kitchen or an outdoor patio set on the screened in porch where the guests can enjoy a café & scones in the AM or in the evenings cocktail & Hors d'oeuvres.

Nov 7 – 14

$126 per night

Guest favorite

Home in St. Augustine

4.97 out of 5 average rating, 201 reviews

Calm cozy couples cottage close to Downtown & Bch

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, beach themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

Jan 5 – 12

$119 per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 143 reviews

“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.

Dec 14 – 21

$123 per night

Guest favorite

Apartment in St. Augustine

4.94 out of 5 average rating, 308 reviews

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...

Feb 4 – 11

$131 per night