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

4.97 out of 5 average rating, 172 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.

Jun 13 – 20

ﺩ.ﺇ456 per night

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 295 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 18 – 25

ﺩ.ﺇ512 per night

Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 290 reviews

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.

Aug 20 – 27

ﺩ.ﺇ509 per night

Guest favorite

Guest suite in St. Augustine

4.97 out of 5 average rating, 298 reviews

Genovar Mansion Rose Garden Suite Private Entrance

The romantic view of a gorgeous live oak canopy and incredible architecture make this historic home a memorable place to stay. This ground floor suite of four rooms is perfect for couples with a private entrance, queen poster bed, living room, spacious bathroom, individual climate control, heirloom antiques and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. It is one of the finest homes in St Augustine.

Dec 11 – 18

ﺩ.ﺇ503 per night

Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 146 reviews

Uptown Hideaway by RPG

Conveniently located just north of Downtown St. Augustine and within walking distance to almost everything, the Studio at Old Mission is a perfect home-base for your visit to the Oldest City. We are just across the street from Sunday, a local lunch and brunch spot and Jenna Alexander Studio, one of our favorite artists in town. St. Augustine is blessed with a vibrant art community and we encourage you to check out our guidebook for more tips on shopping local and supporting our friends!

Oct 20 – 27

ﺩ.ﺇ442 per night

Guest favorite

Apartment in St. Augustine

4.92 out of 5 average rating, 137 reviews

C4 Close to beaches, downtown, history, parking!

Relax in this cozy and comfortable Upstairs 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.

Aug 12 – 19

ﺩ.ﺇ489 per night

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 300 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.

Aug 18 – 25

ﺩ.ﺇ357 per night

Guest favorite

Apartment in Saint Augustine

4.92 out of 5 average rating, 352 reviews

Charming "Treehouse" apartment

Let this unique 1 bdrm/1 bath (w/ claw-footed tub) apartment provide the relaxation and comfort you should expect when on vacation. The bedroom has a comfy queen-sized mattress and the red recliner in the living room has the potential to lull you into a dreamy state when you're not out exploring! The treehouse is close enough to attractions/beach/restaurants to walk or ride bikes (We have an assortment of bikes and beach paraphernalia for your use). Three day minimum.

Jan 23 – 30

ﺩ.ﺇ345 per night

Guest favorite

Apartment in St. Augustine

4.94 out of 5 average rating, 309 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...

Apr 12 – 19

ﺩ.ﺇ551 per night

Guest favorite

Home in St. Augustine

4.94 out of 5 average rating, 144 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 10 – 17

ﺩ.ﺇ523 per night

Guest favorite

Guesthouse in St. Augustine

4.92 out of 5 average rating, 747 reviews

Moon Over the Courtyard in the Historic District

You have found your cozy oasis tucked under tall shade trees in a private, lush tropical courtyard in the Historic District of St Augustine. This is a new, small studio and exemplifies the appeal of tiny living: compact, clean, efficient, and convenient. Walk, bike or have a pedi cab/golf cart pick you up outside your door.

Sep 10 – 17

ﺩ.ﺇ271 per night

Guest favorite

Apartment in Saint Augustine

4.91 out of 5 average rating, 606 reviews

Downtown Victorian..Charming and Cozy

Best of both worlds with upscale renovations and St Augustine charm. Victorian home is located within the heart of the Historic District. Newly renovated third floor unit has 1 queen bed, couch, rollaway and full kitchen and bath. Small balcony for two faces the southern skyline.

Sep 8 – 15

ﺩ.ﺇ566 per night