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Places to stay near Old Jail Museum

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Top-rated vacation rentals near Old Jail Museum

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The historic home features a grand façade with white siding and tall columns supporting a covered balcony. Decorative lights and a festive wreath adorn the front entrance. A beautifully detailed wrought-iron gate opens to a landscaped pathway leading to the door.
Home in St. Augustine
4.95 out of 5 average rating, 463 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.

Guest favorite
A cozy living room features a rustic brick fireplace and panoramic doors that provide access to the private patio. A stylish table sits in the center, surrounded by comfortable seating. Natural light fills the space, highlighting the home’s character and charm.
Apartment in St. Augustine
4.76 out of 5 average rating, 144 reviews

3 bedroom BLOCKS from old fort, walk everywhere.

The first floor apartment of this turn of the century home accommodates 6 people. With three bedrooms , 1& 1/2 baths and two separate living spaces it’s the perfect space for a family or friends ! Located just blocks from the Old Fort it is walking distance to all things downtown! The main green trolly and Ripleys believe it or not trolly are a few blocks to the south as well …..right next to the fort! If you like quaint, unique spaces with tons of character and old charm this is your place!

Top guest favorite
The exterior of the casita features a gabled roof with large glass windows, allowing natural light to enter. Two double doors provide access, surrounded by lush green plants and palms. A covered entryway leads to the main entrance, enhancing the inviting appearance.
Guesthouse in St. Augustine
4.94 out of 5 average rating, 428 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.

Top guest favorite
A charming mid-century home features a welcoming front porch with seating. Lush greenery and Spanish moss surround the property, enhancing its tranquil setting. The entrance is marked by a slate stone walkway and a decorative sign, contributing to the home's inviting appearance.
Home in St. Augustine
4.95 out of 5 average rating, 164 reviews

Charming 3 bedroom cottage, feed the peacocks!

A 15-minute walk to Old Town, this cozy mid-century home has all the modern touches while retaining its roots! Stroll down beautiful Magnolia St. to the Fountain of Youth, or stay and feed the free-roaming peacocks from the front porch! Old Town Trolley stop, and the Old City Jail are just at the end of the street. Enjoy games with the family, grilling, or hit the beach, only a 7-minute drive! Beach supplies are provided. Take advantage of the free bikes and locks for a ride to town!

Guest favorite
The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.
Home in St. Augustine
4.96 out of 5 average rating, 100 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

Top guest favorite
A sunlit courtyard is surrounded by cheerful yellow two-story buildings, featuring balconies and inviting entryways. Lush greenery and palm trees enhance the outdoor space, complemented by a manicured lawn and decorative plants. A wrought iron fence outlines the property.
Apartment in St. Augustine
4.93 out of 5 average rating, 188 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. We have a drip coffee maker, coffee, decaf, creamers, and sugar. We offer Roku TV.

Guest favorite
A modern dining area features a round wooden table surrounded by four upholstered chairs, offering comfort during meals. Large windows allow natural light to fill the space, showcasing views of greenery outside. A minimalist wall art piece enhances the stylish and welcoming atmosphere.
Apartment in St. Augustine
4.92 out of 5 average rating, 118 reviews

Cozy Garden - Sleeps 4- hottub/outdoor shower!

This is a lovely vacation home in downtown  St. Augustine. This charming retreat offers a perfect blend of modern amenities and charm, while providing an unforgettable getaway experience. This two-bedroom, one-bath home is designed for comfort and tranquility. The main bedroom features large French doors that open onto a private deck with modern decor, while the second bedroom also offers access to the private deck with a hot tub, creating an equally inviting space.

Guest favorite
A well-lit living area features a plush dark recliner and a light-colored sofa, arranged around a small coffee table. A decorative lamp adds warmth beside a window. A TV is positioned on a black stand, while framed artwork and a plant enhance the welcoming space.
Apartment in St. Augustine
4.97 out of 5 average rating, 252 reviews

Dog-friendly, Walk Everywhere apt with FREE BIKES

Come stay in this completely renovated, beautiful second floor, pet-friendly one bedroom apartment with a large fully-equipped eat-in kitchen. A spacious balcony with rocking chairs. Shared use of the fabulous back yard with picnic tables, BBQ grills, and bicycles! One parking space guaranteed. Best part: The location! About a five-minute walk to historic downtown and Flagler. Super comfy queen size 4-post bed. Pet fee is $40 per dog per stay (max of 2 dogs).

Top guest favorite
A historic two-story home with white siding and a metal roof is showcased. The entrance features double doors with large windows, flanked by potted plants. A well-maintained lawn with a gravel walkway leads to the porch, adorned with decorative items and an American flag.
Apartment in St. Augustine
4.99 out of 5 average rating, 157 reviews

Historic District Gem-Free On Site Parking

This Historic home (1894) offers a 2 bedroom, 2 bath apartment on the 2nd floor and completely private, including a private entrance in the rear of the house. My husband and I live on the first floor with our Red Toy Poodle. For a trip with family or friends this space is great! Offering a King Suite with en suite, kitchenette and sitting room. Next to King bedroom is the 2nd bedroom... offering a Queen size bed, private bath and sitting area with TV.

Top guest favorite
A living room area is featured with a light-colored sofa adorned with a patterned throw. A small dining table with two chairs is situated beside a window. A contemporary lamp provides soft lighting, and a geometric area rug adds texture to the floor.
Apartment in St. Augustine
4.97 out of 5 average rating, 183 reviews

Cute & Compact 1BR-Walk to town

This St. Augustine apt. is an 5-7 minute walk to St. Augustine's downtown hub and a 15 min. drive to the beach. This centrally located lower level apt. has an open concept kitchen and living room area. There is a small porch that allows guests to sit outside to enjoy their morning coffee. This apt. is a one BR (queen) with master bath and is perfect for 2 guests. ** One parking space provided on site and Free street parking for additional cars

Guest favorite
Guest suite in St. Augustine
4.94 out of 5 average rating, 236 reviews

The Hideaway: Cozy Studio with Private Entrance

Welcome to your perfect home base 3 miles from Historic Downtown St. Augustine. This cozy private studio hideaway is ideal for couples, solo travelers, or anyone looking for a quiet, comfortable stay close to everything — without the noise of downtown living. Thoughtfully designed for comfort and convenience, the studio offers a private entrance, easy self check-in, and free parking, making your arrival smooth and stress-free.

Top guest favorite
A welcoming entrance displays a white front door framed by large glass panels. Two black wire chairs are positioned on either side, enhancing the space. A doormat is placed at the threshold, and a small flowerbed with bright blooms adds a touch of color to the entrance.
Villa in St. Augustine
5 out of 5 average rating, 211 reviews

Tranquila Villa

Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.

Popular amenities for vacation rentals near Old Jail Museum