
Places to stay near Old Jail Museum
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Top-rated holiday rentals near Old Jail Museum
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

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!

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!

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.

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.

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).

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.

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

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.

Quiet 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 holiday rentals near Old Jail Museum
Apartment rentals with wifi

Heated Pool, Ocean Views, Beach, Playground, BBQ

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Middle of Historic District + Quiet at Night

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

Newly renovated! Steps to BEACH & POOL!

After Dune Delight, BEACH FRONT w/Fishing Pier

Rooftop Bay Views | Near Historical Attractions

Wade n Sea Ocean Front Condo
Family-friendly house rentals

Historic 1918 Cottage in Downtown St. Augustine

Downtown HistoricLuxury • Designer Kitchen & Baths

Beach Retreat w/Pool, Private Yard, Walk to beach

Historic St. Augustine 2/2 Duplex & Pool

Calm cozy couples cottage close to Downtown & Bch

Carriage Manor- Next to Fountain of Youth & Beach

Oceanfront Barefoot Beach Retreat

“La Casita” A Charming Uptown St Augustine Cottage
Apartment rentals with air conditioning

Downtown Lodge - Clean-Pet Friendly-Free Parking

Charming 1 Bedroom apt, Historic St Augustine

Charming Old-Florida Apartment

*2BR* Luxe Loft Close to Everything | Balcony

Top Floor Loft - Park and Walk everywhere!

Short Scenic walk into Historic St Augustine

Uptown Classic 1 | Effortless Exploration of STA

Carriage Hse in the trees, Historic St. Augustine
Other great holiday rentals near Old Jail Museum

Walk Historic Downtown! “Blue Heaven”

Uptown St Augustine, Patio, Fire Pit, Free Parking

Blue Beach Bungalow – steps to beach, fenced yard

Funshine - Vacation on a 43' Gulfstar Yacht

Style and Elegance!

Stay on Historic St. George! $300 in Free Tickets!

The St Augustine Tiny House - park and walk!

1910 Mariner House+Sister cottage of St Augustine
Destinations to explore
- EverBank Stadium
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- Saint Augustine Town Plan Historic District
- Ravine Gardens State Park
- TPC Sawgrass
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Anastasia State Park
- Little Talbot
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure
- Museum of Science and History
- Friendship Fountain
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Flagler College
- San Sebastian Winery




