
Places to stay near Old Jail Museum
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Top-rated vacation rentals near Old Jail Museum
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Genovar Mansion Rose Garden Suite Private Entrance
The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room, spacious bathroom, individual climate control, heirloom antiques and reserved driveway 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.

Downtown HistoricLuxury • Designer Kitchen & Baths
Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

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 Old-Florida Apartment
This darling Uptown apartment is in the thick of it! Next door to fabulous uptown shops and eateries -- including our own bodega and taproom. Walkable to bustling historic downtown, the fort, the Bridge of Lions, and the Matanzas River. Bikeable to Vilano Beach and Anastasia State Park. And a short drive to additional beaches on Anastasia Island or in Vilano. Enjoy a slice of Saint Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

132C Luxurious Relaxing Elegance at Casa de Flora🚭
This is such a beautiful and relaxing apartment for adults and children age 12 and up . There are lots of windows that flood the rooms with natural light. Much of the art work represents St Augustine. The furniture is comfortable and beautiful. The beds have freshly pressed linens for a wonderful night’s rest. The kitchen is set up so that coffee can be easily accessed even if someone is cooking or using the sink. It’s stocked with beautiful bar glasses and bar ware. You’ll LOVE it !

Uptown 2nd floor apt by oldest jail walk to town!
This unit is one of three apts in a house that has been in my family for 40 years! If you love character of old houses and all that comes with that , (new ac window units) this is your place! This unit is on the second floor, it is located a block from the old Jail which is a starting point of the sightseeing Tours... and less than a 15 min walk to the fort! Also ,would be lovely if you would remove your shoes as the lovely Piter patter of your shoes are easily heard downstairs.

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.

SeaGlass on Vilano Beach~St. Augustine, FL
Beach & Ocean lovers retreat- Steps to ocean, close to historic area, walk to grocery/waterfront dining/roof top cocktails Gem w/lots of outdoor living. Bright, spacious cottage-style apartment w/kitchenette (No oven/stove). Fenced/gated large property. Easy 1 min walk to quiet beach! Convenient walkable beach neighborhood. Short Uber ride to historic district. Perfect for couple (baby up to 2yrs welcome) solo traveler, Flagler College parents.

Historic Casa De Amor
Step back in time at Historic Casa De Amor, a charming apartment nestled in the heart of St. Augustine, Florida. This beautifully appointed two-bedroom apartment offers a perfect blend of historic charm and modern comfort. Enjoy amenities like a fully equipped kitchen, relaxing patio, and convenient access to the beach. Explore nearby attractions, from historical sites to vibrant downtown, and create unforgettable memories in this ideal getaway.

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.

1-Bdrm Apt Historic St Augustine
Come enjoy this lovely carriage house apartment located in the heart of Historic Downtown St Augustine. 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 apartment offers one bedroom, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Lemon Street Studio (Very Walkable + Free Parking)
Located just a few blocks from all that downtown has to offer, the Lemon Street Studio is the perfect way to enjoy your trip to St Augustine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The one bedroom apartment welcomes you with free off-street parking, a private entrance, and a stylish space to relax after hitting the town.
Popular amenities for vacation rentals near Old Jail Museum
Condo rentals with wifi

Riverfront direct views-Get it ALL in St Augustine

The Bohemian Rhapsody! In the middle of it ALL!

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Middle of Historic District + Quiet at Night

F1, Downtown, POOL, beaches, porch, parking!

Rooftop Bay Views | Near Historical Attractions

Pretty walk to Old Town, Anastasia Island 2 bdrm

The Octopus Sanctuary
Family-friendly house rentals

Luxe Lemon Lower in Historic Downtown St Aug.

Perfect One Bedroom Cottage in Lighthouse Park

Historic St. Augustine 2/2 Duplex & Pool

The Meadow House

Charming 3 bedroom cottage, feed the peacocks!

Leonardi Downtown Craftsman

Uptown Attic - Your Secret Escape

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

Updated Victorian apt in heart of downtown +VIEWS!

Short Scenic walk into Historic St Augustine

Inviting 2/2 BR - Walk to Town

Home away from Home close to everything!

Lil’ Abbottry - 1/1 Apt - 5 Min Walk to City Gates

FREE BIKES Dog-friendly apt in the heart of St A

Traveler’s Nest of uptown St. Augustine with pool!

Top Floor Loft - Park and Walk everywhere!
Other great vacation rentals near Old Jail Museum

Captain's Quarters Tiny House

Bamboo Hideaway

The May House - Heated Pool - Historic Downtown

Walk Historic Downtown! "Hope & Glory"

Marsh Studio Anastasia Island Beach Amphitheater

Loft in the trees

St. Augustine Studio*Private Entrance & Bath*Bikes

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




