Places to stay near Old Jail Museum

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Top-rated holiday rentals near Old Jail Museum

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Top Guest favourite
The historic home features a grand façade with elegant columns and a decorative balcony. A wrought iron gate opens to a brick pathway leading to the entrance. Large windows allow for ample natural light, framed by soft garden landscaping against a vibrant sunset backdrop.
Home in St. Augustine
4.97 out of 5 average rating, 463 reviews

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.

Guest favourite
The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.
Home in St. Augustine
4.94 out of 5 average rating, 219 reviews

Historic Whitney House •Designer•Steps2Attractions

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.

Top Guest favourite
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, 441 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 favourite
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, 172 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!

Top Guest favourite
A dining area features a round table surrounded by four elegant chairs, adorned with light fabric. A large chandelier hangs above the table, illuminating the space. A bookcase and television are visible in the background, with decorative artwork showcasing local scenes on the walls.
Apartment in St. Augustine
5 out of 5 average rating, 108 reviews

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 !

Top Guest favourite
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, 112 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 favourite
Home in St. Augustine
4.93 out of 5 average rating, 151 reviews

The Big Sanchez - 5 BR-3BA - 1890s Charm

This gorgeous home was built in 1890 and embodies all of the old world charm that is St Augustine. This 5 bedroom 3 bath historic home has everything a big family would need, space! The whole group will enjoy easy access to everything from The Fountain of Youth (just two blocks east) to a nice 15 minute scenic walk to Francis Field (concerts, Sing out Loud Festival) or Castillo de San Marco and then another 5 mins to downtown. Or just relax on the back deck with friends and family.

Top Guest favourite
An aerial view captures the charming neighborhood surrounding Hope & Glory, with tree-lined streets and various homes. The picturesque landscape features glimpses of the nearby water and distant landmarks, including the prominent cross, symbolizing the area's historical significance.
Holiday home in St. Augustine
5 out of 5 average rating, 186 reviews

Walk Historic Downtown! "Hope & Glory"

You'll be one block from Historic Uptown Saint Augustine's shops, eateries & attractions. Enjoy smart TVs, luxury bedding with blackout curtains in bedrooms, screened in porch, back deck, bathing cabana with outdoor shower/clawfoot tub, gas fire pit and Weber grill, game room with darts, fooseball, crafts & More. Cozy, clean & relaxing. Fabulous fully-equipped kitchen, fully fenced backyard, off-street parking, paved driveway close to downtown and excellent beaches. Prime location!

Guest favourite
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in St. Augustine
4.91 out of 5 average rating, 172 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Guest favourite
A bright living area combines modern and Boho styles, featuring a yellow sofa and patterned area rug. A wall-mounted television offers entertainment. The open kitchen includes white cabinetry and bar seating, complemented by natural light from nearby windows.
Cottage in St. Augustine
4.97 out of 5 average rating, 303 reviews

Couples Boho Bungalow close to Beach and Downtown

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, Boho 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.

Top Guest favourite
An open living space is highlighted by a ceiling fan and includes a cozy sofa, a television on a stand, and a small dining table with a chair. Sunlight fills the adjacent sunroom, featuring large windows and a view of greenery.
Apartment in St. Augustine
4.98 out of 5 average rating, 191 reviews

1 BR Apt with Sunroom-Walk to Historic Hub

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 upper level apt. has an open concept kitchen and living room area which flows into a sunroom that is the perfect place to enjoy your morning coffee. This apt. is a one bedroom (queen) with master bath and is perfect for 2 guests. ** Off street parking for one car; free street parking for additional cars

Top Guest favourite
An open-concept kitchen showcases modern stainless steel appliances and quartz countertops. Pendant lights hang above the central island, complemented by bar stools. Natural light floods in from the windows, featuring white blinds, accentuating the warm wooden beams on the ceiling.
Cottage in St. Augustine
5 out of 5 average rating, 284 reviews

uptown blue cottage

The past is present in ancient Saint Augustine where you can stay steps away from everything you want to explore. The cottage overlooks the tranquil setting of the Mission Nombre de Dios as Uptown awaits exploration right around the corner with its boutique shops and restaurants. Just a few steps more lies the Castillo de San Marcos and all the action of downtown.

Popular amenities for holiday rentals near Old Jail Museum