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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.

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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, 487 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.

Top Guest favourite
Guesthouse in St. Augustine
4.94 out of 5 average rating, 459 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
Home in St. Augustine
4.94 out of 5 average rating, 233 reviews

Historic Downtown Whitney House · 2BR Luxury Baths

Historic Whitney House, Newly Renovated ~1600 sq ft designer 3BR home in historic downtown — private parking for 3 cars & steps to the trolley. Open layout with gourmet kitchen, spacious living areas, premium beds, 2.5 luxury baths, high-speed Starlink with Euro Internet , smart TVs, wrap-around porch & sunny deck with lounge chairs. Fitness club & pool passes included. Perfect for guests seeking modern comfort, easy parking & a walkable base near St. George Street, restaurants & shops.

Guest favourite
A queen-sized bed is prominently featured, made of light wood with an elegant headboard. Crisp white linens are complemented by striped pillows. Natural light enters through the dual windows adorned with neutral-toned shades, accentuating the serene ambiance of the room.
Guest suite in St. Augustine
4.97 out of 5 average rating, 237 reviews

Bamboo Hideaway

Welcome to Bamboo Hideaway, a romantic getaway located under a canopy of over 10 ancient Live oak trees and sky high bamboo! Located less than 2 miles from Vilano beach and 2 miles from the heart of downtown, BH is located in one of St Augustine's most beautiful historic neighborhoods. The apartment is situated over the owner's detached garage and boasts a private entrance with a lush courtyard of tropical plants and its own outdoor shower to rinse off in after a long day at the beach.

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
4.96 out of 5 average rating, 194 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, 109 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
4.97 out of 5 average rating, 132 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!

Superhost
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
4.9 out of 5 average rating, 178 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.

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, 217 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
A spacious bedroom is highlighted by a modern black canopy bed with crisp white bedding. A vibrant flamingo artwork adorns the wall, complemented by an arrangement of framed prints. A flat-screen TV is mounted above a stylish dresser, adding functionality to the inviting space.
Home in St. Augustine
4.96 out of 5 average rating, 102 reviews

Designer Cottage•Gourmet Kitchen•Lux Baths•FirePit

4 min Drive to Historic Downtown 15min Drive to the Beach Looking to get away from the hustle and bustle of the city? This designer cottage is nestled in a lush natural setting, which is the perfect place to recharge. Downtown and the scenic beaches in Anastasia State Park Beach is just a short drive away. With spacious living and modern amenities, the cottage offers maximum comfort and convenience. Learn more below!

Top Guest favourite
The exterior of La Casita features a welcoming porch with seating for two, surrounded by greenery and flowering plants. The entrance is marked by a decorative clock, while the landscape includes gravel areas and a fire pit, creating an inviting outdoor atmosphere.
Home in St. Augustine
4.96 out of 5 average rating, 218 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.

Top Guest favourite
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, 217 reviews

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