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, 461 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
A spacious backyard is highlighted by a private round pool, surrounded by lush greenery and palm trees. An outdoor cabana features a bar area, while a well-maintained lawn adds to the inviting atmosphere. The charming pink structure complements the serene setting.
Home in St. Augustine
5 out of 5 average rating, 127 reviews

Pink Palms *Heated Pool* Walk to Downtown

🏝️ Luxurious Private Heated Pool Home In Historic Downtown and Family Friendly! - Private Heated Pool & large backyard with tons of gorgeous palms - Outdoor cabana with grill, fans, pool table, kid toys, bocce, corn hole, recessed lights and seating - Walking distance to the Castillo de San Marcos Fort, Fountain of Youth, Uptown shops, The Bayfront and St. George Street - Less than 10 mins to Vilano Beach 🌊 - Sleeps 6/ 2 King beds, 2 XL twin beds (daybed trundle) - Pet Friendly - Event Venue

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, 218 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.

Guest favourite
The exterior of a four-bedroom home is presented, featuring a light blue façade with a welcoming black front door. Lush greenery, including palm plants, surrounds the entrance. The porch is visible with steps leading to the door, and a well-maintained lawn adds to the inviting appearance.
Home in St. Augustine
4.88 out of 5 average rating, 470 reviews

Uptown Abode on Garnett- Dog Friendly!

Spacious 4 bedroom home in uptown St Aug w large porch and balcony attached to primary. Smart TV in living room & primary, large eat-in kitchen w Keurig & basic cooking supplies, washer & dryer. Perfect for large families or friend groups on vacation. 5 (+/-) minute drive to downtown historic St Augustine and conveniently located off of US-1 in cute neighborhood. Ample onsite parking is FREE! Charcoal grill available, bring your own charcoal and fluid! Dogs can stay for $35 with pre-approval.

Top 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, 234 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
4.95 out of 5 average rating, 170 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.
Flat 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
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, 184 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!

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
4.91 out of 5 average rating, 171 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
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, 203 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 bright bedroom features a spacious four-poster bed adorned with white bedding. Two bedside tables with lamps provide subtle illumination. A painting of a turtle hangs above the bed, while natural light filters through a nearby window with shutters.
Flat in St. Augustine
4.96 out of 5 average rating, 257 reviews

Sea Turtle Studio (Very Walkable + Free Parking)

Located just a few blocks from all that downtown has to offer, the Sea Turtle Studio is the perfect way to enjoy your trip to St Augsutine. Less than a 10 minute walk to St George Street, the Castillo de San Marcos, the Bayfront, and Flagler College. The studio welcomes you with free off-street parking, a private entrance and yard, and a stylish space to relax after hitting the town.

Popular amenities for holiday rentals near Old Jail Museum