
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 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.

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

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.

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.

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.

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!

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 !

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!

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.

“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.

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.

2BR Cozy Blue Cottage walk DT close to Beach
Welcome to your home away from home in beautiful St. Augustine, Florida! Nestled in the heart of this charming coastal town, our 2-bedroom, 2-bath vacation rental offers a comfortable and inviting space for your next getaway. With its convenient location, modern amenities, and coastal charm, this is the perfect place to relax and explore all that St. Augustine has to offer.
Popular amenities for holiday rentals near Old Jail Museum
Apartment rentals with wifi

The Bohemian Rhapsody! In the middle of it ALL!

Middle of Historic District + Quiet at Night

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

Newly renovated! Steps to BEACH & POOL!

King Suite With Balcony & View Of Lightner Museum

Ocean Views! 4 decks Beachside of A1A. Pool!

Rooftop Bay Views | Near Historical Attractions

Pretty walk to Old Town, Anastasia Island 2 bdrm
Family-friendly house rentals

Urban Oasis - Walk to Downtown | 5 min to Beach

Stunning Home Close to Beach and Dtwn, Quiet Area!

Wright Downtown

Luxury Modern Home in Prime Location 2BDR-3BTH

Charming Home in historic downtown, walk to it all

St Augustine Entire Home, King Bed, Pet Friendly

DOWNTOWN ~ Victorian Home ~ ABOVE CUPCAKE SHOP!

Charming Getaway Near Fountain of Youth & Downtown
Apartment rentals with air conditioning

Uptown Oasis

Villa Tizoc

Charming Old-Florida Apartment

Uptown 2nd floor apt by oldest jail walk to town!

Apt A - Comfort of Home in Historic St Augustine

1 BR Apt with Sunroom-Walk to Historic Hub

Short Scenic walk into Historic St Augustine

The Rohde House, The Rohde Guest House
Other great holiday rentals near Old Jail Museum

Cane Cottage Oceanfront Oasis

Perfect location- Cottage Retreat in historic area

The Garden Casita in St. Augustine Florida

The May House - Heated Pool - Historic Downtown

Funshine - Vacation on a 43' Gulfstar Yacht

uptown blue cottage

Uptown Charmer|1mile walk to DT|2miles Vilano BCH

Craftsman on Sevilla. Walkable to everything
Destinations to explore
- EverBank Stadium
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Guana Reserve Middle Beach
- Vilano Beach Fishing Pier
- Memorial Park
- Little Talbot
- Anastasia State Park
- San Sebastian Winery
- Museum of Science and History
- Marineland Dolphin Adventure
- Friendship Fountain
- Flagler College




