
Places to stay near Old Jail Museum
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Top-rated holiday rentals near Old Jail Museum
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Pink Palms *Pool* Party ~ 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 and seating - Walking distance to the Castillo de San Marcos Fort, Fountain of Youth, Uptown shops, The Bayfront and St. George Street - Wild Peacocks in backyard 🦚 - Less than 10 mins to Vilano Beach 🌊 - Sleeps 6/ 2 King beds, 2 XL twin beds (daybed trundle) - Pet Friendly

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.

Historical Beauty in the Heart of St. Augustine
Amazing Location! Uptown Historic District-close to St. George st., Plaza & Fort. Large, comfortable home! Get the complete St. Augustine experience- walking distance to all historical sites, amazing restaurants/eateries, unique shops, & art galleries. This home has been recently remodeled from top to bottom. Enjoy a chef's kitchen, beautiful bedrooms, bathrooms, & off-street parking in uptown luxury. High speed internet and cable. Outdoor grill. Minutes to St. Augustine and Vilano beaches.

Walk Historic Downtown! “Blue Heaven”
Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds * Quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking * Fully fenced backyard, Weber grill, gas fire pit * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant, LaNuvelle, trolley stop * 10 minute walk to central downtown

Downtown • Historic Whitney House • Luxury 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.

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 !

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.

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.

Historic House of Love
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.
Popular amenities for holiday rentals near Old Jail Museum
Apartment rentals with wifi

The Bohemian Rhapsody! In the middle of it ALL!

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Middle of Historic District + Quiet at Night

Ocean Views! 4 decks Beachside of A1A. Pool!

Rooftop Terrace & Bay Views | St George St

The Turtle Sanctuary

Marina View|Camachee Harbor Waterfront Escape

Treehouse Artist Haven Direct Oceanfront 2br
Family-friendly house rentals

Stunning Home Close to Beach and Dtwn, Quiet Area!

Wright Downtown

Charming Home in historic downtown, walk to it all

Peaceful Peacocks-Kids Playhouse-Summer Discounts!

St Augustine Entire Home, King Bed, Pet Friendly

The Secret Garden On Locust!

Uptown Attic - Your Secret Escape

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT
Apartment rentals with air conditioning

Updated Victorian apt in heart of downtown +VIEWS!

Short Scenic walk into Historic St Augustine

Walk Everywhere from a Quaint Downtown Studio

Inviting 2/2 BR - Walk to Town

Apt C - Historic St Augustine Charm and Comfort

Charming Old-Florida Apartment

Villa Tizoc

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

Casa Veria

Canopy Oaks

The Garden Casita in St. Augustine Florida

The Anchor & Vine - Historic Uptown St. Augustine

The May House - Heated Pool - Historic Downtown

Tree Top View 1

Adult Only Kink * BDSM Themed * RolePlay Rooms*

uptown blue cottage
Destinations to explore
- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Summer Haven st. Augustine FL
- Crescent Beach
- Huguenot Memorial Park
- Little Talbot
- Flagler College
- Memorial Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Friendship Fountain
- Silver Glen Springs Recreation Area
- Catty Shack Ranch Wildlife Sanctuary
- Marineland Dolphin Adventure





