Holiday houses in Downtown Jacksonville

Guest Favorite! 8th Floor Luxe King Suite PetOK

Convenient & Comfortable living in Jacksonville's Riverwalk. Everything you could possibly need for a relaxing retreat is at your door in this 900 sf luxury executive suite @Vista Brooklyn. Enjoy pet friendly lodging for $35/day, private office, smart tvs, fast WIFI, full kitchen, king bed, walk-in closet, private laundry, secure attached parking garage, pool, elite gym, dog park & staffed building. In the heart of Riverwalk Downtown restaurants, events, nightlife & shopping close to everything.

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

Better than your average Jacksonville hotel room!

Tired of taking out the trash, and stripping the bed at most Airbnbs? Our quiet and cozy suite is centrally located in the historic Springfield district, next to downtown Jacksonville. This unit is furnished with a queen bed, a queen pull-out sofa bed, and an amazing La-Z-Boy recliner perfect for naps. The bathroom is updated, with excellent water pressure. And, the front porch is exclusive for our guests. There is a stocked Keurig, as well as a refrigerator and microwave, but no kitchen.

Modern & Historic quiet house near Arenas|Yard|R&R

Historic Charm + Modern Comfort. Immaculately clean house in historic Sprinfield. Quiet neighborhood within 6 minute drive to Jacksonville arenas. Plenty street parking (SP) infront of the Property. No additional pet fees. A large fenced yard. House is within walking distance of restaurants and breweries. Fully equipped for a great stay. The house was designed to resemble a century-old historic home. Features front and back porches with a built-in L bench for family and friends to gather.

Charming 2BDR ~3mins Downtown+6mins Riverside

~7min Stadium ~3min Baptist, MD Anderson, Wolfson Children ~10min UF Health ~2min Publix ~2min Downtown Stay in a beautifully restored historic property in the heart of San Marco — Jacksonville’s most walkable neighborhood! Walk to Panera, Tropical Smoothie, Jimmy Johns, Dreamette ice cream, and SO MUCH MORE. Stay active and drop in on one of the yoga or CrossFit classes. Watch the St Johns River sunset views. Whether it’s a long trip or a quick stop in Jax, we have everything you need!

Vintage Riverside Cottage w/ King Bed

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Quaint 1BR in San Marco | Walk to Shops & Dining!

Discover the charm of San Marco living in this thoughtfully designed 1-bedroom, 1-bathroom apartment. Nestled in one of Jacksonville’s most walkable neighborhoods, you’ll be surrounded by tree-lined streets, local cafés, and the boutique energy of San Marco Square—all just steps from your door. This apartment isn’t just about location—it’s about blending modern comfort with neighborhood character, giving you the perfect launchpad for work, rest, or play in Jacksonville.

New Luxury Riverside • Walk to Dining • Sleeps 6

Discover a newly constructed, stylish and spacious home in the heart of Riverside, Jacksonville. Perfect for families, groups, or business travelers, this modern 3-bedroom, 2-bath home offers comfort and design. Enjoy an open-concept living space, fully equipped kitchen, and bright layout. Located minutes from top restaurants, bars, and shops—everything you need is right at your doorstep. Perfect for families, groups, and wedding guests visiting Riverside

Historic & Modest Apartment 3.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with modern dark walls, cozy boho inspired decor and a recently updated kitchen and bathroom. The bedroom has a queen size, cool gel memory foam bed. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

New Downtown Stylish Studio | Extended Stays

Beautifully renovated downtown studio designed for comfort, calm, and longer stays. Ideal for professionals, medical visits, and refined solo or couple travelers seeking a modern, peaceful space in the heart of Jacksonville. Perfect for one or two guests, this space was thoughtfully created for extended stays — ideal for professionals, medical visits, business travelers, or guests seeking a clean, elevated downtown experience.

Spacious Centrally-Located Historic Home

Stay in a piece of Jacksonville history. This 1906 home was originally built in historic Springfield and moved to its current site, historic Riverside, in 1908. Less than half a block to the shops of Five Points, Memorial Park and Cummer Museum. This highly-rated Air BnB is loaded with charm, space, and modern amenities to make your stay in central Jacksonville wonderful.

Elegant Studio at the Raven Pool OnSite Parking

History whispers and elegance awaits at the Raven! Book this lovingly restored early 20th-century masterpiece for a night or a year! Dip in our on-site 9-month (open March through November) HEATED pool and relax in the adjacent courtyard. We also have paid on-site/off-street parking available for guests with cars, and we are 1.5 miles from EverBank Stadium.