Holiday rentals in Downtown Jacksonville

Luxurious Craftsman in Historic San Marco

Never Drive Again! Immaculately renovated San Marco Bungalow, just a minute from excellent restaurants, retail, entertainment, hospitals & easy transit (via San Marco's FREE Beachside Buggy App) to everything else. Features include an inviting front porch, interior foyer, charming living room w/gas fireplace, new kitchen w/SS and granite, indoor laundry, historic architectural features, and private backyard w/ sitting area, fire pit, games & BBQ! Incredible location with unmatched walkability!

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.

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.

❤️Private Pool Couples Getaway- Downtown

Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect. The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

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

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.

Decadent 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 with a built-in gas-powered grill. We also have paid on-site/off-street parking available for guests with cars, and we are 1.5 miles from EverBank Stadium.

Designer Loft near Downtown

Experience luxury and style in this brand new studio apartment, nestled in the heart of Historic Springfield, just moments away from downtown Jacksonville. Immerse yourself in modern elegance with high-end finishes, stainless steel appliances, and sleek concrete countertops. Discover comfort and convenience in a prime location, with easy access to the city's vibrant attractions.

The Great Gatsby - Luxury Historic Riverside

The perfect downtown haven to relax and refresh after an enjoyable night out on the town. Enjoy attractions just minutes away and come back to the brand new fully renovated apartment unit to rest and get rejuvenated for the next day. Slow down for a bit in our one-bedroom, which is perfect for staycations, work-cations, and, of course, vacations.