Holiday houses 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!

Family · Location · View

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.

Value · Location · Parking

Carriage House San Marco - a Hip Historic Space

Comfortable for corporate or WFH travelers, short visits & extended stays. A unique Hip Historic space, Carriage House is located within blocks to restaurants, shops, downtown Jacksonville, the sports and entertainment district, and minutes to hospitals! This is a comfy, clean, and stylish upstairs studio apartment boasting 1 bedroom plus 1 full bathroom to accommodate 3 guests (with futon). Close proximity to Jax Water Taxi. Please view our other listings at this address by opening my profile.

Family · Location · View

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.

Location · Family · Sleep quality

Cozy Riverside Home. Walking Distance To 5-Points!

This home is located in the heart of Riverside. Cozy and aesthetic! You are centrally located in the center of 5-points. Park your car and leave it!! You are within walking distance to everything. We also have fun bikes located on the property. This home is perfect for couples, business travelers, or if you are traveling alone. - Due to Coronavirus, we’re taking extra care to disinfect frequently touched surfaces between all reservations. • Parking is available on the STREET ONLY

Location · Value · Sleep quality

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!

Value · Location · Air conditioning

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.

Location · Family · Layout

❤️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!

Value · Location · Condition

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

Family · Location · TV

Historic & Modest Apartment 6.0

Entire apartment located in Historic Springfield. The apartment is warm and inviting with burgundy walls, a library sofa and tulip oval table The bedroom has a queen size bed. On 3rd floor, no elevator. 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.

Location · Value · Hospitality

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.

Location · Value · TV

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.

Location · Value · Parking