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!

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.

La Casita Chiquita Near Events & Entertainment!

Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! It's a 250 SF tiny cottage, with a loft bed and comfortable amenities - nestled in a garden setting, underneath majestic trees. You can be away from it all - and just blocks to sports, entertainment & convention venues, craft breweries, sports bars, great eateries, and museums. Are you here for business? Downtown is 5 minutes, UF & other medical facilities less than 10 minutes, Mayo- 25 minutes.

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.

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

Designer 2BR - Historic Charm, Walk to Fun

Step into your designer retreat in Springfield—Jacksonville’s most walkable and character-rich neighborhood. This private first-floor apartment, part of a beautifully newly restored certified historic home, blends timeless architecture with modern comfort. Enjoy 1,500 sqft of curated space just one block from Main Street and minutes from stadiums, downtown dining, and events. Pet-friendly and fully stocked for longer stays, it’s ideal for weekend escapes, work trips, or extended stays.

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.

Charming Carriage House with Private Balcony

Escape to our private, modern carriage house in historic Springfield, Jacksonville! Perfect for 2 guests, this quiet retreat features a full kitchen, and a private balcony overlooking our garden. Centrally located, you're just minutes from downtown, stadiums, Daily's Place, and the river. We are about 20 minutes from the beach and 15 minutes from the airport. You will have your own private entrance + one parking space. Enjoy a unique stay with modern comforts and historic charm.

❤️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!

Modern Townhome | UNF • Mayo • Sleeps 6

Welcome to your home away from home! Modern and comfortable 2-bedroom, 2.5-bath townhome in a prime Jacksonville location, perfect for families, couples, business travelers, and Mayo Clinic visitors. ✔ Sleeps up to 5 guests ✔ Fast Wi-Fi ✔ Smart TVs ✔ Fully equipped kitchen ✔ Washer & dryer ✔ Self check-in ✔ Free parking Minutes from: UNF, Mayo Clinic, St. Johns Town Center, Downtown Jacksonville, Jacksonville Beaches, restaurants, shopping, and grocery stores.

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.