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!

The Urban Sanctuary - Walkable Riverside w/ Bikes

Enjoy a calm and quiet stay in our newly renovated, stylish unit located in the heart of the Riverside Historic District. Being centrally-located means you'll be just minutes away from Downtown Jacksonville, so you can truly experience everything our city has to offer. Most of the major attractions, including the river, shopping, drinks, entertainment, and restaurants are all just about 10 minutes away. Are you a medical worker? We're super close to almost all the major hospital hubs as well!

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.

2 BR Historic Springfield Apt

You will be close to everything when you stay at this centrally-located property in Historic Springfield. -5 mins to DT Jax, Jags Stadium & Concert Venues -15 mins to Cruise Port -20 mins to Jax Int'l Airport (JIA) -25 mins to Beach Built in 1916, this large second floor unit has a separate living & dining room, balcony & work station. High speed wifi (up to 1GB). Enjoy your morning coffee on the front porch swing. Come experience everything this gentrifying historic district has to offer!

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.

Beautiful Retreat in the heart of San Marco

This charming, historic, all brick brightly lit home has been completely renovated with high end finishes and beautiful hardwood floors throughout. The open gourmet kitchen is fully equipped with stainless appliances and plenty of amenities. Master bedroom has en-suite bath with adjoining laundry room. Relax in the screened-in porch. Amazing location within walking distance to St. John's river, restaurants & shops in San Marco square, and major hospitals. Everbank Stadium is 2 miles away.

The 1910 General Store - residence

This historic country general store, listed on the National Register of Historic Places, is within easy walking distance to art galleries and cultural events, restaurants, bars, night life, and family-friendly activities. This residence is good for couples, solo adventurers, business travelers, families, and furry friends (pets, max. of 2). We are unable to allow guests to host gatherings and house parties. Off street parking available. "Historic hospitality with a southern accent!"

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

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.