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!

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

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!"

*Historic Dream *Walkable *1 mile to Downtown Jax

The Lilly House sleeps 6 and offers gated parking, a covered cozy porch with a swing, and courtyard featuring a fire pit, grill, and yard games. WALKING DISTANCE to restaurants, breweries, and coffee shops. Enjoy a stocked kitchen, on-site laundry, smart TVs, WiFi, Bluetooth radio, record player, and workspace. Just 1 mile from downtown Jacksonville and minutes from the TIAA Bank Stadium, Vystar Arena, and more. Pets and events allowed with prior approval. Book your stay today!

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.

Bright stylish 1bd/1 ba Apt in Historic Avondale.

You'll love this bright stylish second-floor apartment only steps away from the historic Shoppes of Avondale's bars and restaurants. This one bedroom, one bath is so inviting. The open floor plan with windows on all sides provides a bright and airy feel. Amenities such as off-street parking, ensuite washer and dryer, remote workspace, and fully equipped kitchen provide at-home conveniences. Rest and relax in a king-size bed after taking a hot shower or relaxing bath.

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 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.

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.

921- Sleeps 5 & Pets, Cozy San Marco Home Near Fun

Must be min 25 yrs old. This one bedroom home is the perfect space to relax, work or just enjoy some peace! There is lots of open space, plush comfy bed, shared courtyard and excellent location. Enjoy this awesome triplex or take a quick walk and you will be at the shops, restaurants and bars of the trendy San Marco neighborhood in Jacksonville.