Family-friendly 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!

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!

TheMonroeHouse(Jefferson Suite)

Charming 1904 historical home newly renovated & ready welcome new guests! Each suite features a large balcony or porch area perfect for those who love to people watch & enjoy the peaceful sounds of the many birds & animals. Perfect location to gather for football games, hockey games , concerts, or even local nightlife. 8 min walk to Decca Live, Vystar Veterans Memorial, Daily’s Place, TIAA Bank Feild, Jax fair grounds, all local bars, & river walk make this the perfect location to stay.

Luxury Designer San Marco Oasis-Sleeps 6

Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Welcome to your private Jacksonville oasis — a relaxing, well-equipped home featuring a heated pool, hot tub, and outdoor grill, perfect for families, couples, or small groups looking to unwind in comfort. Whether you’re here for a getaway, work trip, or visiting loved ones, this home offers the space, amenities, and privacy you need for a great stay. Pool heating available for $100/night with 48h notice. Hot tub heating is complimentary.

Historic & Modest Apartment 2.0

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.

Industrial Van Value

Our 1,300 ft.² home was renovated in 2023 with new central heat and air, ceramic tile and hard wood flooring, kitchen appliances and cabinets, bathrooms, and electrical and plumbing. Due to owner allergies, we do not allow pets or companion animals. The home is a block away from 8 restaurants and many local shops. We allow a maximum of 6 overnight guests and 4 visitors on the property at one time.

MidCentury Guesthouse-NO Cleaning Fee+Restaurants

Our Mid Century inspired guesthouse is truly unique and just steps away from Murray Hill Four Corners park. Enjoy modern amenities with a classic flare. Easy entry and exit with off street parking for 2 vehicles and keypad entry. Conveniently located minutes from popular attractions on Edgewood in Murray Hill, Riverside, the Shoppes of Avondale, 5 points, downtown, and hospitals.

Charming space near dinning, parks, entertainment

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.

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.