Family-friendly holiday rentals in Downtown Jacksonville

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.

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

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.

Vita Nova: Fresh and Modern with Retro Vibes

Vita Nova is a newly renovated carriage house that has vintage charm with a modern feel. It is detached from the main bungalow, which was built in 1922 in the heart of Jax. This cozy 1 bed 1 bath has a small kitchenette available that includes a coffee bar with a Keurig and K-cups, microwave, toaster oven, mini refrigerator/freezer, and a brand new water filtration system so the water tastes delicious right from the tap. Please read the space & neighborhood description for more information!

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

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.

❤️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!

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

Retro Bungalow

Our 1,100 ft.² 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. Multiple windows in every room let in tons of natural light. Due to owner allergies, we do not allow pets or companion animals. The home is only a block away from 8 restaurants and local shops. We allow a maximum of 4 overnight guests and 4 visitors on the property at one time.

Casita Studio near Downtown Jax/ UF Health

Guest suite in our house on Klutho park; peaceful, gorgeous view of the park and downtown Jacksonville skyline. The house is divided into two separate living spaces. You have your own private entrance through the back. NO SMOKING, especially Marijuana! you will be charged a fee if the studio smells. Because the house is divided in two, you might hear our puppies bark sometimes.

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.