Family-friendly holiday rentals in Riverside

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!

King bed w/bikes, arcade games and wild west barn!

Welcome to The Game House, your private entertainment hub in Jacksonville's vibrant Riverside! This 3-bedroom home fits 7 and is packed with fun. Enjoy a private wild west 'barn' as well as arcade games, Wii, an NES classic, board games, bikes, corn hole, an outdoor grill, smart speakers, a fully stocked kitchen, and smart TVs in each room. You can also relax in our adironack chairs by the firepit...we even supply 'smores kits! It's the ultimate getaway for fun-loving groups and families.

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

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!"

Modern Riverside Private Studio

Enjoy a stylish experience at this brand new renovated suite in the heart of Riverside. You will find everything you need in our cozy and private studio. The space includes small kitchen with mini fridge, microwave, toaster, and coffee maker. Within walking distance to many restaurants, breweries, coffee shops and the best bike rental shop in town. We are centrally located to walk to Historic Five Points, King Street, or the St John’s waterfront and a short drive to San Marco & Downtown.

The Funk House-A Retreat

The perfect place to call home, long term stays are welcome and all stay include unlimited YMCA access during your stay. Feel free to send an inquiry if you have any questions prior to requesting to book. The Retreat is separate from the main house (The Funk House) it is located in the back, on the top floor garage apartment. It has been completely renovated and furnished into a comfortable place to "Retreat". Please inquire before requesting to book. Looking forward to your stay!l

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.

Historic Riverside Home with Two Bedrooms

Great location in one of Jacksonville's original historic neighborhoods. Charming 100-year-old duplex apartment features hardwood floors, full kitchen, fireplace and spacious front porch—in all, nearly 1,000 square feet of space. Convenient access to I-95 and I-10 and only minutes from Downtown sports and entertainment venues. Walking distance to 5 Points and King Street shopping and dining districts, with plenty of restaurants, shops and a Publix grocery store.

1 Block to Park St Riversides Relaxing Retreat

Beautiful Historic building built in 1927. Retro place is a charming and unique gem located 1 block from St. Vincents Hospital and just a few blocks from the The Shoppes of Avondale. Our location offers amenities for young professionals traveling for work , fun couples weekend , or a perfect getaway for family time. Avondale is notable for fabulous dining , antique shopping , parks, fun bars and trendy boutiques . Our culinary scene is on the national map.

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.

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.