Holiday rentals in Riverside

Riverside! Enjoy 5 points & King St. U'LL LOVE IT!

Enjoy the trendiness and fun of Riverside!! Located in the best area of the city - a quiet area but just minutes from Jacksonville's best restaurants, bars, shops, and nightlife. Unit recently renovated, 2 bedrooms, queen beds and TV in each one + sofa bed if needed. The apartment can accommodate 4 people and includes 1.5 bathrooms, fully equipped kitchen, laundry, living room, spacious dining room and a pleasantly furnished porch where you can relax having a cup of coffee. Come and enjoy it!!

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

Jacksonville 2-BR Bungalow | Sauna & Dog-Friendly

Charming 2-BR bungalow in Riverside, Jacksonville! Walk to bars, craft breweries, and restaurants. Enjoy a private fenced backyard with a wooden barrel sauna. Wake up to morning sun through large bedroom windows. Dog-friendly with a park and dog bar nearby for pups to play while you sip a drink. Includes a work-from-home setup with fast internet and a desk in the main bedroom. Short drive to beaches and downtown. The perfect spot for relaxation and fun—book your stay today!

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.

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

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.

Stylish Historic Bungalow Near Five Points

Stay in one of Riverside’s beautifully restored historic homes just minutes from Jacksonville’s best restaurants, breweries, coffee shops, and nightlife. Enjoy modern comforts while experiencing the charm of a 95-year-old bungalow. 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 entrances and are motion activated.