Holiday rentals with outdoor seating in Riverside, Jacksonville

4.91 out of 5 average rating, 238 reviews

Flat 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!

4.99 out of 5 average rating, 270 reviews

King bed home w/bikes on the best Riverside block!

This super fun house is perfectly located in Riverside; Jacksonville's most fun neighborhood. You can walk to bars, restaurants, yoga studios, shops, and more. We'll also send you a link to our personal G00gle doc with local tips for things to do, where to shop, and where to eat/drink. Our backyard has a firepit with adirondack chairs, a grill, and even 'smores kits. Plus, we have two bikes that you can use to cruise the neighborhood! The bikes even have cell phone holders & drink holders.

4.93 out of 5 average rating, 134 reviews

Cast 'n Anchor in Walkable Avondale

Cast your anchor in a vintage-inspired mother-n-law suite in historic Avondale, a leafy riverside neighborhood near Downtown Jacksonville and 30 minutes to the beach. Conveniently located near I-10 and I-95 and Ortega Marina and within walking distance of the Shoppes of Avondale, the waterfront, public tennis courts and parks. Newly renovated, this studio suite features a comfortable queen-sized bed, a kitchen with a retro refrigerator, flat-screen TV and a bathroom with all the essentials.

4.9 out of 5 average rating, 458 reviews

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

4.96 out of 5 average rating, 620 reviews

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!"

4.96 out of 5 average rating, 164 reviews

Guest house in Riverside

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.

4.97 out of 5 average rating, 212 reviews

Vintage Riverside Cottage w/ZERO Cleaning Fee

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.

4.96 out of 5 average rating, 121 reviews

Jax Coastal Cottage

Charming private cottage in historic Avondale neighborhood of Jacksonville with no cleaning fees! Just 10-minutes to downtown Jacksonville's riverwalk and sports stadiums. Plus, the cottage is walkable to local neighborhood parks, ice cream shops, coffee shops, restaurants, and pubs. Complimentary beach chairs, umbrella and beach towels provided! Great amenities provided plus an in-unit washer/dryer and a cute outdoor space to call home while visiting beautiful Jacksonville!

4.93 out of 5 average rating, 317 reviews

Historic Hollywood House w/Pool

Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. 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.

4.96 out of 5 average rating, 253 reviews

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.

4.89 out of 5 average rating, 204 reviews

Cute Pool Cottage in the Historic District

Poolside guesthouse in a lush tropical garden yard-this studio with 1 bedroom/1 bath is in Jacksonville’s Avondale Historic District, and just steps away from the popular Shoppes of Avondale with its restaurants and quaint shops. Its perfect for business travelers, singles, or couples. The space features a super cozy queen size bed with luxury linens. There is also a mini-kitchen with microwave, toaster oven and compact refrigerator. There is no stove.