Family-friendly holiday rentals in Riverside

4.91 out of 5 average rating, 307 reviews

A comfortable bedroom is presented with a spacious bed adorned with a warm blanket. Accent pillows add subtle color. One wall is painted in a dark hue, while an abstract art piece decorates another wall. Natural light enters through a window dressed with blinds, illuminating the wood flooring.

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!

KitchenFamilyShared spaces

A welcoming living area features a comfortable sofa and a sleek coffee table, complemented by a rustic stone fireplace beneath a wall-mounted television. Natural light enters through large windows, illuminating the space. A stylish chair and decorative plants add to the inviting ambiance.

4.82 out of 5 average rating, 251 reviews

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!!

KitchenIndoor spacesCheckout

4.95 out of 5 average rating, 201 reviews

A vibrant bedroom features a spacious yellow bed covered with decorative pillows in shades of purple and green. A large abstract wall art piece is positioned above the bed, complemented by green walls. Two bedside lamps provide illumination on either side.

Flat in Riverside

Bohemia

Enjoy a stylish art inspired experience at this centrally-located place. This 700 sq ft ( 65 sq m) apartment was inspired by the previous long term tenant who was from Serbia. This self-proclaimed gypsy was all about the Bohemian vibe with edgy colors, light wood and funky decor. Located in Riverside, this apartment is located walking distance to many well established restaurants and bars and the interstates. This is a self-contained one bedroom apartment that is 1/2 of a duplex. (side by side).

Indoor spacesFamilyBathroom

A charming single-story house features a light exterior with a blue front door. Two symmetrical windows provide ample natural light, framed by well-kept greenery. A stone step leads up to the entrance, with a neatly manicured lawn extending to either side.

4.98 out of 5 average rating, 329 reviews

Guest Favorite! Riverside Retreat, Bikes & Firepit

This charming bungalow is located in the heart of walkable Riverside; Jacksonville's most fun neighborhood. Enjoy a king bed, smart speakers, fast WiFi, and streaming channels, as well a fully stocked kitchen and a backyard with adirondack chairs, an electric grill, a fire pit, and even 'smores kits. Use our custom recommendation guide to explore local shops and restaurants on our cruiser bikes (complete with cup holders and cell phone holders). Private driveway parking is included, too.

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4.97 out of 5 average rating, 673 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!"

Indoor spacesFamilyAmenities

4.96 out of 5 average rating, 208 reviews

A spacious studio suite features a large bed with a decorative yellow throw and patterned bedding. A cozy blue accent chair and ottoman are positioned nearby, alongside a small table. The kitchen area is visible in the background, with modern appliances and cabinetry.

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.

Indoor spacesKitchenSleep quality

A cozy bedroom features a spacious bed adorned with white linens and decorative throw pillows. Large windows provide natural light, while a ceiling fan adds comfort. A small TV is mounted on the wall, and a blue chair sits next to the windows.

4.91 out of 5 average rating, 519 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

Indoor spacesKitchenRiver

4.96 out of 5 average rating, 217 reviews

A red multi-story house is depicted, surrounded by lush greenery and trees. The front porch is adorned with plants, and several parked cars are visible along the driveway. A white picket fence frames the scene, creating a welcoming neighborhood atmosphere.

Guest house in Riverside

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

FamilyKitchenDecor

A wooden barrel sauna stands within a private fenced backyard, featuring natural wood detailing. The entrance is marked by a glass door, reflecting the surrounding greenery. A wooden deck provides a clean, spacious area around the sauna, inviting relaxation outdoors.

4.96 out of 5 average rating, 112 reviews

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!

Indoor spacesKitchenAccess

4.87 out of 5 average rating, 314 reviews

A bright living area features a white brick fireplace at its center, surrounded by two teal chairs and a small matching ottoman. A coffee table sits in front, and a bookshelf filled with various items is visible on one side, enhancing the welcoming space.

Townhouse in Riverside

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.

Indoor spacesKitchenLocation

4.91 out of 5 average rating, 161 reviews

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

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