Family-friendly vacation rentals in Riverside

4.99 out of 5 average rating, 290 reviews

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.

Home in Riverside

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.

A well-appointed kitchen features a retro teal refrigerator and modern appliances set against dark blue cabinetry. White countertops provide ample prep space. A dining area with wooden bar stools invites casual meals, while a vibrant artwork on the wall adds a touch of character to the room.

4.96 out of 5 average rating, 174 reviews

Stylish Bungalow Near Dining,Parks & Entertainment

Welcome to our highly-rated charming bungalow in Jacksonville's historic Avondale neighborhood. Perfect for couples or small families, enjoy a cozy queen bed, high-speed Wi-Fi, and a 50-inch HDTV with Roku. The fully-equipped kitchen boasts retro appliances and a delightful dining area. Step outside to our pet-friendly garden with a spacious deck for relaxation. With award-winning restaurants and beautiful parks just a stroll away, this is your ideal retreat for both adventure and relaxation.

A bright studio suite features a queen-sized bed with a checked blanket and crisp white linens. A retro refrigerator stands nearby, while a sitting area includes a comfortable chair and a small side table. Art decorates the blue-paneled walls, and soft light filters in from a window.

4.94 out of 5 average rating, 145 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.

A bright kitchen features open shelving and stylish cabinetry with a farmhouse sink. A dining table is set for two, showcasing elegant dishware. Soft light is provided by a gold pendant light overhead, highlighting the clean lines and modern design.

4.98 out of 5 average rating, 257 reviews

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.

4.97 out of 5 average rating, 634 reviews

The exterior of a historic two-story building is shown, featuring blue siding and dark shutters. A set of stairs leads to the entrance, which is framed by a white picket fence and lush greenery. American and Coca-Cola flags hang from the front facade.

Home in Riverside

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, 178 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.

Guesthouse 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.

4.96 out of 5 average rating, 165 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.

Guesthouse 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

4.97 out of 5 average rating, 234 reviews

Home in Brooklyn

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.

A spacious studio features a large bed adorned with a patterned quilt. Light green walls are complemented by nautical decor. A small dining area and access to an outdoor space are visible through glass doors, while a cozy seating area is also present.

4.96 out of 5 average rating, 128 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!

A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.

4.96 out of 5 average rating, 267 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.

4.92 out of 5 average rating, 140 reviews

A bedroom features a classic metal bed with a white cover and black-and-white checkered accents. Decorative pillows add texture, while two bed-side lamps provide soft lighting. Natural light filters through sheer curtains, and seasonal wreaths adorn the walls, enhancing the charming atmosphere.

Apartment in Riverside

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.

A bright studio space features a cozy queen size bed with luxury linens, complemented by a striped area rug. Large windows allow natural light to fill the room. A small dining table and chairs sit near a set of French doors that open to the lush outdoor area.

4.89 out of 5 average rating, 216 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.

Popular amenities for Riverside family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 119 reviews

A heated pool is surrounded by light-colored stone tiles, offering a relaxing atmosphere. Adjacent to the pool, a Jacuzzi is visible, designed with textured tiles. The area features a covered patio with a small dining set, providing an inviting space for outdoor enjoyment.

Home in Riverview

Entire Fabulous Home with Inground Pool & Jacuzzi

4.86 out of 5 average rating, 221 reviews

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

Home in Jacksonville

Private FL Home with Pool, Hot tub & Luxury Master

4.99 out of 5 average rating, 165 reviews

Two bright chairs are positioned around a small table on a covered porch, overlooking a turquoise swimming pool. Vibrant landscaping and a wooden fence create a tropical atmosphere. Additional seating is present by the pool, enhancing the relaxing outdoor space.

Home in Beaches

Renovated Beach House w/ Pool and Outdoor Oasis

Guesthouse in Jacksonville

A cozy swing chair is situated under a shade structure, surrounded by lush greenery. The view showcases a sparkling pool, sun loungers, and a large blue umbrella providing shade from the sun, creating a tranquil space for relaxation.

4.9 out of 5 average rating, 351 reviews

Private Bungalow with Pool/55” tv

4.82 out of 5 average rating, 153 reviews

The exterior space features wooden decking illuminated by string lights. A hot tub is positioned under the deck with soft green lighting. A pair of blue chairs are placed to one side, and a vibrant door provides a pop of color, enhancing the inviting atmosphere.

Apartment in Beaches

Beachy Guest Apartment

Camper/RV in Jacksonville

A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.

4.97 out of 5 average rating, 233 reviews

Couples clothing optional escape hot tub nude deck

Home in Jacksonville Beach

A screened lanai features a tranquil Koi pond, surrounded by lush greenery and rock accents. Seating is available with several white Adirondack chairs arranged nearby. A paved pathway leads to a well-maintained lawn and a putting green, enhancing the outdoor space.

4.95 out of 5 average rating, 204 reviews

The confetti house - 1 mile from the Mayo clinic!

4.98 out of 5 average rating, 220 reviews

A comfortable living area features a dark couch paired with two soft pillows. A rattan swinging chair adds a unique touch beside a wooden coffee table. Decorative wallpaper with a leaf pattern complements the light streaming through the windows, illuminating the space.

Apartment in Beaches

Jax Bch Bungalow Apt. #8 - block to Bch & Dining

Family- and pet-friendly home rentals

A cozy living area is presented with a gray sofa adorned with red pillows, paired with a checkered accent chair. Natural light enters through multiple windows, and a ceiling fan is visible above. A small wooden table sits in front of the sofa, accompanied by a flat-screen TV on the wall.

4.99 out of 5 average rating, 107 reviews

Charming Pet-Friendly Guesthouse in Avondale

Guest suite in Jacksonville

A cozy sitting area is presented with a light-colored couch adorned with decorative pillows featuring green and pineapple patterns. Yellow-patterned curtains frame the window, while a potted plant and wall art add vibrant touches. A textured rug completes the warmly decorated space.

4.88 out of 5 average rating, 349 reviews

Simple Studio Bungalow - Close to it All in Jax

4.93 out of 5 average rating, 244 reviews

The exterior of a cozy home features a welcoming front porch and a well-maintained garden area with various shrubs. The brick façade is complemented by a light-colored trim. A spacious driveway allows for parking, surrounded by surrounding greenery and trees.

Home in Riverside

Cozy Home in Historic Riverside

4.92 out of 5 average rating, 158 reviews

A well-lit living area features a cozy blue sofa and a bright yellow armchair, complemented by an area rug. A modern kitchen with white cabinetry is visible in the background, alongside a dining table set for two. Natural light fills the space through a large window.

Tiny home in Avondale

Pet friendly tiny home w/fenced in yard by park

4.94 out of 5 average rating, 180 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.

Apartment in Riverside

Bohemia

4.95 out of 5 average rating, 293 reviews

A warm bedroom features a spacious wooden bed adorned with a textured blanket. A decorative macramé wall hanging enhances the neutral tones, while a leafy plant in a pot adds a touch of greenery. Natural light filters through the window, creating a serene ambiance.

Apartment in Springfield

Fancy's Historic Apartment

Guesthouse in Springfield

The exterior view showcases a two-story blue carriage house surrounded by lush greenery. A saltwater pool lies in the foreground, accompanied by paved seating areas featuring comfortable chairs. The fenced yard offers privacy, with mature trees providing ample shade.

4.97 out of 5 average rating, 127 reviews

Spacious 2/1 in historic walkable neighborhood

4.85 out of 5 average rating, 137 reviews

The exterior of a charming bungalow is showcased, featuring a brick facade, welcoming front steps, and carefully arranged potted plants. The surrounding greenery adds a natural touch, while a small porch area is visible with decorative lighting enhancing the entrance.

Bungalow in Murray Hill

WaterOak Bungalow Riverside/Murray Hill Comfy Home

Family-friendly home rentals with a pool

Cottage in Fort George Island

A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.

4.88 out of 5 average rating, 304 reviews

Salty Dolphin Cottage with Pool ❤

Guesthouse in Jacksonville

A detached guesthouse features a covered porch with a small table and two chairs, positioned on a well-manicured lawn. The light-colored exterior is complemented by a series of windows, allowing natural light into the living space.

4.98 out of 5 average rating, 295 reviews

Blue Bird Paradise

4.88 out of 5 average rating, 128 reviews

A spacious pool area is showcased with a large swimming pool reflecting the sky. A modern building with large windows and a sloped roof sits in the background, complemented by lounge chairs along the poolside. Palm trees and sunny skies enhance the vibrant setting.

Apartment in Regency

Regency Retreat, 10 minutes from Downtown

4.9 out of 5 average rating, 131 reviews

A sparkling blue pool is outlined by a clean white patio, featuring multiple lounge chairs positioned for relaxation. The single-story home is visible in the background, surrounded by lush greenery and trees, creating a serene outdoor environment.

Home in Beaches

Pool Home with Game Room in Heart of Jax Beach!

4.89 out of 5 average rating, 364 reviews

The outdoor space is warmly illuminated, showcasing a tranquil pool surrounded by landscaped greenery. Comfortable seating arrangements are visible near the pool, with large windows reflecting the evening light from the home. The area offers a peaceful and inviting atmosphere for relaxation.

Home in Jacksonville

Retreat on the river

Apartment in Jacksonville

A modern kitchen with granite countertops and stainless steel appliances opens to a spacious living area. Large windows provide natural light and a view of the outdoors. A comfortable seating area with blue furniture and a dedicated workspace can be seen, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 231 reviews

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage

Apartment in Jacksonville

A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.

4.86 out of 5 average rating, 102 reviews

Lake View Escape to The Exchange