Family-friendly holiday rentals in Riverside

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, 153 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.

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.

4.97 out of 5 average rating, 644 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, 184 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, 178 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, 181 reviews

A charming gray house features a welcoming front porch with white railings and a vibrant red door. Lush green grass surrounds the home, complemented by mature trees in the background. The driveway leads up to the entrance, enhancing accessibility.

Home in Avondale

Fancy Dancy

Experience the charm at "Fancy Dancy". Nestled within Avondale’s historic community, this home is strategically located within walking distance to a plethora of restaurants, parks, boutiques, and the serene St. Johns River. For the Sports fans, Jacksonville Jaguars stadium is only a 10 min drive. Whether you're seeking culinary delights, outdoor adventures, or sporting events, everything you desire is just steps away. Discover the perfect blend of comfort, style, and convenience.

4.97 out of 5 average rating, 249 reviews

Home in Brooklyn

Vintage Riverside Cottage w/ King Bed

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.

4.95 out of 5 average rating, 139 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!

4.97 out of 5 average rating, 226 reviews

A well-appointed studio space features white walls adorned with a light stone accent wall. Shelves display decorative blue and white ceramics. A compact kitchenette is equipped with modern appliances. Bright blue window shutters frame a view of the outside, suggesting a serene atmosphere.

Guesthouse in Riverside

Santorini A Mediterranean Studio Escape…Riverside

Escape to a tranquil Greek villa in the heart of Riverside, Jacksonville. Inspired by the cliff top town of Ioa on the island of Santorini, you will experience the allure of the Aegean Islands as you step into this whitewashed windswept studio. Immerse yourself in bleached white rock, stucco, and cobalt blue accents. Escape if you’d like or walk to local eateries and entertainment. Regardless, enjoy the magic of a Grecian villa hidden in the middle of Riverside Jacksonville!

5 out of 5 average rating, 135 reviews

A comfortable living area features two neutral-tone sofas adorned with red accent pillows. A large area rug anchors the space, while a wall-mounted TV and a wooden sideboard provide functional elements. Bright light filters through a nearby window, enhancing the inviting ambiance.

Loft in Avondale

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.

Two bicycles, one black and one light blue, are parked beside a blue house. The bicycles are positioned near the entrance, with a concrete pathway leading to a shed in the background and a small lawn visible.

4.98 out of 5 average rating, 192 reviews

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, 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.

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, 275 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, 143 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.

Popular amenities for Riverside family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 224 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

4.83 out of 5 average rating, 163 reviews

The backyard features a refreshing swimming pool surrounded by lush greenery. A hot tub is positioned adjacent to the pool, and shaded areas with umbrellas offer seating. A pergola provides additional shelter for an outdoor dining setup, creating an inviting space for relaxation.

Home in Southbank

Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Holiday home in Orange Park

A two-story house is set back on a spacious driveway, surrounded by lush trees and vegetation. A manicured lawn features well-maintained plant beds near the entrance, while the garage is visible on the left side of the structure under a clear blue sky.

4.92 out of 5 average rating, 103 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

Guesthouse in Jacksonville

4.9 out of 5 average rating, 366 reviews

Private Bungalow with Pool/55” tv

4.83 out of 5 average rating, 157 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

Campervan/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.

4.96 out of 5 average rating, 250 reviews

Couples clothing optional escape hot tub 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, 210 reviews

The confetti house - 1 mile from the Mayo clinic!

4.78 out of 5 average rating, 121 reviews

A backyard oasis features a light blue hot tub and a pool surrounded by lounge chairs. Two umbrellas provide shade over a dining table. Lush greenery and a charming wooden fence offer privacy, while a whimsical figure stands nearby, adding a playful element to the serene setting.

Home in San Marco

San Marco Home • Pool, Hot Tub, Grill

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, 109 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, 356 reviews

Simple Studio Bungalow - Close to it All in Jax

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.

4.93 out of 5 average rating, 254 reviews

Cozy Home in Historic Riverside

A cozy living area features a sofa adorned with pillows and a daybed set against bright windows. Two small tables with coasters support potted plants, while sunlight illuminates the wooden floor, creating a warm and inviting space.

4.76 out of 5 average rating, 202 reviews

1 block to great food, bars + free on-site parking

4.92 out of 5 average rating, 166 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

A modern living area features a combination of stylish furniture, including a leather sofa and a sleek coffee table. Vibrant artwork adorns the walls, and a dining area is arranged nearby, complemented by contemporary lighting and an open layout that enhances the space.

4.9 out of 5 average rating, 105 reviews

Chic Riverside Residence

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, 181 reviews

Stylish Bungalow Near Dining,Parks & Entertainment

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, 134 reviews

Spacious 2/1 in historic walkable neighborhood

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, 309 reviews

Salty Dolphin Cottage with Pool ❤

4.93 out of 5 average rating, 148 reviews

The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.

Home in Jacksonville

Cozy Home with Heated Private Pool and Patio

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, 299 reviews

Blue Bird Paradise

4.88 out of 5 average rating, 131 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

4.91 out of 5 average rating, 140 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!

4.97 out of 5 average rating, 214 reviews

An aerial view showcases the expansive sandy beach bordered by gentle waves and the ocean. Towering buildings are visible in the background, with the highlighted condo location marked in red. Sunbathers and walkers can be seen along the shoreline, emphasizing the beach's inviting atmosphere.

Condo in Beaches

Beachcomber Oceanfront 180* panoramic view

4.89 out of 5 average rating, 370 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