Family-friendly holiday rentals in Riverside

4.99 out of 5 average rating, 291 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.

Guesthouse in Jacksonville

A studio guest suite features a queen bed with decorative pillows and a lightweight blanket. A work desk with a bar stool and a mounted TV are visible against the wall. Light wood flooring complements the soft blue wall, while a woven wall hanging adds texture to the space.

4.91 out of 5 average rating, 304 reviews

Studio Suite in Beautiful Central Neighborhood

Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

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, 148 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.

Guesthouse in Murray Hill

4.93 out of 5 average rating, 131 reviews

The Treehouse - Murray Hill

Enjoy all the comforts of home in this remodeled guesthouse. Features keyless entry for easy self check-in, mini kitchenette with one-burner induction cooktop, microwave, Keurig coffee maker, utensils, and cookware. Free Wi-Fi, 43" Smart TV, linens, full-size bed in the sleeping area with a private deck off the back sitting high amongst the trees. Parking on well-lit quiet street with security camera coverage in select areas. No indoor smoking/vaping allowed. DM for questions/exceptions!

4.96 out of 5 average rating, 179 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, 169 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

4.93 out of 5 average rating, 183 reviews

A spacious bedroom is illuminated by natural light from large windows draped with sheer curtains. A king-size bed is adorned with decorative pillows and a soft throw. A comfortable armchair sits beside the bed, complementing the warm color scheme and welcoming atmosphere.

Apartment in Avondale

Spencer's Place Historic 1 block to Avondale

Beautiful Historic building built in 1927. Spencer's place is a charming and unique gem located 1 block from The Shoppes of Avondale. There are 46 bars ,restaurants,and shopping within walking distance. 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 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, 134 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, 215 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!

Apartment in Jacksonville

The studio features a spacious bed with a light-colored blanket and decorative pillows. A cozy sofa sits in the corner, accompanied by a coffee table. Green plants are placed throughout, and ample natural light enters through a window, complemented by thoughtful décor on the walls.

5 out of 5 average rating, 135 reviews

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

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, 270 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.

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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

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

4.87 out of 5 average rating, 120 reviews

Entire Fabulous Home with Inground Pool & Jacuzzi

4.86 out of 5 average rating, 222 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, 354 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

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, 237 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!

4.89 out of 5 average rating, 114 reviews

The entryway features a staircase with a modern railing, leading to an upper level adorned with scenic wall art. A vibrant surfboard is mounted on the wall, and greenery accents the space, creating a welcoming atmosphere that reflects beach-inspired living.

Home in Beaches

Beach Oasis Jacuzzi

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

Superhost

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.

Guest suite in Jacksonville

4.88 out of 5 average rating, 350 reviews

Simple Studio Bungalow - Close to it All in Jax

4.93 out of 5 average rating, 245 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, 159 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

4.88 out of 5 average rating, 116 reviews

A bright living area features a plush sofa beside two light blue armchairs. A small desk is positioned against the wall, with natural light filtering through the windows. Decorative plants and wall art enhance the inviting atmosphere, while a television is mounted on the wall.

Home in Southbank

921- Sleeps 5 & Pets, Cozy San Marco Home Near Fun

4.95 out of 5 average rating, 295 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

Holiday home in Lakeshore

A light-filled living area features a comfortable sofa alongside an accent chair and small side table. A vibrant area rug anchors the space, complemented by plants and decorative wall art. Natural light streams in through multiple windows, enhancing the cozy atmosphere.

4.98 out of 5 average rating, 202 reviews

Lakeshore Leisure Club

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, 306 reviews

Salty Dolphin Cottage with Pool ❤

4.93 out of 5 average rating, 147 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, 295 reviews

Blue Bird Paradise

Superhost

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

4.88 out of 5 average rating, 129 reviews

Regency Retreat, 10 minutes from Downtown

4.97 out of 5 average rating, 211 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

4.9 out of 5 average rating, 133 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, 365 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