Family-friendly vacation rentals in Southside, Jacksonville

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Top-rated family-friendly rentals in Southside, Jacksonville

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Guesthouse in Jacksonville

4.9 out of 5 average rating, 339 reviews

Private Bungalow with Pool/55” tv

"The Oasis" is an cozy backyard guest room, detached and completely separate from the main house, in a beautiful outdoor oasis nestled in an older but safe neighborhood located in the center of Jacksonville, 1 block from I-95, with easy access to everything. 5-7 min (4-5 miles) from downtown, Convention Center, Veterans Memorial Arena, TIAA Bank Field (Jaguar Stadium), Times Union Center, Mayo Clinic (15 miles), Beaches (18 miles), Airport (18 miles). NOTE: No animals/pets/children under 12.

Guest favorite

A bright sleeping area is presented, featuring a spacious bed with white linens and decorative pillows. A chair is positioned nearby, alongside a lamp and a mirrored dresser. Natural light filters through large windows, adorned with blinds, with greenery visible outside.

Guest suite in Lakewood

4.89 out of 5 average rating, 173 reviews

Cute private guest suite in charming neighborhood

Whether you are visiting for work, vacation or planning a local getaway, our guest suite is thoughtfully set up to provide what you need for your stay. In a friendly, residential area we are located on quiet street, where large trees and greenery create a natural canopy, providing for a cool and cozy side yard for you to enjoy during your stay. Centrally located to many of Jacksonvilles popular attractions so you can enjoy peace and quiet while restaurants and shops are within walking distance.

Top guest favorite

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.

Guesthouse in Jacksonville

4.92 out of 5 average rating, 293 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.

Top guest favorite

A spacious bedroom features a comfortable bed dressed in neutral tones, accented by vibrant decorative pillows. Natural light filters through large windows, with cheerful yellow curtains adding warmth. A cozy throw drapes across the bed, and a small plant sits on a bedside table.

Apartment in Springfield

4.96 out of 5 average rating, 370 reviews

Vita Nova: Fresh and Modern with Retro Vibes

Vita Nova is a newly renovated carriage house that has vintage charm with a modern feel. It is detached from the main bungalow, which was built in 1922 in the heart of Jax. This cozy 1 bed 1 bath has a small kitchenette available that includes a coffee bar with a Keurig and K-cups, microwave, toaster oven, mini refrigerator/freezer, and a brand new water filtration system so the water tastes delicious right from the tap. Please read the space & neighborhood description for more information!

Top guest favorite

A charming house with a wide front porch is framed by sturdy white columns and a gray exterior. Rocking chairs are situated on the porch, and flowering plants are positioned on either side of the entry stairs, inviting guests towards the welcoming entrance.

Guesthouse in Riverside

4.96 out of 5 average rating, 171 reviews

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.

Top guest favorite

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.

Apartment in Jacksonville

5 out of 5 average rating, 126 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.

Guest favorite

A cozy guest suite features a queen bed dressed in a blue quilt and accented with a striped throw pillow. Soft lighting is provided by a bedside lamp, and a comfortable chair is positioned in the corner. The room includes a private bathroom entrance visible in the background.

Guesthouse in Lakeshore

4.88 out of 5 average rating, 185 reviews

Quiet Private Entrance Backyard Guest Suite

Our small, clean, cozy, guest suite (about 220 sq ft) is located in our fenced backyard. It is detached from our house with a private entrance, in a quiet and safe residential neighborhood. It isn't fancy, but it's a good space for spending a few days while visiting Jax. We offer keyless check-in and free parking is in our driveway. A queen Sealy Posturepedic bed provides ultimate comfort. The suite has a mini-fridge and microwave for simple meals (no full kitchen).

Top guest favorite

A clean efficiency apartment is showcased, featuring a spacious bed with light bedding and decorative pillows. A small dining area with two red folding chairs is positioned beside a wall, and a separate entry door is visible in the background.

Guest suite in Jacksonville

4.88 out of 5 average rating, 181 reviews

Cozy, private efficiency: Centrally located

Cute, clean efficiency apartment within a larger home. Completely private with separate entry door. Luxury vinyl "wood" flooring, Memory foam mattress. Appliances include dorm fridge/freezer, toaster oven, microwave, burner, coffee pot. Plenty of storage and a large closet. Only 4 miles from the stadium and downtown. 10 miles from Mayo Clinic and 13 to the beach. Centrally located - a great location for concerts, festivals and other events in the Jacksonville area!

Superhost

A cozy living area features a dark sofa adorned with colorful cushions. A small round coffee table sits in front of the sofa on a plush carpet. Natural light floods through the large window, accompanied by a lamp for additional lighting.

Apartment in LaVilla

4.81 out of 5 average rating, 173 reviews

Lofty Downtown Pad with High Rise Views

This fully private one bedroom apartment is conveniently located Downtown Jacksonville close to the main events in town. Fully furnished with the essentials to make your stay more comfortable. Coming to Jax for a game, concert, night out, or relaxing day at the beach? You’ve found your stay! Apartment is on the top floor of a 17 story building. Night time security on site every night. Building has paid laundry and work space available for guests use.

Top guest favorite

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.

Guesthouse in Avondale

4.9 out of 5 average rating, 211 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.

Top guest favorite

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.

Guesthouse in Jacksonville

4.98 out of 5 average rating, 290 reviews

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.

Top guest favorite

A studio apartment featuring dark green walls and natural wood accents. A queen bed is adorned with a vibrant blue blanket, while lush plants and a cozy seating area enhance the ambiance. A kitchenette with dark cabinetry and nature-themed artwork offers a serene retreat.

Guesthouse in Riverside

4.96 out of 5 average rating, 288 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.