Family-friendly vacation rentals in Lakeside

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Top-rated family-friendly rentals in Lakeside

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

Home in Jacksonville

4.96 out of 5 average rating, 132 reviews

Serene Heaven in an Urban Setting

Welcome to this charming house in a peaceful and relaxing area, the perfect refuge for a pleasant stay. Whether you're here for work, visiting family, transitioning to other cities, or simply seeking a place to rest, this house has everything you need to enjoy your stay. The place has quick access to I-295, providing easy access to major attractions: Beaches are 35 minutes away, Zoom 25 minutes away, among others. Relájate con toda la familia en este alojamiento donde la tranquilidad se respira.

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, 291 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.

Superhost

Two horses are seen within a barn, each housed in individual stalls crafted from wood. A wooden storage chest is positioned on the ground, with various items visible in the background, including containers and a gated outdoor area.

Farm stay in Middleburg

4.9 out of 5 average rating, 239 reviews

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Superhost

A cozy outdoor seating area features a sectional sofa with blue and cream cushions, accompanied by a glass-top table and four metal chairs. Soft lighting creates a welcoming ambiance, while a ceiling fan offers comfort during warmer days.

Home in Orange Park

4.84 out of 5 average rating, 197 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Enjoy the pool or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area and tree swing. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away

Guest favorite

A spacious backyard is surrounded by tall trees, featuring a hammock suspended between two supports. The ground is covered with reddish mulch, and a small concrete area is visible nearby. An outdoor gathering space is seen in the background, partially covered by shade.

Home in Orange Park

4.9 out of 5 average rating, 240 reviews

Luxury Home w/ Glass Room & Patios

Spectacular Inside and Out This magnificent 2940 sq foot home is in a prestigious lakeside neighborhood. It offers a large open concept living area with an adjoining 400 sq foot climate controlled sun room with a pocketing glass interior wall; to bring the outside in and the inside out. The exterior of the sun room is constructed of glass doors which can also be opened and stacked to facilitate an open air porch. Owner lives in the neighborhood and is quick to respond to your needs.

Top guest favorite

Home in Fleming Island

4.99 out of 5 average rating, 153 reviews

Rustic Owl in Fleming Island with 2 Kings

From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Top guest favorite

A well-lit bedroom features a spacious bed with soft linens, complemented by stylish lighting and neutral wall tones. The bathroom showcases a walk-in shower with clear glass doors, coupled with modern fixtures. The kitchenette is equipped with essential appliances and a small dining table, enhancing functionality.

Guesthouse in Jacksonville

4.96 out of 5 average rating, 166 reviews

Private, Modern And Cozy Guesthouse

Kick back and relax in this calm, stylish space. Enjoy the privacy of this recently renovated unit which includes a queen-sized bed, and a small living room with a sleeper sofa, so the place can comfortably accommodate up to three. Also included, a 50-inch smart TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Please note that we have an exterior security camera on the front to enhance your safety. Conveniently situated 1 mile off Highway 295.

Top guest favorite

A spacious bedroom features a king-size bed with white bedding and decorative pillows. A bright yellow throw blanket adds a pop of color. Two modern artworks are displayed above the bed, while a large mirror reflects the room's design, enhancing the sense of space.

Guest suite in Jacksonville

4.94 out of 5 average rating, 144 reviews

Cozy Private Guest Room - Entire Studio Suite

This gorgeous and elegant Suite style room with a great Westside location. Very private, warm and Comfortable large Bedroom where you can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI, and Netflix. Electronic lock door and security measures, safety and friendly neighborhood You'll love this unique and romantic escape.

Top 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).

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, 170 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.