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Family-friendly vacation rentals in Southside, Jacksonville

Find and book unique family-friendly homes on Airbnb

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 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 Southeast Jacksonville

4.92 out of 5 average rating, 286 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 modern living area features a turquoise sectional sofa accented with yellow cushions. A dining table with four chairs sits in the foreground, complemented by woven placemats. Light streams through large windows, illuminating the space, which includes a television and decorative plants.

Apartment in Southeast Jacksonville

4.86 out of 5 average rating, 105 reviews

Elegant 2 King Bed Southside Pool Mayo Clinic UNF

Enjoy the comfort of a spacious, luxury apartment designed just for you. With two large master suites, King beds, and private bathrooms, you’ll have all the space you need to relax and recharge. You can lounge by the resort-style pool, stay active in the state-of-the-art gym, or explore nearby shops and dining at the Town Center. You’re just 15 min from the beach and close to Mayo Clinic. With easy access to I-295, you’ll love how convenient everything is around you in this prime location

Top guest favorite

The kitchen features white cabinetry with ample storage and a spacious countertop. Stainless steel appliances, including a double oven and dishwasher, are visible. A window allows natural light to illuminate the workspace, and a small area rug adds a touch of warmth.

Guesthouse in Southeast Jacksonville

4.98 out of 5 average rating, 378 reviews

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Top guest favorite

A welcoming living area features comfortable seating arrangements, including a large green sofa and two gray armchairs. Natural light fills the space through large windows, and a flat-screen TV stands on a small table. A textured rug adds warmth to the hardwood floor.

Home in Jacksonville

4.97 out of 5 average rating, 270 reviews

Cozy Retreat By Mayo, Beach, Pet Friendly Backyard

Send me a message for the SUMMER KICKOFF discount Local private host delivering exceptional 5 star experiences nestled in this quiet neighborhood Luxurious beds and blackout curtains offer a relaxing oasis to enjoy your stay. Gather around our large table with family and friends to make memories Pet & family friendly! Sleep 7 guests Convenient to Cruise Terminal, Beach, Mayo, and Shopping/ Dining Private fenced in backyard In Unit Washer/ Dryer DBPR DWE2613890 TDT #1871 LBT #412575

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.

Apartment in Southeast Jacksonville

4.95 out of 5 average rating, 230 reviews

Top floor modern getaway w/resort amenities!

Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

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 Southeast Jacksonville

4.89 out of 5 average rating, 333 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 located in an older neighborhood 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.

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 Southeast Jacksonville

5 out of 5 average rating, 121 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.

Top guest favorite

A dining area features a wooden table surrounded by six chairs. Natural light enters through multiple windows, illuminating the space. A chandelier hangs from the ceiling, complementing the wall paneling and enhancing the room's cozy ambiance.

Home in Southeast Jacksonville

4.97 out of 5 average rating, 192 reviews

A Secluded Modern and Cozy Home Near Downtown

Have a family getaway, girls weekend, or just hanging with your friends, not a better location to enjoy downtown Jacksonville and the beautiful San Marco neighborhood than at this peaceful, secluded peace of paradise. Minutes to downtown and only 100 yards from the beautiful St. John's River, Spacious modernized home with 70 inch tv's in living room and family room, with 43 inch tv's in all bedrooms. High speed internet, YouTube TV with NFL Sunday Ticket and RedZone!

Top guest favorite

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

5 out of 5 average rating, 122 reviews

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.

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, 179 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!

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 Southeast Jacksonville

4.98 out of 5 average rating, 289 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.

A modern kitchen is equipped with sleek white cabinets and a spacious countertop. A stainless steel refrigerator and high-end appliances are visible, along with an induction cooktop seamlessly integrated into the surface. Soft lighting illuminates the area, creating a functional cooking space.

Home in Southeast Jacksonville

4.91 out of 5 average rating, 104 reviews

Cozy house in a heart of Mandarin

Come and relax in the cool walls of a house located on a quiet street in the heart of the Mandarin. You will see 3 spacious bedrooms (master bedroom is king size, others are queen sizes) 2 bathrooms, fully equipped kitchen, new furniture. Everything else comes with a place near the fireplace, where you can gather. Clean and new house with amenities. Jacksonville Beach in 25 min. We allowed 2 pets. We charge $100 fee for pet.

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Popular amenities for Southside, Jacksonville family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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 Jacksonville

4.85 out of 5 average rating, 149 reviews

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Top guest favorite

A balcony view showcases a serene pool surrounded by lush green palm trees and well-maintained grounds. Comfortable outdoor seating is positioned near a glass table, while the sky features fluffy clouds and hints of blue.

Condo in St. Augustine

4.93 out of 5 average rating, 115 reviews

Spanish Colonial Design One Bedroom Condominium

A spacious outdoor area features a swimming pool and a spa, both enclosed within a screened lanai. Natural light illuminates the space, enhancing the modern design of the surrounding seating area and the house in the background.

Home in Southeast Jacksonville

4.81 out of 5 average rating, 116 reviews

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

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

4.82 out of 5 average rating, 151 reviews

Beachy Guest Apartment

Top guest favorite

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.

Camper/RV in Jacksonville

4.97 out of 5 average rating, 220 reviews

Couples clothing optional escape hot tub nude deck

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

4.79 out of 5 average rating, 103 reviews

Luxury Oasis: *Heated Pool,Spa/Hot Tub&Grill Patio

Top guest favorite

A well-lit pool area is framed by tall palm trees, with comfortable lounge chairs positioned along the pool's edge. The surrounding buildings feature numerous windows, reflecting soft light, creating a calming evening ambiance.

Condo in St. Augustine

4.94 out of 5 average rating, 101 reviews

Poolside Paradise

Top guest favorite

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.

Home in Southeast Jacksonville

4.95 out of 5 average rating, 199 reviews

The confetti house - 1 mile from the Mayo clinic!

Family- and pet-friendly home rentals

A charming bungalow is shown during twilight, with warm light glowing from the windows. A covered porch invites relaxation, highlighted by brick steps leading to the entrance. Lush greenery and landscaped stones enhance the home’s inviting exterior.

Bungalow in Southeast Jacksonville

4.8 out of 5 average rating, 273 reviews

San Marco Area Bungalow * Cozy Screened Porch*

A cozy living space features a blue sectional sofa adorned with yellow accent pillows. A decorative table and lamp provide soft lighting, while a patterned area rug adds warmth. A framed artwork adorns the wall, and an entrance leads to a small seating area.

Bungalow in Jacksonville

4.91 out of 5 average rating, 200 reviews

DejaBlu Bungalow (close to Mayo Clinic)

Top guest favorite

A cozy living area features a blue sectional sofa with decorative pillows, complemented by woven wall hangings. A soft throw blanket is casually draped over the sofa. Natural light filters through sheer curtains, while a small plant adds a touch of greenery to the space.

Guesthouse in Riverside

4.96 out of 5 average rating, 384 reviews

Henry’s Pad

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 San Marco

4.88 out of 5 average rating, 113 reviews

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

A spacious wooden dock extends over the calm water, featuring a swing bench positioned for river views. On the opposite bank, cypress trees provide a natural backdrop, with boats tied up at nearby structures under rooftops, offering a serene and relaxing atmosphere.

Cottage in Southwest Jacksonville

4.93 out of 5 average rating, 163 reviews

Relaxing Waterfront Cottage. Come Work or Play!

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.

Guesthouse in Springfield

4.97 out of 5 average rating, 121 reviews

Spacious 2/1 in historic walkable neighborhood

The living room features a comfortable arrangement of light leather sofas and an armchair, complemented by wooden side tables. Natural light filters through vertical blinds, creating a bright and open atmosphere. A floral artwork adorns the wall, adding a touch of elegance to the space.

Home in Southeast Jacksonville

4.84 out of 5 average rating, 131 reviews

Mandarin Pearl. Close to everything.

A well-lit living area features modern furnishings, including a light-colored sofa and a dark gray couch. Decorative plants are positioned around the space, and a large artwork depicting a cityscape adorns the wall. Natural light filters through sheer curtains covering the windows.

Home in Jacksonville

4.87 out of 5 average rating, 231 reviews

Boutique Home in Jax City

Family-friendly home rentals with a pool

Top guest favorite

A serene outdoor space is showcased, featuring two hanging chairs with plush cushions facing a private pool. A vibrant pink flamingo float is positioned in the water, while a spacious patio extends around the pool, bordered by a wooden fence and lush greenery.

Home in Southeast Jacksonville

5 out of 5 average rating, 16 reviews

Flamingo Fiesta_Sleeps 10_Cool Pool_Free Cancel

A large resort-style pool is surrounded by palm trees and vibrant yellow lounge chairs. The building features modern architecture with multiple balconies visible. The clear blue sky reflects upon the water, creating a serene and inviting atmosphere.

Apartment in Southeast Jacksonville

4.9 out of 5 average rating, 72 reviews

Home Away From Home

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.

Cottage in Fort George Island

4.88 out of 5 average rating, 296 reviews

Salty Dolphin Cottage with Pool ❤

A cozy living area features a dark blue accent wall, a comfortable sectional sofa adorned with pillows, and a wooden coffee table. A flat-screen TV is mounted on the wall, and a door leads to a small balcony, while natural light streams through the window.

Apartment in Jacksonville

4.98 out of 5 average rating, 49 reviews

Trendy 1BR Apt|King Bed| Pool| Gym| Clse to Beach.

Top guest favorite

An inviting arcade room showcases a variety of classic video game consoles arranged alongside vintage arcade cabinets. A cozy black leather couch is positioned in the center, with colorful cushions and a game-themed area rug beneath. Skylights above allow natural light to fill the space.

Home in Southeast Jacksonville

4.95 out of 5 average rating, 63 reviews

Paradise Playhouse Sleeps 10 | Arcade | Poker Rm

An indoor heated pool area is enclosed by a clear roof, illuminated by natural light. Four teal lounge chairs are arranged along the edge of the pool, with a blue seating area visible in the background. Beach-themed decor adds to the relaxed setting.

Home in Southeast Jacksonville

4.91 out of 5 average rating, 164 reviews

Quiet and Serene House with Heated pool near beach

An outdoor seating area is presented under a wooden pergola, offering shade and comfort. Paved stone flooring enhances the space, and two benches are positioned beside the walkway. A welcoming entrance to the guest house is visible, framed by lush greenery in the background.

Guesthouse in Southeast Jacksonville

4.83 out of 5 average rating, 52 reviews

Mother-in-law suh-WEET

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.

Apartment in Southwest Jacksonville

4.89 out of 5 average rating, 96 reviews

Lake View Escape to The Exchange

Quick stats about vacation rentals that are family-friendly in Southside, Jacksonville

Total rentals
680 properties
Total number of reviews
25K reviews
Pet-friendly rentals
370 properties allow pets
Rentals with a pool
240 properties have a pool
Rentals with dedicated workspaces
440 properties have a dedicated workspace
Wifi availability
680 properties include access to wifi

Destinations to explore