Family-friendly vacation rentals in Southside, 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, 343 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.

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.

4.92 out of 5 average rating, 295 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.

4.97 out of 5 average rating, 372 reviews

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

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!

Superhost

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 Jacksonville

4.86 out of 5 average rating, 100 reviews

Lake View Escape to The Exchange

Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

Apartment in Jacksonville

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.

4.87 out of 5 average rating, 114 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

4.9 out of 5 average rating, 173 reviews

The main living space presents a spacious layout with a queen bed and a comfortable couch. A sleek coffee table sits in the center, and a Smart TV is positioned on a dresser. Natural light fills the room through large windows overlooking the outdoor area.

Guest suite in Lakewood

Charming Studio in San Marco

Enjoy this charming studio located near everything you could want during your stay in Jacksonville. The space is located 5 minutes from San Marco Square, with many local shops and restaurants to enjoy. You will also be only 10 minutes from Downtown Jacksonville, 15 minutes from TIAA Bank Field, and 25 minutes from Jacksonville Beach. This studio is tucked away in one of Jacksonville’s quaint neighborhoods, and will make you feel just like a local! The area is extremely safe and quiet.

4.97 out of 5 average rating, 291 reviews

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 Beachwood

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

Apartment in Jacksonville

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.

4.95 out of 5 average rating, 231 reviews

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage

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 spacious studio guest house is showcased with modern decor. The full-sized bed is dressed in dark bedding, and a light area rug adds texture to the tiled floor. A kitchenette area is visible in the background, providing essential appliances and a warm atmosphere.

4.96 out of 5 average rating, 114 reviews

La Casita on Jupiter

Good vibes only at La Casita. Stylish, peaceful & private. When it comes to choosing your home away from home- the details matter. Kitchen is equipped with fridge, microwave, air fryer and hot plate. Coffee, hand soap, dish detergent, shampoo and conditioner provided. The bed is full sized. Enclosed side yard. Excellent central location. 10 minutes to the highway, St. John’s Town Center & UNF. 20 minutes to the beaches, downtown & Mayo. No smoking is permitted inside.

Guest suite in Jacksonville

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.

4.89 out of 5 average rating, 183 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!

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, 292 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.