Vacation rentals in Southside, Jacksonville

4.9 out of 5 average rating, 163 reviews

A private entrance is visible, featuring a light-colored door surrounded by greenery. The pathway leading to the door is made of square stones, bordered by landscaped areas with large leaves and mulch. Two black chairs are placed near the entrance, adding to the welcoming outdoor space.

Guest suite in Lakewood

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.

Superhost

Tiny home in Jacksonville

4.84 out of 5 average rating, 310 reviews

Private yard, all secluded tiny house-your oasis!

Come play at the beach! 24’ tiny house on a private fenced yard with gas grill, tropical outdoor area for relaxing. Lofted sleeping space, with shower and toilet make this the perfect weekend getaway or the escape from work meetings. Close to Mayo Clinic, Downtown , & Florida Beaches all a 15 minute drive! Or enjoy Orlando and natural springs with manatees couple hours away. St Johns town outdoor mall is a 5 minute drive and has countless food and shopping options! Truly a unique experience!

4.96 out of 5 average rating, 307 reviews

The entrance displays a black door adorned with a seasonal wreath featuring greenery. A welcome mat with a checkered design is positioned at the foot of the door, enhancing the home’s inviting appearance. The house is surrounded by a neatly maintained lawn.

Home in Jacksonville

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi

Reach out about our multi day discounts for weekdays! This gorgeous 3 bedroom coastal style home is your home away from home! Located in a peaceful and quiet neighborhood with perfect lake views. It's close to shopping, stores, and restaurants. - Easy highway access right off I-95 - 15 minute drive from the Jacksonville Jaguars Stadium (TIAA Bank Field) - 20 minute drive to Jacksonville Beach - 25 minute drive to Jacksonville Airport - Fast Wi-Fi -EV Charge Available for Guests in Garage

4.89 out of 5 average rating, 28 reviews

Condo in Regency

The Bold City Bungalow-1BR/1Bath Apartment w/Pool

Welcome to The Bold City Bungalow! This cozy 1-bedroom, 1-bath apartment comfortably sleeps up to 4 with a queen sleeper sofa. Enjoy the spacious second-floor patio, on-site pool, gym, and playground for kids, as well as nearby dining and shopping. Conveniently located just 9 miles from downtown Jacksonville, 17 miles from the airport, and 14 miles from the nearest beach, with quick access to I-295, this charming retreat offers the perfect blend of comfort and convenience for work or leisure.

A dedicated movie theater room is equipped with a large screen and multiple comfortable recliner seats, arranged for optimal viewing. The walls feature a dark color scheme, enhancing the cinematic experience, while a low platform adds to the tiered seating layout.

4.95 out of 5 average rating, 225 reviews

Top floor modern getaway w/resort amenities!

New build! 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 dedicated movie theater room is equipped with reclining seats arranged in tiers for optimal viewing. A large projection screen occupies one wall, while soundproofing elements enhance audio quality. Soft lighting fixtures are evenly distributed across the ceiling, providing a comfortable atmosphere.

5 out of 5 average rating, 12 reviews

Red Sails oasis, just minutes from Mayo Clinic

Enjoy a peaceful experience at this centrally-located apartment with all inclusive, resort-like amenities located in Jacksonville, Florida. We are just off of the main highway just minutes from the Mayo Clinic, UNF, and the St. Johns Town Center. * Covered garage parking and elevator access makes it easy to come and go! Take a dip in the beautifully welcoming pool, work out in the fully equipped, 2-story gym, or you can handle your business in the office spaces. There's so much more!

A large community pool is surrounded by comfortable loungers, featuring a bright blue surface reflecting sunlight. The pool area is enclosed with a black fence, providing a serene environment for relaxation. Lush green landscaping is visible in the foreground.

4.96 out of 5 average rating, 57 reviews

SuperHost Special! 1BR/1BA Luxe Stay in Jax

Our stunning 1BR/1BA apt, is centrally located; whether you're seeking medical expertise at the Mayo Clinic, sun-drenched days on beautiful beaches, or the vibrant retail, dining or nightlife of St. Johns Town Center, our luxe unit is at the center of it all. We've curated our home with your comfort and lifestyle in mind, enjoy a private/quiet atmosphere with modern amenities, luxe furnishing and bedding, fully equipped kitchen, dining Area and dedicated workspace with wifi.

5 out of 5 average rating, 113 reviews

A welcoming entrance features a beige exterior wall with a neat stairway ascending to the apartment. A potted plant adorns the side, while a doormat with 'Welcome' text creates an inviting atmosphere. Natural light filters in through the open door, highlighting the entryway.

Loft in Avondale

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.

Guesthouse in Jacksonville

A cozy outdoor seating area features two woven chairs with accent pillows, paired with a coffee table. The space is paved with square stones, surrounded by lush greenery, creating a sense of privacy and tranquility.

4.96 out of 5 average rating, 102 reviews

The Little House 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.

A large swimming pool is surrounded by sun loungers with a vibrant yellow finish. Lush palm trees line the area, complementing the well-maintained landscape. The building façade is visible in the background against a bright sky with scattered clouds, adding to the inviting atmosphere.

4.92 out of 5 average rating, 12 reviews

Bikini Bottom @ 1307 Near Mayo Clinic.

Discover the perfect blend of comfort and style at Bikini Bottom @1307 🔹Swimming pool with loungers 🔹BBQ Grills 🔹Movie Theater, Clubroom with TVs & Billiards 🔹Private office & Conference Room 🔹Vehicle E-Charging Stations 🔹Free covered parking 🔹Elevator & Wheelchair Accessible 🔹 🔹 BEFORE YOU BOOK 🔹 🔹 The apartment complex requires a background check on all it’s guest. After your reservation is confirmed, we kindly ask that you complete a short form.

4.99 out of 5 average rating, 110 reviews

A cozy outdoor seating area is arranged around a fire pit in the backyard. Four dark blue Adirondack chairs are positioned on a light stone surface, surrounded by new artificial grass and wooden fencing, providing a comfortable space for family gatherings.

Home in Jacksonville

Luxe Home &Dreamy Backyard 20min from Mayo Clinic

Have fun with the whole family at this stylish newly renovated home. Everything is modern & BRAND NEW! Enjoy a nice cozy evening in the backyard next to the fire. We have a king size bed in the master including a private FULL bathroom with a stand-up glass shower. The 2nd bedroom has a queen size bed next to the 2nd bdrm that has a garden tub. The living room couch pull outs & makes for queen bed. Each room has a smart tv with all your favorite shows.

4.98 out of 5 average rating, 248 reviews

A compact kitchenette features rustic wooden cabinetry and a stone wall backdrop. A forest mural adds a natural element, while a stainless-steel sink and essential appliances are visible. Utensils are neatly arranged, enhancing the workspace with a warm, inviting ambiance.

Guesthouse in Riverside

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.

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Popular amenities for Southside, Jacksonville vacation rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Southside, Jacksonville

An outdoor seating area features a wooden deck surrounded by a wooden fence. The space includes four wicker chairs with soft cushions, a small table, and a grill. Potted plants add greenery, enhancing the inviting ambiance for relaxation.

4.9 out of 5 average rating, 254 reviews

Relax in a large, inviting room near the beach.

MarkoRating, 5 stars1 week ago

My wife and I intended to stay at Corey's place for one night. We left quickly after check-in due to not feeling great about staying at the place, and Corey agreed to refund us for the night and he communicated well.

4.94 out of 5 average rating, 18 reviews

Welcome to Jax! Look no further

DonRating, 5 stars2 days ago

I have stayed there two times now. It is very comfortable and the host is very kind. She provided a new fan at my request which was much appreciated.

The exterior of a multi-story building is presented, featuring a blend of beige and white siding. The entrance is marked by a covered porch and decorative lighting. Lush greenery surrounds the structure, with a paved pathway leading to the front. Garage doors are visible on the ground level.

4.95 out of 5 average rating, 59 reviews

Private Bedroom with Bathroom

SophiaRating, 5 stars2 days ago

awesome host, beautiful property everything was as described

4.97 out of 5 average rating, 38 reviews

Durbin Park Pavilion Room

ThomasRating, 5 stars1 week ago

Andrea was super nice and helpful with questions that I had about Jacksonville. Great neighborhood, comfortable bed. Definitely would recommend.

A private room features a queen bed with decorative pillows and a textured throw blanket. A small table and a side shelf are positioned beside the bed. Natural light enters through sheer curtains covering the window, and a flat-screen TV is mounted on the wall.

4.96 out of 5 average rating, 28 reviews

Guest suite in Jacksonville

MollyRating, 5 stars6 days ago

A nice quiet place in a neighborhood. Easy to get to other places for food or entertainment. Easy place to stay for UNF activities. Clean and your own parking space which was safe. Kristi had amazing directions and it was so easy to check in. The shower rain head was amazing big and the pressure was absolutely perfect! Loved that shower! Only issue was it rained so much and so hard that the parking area collected about 4” of water so I had to walk through that to get to the pathway for the entrance. I only had tennis shoes on so they were ruined for the trip. Nothing that new plastic shoes from Walmart couldn’t fix. Bring water-type shoes in case it rains like crazy again. Would DEFINITELY stay here again. Quiet and peaceful and Kristi is very responsive.

The exterior of a single-story house is shown, featuring a curved driveway lined with dark mulch and manicured grass. Palm trees are positioned near the entrance, which is accentuated by a decorative doorway and two arched windows on either side.

4.84 out of 5 average rating, 243 reviews

Private Room in a Beautiful Home

DavidRating, 5 stars2 months ago

Had our privacy and everything was clean and comfortable.

A large outdoor table made of stone and metal is surrounded by eight chairs, offering ample seating for gatherings. An umbrella is positioned at the center of the table, providing shade. The surrounding patio features natural stone flooring, with greenery in the background.