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Holiday rentals in Southside, Jacksonville

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Top-rated holiday rentals in Southside, Jacksonville

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Top guest favourite
The sleeping area features a light-colored wooden bed with a decorative comforter. Two bedside lamps illuminate the space. A large mirror reflects the room, and a patterned storage bench sits at the foot of the bed. Neutral walls complement the serene coastal artwork above.
Guest suite in Jacksonville
5 out of 5 average rating, 19 reviews

Restful Studio Intercoastal West

Unwind in style within this peaceful retreat. A private entrance opens up to a fully furnished suite near Golf (Windsor Parke Golf and Country Club - 1 mile), Jacksonville Beach (6 miles), and Mayo Clinic (3 miles). The kitchenette features a microwave, refrigerator, stove, and dishwasher. A variety of dining options, including fast food, sandwich shops and upscale restaurants, as well as a supermarket and pharmacy, are situated within 1 to 2 miles. St. Johns Town Center is only 15 mts away.

Top guest favourite
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.
Guest house in Jacksonville
4.92 out of 5 average rating, 296 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
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.
Flat 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.

Top guest favourite
A cozy sitting area features a light gray sofa adorned with orange accent pillows, paired with a comfortable chair. A wooden coffee table sits atop a softly patterned area rug, complemented by a small potted plant. Large windows allow natural light to brighten the space.
Flat in Jacksonville
5 out of 5 average rating, 24 reviews

Quiet Retreat 1 bedroom 1 bath

Kick back and relax in this calm, stylish space centrally located apartment with all inclusive, resort-like amenities 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!

Top guest favourite
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.
Guest house in Jacksonville
4.98 out of 5 average rating, 383 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.

Guest favourite
A spacious bedroom features a large bed adorned with white bedding and blue accent pillows. The walls exhibit a starry night mural, while the windows are draped with golden curtains, allowing soft light to illuminate the room. A mirror is positioned against the wall.
Flat in Jacksonville
5 out of 5 average rating, 9 reviews

Cosmic Serenity l 1BD Lux King in SE Jax

Welcome to your own personal retreat! Let go of the weight of daily life and step into a world of tranquility, where stress fades and serenity takes over. Experience the calming ambiance of a spa like retreat, relaxing music, and soft lighting, all designed to create profound peace. This is more than a stay—it’s a curated experience designed to recharge your spirit, awaken your clarity, and inspire your dreams. Let go, unwind, and manifest your best self. Your escape begins here!

Guest favourite
A modern living area features a blue sofa and a matching accent chair, arranged around a circular coffee table. A colorful area rug adds a touch of warmth, while natural light filters through the window with blinds. A mounted TV is situated against a white wall.
Flat in Jacksonville
4.94 out of 5 average rating, 33 reviews

Big Lux King Bed Balcony Pool Gym Southside I95

Experience the best of Jacksonville from this luxury 1-bedroom apartment in Southside! You will be just steps from top shopping and dining, with easy access to I-95, downtown, and the stunning beaches of Ponte Vedra. You can start the day with coffee in the modern kitchen before heading out to explore historic St. Augustine or vibrant local hotspots. After a day of adventure, you can unwind in the cozy living area with a smart TV and high-speed Wi-Fi—perfect for a traveler like you!

Guest favourite
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.
Flat in Jacksonville
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.

Guest favourite
A living area is showcased with a round dining table surrounded by metal chairs. A comfortable seating arrangement includes a gray sofa and armchairs, accented by yellow throw pillows. Large glass doors lead to a balcony, adorned with yellow curtains allowing natural light.
Flat in Jacksonville
4.91 out of 5 average rating, 23 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.

Guest favourite
A modern living area is furnished with a gray sofa and two light-colored armchairs. A textured rug covers the floor, while large windows allow natural light to illuminate the space. The kitchen can be partially seen in the background, featuring contemporary appliances.
Guest house in Jacksonville
4.89 out of 5 average rating, 27 reviews

Luxury Cottage with River Access

Enjoy the peaceful ambiance of this brand new luxury cottage on Julington Creek in Saint Johns County. Centrally located -- we're just a 30 minute drive to the beach, downtown Jacksonville, and St. Augustine. Amenities include a king-sized bed, two TV's, and a fully-equipped kitchen. The cottage is located at the front of our 1-acre property. Our own home is situated just across the lawn from the cottage. Guests will walk through the backyard to access the river.

Superhost
A vibrant city skyline is reflected in calm waters, featuring a mix of modern glass buildings and architecture. A bridge spans across the water, while a clear blue sky with scattered clouds enhances the urban landscape.
Flat in Jacksonville
4.73 out of 5 average rating, 15 reviews

Travel Nurse, Pool, Gym & More Mayo Clinic 6-min

Welcome to our Luxury suite! This is a upscale community will EXCEED all of your needs. Our safely gated neighborhood has 24/7 surveillance. Enjoy a 1 bed 1 bath room with full kitchen! FREE WIFi included. FREE PARKING P Smart TV enabled & professionally decorated. Plenty of activities on site to include a beautiful resort style pool, 3 gyms, a state of the art movie theatre, a relaxation room with a tanning bed, game room, pet spa, game lawn, car charging

Guest favourite
A cozy living area features a comfortable couch against a patterned accent wall. A coffee table sits in front of the couch, and a flat-screen TV is mounted on the opposite wall, creating a functional space for relaxation.
Flat in Jacksonville
5 out of 5 average rating, 7 reviews

1-BR King Bed Near Mayo Clinic

Experience contemporary luxury by staying in this elegant apartment. Its prime location and easy access to major roads make up for a perfect base for those looking to explore Jacksonville and its breathtaking ambiance. Modern interior design & lots of community amenities are there to satisfy your every need. ✔ Comfortable King Bed ✔ Fully Equipped Kitchen ✔ Balcony ✔ High-Speed Wi-Fi ✔ Community Amenities (Pool, Gym, Parking...) See more below!

Popular amenities for Southside, Jacksonville holiday rentals

Quick stats about holiday rentals in Southside, Jacksonville

  • Total rentals

    1.3K properties

  • Nightly prices starting at

    € 17 before taxes and fees

  • Total number of reviews

    41K reviews

  • Family-friendly rentals

    700 properties are a good fit for families

  • Pet-friendly rentals

    590 properties allow pets

  • Rentals with a pool

    450 properties have a pool

  1. Airbnb
  2. United States
  3. Florida
  4. Duval County
  5. Jacksonville
  6. Southside