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Holiday houses in Southside, Jacksonville

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Top-rated holiday rentals in Southside, Jacksonville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Apartment in Jacksonville
4.95 out of 5 average rating, 22 reviews

Relax in Jax w/ King Bed St Johns Town Center Mayo

Revel in the stunning settings of this 1 bedroom 1 bath apt in Jacksonville, FL. It offers a beautiful retreat with contemporary resort facilities and high comfort levels. Its prime location allows you to easily explore the city, its best attractions, and beaches. An abundance of amenities in this gorgeous apartment complex will make you want to stay forever. ✔ Comfortable King Bed ✔ Fully Equipped Kitchen ✔ Balcony ✔ High-Speed Wi-Fi ✔ Community Amenities Pool, Gym, Game Room See more below!

Top Guest favourite
Apartment 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!

Guest favourite
Apartment in Jacksonville
4.87 out of 5 average rating, 113 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 favourite
Guesthouse in Jacksonville
4.98 out of 5 average rating, 382 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 favourite
Home in Beachwood
4.97 out of 5 average rating, 289 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

Guest favourite
Apartment 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
Apartment in Jacksonville
4.96 out of 5 average rating, 80 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.

Guest favourite
Apartment 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
Guesthouse in Jacksonville
4.88 out of 5 average rating, 26 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
Apartment in Jacksonville
5 out of 5 average rating, 3 reviews

Red Rose Serenity | 1BD Lux King - Southeast Jax

Need to plan something special? We got you! This is a perfect done-for-you romantic getaway! Just show up and be wowed! Welcome to Serenity — a red rose-inspired luxury 1-bedroom retreat designed for romance, relaxation, and unforgettable memories. Whether you're celebrating a honeymoon, anniversary, or a spontaneous romantic getaway, this enchanting space offers the perfect backdrop for love. Bring or send your loved one, and let us take care of the details.

Guest favourite
Home in Jacksonville
4.96 out of 5 average rating, 106 reviews

Luxury Designer San Marco Oasis-Sleeps 6

Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

Top Guest favourite
Guesthouse in Jacksonville
4.98 out of 5 average rating, 291 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.

Popular amenities for Southside, Jacksonville holiday rentals

Quick stats about holiday rentals in Southside, Jacksonville

  • Total rentals

    1.3K properties

  • Nightly prices starting at

    $31 AUD 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

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