Vacation rentals in Southside, Jacksonville

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.

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.

1-BR with King Bed & Resort-Like Amenities – Mayo

Welcome to your perfect home base in Jacksonville! Located directly off the main highway, the property offers unmatched convenience and easy access to all the best the city has to offer! Just minutes from the Mayo Clinic, UNF & St. Johns Town Center – ideal for business, school events, dining or shopping. The beach and TIAA Bank Field are only 20 minutes away – enjoy quick access to the coast and local events. Covered garage parking and elevator access make it a breeze to come and go!

Serenity Retreat| 1BD Lux King in Southeast 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!

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.

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.

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.

Luxe Poolside Condo | King Bed

Luxe Poolside Condo | King Bed & Near Mayo Clinic Stylish 1BR condo with pool + gym access, just minutes from Mayo Clinic, beaches, and shopping. Enjoy a plush king bed, fast Wi-Fi, smart TV, full kitchen, in-unit washer/dryer, and peaceful surroundings. Free parking + secure entry. Ideal for long stays, work trips, or treatment visits. 5 mins to Mayo • 12 to beaches • 15 to Downtown • 25 to JAX Airport.

Nest&Rest|King&Queen |Balcony |HS-WiFi|Mayo-C| UNF

This space is a perfect blend of comfort, privacy, and prime location. Featuring beautifully appointed King & Queen rooms for restful nights and a serene balcony retreat—ideal for morning coffee or sunset relaxation. Nestled in the heart of the city, it offers unbeatable convenience while preserving a peaceful and intimate atmosphere. A true sanctuary where comfort meets charm."