House holiday rentals in Southside, Jacksonville

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

Special lakefront retreat

Your family will be close to everything when you stay at this centrally-located place. Minutes to major shopping and restaurants and just 15 minutes to Jacksonville beach. Only 10 min to TIAA Bank Field to see the Jaguars or enjoy your favorite events. Home features a scenic backyard with lake views. You can sit on the fishing deck or relax on the dining family deck . If you like to kayak, go for it. Then come back to enjoy a nice evening with family or friends around the firepit.

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

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

Fancy Dancy

Experience the charm at "Fancy Dancy". Nestled within Avondale’s historic community, this home is strategically located within walking distance to a plethora of restaurants, parks, boutiques, and the serene St. Johns River. For the Sports fans, Jacksonville Jaguars stadium is only a 10 min drive. Whether you're seeking culinary delights, outdoor adventures, or sporting events, everything you desire is just steps away. Discover the perfect blend of comfort, style, and convenience.

Vintage Riverside Cottage w/ZERO Cleaning Fee

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Paradise Palms Estate

Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

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.

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.