
House vacation rentals in Southside, Jacksonville
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Top-rated house rentals in Southside, Jacksonville
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Serene Heaven in an Urban Setting
Welcome to this charming house in a peaceful and relaxing area, the perfect refuge for a pleasant stay. Whether you're here for work, visiting family, transitioning to other cities, or simply seeking a place to rest, this house has everything you need to enjoy your stay. The place has quick access to I-295, providing easy access to major attractions: Beaches are 35 minutes away, Zoom 25 minutes away, among others. Relájate con toda la familia en este alojamiento donde la tranquilidad se respira.

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.

Quiet Ortega Bungalow by TCC & NAS 15mins to DT
Welcome to Davinci's Bungalow, located within walking distance to Timuquana Country Club & The Florida Yacht Club. Stylish finishes, fully equipped kitchen, wifi, Smart 4K TV, workspace, peaceful porch, comfy memory foam mattresses & washer/dryer! Quick drive to NAS JAX (4min), downtown (15min), TIAA Bank Field/Jags stadium (18min), and 2 mins to historic neighborhoods. Less than 15 mins to hospitals, mins to the St John’s river. Enjoy peace & quiet in the unique neighborhood of Venetia!

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.

Historic Hollywood House w/Pool
Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

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.
Popular amenities for Southside, Jacksonville house rentals
House rentals with a pool

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Stunning Modern Oasis with a Huge Pool

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

+A Taste of Britain entire house / heated pool+

Cheerful three bedroom home with a pool

Pool Home with Game Room in Heart of Jax Beach!
Weekly house rentals

Lux Pool Home Close to Mayo & Jacksonville beach!

Modern 2 BR Townhome | Close 2 Beach.

Mandarin Retreat - Entire Home

The River Pearl, St Johns

The Cozy Nook

Jax Essential Stay | 7 Guests | Perfect Stay

“The Cove” on the St. John’s River

Heart of JAX | New Built Bungalow 4BR Cozy Retreat
Private house rentals

Chic San Marco unit-near Square

2BR/1BA Home. Minutes away from Mayo & Beaches

Cozy Home

2min I95&295 and20 to beaches/TownCenter/ Downtown

Simple, Clean Studio by i10/295

Honeycomb Hideout

Walkable in San Marco • King • Porch • Sunsets

The Mayo Clinic Retreat
Quick stats about house rentals in Southside, Jacksonville
Total rentals
660 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
460 properties are a good fit for families
Pet-friendly rentals
330 properties allow pets
Rentals with a pool
140 properties have a pool
Destinations to explore
- Rentals with beach access Southside
- Condo rentals Southside
- Rentals with a fire pit Southside
- Rentals with a home theater Southside
- Smoking-friendly rentals Southside
- Rentals with pools Southside
- Rentals with an EV charger Southside
- Rentals with a fireplace Southside
- Waterfront rentals Southside
- Rentals with lake access Southside
- Guesthouse rentals Southside
- Apartment rentals Southside
- Private suite rentals Southside
- Rentals with outdoor seating Southside
- Pet-friendly rentals Southside
- Fitness-friendly rentals Southside
- Rentals with breakfast Southside
- Rentals with a patio Southside
- Family-friendly rentals Southside
- Rentals with a washer and dryer Southside
- Rentals with a hot tub Southside
- Townhouse rentals Southside
- House rentals Jacksonville
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- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Stafford Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park
- Bent Creek Golf Course