
House holiday 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.

Serenity and Amazing Views - Home on River w/ Pool
Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

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.

Avondale Retreat - Private Home with Heated Pool
Enjoy the best of both worlds in Riverside! Walk or bike to many shops and restaurants in Historic Murray Hill, Avondale and Five Points, then return to your private, peaceful backyard oasis. Relax in your heated salt water pool, grill outdoors or prepare a meal in the fully stocked kitchen and wind down with a nightcap by the fire pit. Right off I-10 and I-95, close to the Jaguar Stadium, JAX, Mayo Clinic and only 25 minutes to Jax Beaches. $3800/mo. +taxes - Nov-Feb. Inquire for rate.

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

Cozy ranch near Jax

Sunset near the Lake/12guests/4bdrs/2baths

Lux Pool Home Close to Mayo & Jacksonville beach!

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

+A Taste of Britain entire house / heated pool+

*Heated Pool Home in Ponte Vedra Beach!

Cheerful three bedroom home with a pool
Weekly house rentals

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE JAX

Sweet Historic Charmer

The River Pearl, St Johns

Serenity Oaks- Water View/Close to Stadium

“The Cove” on the St. John’s River

Sunshine Bungalow

Cozy, quiet, walkable, central, stylish San Marco.

Cozy Escape | 2BR | 1 BA | Fenced | Beach/Mayo/UNF
Private house rentals

Charming 1 bedroom/1 bathroom in Murray Hill

Cozy Fairfax/Avondale Bungalow

Pablo Cove: walk to Mayo Clinic across the street

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

Murray Hill Bungalow

The Charming Jacksonvilla, Pet Friendly 2 bedrooms

Honeycomb Hideout

2 Bed Pad in Quiet and Central Jax Burb
When is the best time to visit Southside, Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 111 | € 110 | € 120 | € 113 | € 118 | € 114 | € 114 | € 109 | € 109 | € 109 | € 112 | € 113 |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about house rentals in Southside, Jacksonville

Total holiday rentals
Explore 660 holiday rentals in Southside, Jacksonville

Nightly prices starting at
Southside, Jacksonville holiday rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 23,730 verified reviews to help you choose

Family-friendly holiday rentals
460 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
420 properties have a dedicated workspace

Wifi availability
650 of Southside, Jacksonville holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southside, Jacksonville rentals

4.8 Average rating
Southside, Jacksonville stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with outdoor seating Southside
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- Rentals with a firepit Southside
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- Rentals with pools Southside
- Smoking-friendly rentals Southside
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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
- Pablo Creek Club
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- Amelia Island State Park
- Stafford Beach
- Amelia Island Lugar Lindo
- Jungle Hut Park
- Ravine Gardens State Park
- Old Salt Park