House holiday rentals in Southside, Jacksonville

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Top-rated house rentals in Southside, Jacksonville

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Guest favourite
Home in Jacksonville
4.94 out of 5 average rating, 141 reviews

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.

Guest favourite
A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.
Home in Panama Park
4.91 out of 5 average rating, 293 reviews

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.

Top guest favourite
A spacious living area features a leather sectional sofa adjacent to a round coffee table, complemented by two armchairs. Large windows provide natural light, and a dining table with seating for six is visible in the background, with an open kitchen area behind it.
Home in San Marco
4.99 out of 5 average rating, 199 reviews

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.

Top guest favourite
A bright living room features a white brick fireplace and a mounted television above it. Large arched windows allow natural light to fill the space, while a comfortable reclining chair and a round coffee table complement the cozy atmosphere. Decorative shelves add a personal touch.
Home in Avondale
4.99 out of 5 average rating, 163 reviews

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.

Guest favourite
A circular patio area is framed by five teal chairs arranged around a fire pit, situated on a bed of gravel. Lush greenery and trees surround the space, while a serene lake is visible in the background under a clear blue sky.
Home in Jacksonville
4.94 out of 5 average rating, 142 reviews

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.

Top guest favourite
A wooden dock extends over calm waters, reflecting the soft colors of a sunset. Cypress trees line the shore, offering shade. Nearby structures and boats can be seen along the river, which is highlighted by the warm glow of the evening sky.
Home in Jacksonville
4.97 out of 5 average rating, 198 reviews

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.

Guest favourite
A welcoming living area features comfortable seating arrangements, including a large green sofa and two gray armchairs. Natural light fills the space through large windows, and a flat-screen TV stands on a small table. A textured rug adds warmth to the hardwood floor.
Home in Beachwood
4.97 out of 5 average rating, 297 reviews

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

Guest favourite
A charming gray house features a welcoming front porch with white railings and a vibrant red door. Lush green grass surrounds the home, complemented by mature trees in the background. The driveway leads up to the entrance, enhancing accessibility.
Home in Avondale
4.97 out of 5 average rating, 173 reviews

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.

Top guest favourite
Home in Brooklyn
4.97 out of 5 average rating, 231 reviews

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.

Top guest favourite
The spacious bedroom features a decorative metal canopy bed with plush pillows and a textured blanket draped over it. Natural light filters through wooden blinds, and soft lighting is provided by bedside lamps. The room's dark walls create a cozy atmosphere, with an open doorway leading to another area.
Home in Avondale
4.94 out of 5 average rating, 354 reviews

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.

Top guest favourite
A contemporary home sits beside a heated pool and spa, framed by elegant palm trees. Multiple lounge chairs are positioned around the pool, with plush seating options visible on the patio. Large glass doors offer an unobstructed view of the outdoor area, inviting natural light.
Home in Ponte Vedra
4.93 out of 5 average rating, 147 reviews

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!

Guest favourite
A dining area is presented with a wooden table set for six, featuring round white plates and decorative napkins. Blue upholstered chairs surround the table. A modern light fixture hangs above, while a large artwork depicting abstract blues and golds decorates the wall behind a sleek console table.
Home in Jacksonville
4.95 out of 5 average rating, 109 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.

Popular amenities for house rentals in Southside, Jacksonville

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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!

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