House holiday rentals in Fleming Island

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Top-rated house rentals in Fleming Island

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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.

Top guest favourite
The two-story white house features a welcoming entrance with a central door flanked by large windows. Adjacent to the entrance, two armchairs are positioned around a small table on a circular patio, surrounded by lush green grass and decorative potted plants.
Home in Green Cove Springs
5 out of 5 average rating, 119 reviews

1920 Carriage House on Riverfront Estate

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Top guest favourite
The back patio features a cozy seating arrangement with a modern sofa and a small table. Twinkling string lights illuminate the area as evening approaches, providing a warm ambiance. A dining table for four is visible on the patterned outdoor rug, amidst a spacious fenced yard with trees.
Home in Fleming Island
4.95 out of 5 average rating, 177 reviews

The Flemingo- Game Room 3 Kings

Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

Superhost
A single-story house features a welcoming front porch with two large windows on one side. A paved driveway leads to the attached garage, while the front yard is covered in green grass, bordered by a wooden fence and trees in the background.
Home in Jacksonville
4.83 out of 5 average rating, 109 reviews

Private, Safe, Quiet, Pet Friendly

This home is situated in a very quiet and safe neighborhood, 3 minutes from the Oakleaf Town Center. The home is meticulously clean and updated with waterproof flooring (yay for pets) and also has a private, secured yard for furry loved ones. An occupant resides at the rear of the property but this is NOT a shared home/space. This home has NO shared spaces. Privacy, comfort and cleanliness is what to expect. Close to all things Jacksonville. 25 mins to Downtown Jacksonville and Mayo Clinic.

Superhost
An open-concept living area features light wood flooring and neutral-colored walls. A spacious sectional sofa faces a large television. The kitchen showcases wooden cabinets and modern appliances, with a breakfast bar that includes several stools. Natural light enters through multiple windows.
Home in Green Cove Springs
4.87 out of 5 average rating, 123 reviews

Cozy 3 bedroom house in town, bikes included!

Welcome to the Sunny Side Up Villa in charming Green Cove Springs! This private home is centrally located in historic downtown and includes bicycles for you to tour the city and visit all the sights. Spring Park and the St. John's River are just a mile down the road. The three bedroom home sleeps eight and features a brand new king bed in the master suite. The open concept living room and kitchen are great for entertaining and the backyard is completely fenced in for your four-legged pals.

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.

Top guest favourite
Two bicycles, one black and one light blue, are parked beside a blue house. The bicycles are positioned near the entrance, with a concrete pathway leading to a shed in the background and a small lawn visible.
Home in Riverside
4.98 out of 5 average rating, 181 reviews

King bed w/bikes, arcade games and wild west barn!

The Game House is located in Riverside; Jacksonville's most fun neighborhood. It features four bikes, full-size arcade games, board games, darts, Wii, and a unique country western BARn in the backyard! Our backyard also has a firepit with adirondack chairs, a grill, corn hole, horse shoes, a lasso game, and (obviously) 'smores kits! Walk to bars, restaurants, yoga studios, shops, & more. We'll also send you our local guidebook with things to do, where to shop, & where to eat and drink.

Guest favourite
Home in Orange Park
4.84 out of 5 average rating, 202 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Enjoy the pool or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area and tree swing. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away

Top guest favourite
The kitchen area features modern white cabinetry and stainless steel appliances, including a dishwasher and sink. A colorful rug lies on the floor, enhancing the space. Bright natural light enters through the window, while a dining area with red chairs is visible in the background.
Home in Middleburg
4.95 out of 5 average rating, 113 reviews

Modern E. Orange Park Home 6 bed Fence Beach 45Mn

New Stylishly renovated home just West of Fleming Island in Middleburg, South of Orange Park, West of Jacksonville Florida. Christmas 365! Farmhouse style, TV’s in all bedrooms, with a touch of Christmas theme. 6 beds, Fenced yard, 75" LED TV, front/back porches available up to 10 people. Beaches approx. 40 minutes The home is close to restaurants, grocery stores, banks, gas stations, main hospital(2+miles). There are lakes and rivers locally to fish/boat, parks, shopping, and trails:)

Guest favourite
The entryway is highlighted by double doors that open to a welcoming view of the front yard. Natural light floods the space through a large transom window above the doors, framing a picturesque scene of manicured grass and distant trees.
Home in Orange Park
4.9 out of 5 average rating, 241 reviews

Luxury Home w/ Glass Room & Patios

Spectacular Inside and Out This magnificent 2940 sq foot home is in a prestigious lakeside neighborhood. It offers a large open concept living area with an adjoining 400 sq foot climate controlled sun room with a pocketing glass interior wall; to bring the outside in and the inside out. The exterior of the sun room is constructed of glass doors which can also be opened and stacked to facilitate an open air porch. Owner lives in the neighborhood and is quick to respond to your needs.

Top guest favourite
An outdoor space features a stone patio with a circular arrangement of four black chairs surrounding a fire pit on gravel. Verdant landscaping and trees provide a natural backdrop, enhancing the tranquility of the area.
Home in Fleming Island
4.99 out of 5 average rating, 156 reviews

Rustic Owl in Fleming Island with 2 Kings

From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Top 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.

Popular amenities for house rentals in Fleming Island

When is the best time to visit Fleming Island?

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Quick stats about house rentals in Fleming Island

  • Total holiday rentals

    Explore 20 holiday rentals in Fleming Island

  • Nightly prices starting at

    Fleming Island holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Fleming Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fleming Island rentals

  • 4.8 Average rating

    Fleming Island stays are highly rated by guests – averaging 4.8 out of 5!

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