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House holiday rentals in Fleming Island

Find and book unique houses on Airbnb

Top-rated house rentals in Fleming Island

Guests agree: these houses are highly rated for location, cleanliness and more.

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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
4.99 out of 5 average rating, 120 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
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, 302 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
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
4.96 out of 5 average rating, 180 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

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, 202 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
The kitchen features modern white cabinetry, sleek countertops, and stainless steel appliances. A dining area with vibrant red chairs is visible in the background. Black and white checkered mats line the floor, creating a functional and stylish space.
Home in Middleburg
4.95 out of 5 average rating, 117 reviews

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

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:).

Superhost
Home in Orange Park
4.83 out of 5 average rating, 207 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

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, 243 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, 163 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
Home in Brooklyn
4.97 out of 5 average rating, 238 reviews

Vintage Riverside Cottage w/ King Bed

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.

Guest favourite
The brick house features a welcoming façade with a front porch and large windows, surrounded by lush greenery. A small sitting area is set up to the right of the entrance. The driveway leads gently to the home, providing ample parking space.
Home in Green Cove Springs
4.93 out of 5 average rating, 105 reviews

Country Cove - 3 Bedroom Cottage on 2 Acres!

Awesome little brick house in the country close to downtown GCS, Clay County Fairgrounds and Green Cove Marine. House has been renovated with hardwood floors, GAS stove, dishwasher, ice maker with lots of counter space in kitchen! Farmhouse style decor with smart tv. Has Wifi. Has coin operated washer and dryer in a separate shared unfinished laundry room. Shared carport set up as a sitting area with a gas grill. House sits on over 2 acres! Other units on the property.

Top guest favourite
The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.
Home in Jacksonville
4.93 out of 5 average rating, 148 reviews

Cozy Home with Heated Private Pool and Patio

Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

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
4.93 out of 5 average rating, 368 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.

Popular amenities for house rentals in Fleming Island

When is the best time to visit Fleming Island?

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Avg. price€ 124€ 125€ 124€ 117€ 118€ 116€ 124€ 128€ 110€ 124€ 131€ 125
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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 € 34 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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