
House vacation rentals in Fleming Island
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Top-rated house rentals in Fleming Island
Guests agree: these houses are highly rated for location, cleanliness, and more.

Trendy 4-Bedroom House w/Office near Downtown/NAS
Recently renovated house located in the Lakeshore neighborhood. *WE HAVE A GUESTHOUSE IN THE BACKYARD THAT IS RENTED OUT SEPARATELY. IT IS NOT PART OF THE MAIN HOUSE. SEE BELOW FOR MORE INFO* • Downtown Jacksonville/TIAA Bank Field 15-min drive • NAS (Naval Air Station JAX) 12-min drive • Jacksonville International Airport 25-min drive • Jacksonville Beach 35-min drive Close to neighborhoods like Avondale, Murray Hill and Riverside which offer lots of restaurants, bars and shopping.

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

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

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!

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:).

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

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.

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.

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.

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.

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 Fleming Island house rentals
House rentals with a pool

Private FL Home with Pool, Hot tub & Luxury Master

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

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

2023 Lux Home 4bd/3.5ba+SaltPool+HotTub+Walk2Beach

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Downtown • Historic Luxury • DesignerKitchen&Baths

Welcome to Pink Palms - Heated Pool - Walk to DT

Pool home oasis steps to ocean
Weekly house rentals

Ideal Location: Walk to wedding venue & eateries!

The Gathering Place

OP Retreat | 3BR | 2BA | Pool | Fenced | Quiet

Mandarin Retreat - Entire Home

The River Pearl, St Johns

Arthurs Lake House

Private Pool |3 Bikes| Dogs Ok|1/2 Acre Wooded Lot

Guest House by St. John's River
Private house rentals

Doctor's Lake 5th Wheel Shaded Stay

~Homey 3/2_near Fleming Island

XL family home, Pool, Pool table, Private 1 acre.

Sweet Historic Charmer

Simple, Cozy Stay by I-10 & 295.

CozyHome Near Jacksonville&St.Augustine

Sunshine Bungalow

Dogwood Stay: Near the Lake
When is the best time to visit Fleming Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ533 | ﺩ.ﺇ540 | ﺩ.ﺇ533 | ﺩ.ﺇ503 | ﺩ.ﺇ507 | ﺩ.ﺇ499 | ﺩ.ﺇ533 | ﺩ.ﺇ551 | ﺩ.ﺇ474 | ﺩ.ﺇ533 | ﺩ.ﺇ562 | ﺩ.ﺇ536 |
| 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 Fleming Island

Total vacation rentals
Explore 20 vacation rentals in Fleming Island

Nightly prices starting at
Fleming Island vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Fleming Island vacation rentals include wi-fi 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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