
House holiday 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.

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

4bd/2bath, 6beds+ 1folding bed, I-295,17, NAS
Cozy, stylish, spacious and renovated house. It is located in a quiet and very convenient location, for visiting shops (Walmart, Publix, Costco, etc.), restaurants, next to I-295, NAS JAX BASE. The beach is 30 minutes (equipment: beach chairs/towels/umbrella, beach cart, children's sand toys). The house has 4TVs, a crib, a play area for kids with toys in the living room. Free parking: garage -2 cars, driveway-4 cars. The kitchen is equipped with dishes, spices, tea and of course coffee. Welcome!

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

Tree Tops: Where Everything is brand new
Take it easy at this unique and tranquil getaway nestled in the Tree Tops. All new appliances, furniture, electronics, sheets, and towels are found in this totally remodeled home. No expense was spared in making your stay as comfortable as possible. This is your perfect get away from the hustle and bustle of life. Enjoy your first cup of coffee on one of 3 porches. Tree Tops is also close to popular attractions, located 6 miles to Vilano Beach and 4 miles to St. Augustine’s historic district.

Modern Green Cove Springs 6 Bed Fence Beach 45 min
New Stylishly renovated home in Green Cove Springs just South of Fleming Island, Orange Park, Middleburg, West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Fenced yard, 65" LED TV, fast internet, front/back porches available up to 10 people. Beaches approx. 45 minutes. Camp Blanding 25min Close to restaurants, grocery stores, banks, gas stations, main hospital 8+miles). There are lakes and rivers locally to fish/boat, parks, and shopping:).

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.

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.

Nature Cozy Home
Located in Orange Park FL , this rural, rustic, colorful getaway can be your home away from home! Guests can enjoy the forested and vintage scenery that reminds one of simpler times. The designated parking area is indicated by the, sign of three flowers at the left side of the driveway. Guests will also have their own seating area. Please note we have another Listings: Retreat Mobile Camper (back to house) and Guest Suite (attached to house)on the property! , with everything private Thanks

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.

Mandarin. Modern and Cozy!
Single-family house located in Mandarin, one of the best, quietest, safest, and most beautiful neighborhoods in Jacksonville.Driveway for 4+ cars. Fully equipped kitchen and the living room TV with local channels, and Netflix. The large Florida room with TV with local channels and Netflix. Fast Internet, jacuzzi tub. I offer a long-term stay discount. The house is conveniently located near Interstate 295 and I-95. Many nearby restaurants. Walmart, Publix, and Winn Dixie are close by

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.

Mr. Rogers Place (Family Friendly , Cozy, Clean)
Mr. Rogers house is conveniently located right off college drive in Orange Park. Making this the perfect spot for anyone visiting family in Fleming Island, Orange Park and even Middleburg. The house is on a quiet culdesac. This home is an extension of our Farm House just a 1.5 down the road. We welcome our guest to visit us during feedings to meet our lovely animals at HayStays Farm.
Popular amenities for house rentals in Fleming Island
House rentals with a pool

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Private FL Home with Pool, Hot tub & Luxury Master

Historic Hollywood House w/Pool

Private Pool Home • Quiet • Near Beaches & Dining

Cozy Home with Heated Private Pool and Patio

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

Private oasis, heated pool, exceeds expectations

Retreat on the river
Weekly house rentals

*Islander Oasis* 2 Bed/1 Bath Cottage Retreat

Ideal Location: Walk to wedding venue & eateries!

Cozy 4BR Near St Johns River

The River Pearl, St Johns

Arthurs Lake House

Rococo Retreat/ 4bed 3bath/Gameroom/ Jacuzzi Tub

Beautiful Lake Mandarin Home

Dogwood Stay: Near the Lake
Private house rentals

Historic Mandarin Cottage

Easy Breezy Bungalow

Great 3 bedroom 2 bath

Eagles Nest on Lake Ponte Vedra

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

Fifties Fun

The Cheswick Escape I Team Joseph Ellen

Gamer's Corner - King bed, Work station
When is the best time to visit Fleming Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 SGD | $188 SGD | $186 SGD | $176 SGD | $177 SGD | $174 SGD | $186 SGD | $192 SGD | $165 SGD | $169 SGD | $173 SGD | $178 SGD |
| 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 holiday rentals
Explore 20 holiday rentals in Fleming Island

Nightly prices starting at
Fleming Island holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly holiday rentals
20 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

4.9 Average rating
Fleming Island stays are highly rated by guests – averaging 4.9 out of 5!
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- EverBank Stadium
- University of Florida
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Paynes Prairie Preserve State Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Fountain of Youth Archaeological Park
- Depot Park
- Saint Augustine Town Plan Historic District
- Adventure Landing Jacksonville Beach
- St Johns Town Center
- Ravine Gardens State Park
- TPC Sawgrass
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Florida Museum of Natural History
- Lochloosa Lake
- Little Talbot
- Fort Clinch State Park
- Vilano Beach Fishing Pier
- Anastasia State Park




