
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

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.

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.

Cozy house in a heart of Mandarin
Come and relax in the cool walls of a house located on a quiet street in the heart of the Mandarin. You will see 3 spacious bedrooms (master bedroom is king size, others are queen sizes) 2 bathrooms, fully equipped kitchen, new furniture. Everything else comes with a place near the fireplace, where you can gather. Clean and new house with amenities. Jacksonville Beach in 25 min. We allowed 2 pets. We charge $100 fee for pet.

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.

Spacious 5/2 in Orange Park
The whole group will enjoy easy access to everything from this centrally located place. Fully remodeled with new flooring, modern kitchen, fresh paint and fast wifi. Large smart TV in living as well as in 4 bed rooms. Fully fenced backyard. Dog friendly. Close to tons of restaurants and shops. Great location right off 295 so you can get to anywhere in Jacksonville quick.
Popular amenities for house rentals in Fleming Island
House rentals with a pool

Private FL Home with Pool, Hot tub & Luxury Master

Heated Pool/Hot Tub 1 mile to dwntn/beach

Private Pool Home • Quiet • Near Beaches & Dining

Cozy Home with Heated Private Pool and Patio

Private oasis, heated pool, exceeds expectations

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

Beach House•TreeTop View •Gourmet Kitchen• Firepit

Unique Clear-Roof Pool Oasis: 10 min to Mayo/Beach
Weekly house rentals

*Islander Oasis* 2 Bed/1 Bath Cottage Retreat

~Sunny Spring Pad_Sleeps 12_Spa & Beaches~

Ideal Location: Walk to wedding venue & eateries!

Cozy 4BR Near St Johns River

The Clubhouse by Timuquana | Split floor plan

Zen Flamingo: Poolside Peace Near Beaches and TPC

Villa Marita B&B

2BR-Holiday Special @Graceful House
Private house rentals

Cozy Fairfax/Avondale Bungalow

Great 3 bedroom 2 bath

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

The River Pearl, St Johns

The Cheswick Escape I Team Joseph Ellen

Arthurs Lake House

Pet-friendly retro cottage w/ large fenced yard+EV

Coastal Hideaway - near beach!
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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