
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.

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

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

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:).

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.

Paradise Palms Estate
Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

4bd/2bath, 6beds+ 1folding bed, I-295,17, NAS
Enjoy a cozy home in a quiet and convenient location near shopping, restaurants, I-295, and NAS JAX. The beach is only 30 minutes! Perfect for families & groups: accommodates up to 12 guests ✔ Price includes up to 8 guests ✔ Extra guests: $15 per person/per night Pet-friendly ✔ $35 dog/per stay What you’ll love: 4 bedrooms,2 full bathrooms (6 beds) 4 Smart TVs Fully equipped kitchen Kids-friendly: toys, crib, high, chair. Free laundry. Parking for up to 6 cars

Single House:12guests/4beds/2baths/huge backyard
Spacious, cozy and clean house inside and outside relaxation, for either a large family or a large company. The house accommodates up to 12 guests. The house is located 3 minutes away from Oakleaf Town Center( Ross, Target, HomeGoods, Cafes, Restaurants, etc). THE HOUSE IS A PERFECT GET AWAY HOME TO RELAX AND ENJOY MUCH NEEDED R & R. LOOKING FORWARD TO SHARING OUR BEAUTIFUL HOME WITH YOU AND YOUR GUESTS.

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 Fleming Island house rentals
House rentals with a pool

Historic Hollywood House w/Pool

Cozy Home with Heated Private Pool and Patio

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

Private oasis, heated pool, exceeds expectations

The Pink Cabana

Pool Home with Game Room in Heart of Jax Beach!

Oasis in the Hill

Elegant & Stylish Pool House with Arcade!
Weekly house rentals

Eagles Nest on Lake Ponte Vedra

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

Zen Flamingo: Poolside Peace Near Beaches and TPC

Posh Pool and Pond Landing

Villa Marita B&B

Game Room + Fenced Backyard | Rococo Retreat | 3BR

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront

SKY Vacation Home, Private resort for your family
Private house rentals

Ideal Location: Walk to wedding venue & eateries!

Happy Coastal Cottage | 3BR with Outdoor Oasis

Hidden Gem: Nocatee Farm Oasis

The Hothouse-Couples Escape: Play-Relax-Reconnect

Historic Home in Downtown St. Augustine

The Clubhouse by Timuquana | Split floor plan

Arthurs Lake House

Modern Sanctuary
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.ﺇ485 | ﺩ.ﺇ496 | ﺩ.ﺇ510 |
| 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.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 1,110 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
10 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

4.9 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
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Paynes Prairie Preserve State Park
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- Depot Park
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Fort Clinch State Park
- Lochloosa Lake
- Guana Reserve Middle Beach
- Vilano Beach Fishing Pier
- Florida Museum of Natural History
- Memorial Park
- Little Talbot




