
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.

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

Modern Orange Park Home w/6+Beds&Wash/Dryer Fence
Stylishly renovated home North of Middleburg and South of Orange Park Florida. 6+beds TV’s IN ALL ROOMS, available for use to accommodate up to 9 people. One King bed, 2 twin beds, double bed, a pull out queen sofa bed, and air mattress. Peace and quiet just minutes away from the city yet still comfortable. The home is close to many restaurants, grocery stores, banks, gas stations, and main hospital (1/2-2+miles). There are creeks and lakes locally to fish, parks. Beaches approx. 45 mins.

Mandarin Pearl. Close to everything.
Single family house in one of the best, quiet, safe, and beautiful neighborhoods in Jacksonville. walking distance of restaurants and supermarkets.3-bedroom ,1 bath, big front & back yard. Car port . Full kitchen, Netflix. Smart TV in the Master Bedroom that's has Netflix available. Also other apps like YouTube. Long term stay discount Smoking is not allowed inside the house only outside. $100.00 cleaning fee will be charged . Electric car charging available upon request for additional fee.

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.

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

Seaspray Chalet: Just Steps to the Beach
Welcome to your beautiful, newly renovated spa-like home away from home just 4 houses from the warm sand and refreshing ocean. View the exotic birds at the park across the street & enjoy the playground, tennis & basketball courts. You'll have 1-3 private parking spots (depending on use if downstairs unit (Seabreeze Chalet) on site. Owners are nearby but will respect your privacy. We are leaving a buffer of at least a day between guests and are following Airbnb Enhanced Cleaning Protocol.

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.

King bed, Lake View, sleeps 8, 6 TVs, Public Pool
Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

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.

St Augustine Entire Home, King Bed, Pet Friendly
Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

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.
Popular amenities for house rentals in Fleming Island
House rentals with a pool

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

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

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

Beach Retreat w/Pool, Private Yard, Walk to beach

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Pool Home with Game Room in Heart of Jax Beach!

San Marco Home • Pool, Hot Tub, Grill

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

Peaceful Getaway in the Heart of Jacksonville

NEW! LARGE 4BR home in Golf Community with POOL

Adorable Southside Bungalow

Charming, majestic view Lane

Blue Beach Bungalow – steps to beach, fenced yard

CozyHome Near Jacksonville&St.Augustine

"Jacksonville Gem: Stylish Home Tropical Backyard

Style and Elegance!
Private house rentals

SMV Poinciana Paradise | Heated Pool

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

Light & Cozy Oasis | Pool &Hot Tub & Biilliards

Zen Flamingo: Poolside Peace Near Beaches and TPC

Central Getaway: Stylish, Cozy, and Full of Light

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Jacksonville 2-BR Bungalow | Sauna & Dog-Friendly

New Screened Heated Pool with Spacious Living Area
When is the best time to visit Fleming Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £109 | £110 | £109 | £103 | £103 | £102 | £109 | £112 | £97 | £99 | £101 | £104 |
| 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 £22 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
- Summer Haven st. Augustine FL
- Paynes Prairie Preserve State Park
- Lightner Museum
- St Augustine Amphitheatre
- University of Florida
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- VyStar Veterans Memorial Arena
- Depot Park
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- Saint Augustine Town Plan Historic District
- Ravine Gardens State Park
- TPC Sawgrass
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Florida Museum of Natural History
- Fort Clinch State Park
- Lochloosa Lake
- Anastasia State Park
- Little Talbot
- Vilano Beach Fishing Pier




