
House vacation rentals in Fleming Island
Find and book unique houses on Airbnb
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 G$6,278 GYD 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!
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- Weddings
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

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.

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.

Modern E. Orange Park Home 6 bed Fence Beach 45Mn
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:).

The 1910 General Store - residence
This historic country general store, listed on the National Register of Historic Places, is within easy walking distance to art galleries and cultural events, restaurants, bars, night life, and family-friendly activities. This residence is good for couples, solo adventurers, business travelers, families, and furry friends (pets, max. of 2). We are unable to allow guests to host gatherings and house parties. Off street parking available. "Historic hospitality with a southern accent!"

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.

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.

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.

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

*Putt Putt Pool Home* Mini Golf/Grill/Ping Pong

Historic Hollywood House w/Pool

Downtown • Historic Whitney House • Luxury Baths!

Cozy Home with Heated Private Pool and Patio

Luxury Pool Retreat • Taste of Britain

Private oasis, heated pool, exceeds expectations

Oasis in the Hill

Retreat on the river
Weekly house rentals

Spacious family hangout spot

The Gathering Place

The River Pearl, St Johns

CozyHome Near Jacksonville&St.Augustine

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

Dogwood Stay: Near the Lake

Family-Friendly Weston House with Fenced Backyard

Game Room + Fenced Backyard | Rococo Retreat | 3BR
Private house rentals

Ideal Location: Walk to wedding venue & eateries!

Cozy 4BR Near St Johns River

Charming, majestic view Lane

*Gorgeous Home! Safe, very peaceful*

Zen Flamingo: Poolside Peace Near Beaches and TPC

Charming Retreat w/ Bikes

Beautiful Lake Mandarin Home

Villa Marita B&B
When is the best time to visit Fleming Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,342 GYD | G$35,155 GYD | G$40,805 GYD | G$28,668 GYD | G$28,877 GYD | G$28,459 GYD | G$30,342 GYD | G$31,388 GYD | G$26,994 GYD | G$27,622 GYD | G$28,249 GYD | G$29,086 GYD |
| 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 |
Destinations to explore
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- University of Florida
- EverBank Stadium
- St Augustine Amphitheatre
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- University of North Florida
- St Johns Town Center
- Paynes Prairie Preserve State Park
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Summer Haven st. Augustine FL
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Depot Park
- Adventure Landing Jacksonville Beach
- Crescent Beach
- Fort Clinch State Park
- Little Talbot
- Flagler College
- Memorial Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Huguenot Memorial Park





