
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$6,279 GYD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

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.

Enchanted Oaks Estate-Weddings -Carriage House
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

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi
Reach out about our multi day discounts for weekdays! This gorgeous 3 bedroom coastal style home is your home away from home! Located in a peaceful and quiet neighborhood with perfect lake views. It's close to shopping, stores, and restaurants. - Easy highway access right off I-95 - 15 minute drive from the Jacksonville Jaguars Stadium (TIAA Bank Field) - 20 minute drive to Jacksonville Beach - 25 minute drive to Jacksonville Airport - Fast Wi-Fi -EV Charge Available for Guests in Garage

Easy Breezy Bungalow
This charming historical bungalow with views of Trout River and Rolliston Park is situated in a peaceful natural setting, yet is convenient to I-95, Jacksonville International Airport, JAXPORT Cruise Terminal, EverBank Stadium (home of the Jacksonville Jaguars), VyStar Ball Park, Dailey's Place Amphitheater, and the Jacksonville Zoo. The owners live nearby and are available to welcome and assist you. A fifth guest will be comfortable on the sunroom daybed. Please note: This is NOT a party venue.

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

Sunset River Retreat
Escape to this stunning 3-bedroom, family-friendly oasis nestled along Doctors Lake riverfront. With a sparkling pool and breathtaking sunset views every evening, this is the ultimate haven for relaxation and fun. Home has a pool, firepit, outdoor pool table, and direct access to the river, ideal for fishing or kayaking. 30 min to downtown Jacksonville, 10 min from NAS Jax Naval Base. 10 minutes to boat ramp. 2 story house, bedrooms on 2nd floor Inquire for Events ($850 Event Fee, Max 30 ppl).

Private oasis, heated pool, exceeds expectations
Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Modern Green Cove Springs 6 Bed Fence Beach 45min
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.

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

Cheerful three bedroom home with a pool
Relax with the whole family at this peaceful place to stay. Enjoy the pool or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area and tree swing. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away

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

Oasis in the Hill

Retreat on the river

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

Cozy Home with Heated Private Pool and Patio

Downtown • Historic Whitney House • Luxury Baths!

Elegant & Stylish Pool House with Arcade!

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Private FL Home with Pool, Hot tub & Luxury Master
Weekly house rentals

Spacious family hangout spot

Family-Friendly Weston House with Fenced Backyard

The Gathering Place

~Homey 3/2_near Fleming Island

Doctor's Lake 5th Wheel Shaded Stay

Dogwood Stay: Near the Lake

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

Fleming Island Coastal Getaway
Private house rentals

Game Room + Fenced Backyard | Rococo Retreat | 3BR

Zen Flamingo: Poolside Peace Near Beaches and TPC

Orange Park for 6 | Game Room | Long Stays Welcome

Charming, majestic view Lane

Lagares

Villa Marita B&B

Orange Park Oasis 2bed/2bath

Private Pool Home Gym RV Hookup Pet Friendly
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$30,348 GYD | G$35,162 GYD | G$40,813 GYD | G$37,255 GYD | G$38,092 GYD | G$39,139 GYD | G$30,348 GYD | G$31,395 GYD | G$27,000 GYD | G$27,627 GYD | G$28,255 GYD | G$29,093 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 |
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- University of Florida
- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Paynes Prairie Preserve State Park
- TPC Sawgrass
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- Fountain of Youth Archaeological Park
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- Huguenot Memorial Park
- Little Talbot
- Flagler College
- Ravine Gardens State Park
- Memorial Park
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