
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

Serenity and Amazing Views - Home on River w/ Pool
Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

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

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.

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:).

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.

Vintage Riverside Cottage w/ King Bed
Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

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.

Cozy Home with Heated Private Pool and Patio
Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

Historic Hollywood House w/Pool
Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.
Popular amenities for house rentals in Fleming Island
House rentals with a pool

Private FL Home with Pool, Hot tub & Luxury Master

Private Pool Home • Quiet • Near Beaches & Dining

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

Peaceful Oasis Pet Friendly heated Pool & Gameroom

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

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

Downtown • Historic Luxury • DesignerKitchen&Baths

Welcome to Pink Palms - Heated Pool - Walk to DT
Weekly house rentals

Doctor's Lake 5th Wheel Shaded Stay

Ideal Location: Walk to wedding venue & eateries!

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

The Gathering Place

Arthurs Lake House

Orange Park Oasis 2bed/2bath

Private Pool |3 Bikes| Dogs Ok|1/2 Acre Wooded Lot

Ocean view/HugePool/17/i295/NAS:12guest4beds2baths
Private house rentals

Historic Mandarin Cottage

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

Sweet Historic Charmer

Mandarin Retreat - Entire Home

Simple, Cozy Stay by I-10 & 295.

The Clubhouse by Timuquana | Split floor plan

CozyHome Near Jacksonville&St.Augustine

3B 2BA house with huge fenced backyard
When is the best time to visit Fleming Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 124 | € 125 | € 124 | € 117 | € 118 | € 116 | € 124 | € 128 | € 110 | € 124 | € 131 | € 125 |
| 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 € 34 per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Family-friendly holiday rentals
10 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

4.8 Average rating
Fleming Island stays are highly rated by guests – averaging 4.8 out of 5!
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