A coastal highway bridge over a marshy area with a sunset in the background.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Fleming Island vacation homes

A covered patio with a table and chairs, a window, and a door.

1. Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
9.8 out of 10, Exceptional, (42 reviews)
"Great location. Property was well stocked, clean and comfortable."
United States
Joe T.
The price is ￥31,920
￥67,751 total
includes taxes & fees
Oct 20 - Oct 21
Rustic Owl w/ 2Kings In Fleming Island
A house entrance with a red door, a welcome mat, and a doormat.

2. Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (185 reviews)
"Nice property. The bunk bed mattresses were very uncomfortable and need replacing. The indoor patio was excellent for gathering. We enjoyed our stay"
United States
Cynthia J.
The price is ￥19,327
￥53,782 total
includes taxes & fees
Oct 20 - Oct 21
Luxurious Home w/ Spectacular Glass Room & Patios
A wooden porch leading to a house with a front door, a lamp, and a doormat.

3. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (97 reviews)
"Great place to stay!"
United States
shannon d.
The price is ￥22,911
￥73,201 total
includes taxes & fees
Oct 20 - Oct 21
Gorgeous circa 1875 Plantation House (in city)
A grand staircase with white balusters and wooden steps leading to an upper level.

4. 30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs

30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Fleming Island
9.2 out of 10, Wonderful, (34 reviews)
"A beautifully decorated, comfortable, and spacious property.The back porch was our favorite place to gather for visiting and viewing the canal activities. It has a claw footed tub in the Jack and Jill bathroom. A large game room is on the second floor. Also many extra beds are available. The kitchen is well appointed with every possible need close at hand."
United States
Carol G.
The price is ￥88,886
￥251,776 total
includes taxes & fees
Oct 20 - Oct 21
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A room with a wooden ceiling, a large window with curtains, a flat-screen TV mounted on the wall, and a small seating area with a bench and drawers.

5. Tiny Farm: Charming Tiny House in the Country

Tiny Farm: Charming Tiny House in the Country
Green Cove Springs
The price is ￥12,800
￥17,561 total
includes taxes & fees
Oct 20 - Oct 21
Tiny Farm: Charming Tiny House in the Country
A modern living space with a dining area, sofa, kitchen, and a TV displaying a show.

6. Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths

Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
Orange Park
9.4 out of 10, Exceptional, (3 reviews)
"It will be very difficult to convince mate other places to this beautiful rental. The pool was huge and clean the property had everything we needed. Would surely stay again!! The host was easily to access"
United States
BILLIE
The price is ￥52,542
￥115,247 total
includes taxes & fees
Oct 20 - Oct 21
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
A modern kitchen with white cabinets, a wooden island, and a bar stool.

7. Coral Reef Retreat 30 min to Beach High Speed Wi-Fi

Coral Reef Retreat 30 min to Beach High Speed Wi-Fi
Westside
The price is ￥18,937
￥53,927 total
includes taxes & fees
Oct 25 - Oct 26
Coral Reef Retreat 30 min to Beach High Speed Wi-Fi
A stable with horses, hay bales, and a wooden floor.

8. Private Loft at a Working Show Barn ~ Pets Welcome!

Private Loft at a Working Show Barn ~ Pets Welcome!
Middleburg
9.6 out of 10, Exceptional, (28 reviews)
"Tracy was a great host I enjoyed talking with her. The loft was great the beds are comfortable very clean and has everything you need for a short or long stay I will definitely be back and this would be my first choice to stay at."
United States
Tina S.
The price is ￥13,511
￥28,139 total
includes taxes & fees
Oct 22 - Oct 23
Private Loft at a Working Show Barn ~ Pets Welcome!
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a built-in sink with a dish rack.

9. Home Theater, Kayaks & EV Charger in Ortega

Home Theater, Kayaks & EV Charger in Ortega
Westside
9.0 out of 10, Wonderful, (2 reviews)
"Property was very nice and clean. Tyler was a great help. Shower was the only kinda let down of our stay"
United States
Darrick S.
The price is ￥12,401
￥46,661 total
includes taxes & fees
Oct 20 - Oct 21
Home Theater, Kayaks & EV Charger in Ortega
A conservatory with a glass roof, a potted plant, and a bench.

10. Single house: 12guests,4bds/2baths,large backyard.

Single house: 12guests,4bds/2baths,large backyard.
Jacksonville
9.8 out of 10, Exceptional, (49 reviews)
"Great place for big families and small children. "
United States
Maria R.
The price is ￥28,444
￥80,749 total
includes taxes & fees
Oct 20 - Oct 21
Single house: 12guests,4bds/2baths,large backyard.
A living room with two black leather sofas, a glass coffee table, and a beige armchair. There is a red and beige rug on the floor.

11. AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Del Rio
10.0 out of 10, Exceptional, (55 reviews)
"Very safe and clean accommodations"
United States
Tim D.
The price is ￥21,017
￥50,750 total
includes taxes & fees
Nov 1 - Nov 2
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
A living room with a sofa, coffee table, TV, fireplace, and a dining area in the background.

12. Sunset near the lake up to 12 guests,4bds,2baths

Sunset near the lake up to 12 guests,4bds,2baths
Westside
10.0 out of 10, Exceptional, (13 reviews)
"great for families "
United States
Dylan A.
The price is ￥31,288
￥79,599 total
includes taxes & fees
Oct 22 - Oct 23
Sunset near the lake up to 12 guests,4bds,2baths
A pool table with balls, a ceiling fan, a fireplace, and a seating area with a TV.

13. NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS

NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
Middleburg
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, lots of space and plenty of places to hang out and lounge. Host communicated promptly and kindly. Highly recommend!"
United States
Brandon T.
The price is ￥24,319
￥60,188 total
includes taxes & fees
Oct 22 - Oct 23
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
A modern living room with a large flat-screen TV displaying a cityscape. There is a sofa, a coffee table, and a small side table.

14. Spacious Retreat: Projector & Pool Table

Spacious Retreat: Projector & Pool Table
Westside
9.8 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay. No problems. Highly recommend. "
United Kingdom
Thomas K.
The price is ￥13,779
￥52,922 total
includes taxes & fees
Oct 21 - Oct 22
Spacious Retreat: Projector & Pool Table
A modern living room with a sofa, coffee table, fireplace, and a large TV screen displaying a beach scene.

15. Mandarin Retreat - Entire Home

Mandarin Retreat - Entire Home
jacksonville
10.0 out of 10, Exceptional, (4 reviews)
"All around awesome place . Stayed for 4 nights. 10/10"
United States
Drew B.
Mandarin Retreat - Entire Home
A covered porch with red chairs and a table, brick pillars, and a view of the neighborhood.

16. Spacious Murray Hill Getaway for One or Two

Spacious Murray Hill Getaway for One or Two
Northwest
10.0 out of 10, Exceptional, (4 reviews)
"Loved the location to shops near by with plenty of options. Stay was cozy and the extra rags on top of the refrigerator was super helpful for cleanup. I would love to stay here again! My kid loved it too "
United States
dahlia t.
The price is ￥12,642
￥36,214 total
includes taxes & fees
Oct 20 - Oct 21
Spacious Murray Hill Getaway for One or Two
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

17. Vibrant Stay Near Museums and Beaches

Vibrant Stay Near Museums and Beaches
Southside
Vibrant Stay Near Museums and Beaches
A narrow wooden pathway flanked by wooden fences, leading to a dark area beyond.

18. Stylish Bungalow Near Dining, Parks & Entertainment

Stylish Bungalow Near Dining, Parks & Entertainment
Avondale
10.0 out of 10, Exceptional, (17 reviews)
"great place and host! "
United States
Savannah F.
The price is ￥16,355
￥31,007 total
includes taxes & fees
Oct 20 - Oct 21
Stylish Bungalow Near Dining, Parks & Entertainment
A spacious living room with a white sofa, wooden flooring, and a dining area with chairs and a table.

19. Central Avenues Central Cozy 3BR@ Water

Central Avenues Central Cozy 3BR@ Water
Jacksonville
9.4 out of 10, Exceptional, (3 reviews)
"Great space, we only stayed 1 night but it was comfy! Hosts communicate great! "
United States
Carolyne H.
The price is ￥25,599
￥65,020 total
includes taxes & fees
Oct 20 - Oct 21
Central Avenues Central Cozy 3BR@ Water
A porch with a black metal swing bed, white cushions, and a wooden floor.

20. Family Coffee House, Pet Friendly & Private Yard

Family Coffee House, Pet Friendly & Private Yard
Urban Core
10.0 out of 10, Exceptional, (6 reviews)
"Our host was great, and we had a great time!"
United States
Alexis
The price is ￥15,802
￥37,448 total
includes taxes & fees
Nov 2 - Nov 3
Family Coffee House, Pet Friendly & Private Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fleming Island Hotel Reviews

Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

10/10 Excellent
"The hotel is super clean and the breakfast is top notch. Great quality food at a great hotel for a reasonable price always."
John 4-night trip
Posted 6 hours ago
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Find out more about Fleming Island

Fleming Island Vacation Homes information

Number of reviews
489
Accommodation
778 Vacation Homes
Lowest Price
￥17,561
Highest Price
￥251,776

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