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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
10.0 out of 10, Exceptional, (41 reviews)
"Great location. Property was well stocked, clean and comfortable."
United States
Joe T.
The price is ￥31,690
￥67,263 total
includes taxes & fees
Sep 23 - Sep 24
Rustic Owl w/ 2Kings In Fleming Island
A grand staircase with white balusters and wooden steps leading to an upper level.

2. 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, (33 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 ￥88,487
￥248,758 total
includes taxes & fees
Sep 23 - Sep 24
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A house entrance with a red door, a welcome mat, and a doormat.

3. Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (183 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 ￥19,188
￥52,296 total
includes taxes & fees
Oct 4 - Oct 5
Luxurious Home w/ Spectacular Glass Room & Patios
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a built-in sink with a dish rack.

4. Home Theater, Kayaks & EV Charger in Ortega River

Home Theater, Kayaks & EV Charger in Ortega River
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 ￥11,145
￥44,773 total
includes taxes & fees
Sep 23 - Sep 24
Home Theater, Kayaks & EV Charger in Ortega River
A wooden porch leading to a house with a front door, a lamp, and a doormat.

5. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (95 reviews)
"Great place to stay!"
United States
shannon d.
The price is ￥22,746
￥70,634 total
includes taxes & fees
Sep 29 - Sep 30
Gorgeous circa 1875 Plantation House (in city)
A modern living room with a sofa, a dining area with a table and chairs, a kitchen with white cabinets, and a TV in the background.

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 ￥52,163
￥114,416 total
includes taxes & fees
Sep 24 - Sep 25
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
An aerial view of a resort with a large swimming pool, surrounded by palm trees and a small lake.

7. King bed, Water Views, sleeps 8, TVs in every room, public pool.

King bed, Water Views, sleeps 8, TVs in every room, public pool.
Fruit Cove
10.0 out of 10, Exceptional, (32 reviews)
"great place to stay"
United States
sione f.
The price is ￥46,721
￥108,239 total
includes taxes & fees
Sep 23 - Sep 24
King bed, Water Views, sleeps 8, TVs in every room, public pool.
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, (27 reviews)
"Horses were great, stay was wonderful, very relaxing "
United States
Tina S.
The price is ￥13,450
￥28,012 total
includes taxes & fees
Sep 23 - Sep 24
Private Loft at a Working Show Barn ~ Pets Welcome!
A residential house with a front porch, a staircase leading to the entrance, and a fenced backyard.

9. Chill Retreat with Private Yard · Near Downtown

Chill Retreat with Private Yard · Near Downtown
Downtown Jacksonville
9.8 out of 10, Exceptional, (35 reviews)
"Great little place!"
United States
gary t.
The price is ￥8,660
￥27,211 total
includes taxes & fees
Sep 24 - Sep 25
Chill Retreat with Private Yard · Near Downtown
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.

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

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Del Rio
10.0 out of 10, Exceptional, (54 reviews)
"Great property. Close to lots of things Clean, and very spacious."
United States
Jon C.
The price is ￥19,375
￥48,064 total
includes taxes & fees
Sep 26 - Sep 27
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
A dining table with four chairs, a central island, and a tiled floor.

11. The Trail & Tide House, Beaches, Trails, Hikes

The Trail & Tide House, Beaches, Trails, Hikes
Lakeside
The price is ￥22,139
￥51,518 total
includes taxes & fees
Oct 4 - Oct 5
The Trail & Tide House, Beaches, Trails, Hikes
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 ￥28,238
￥75,192 total
includes taxes & fees
Sep 25 - Sep 26
Sunset near the lake up to 12 guests,4bds,2baths
A conservatory with a glass roof, a potted plant, and a bench.

13. 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 ￥28,316
￥72,882 total
includes taxes & fees
Sep 23 - Sep 24
Single house: 12guests,4bds/2baths,large backyard.
A modern living room with a fireplace, leather sofa, and a dining area in the background.

14. Mandarin Oasis: Spacious Home w/ Pool, Dock & Large Yard - 5BR/3.5BA

Mandarin Oasis: Spacious Home w/ Pool, Dock & Large Yard - 5BR/3.5BA
Jacksonville
The price is ￥41,590
￥129,457 total
includes taxes & fees
Sep 28 - Sep 29
Mandarin Oasis: Spacious Home w/ Pool, Dock & Large Yard - 5BR/3.5BA
A living room with a sectional sofa, a flat-screen TV, and a lamp.

15. Lovely 2-bedroom townhome with pool/hot tub in vibrant Jacksonville

Lovely 2-bedroom townhome with pool/hot tub in vibrant Jacksonville
Jacksonville
The price is ￥19,061
￥30,270 total
includes taxes & fees
Sep 23 - Sep 24
Lovely 2-bedroom townhome with pool/hot tub in vibrant Jacksonville
A modern kitchen with grey cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

16. La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (9 reviews)
"Was very clean and comfortable "
United States
Natasha M.
The price is ￥12,427
￥44,556 total
includes taxes & fees
Sep 29 - Sep 30
La Casita by Amarelys and lazaro
A covered porch with red chairs and a table, brick pillars, and a view of the neighborhood.

17. 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 ￥12,585
￥35,894 total
includes taxes & fees
Oct 7 - Oct 8
Spacious Murray Hill Getaway for One or Two
A pool area with a covered seating area, potted plants, and a wooden fence.

18. Enjoyable 3-bedroom house with pool and AC in charming Jacksonville, Florida.

Enjoyable 3-bedroom house with pool and AC in charming Jacksonville, Florida.
Westside
10.0 out of 10, Exceptional, (1 review)
"My family and I loved the place very clean and comfortable and the host was excellent with getting back in touch with me when I reached out"
United States
Anonymous traveler
The price is ￥31,305
￥75,850 total
includes taxes & fees
Sep 23 - Sep 24
Enjoyable 3-bedroom house with pool and AC in charming Jacksonville, Florida.
A kitchen with wooden flooring, white cabinets, a stove, and a ceiling fan.

19. Roomy Murray Hill Couples Retreat

Roomy Murray Hill Couples Retreat
Northwest
10.0 out of 10, Exceptional, (6 reviews)
"Super cute place! It is a charming old duplex that has been updated. I love that the owners kept what apperas to be some original features like the kitchen sink and the cabinets. "
United States
Susan J.
The price is ￥13,371
￥36,628 total
includes taxes & fees
Oct 12 - Oct 13
Roomy Murray Hill Couples Retreat
A two-story house with a covered porch, a front door, and a small front yard with a pathway leading to the entrance.

20. New Luxury Riverside • Walk to Dining • Sleeps 6 . Parking 3+

New Luxury Riverside • Walk to Dining • Sleeps 6 . Parking 3+
Northwest
9.6 out of 10, Exceptional, (20 reviews)
" Clean and plenty of places to go nearby! "
United States
Thad A.
The price is ￥13,680
￥39,192 total
includes taxes & fees
Sep 28 - Sep 29
New Luxury Riverside • Walk to Dining • Sleeps 6 . Parking 3+
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

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

10/10 Excellent
"Nice an clean."
Jose 1-night trip
Posted 16 hours ago
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Find out more about Fleming Island

Fleming Island Vacation Homes information

Number of reviews
553
Accommodation
778 Vacation Homes
Lowest Price
￥27,211
Highest Price
￥248,758

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