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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥31,898
￥67,704 total
includes taxes & fees
Oct 12 - Oct 13
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, (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 ￥19,314
￥54,218 total
includes taxes & fees
Oct 19 - Oct 20
Luxurious Home w/ Spectacular Glass Room & Patios
A hotel room with a bed, a ceiling fan, a mirror, and a door leading to a bathroom.

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

The Trail & Tide House, Beaches, Trails, Hikes
Lakeside
The price is ￥22,284
￥50,750 total
includes taxes & fees
Oct 8 - Oct 9
The Trail & Tide House, Beaches, Trails, Hikes
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 ￥88,824
￥251,601 total
includes taxes & fees
Oct 12 - Oct 13
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A modern living space with a dining area, sofa, kitchen, and a TV displaying a show.

5. 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 ￥52,505
￥115,167 total
includes taxes & fees
Oct 9 - Oct 10
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
A stable with horses, hay bales, and a wooden floor.

6. 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)
"Horses were great, stay was wonderful, very relaxing "
United States
Tina S.
The price is ￥13,501
￥28,119 total
includes taxes & fees
Oct 20 - Oct 21
Private Loft at a Working Show Barn ~ Pets Welcome!
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.
King bed, Water Views, sleeps 8, TVs in every room, public pool.
A conservatory with a glass roof, a potted plant, and a bench.

8. 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 ￥28,424
￥74,265 total
includes taxes & fees
Oct 8 - Oct 9
Single house: 12guests,4bds/2baths,large backyard.
A gravel driveway leading to a wooden gate with a sign, surrounded by lush greenery and a clear sky.

9. Tiny Farm: Charming Tiny House in the Country

Tiny Farm: Charming Tiny House in the Country
Green Cove Springs
The price is ￥12,791
￥17,549 total
includes taxes & fees
Oct 20 - Oct 21
Tiny Farm: Charming Tiny House in the Country
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, (55 reviews)
"Great property. Close to lots of things Clean, and very spacious."
United States
Jon C.
The price is ￥19,502
￥48,537 total
includes taxes & fees
Oct 13 - Oct 14
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.

11. 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 ￥28,424
￥75,844 total
includes taxes & fees
Oct 9 - Oct 10
Sunset near the lake up to 12 guests,4bds,2baths
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a built-in sink with a dish rack.

12. Ortega Duplex Unit w/ Theater, Kayaks & EV Charger

Ortega Duplex Unit w/ Theater, Kayaks & EV Charger
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 ￥12,909
￥46,741 total
includes taxes & fees
Oct 11 - Oct 12
Ortega Duplex Unit w/ Theater, Kayaks & EV Charger
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.

13. Charming Retreat: Projector & Pool Table

Charming 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 ￥16,352
￥55,185 total
includes taxes & fees
Oct 12 - Oct 13
Charming Retreat: Projector & Pool Table
A modern kitchen with wooden flooring, a built-in oven, and a refrigerator.

14. 2-bedroom townhome in Bartram Park, full remote work set up.

2-bedroom townhome in Bartram Park, full remote work set up.
Jacksonville
8.4 out of 10, Very good, (6 reviews)
"Was a convenient stop for our stay in town."
United States
Jeni M.
The price is ￥17,212
￥41,723 total
includes taxes & fees
Oct 13 - Oct 14
2-bedroom townhome in Bartram Park, full remote work set up.
A pool table with balls, a ceiling fan, a fireplace, and a seating area with a TV.

15. 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 ￥24,302
￥60,146 total
includes taxes & fees
Oct 8 - Oct 9
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
A kitchen with wooden flooring, white cabinets, a stove, and a ceiling fan.

16. 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 ￥12,633
￥35,873 total
includes taxes & fees
Oct 12 - Oct 13
Roomy Murray Hill Couples Retreat
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 ￥12,633
￥35,873 total
includes taxes & fees
Oct 12 - Oct 13
Spacious Murray Hill Getaway for One or Two
A room with a dark wooden dresser, a flat-screen TV mounted on the wall, and a vase with dried plants on the floor.

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
6.0 out of 10, (2 reviews)
"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 ￥31,424
￥75,666 total
includes taxes & fees
Oct 8 - Oct 9
Enjoyable 3-bedroom house with pool and AC in charming Jacksonville, Florida.
A modern living room with a round wooden table, black chairs, a ceiling fan, and a television on the wall.

19. Serene Retreat Close to Beach and Attractions

Serene Retreat Close to Beach and Attractions
Southside
6.0 out of 10, (5 reviews)
"The property was neat and clean. There was a clover covered grassy area in the front which I loved for the spring. My dogs were very welcomed and there was plenty of space for my dog kennels to put the dogs away when we were out and about. The dogs were relaxed. The neighbors were quiet and friendly. Everything we needed was right there. The communication about the stay was almost instantaneously. Thank you for the easy way to visit my family and attend a memorial service for my parents with my...
United States
sharon l.
The price is ￥12,349
￥48,668 total
includes taxes & fees
Oct 8 - Oct 9
Serene Retreat Close to Beach and Attractions
A spacious living room with a white sofa, wooden flooring, and a dining area with chairs and a table.

20. 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 ￥25,625
￥64,453 total
includes taxes & fees
Oct 20 - Oct 21
Central Avenues Central Cozy 3BR@ Water
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
"Very clean in all areas. The staff was nice and very informative. The breakfast was great and was kept clean as people had eaten and left. She was also nice. The air conditioning worked great! All in all, this was a great place to stay! Will definitely book again!!"
Mercy 1-night trip
Posted 5 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
472
Accommodation
778 Vacation Homes
Lowest Price
￥17,549
Highest Price
￥251,601

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