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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 ￥31,789
￥67,473 total
includes taxes & fees
Oct 14 - Oct 15
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 ￥19,248
￥52,617 total
includes taxes & fees
Oct 5 - Oct 6
Luxurious Home w/ Spectacular Glass Room & Patios
A beige leather sofa with a built-in tray table and remote controls, a rocking chair, a blue potted plant, and a window with wooden blinds.

3. Large 3+ BR, monthly discount.

Large 3+ BR, monthly discount.
Lakeside
The price is ￥21,245
￥74,457 total
includes taxes & fees
Oct 1 - Oct 2
Large 3+ BR, monthly discount.
A hotel room with a bed, a ceiling fan, a mirror, and a door leading to a bathroom.

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

The Trail & Tide House, Beaches, Trails, Hikes
Lakeside
The price is ￥22,208
￥50,734 total
includes taxes & fees
Oct 14 - Oct 15
The Trail & Tide House, Beaches, Trails, Hikes
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, (96 reviews)
"Great place to stay!"
United States
shannon d.
Gorgeous circa 1875 Plantation House (in city)
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.

6. 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 ￥19,435
￥48,371 total
includes taxes & fees
Oct 14 - Oct 15
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
A stable with horses, hay bales, and a wooden floor.

7. 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 ￥13,459
￥28,030 total
includes taxes & fees
Oct 4 - Oct 5
Private Loft at a Working Show Barn ~ Pets Welcome!
A grand staircase with white balusters and wooden steps leading to an upper level.

8. 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 ￥88,543
￥248,915 total
includes taxes & fees
Oct 1 - Oct 2
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A conservatory with a glass roof, a potted plant, and a bench.

9. 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 ￥28,327
￥76,057 total
includes taxes & fees
Oct 1 - Oct 2
Single house: 12guests,4bds/2baths,large backyard.
A small wooden cabin with a gravel driveway and a grassy area in front.

10. Tiny Farm: Charming Tiny House in the Country

Tiny Farm: Charming Tiny House in the Country
Green Cove Springs
The price is ￥12,750
￥17,493 total
includes taxes & fees
Oct 1 - Oct 2
Tiny Farm: Charming Tiny House in the Country
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 ￥28,334
￥71,669 total
includes taxes & fees
Oct 2 - Oct 3
Sunset near the lake up to 12 guests,4bds,2baths
An aerial view of a resort with a large swimming pool, surrounded by palm trees and a small lake.

12. 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 ￥46,739
￥108,280 total
includes taxes & fees
Oct 5 - Oct 6
King bed, Water Views, sleeps 8, TVs in every room, public pool.
A modern kitchen with wooden flooring, a built-in oven, and a refrigerator.

13. 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 ￥17,158
￥41,591 total
includes taxes & fees
Oct 6 - Oct 7
2-bedroom townhome in Bartram Park, full remote work set up.
A corner with a wooden table and chairs, a potted plant, and a view of a residential area through a glass door.

14. Cozy Lakefront Home with Fireplace and Pet Friendly

Cozy Lakefront Home with Fireplace and Pet Friendly
Southside
The price is ￥14,639
￥42,571 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Lakefront Home with Fireplace and Pet Friendly
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 ￥24,219
￥59,940 total
includes taxes & fees
Oct 14 - Oct 15
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
A modern living space with a dining area, sofa, kitchen, and a TV displaying a show.

16. 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 ￥52,339
￥114,802 total
includes taxes & fees
Oct 5 - Oct 6
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
A bedroom with a bed, a nightstand, a lamp, and a ceiling fan.

17. 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 ￥31,317
￥75,407 total
includes taxes & fees
Oct 6 - Oct 7
Enjoyable 3-bedroom house with pool and AC in charming Jacksonville, Florida.
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.

18. 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 ￥16,300
￥52,807 total
includes taxes & fees
Oct 4 - Oct 5
Charming Retreat: Projector & Pool Table
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 ￥12,309
￥48,986 total
includes taxes & fees
Oct 1 - Oct 2
Serene Retreat Close to Beach and Attractions
A modern kitchen with grey cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

20. 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 ￥12,435
￥44,062 total
includes taxes & fees
Oct 2 - Oct 3
La Casita by Amarelys and lazaro
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

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

10/10 Excellent
"Great hotel. Nice view. Downtown is tiny but could walk to everywhere"
Michael 3-night trip
Posted 12 hours ago
Hyatt Regency Jacksonville

Find out more about Fleming Island

Fleming Island Vacation Homes information

Number of reviews
565
Accommodation
778 Vacation Homes
Lowest Price
￥28,030
Highest Price
￥248,915

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