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 ￥31,777
￥67,919 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥19,241
￥54,170 total
includes taxes & fees
Sep 24 - Sep 25
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, (95 reviews)
"Great place to stay!"
United States
shannon d.
The price is ￥22,808
￥71,771 total
includes taxes & fees
Sep 28 - Sep 29
Gorgeous circa 1875 Plantation House (in city)
A dining table with four chairs, a central island, and a tiled floor.

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

The Trail & Tide House, Beaches, Trails, Hikes
Lakeside
The price is ￥22,200
￥52,918 total
includes taxes & fees
Oct 5 - Oct 6
The Trail & Tide House, Beaches, Trails, Hikes
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.

5. 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 ￥19,428
￥48,195 total
includes taxes & fees
Oct 20 - Oct 21
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
A living room with a sectional sofa, a flat-screen TV, and a lamp.

6. 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 ￥19,113
￥30,195 total
includes taxes & fees
Oct 6 - Oct 7
Lovely 2-bedroom townhome with pool/hot tub in vibrant Jacksonville
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, (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
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, (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
￥241,521 total
includes taxes & fees
Sep 28 - Sep 29
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A living room with a sofa, coffee table, TV, fireplace, and a dining area in the background.

9. 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 ￥28,316
￥75,399 total
includes taxes & fees
Sep 25 - Sep 26
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.

10. 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 24 - Sep 25
King bed, Water Views, sleeps 8, TVs in every room, public pool.
A conservatory with a glass roof, a potted plant, and a bench.

11. 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 ￥31,462
￥80,071 total
includes taxes & fees
Oct 7 - Oct 8
Single house: 12guests,4bds/2baths,large backyard.
A modern living space with a dining area, sofa, kitchen, and a TV displaying a show.

12. 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 ￥52,306
￥114,887 total
includes taxes & fees
Oct 6 - Oct 7
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a built-in sink with a dish rack.

13. 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 ￥12,860
￥46,878 total
includes taxes & fees
Sep 27 - Sep 28
Home Theater, Kayaks & EV Charger in Ortega River
A covered outdoor area with a wooden deck, wicker furniture, and a table with chairs.

14. 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, (1 review)
"Beautiful home with a beautiful creek view. We thoroughly enjoyed our stay. We had a group of ladies who finally got a chance to get away for a kid free weekend. It was so relaxing and such a wonderful environment. There were kayaks and fishing poles available for our use but we had so much fun catching up we forgot to use them. The location was close enough to Jacksonville we could go to a candy making class at Sweet Pete’s then go back and relax. The host was very pleasant and checked in a...
United States
Jamie L.
The price is ￥24,210
￥59,918 total
includes taxes & fees
Sep 24 - Sep 25
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
A pool area with a covered seating area, potted plants, and a wooden fence.

15. 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
￥75,379 total
includes taxes & fees
Sep 24 - Sep 25
Enjoyable 3-bedroom house with pool and AC in charming Jacksonville, Florida.
A modern living room with a fireplace, leather sofa, and a dining area in the background.

16. 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 modern kitchen with wooden flooring, a built-in oven, and a refrigerator.

17. 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 ￥17,147
￥41,565 total
includes taxes & fees
Oct 6 - Oct 7
2-bedroom townhome in Bartram Park, full remote work set up.
A bathroom shelf with toiletries, a cotton set, and neatly folded towels.

18. Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Northwest
10.0 out of 10, Exceptional, (46 reviews)
"Great place to stay"
United States
Summer I.
The price is ￥18,091
￥26,358 total
includes taxes & fees
Sep 30 - Oct 1
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
A bedroom with a bed, pillows, a TV on the wall, and a window with curtains.

19. Spacious Family Home Sleeps 12 Prime Location

Spacious Family Home Sleeps 12 Prime Location
Southside
The price is ￥25,484
￥37,584 total
includes taxes & fees
Oct 6 - Oct 7
Spacious Family Home Sleeps 12 Prime Location
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 ￥25,484
￥63,942 total
includes taxes & fees
Oct 6 - Oct 7
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

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

8/10 Good
"Spacious room and lobby"
Deneatra 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton Jacksonville Baymeadows

Find out more about Fleming Island

Fleming Island Vacation Homes information

Number of reviews
532
Accommodation
778 Vacation Homes
Lowest Price
￥26,358
Highest Price
￥241,521

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