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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Fleming Island vacation homes

Outdoor dining

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 ￥31,502
￥66,708 total
includes taxes & fees
Sep 20 - Sep 21
Rustic Owl w/ 2Kings In Fleming Island
Exterior detail

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 ￥19,074
￥53,701 total
includes taxes & fees
Sep 27 - Sep 28
Luxurious Home w/ Spectacular Glass Room & Patios
Interior

3. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (94 reviews)
"Beautiful home"
United States
Barbara M.
The price is ￥22,611
￥71,150 total
includes taxes & fees
Sep 21 - Sep 22
Gorgeous circa 1875 Plantation House (in city)
Dining

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

The Trail & Tide House, Beaches, Trails, Hikes
Lakeside
The price is ￥22,008
￥52,460 total
includes taxes & fees
Oct 1 - Oct 2
The Trail & Tide House, Beaches, Trails, Hikes
Smart TV, fireplace, books, computer monitors

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 ￥20,741
￥50,085 total
includes taxes & fees
Sep 25 - Sep 26
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 ￥18,948
￥30,247 total
includes taxes & fees
Sep 24 - Sep 25
Lovely 2-bedroom townhome with pool/hot tub in vibrant Jacksonville
Property grounds

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 ￥13,334
￥27,770 total
includes taxes & fees
Sep 23 - Sep 24
Private Loft at a Working Show Barn ~ Pets Welcome!
Terrace/patio

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 ￥28,071
￥72,719 total
includes taxes & fees
Sep 19 - Sep 20
Single house: 12guests,4bds/2baths,large backyard.
Interior

9. 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 ￥87,722
￥246,607 total
includes taxes & fees
Sep 21 - Sep 22
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Smart TV, computer monitors

10. 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 ￥16,999
￥40,894 total
includes taxes & fees
Oct 1 - Oct 2
2-bedroom townhome in Bartram Park, full remote work set up.
Smart TV, fireplace

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 ￥28,071
￥72,719 total
includes taxes & fees
Sep 19 - Sep 20
Sunset near the lake up to 12 guests,4bds,2baths
Outdoor pool

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 ￥46,317
￥107,771 total
includes taxes & fees
Sep 20 - Sep 21
King bed, Water Views, sleeps 8, TVs in every room, public pool.
Smart TV

13. 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 ￥51,853
￥114,673 total
includes taxes & fees
Sep 24 - Sep 25
Ocean view /HugePool/17/i295/NAS: Up to 12guest/4beds2baths
Dining

14. Lakefront |Long Term Friendly |Pets|Cozy Fireplace

Lakefront |Long Term Friendly |Pets|Cozy Fireplace
Southside
The price is ￥15,751
￥43,268 total
includes taxes & fees
Sep 20 - Sep 21
Lakefront |Long Term Friendly |Pets|Cozy Fireplace
Terrace/patio

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
The price is ￥24,001
￥59,400 total
includes taxes & fees
Sep 20 - Sep 21
NEW Waterfront Retreat "The Creek House" RENT JETSKIS POOL TABLE Sleep 10 KAYAKS
Living area

16. 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 ￥25,317
￥63,992 total
includes taxes & fees
Sep 22 - Sep 23
Central Avenues Central Cozy 3BR@ Water
Interior

17. 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 ￥17,186
￥25,280 total
includes taxes & fees
Oct 1 - Oct 2
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Smart TV, stereo

18. Peaceful Retreat: Projector & Pool Table

Peaceful 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 ￥16,149
￥54,812 total
includes taxes & fees
Oct 19 - Oct 20
Peaceful Retreat: Projector & Pool Table
Coffee/tea maker, fridge, microwave, stovetop

19. 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 ￥10,472
￥41,918 total
includes taxes & fees
Oct 1 - Oct 2
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

Hilton Jacksonville at Mayo Clinic near Beaches

Hilton Jacksonville at Mayo Clinic near Beaches

8/10 Good
"Silly - but!! There was a conference being held when we were there. With todays technology I should have been notified as it did impact my stay. Pool was not really available to me when it was packed with conference "party". I am immunocompromised. Most hotels would have no reason to be concerned about non conference guest but when you are .5 miles from Mayo clinic it should be a concern because I think it speaks for itself who could be your primary audience."
Denise 1-night trip
Posted less than an hour ago
Hilton Jacksonville at Mayo Clinic near Beaches

Find out more about Fleming Island

Fleming Island Vacation Homes information

Number of reviews
543
Accommodation
778 Vacation Homes
Lowest Price
￥25,280
Highest Price
￥246,607

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