A coastal highway bridge over a marshy area with a sunset in the background.

Fleming Island Vacation Rentals

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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 rentals

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
View from property

3. StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park
3.0 star property
Westside
8.6 out of 10, Excellent, (47 reviews)
"Beautiful room... wish there was breakfast"
United States
Marquessa
The price is ￥11,852
￥13,452 total
includes taxes & fees
Sep 23 - Sep 24
StudioRes by Marriott Jacksonville Orange Park
Pool

4. Suite Peace- New luxury apartment near NAS JAX and Orange park

Suite Peace- New luxury apartment near NAS JAX and Orange park
Westside
9.4 out of 10, Exceptional, (19 reviews)
"Convenient location. Very comfortable. "
United States
Aimee G.
The price is ￥13,256
￥33,834 total
includes taxes & fees
Sep 23 - Sep 24
Suite Peace- New luxury apartment near NAS JAX and Orange park
1 bedroom, iron/ironing board, WiFi, bed sheets

5. Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Private Entire Studio Suite Independent Guest Entrance
Westside
9.4 out of 10, Exceptional, (21 reviews)
"Nice and cozy!!Easy access, clean and comfortable!!Will book again "
United States
Shantrill G.
The price is ￥10,246
￥21,828 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Private Entire Studio Suite Independent Guest Entrance
Interior

6. 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)
Coffee/tea maker, fridge, microwave, oven

7. ⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping

⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
Westside
9.4 out of 10, Exceptional, (16 reviews)
"We came here for work. Place was clean and comfortable. Similar price to a hotel but way more space and comfort. We’ll definitely stay here again if we come back to this area."
United States
Tia J.
The price is ￥14,274
￥39,987 total
includes taxes & fees
Sep 27 - Sep 28
⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
Smart TV, fireplace, books, computer monitors

8. 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
Property grounds

9. 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!
Interior

10. 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
Terrace/patio

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

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 ￥28,071
￥72,719 total
includes taxes & fees
Sep 19 - Sep 20
Sunset near the lake up to 12 guests,4bds,2baths
Signature Apartment | Living area | 32-inch Smart TV with satellite channels, DVD player, streaming services

13. The Van Zant House

The Van Zant House
3.5 star property
Westside
6.4 out of 10, (7 reviews)
"Always a great time ! "
United States
Katherine
The price is ￥10,809
￥43,460 total
includes taxes & fees
Sep 20 - Sep 21
The Van Zant House
Smart TV, stereo

14. 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
Lobby

15. 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Southside
9.4 out of 10, Exceptional, (33 reviews)
"Cool place to stay"
United States
Anonymous traveler
The price is ￥8,619
￥9,783 total
includes taxes & fees
Sep 20 - Sep 21
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Outdoor pool

16. 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.
Terrace/patio

17. 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
Coffee/tea maker, fridge, microwave, stovetop

18. 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
3 bedrooms, WiFi, bed sheets

19. Cosmic Quarters, Whole House, Sleeps 6

Cosmic Quarters, Whole House, Sleeps 6
Westside
9.8 out of 10, Exceptional, (14 reviews)
"House great nice and clean ,family loved it thanks again."
United States
tony s.
The price is ￥21,677
￥48,909 total
includes taxes & fees
Sep 20 - Sep 21
Cosmic Quarters, Whole House, Sleeps 6
Interior

20. 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
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 6 hours ago
Hilton Jacksonville at Mayo Clinic near Beaches

Find out more about Fleming Island

Search for holiday rentals in Fleming Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Fleming Island using one of the methods below:

  • View our selection of featured holiday rentals in Fleming Island
  • Use the map to find apartments and other holiday homes in the Fleming Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Fleming Island while they last

Look no further and take a look at our great range of rental properties in Fleming Island!

Frequently asked questions

Can I find vacation rentals in Fleming Island?

Yes, we give you a choice of vacation rentals near popular local attractions in Fleming Island, or you can select a secluded option if you'd like a relaxing place to stay. The shops and restaurants are several reasons why visitors like Fleming Island. Make sure you have time to check out the entertainment choices and football games during your trip.

What are some of the best vacation home rentals in Fleming Island?

Private home @ Pristine neighborhood: Visitors like this Fleming Island vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Fleming Island?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Fleming Island stay.

What’s there to see and do in Fleming Island?

Doctors Lake and Little Jessie Island are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Eagle Harbor Golf Club and The Golf Club At Fleming Island.

What’s a vacation rental in Fleming Island like?

A vacation rental is a private property you can book for a few weeks or just a few days in Fleming Island. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.