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

Fleming Island Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Fleming Island holiday rentals

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, (40 reviews)
"Great location. Property was well stocked, clean and comfortable."
United States
Joe T.
The price is HK$1,584
HK$3,362 total
includes taxes & fees
8 Sept - 9 Sept
Rustic Owl w/ 2Kings In Fleming Island
A grand staircase with white balusters and wooden steps leading to an upper level.

2. 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, (32 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 HK$4,410
HK$12,398 total
includes taxes & fees
8 Sept - 9 Sept
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A house entrance with a red door, a welcome mat, and a doormat.

3. Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (182 reviews)
"Very nicely decorated … beds were comfortable, kitchen well equipped, beautiful neighborhood and very quiet. Well worth the cost … and host was wonderful."
United States
Trudie Ann M.
The price is HK$1,168
HK$2,935 total
includes taxes & fees
8 Sept - 9 Sept
Luxurious Home w/ Spectacular Glass Room & Patios
A modern building with a storefront labeled "STUDIORES" and the number "8045".

4. StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park
3.0 star property
Westside
8.6 out of 10, Excellent, (46 reviews)
"Beautiful room... wish there was breakfast"
United States
Marquessa
The price is HK$729
HK$828 total
includes taxes & fees
12 Sept - 13 Sept
StudioRes by Marriott Jacksonville Orange Park
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, (94 reviews)
"Beautiful home"
United States
Barbara M.
The price is HK$1,403
HK$3,971 total
includes taxes & fees
9 Sept - 10 Sept
Gorgeous circa 1875 Plantation House (in city)
An aerial view of a resort with a large swimming pool, surrounded by palm trees and a small lake.

6. 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 HK$2,329
HK$5,418 total
includes taxes & fees
8 Sept - 9 Sept
King bed, Water Views, sleeps 8, TVs in every room, public pool.
A swimming pool with lounge chairs, palm trees, and a building in the background.

7. 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.
Suite Peace- New luxury apartment near NAS JAX and Orange park
A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and pendant lighting.

8. ⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown

⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown
Westside
9.4 out of 10, Exceptional, (28 reviews)
"The host was amazing and communicated through the entire stay"
United States
Ebony R.
The price is HK$877
HK$2,359 total
includes taxes & fees
11 Sept - 12 Sept
⭐Stylish & Cozy⭐ 2BR/2BA w/King Bed, Pool & Gym Nr I295 & Downtown
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, (48 reviews)
"Great place for big families and small children. "
United States
Maria R.
The price is HK$1,411
HK$3,766 total
includes taxes & fees
8 Sept - 9 Sept
Single house: 12guests,4bds/2baths,large backyard.
A living room with a sofa, coffee table, TV, fireplace, and a dining area in the background.

10. 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 HK$1,411
HK$3,734 total
includes taxes & fees
12 Sept - 13 Sept
Sunset near the lake up to 12 guests,4bds,2baths
A modern hotel room with two beds, white bedding, and a yellow throw blanket.

11. 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 HK$572
HK$1,162 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Private Entire Studio Suite Independent Guest Entrance
A modern living room with a sofa, coffee table, fireplace, and a large TV screen displaying a beach scene.

12. Mandarin Retreat - Entire Home

Mandarin Retreat - Entire Home
jacksonville
10.0 out of 10, Exceptional, (4 reviews)
"All around awesome place . Stayed for 4 nights. 10/10"
United States
Drew B.
Mandarin Retreat - Entire Home
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.

13. AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Del Rio
10.0 out of 10, Exceptional, (53 reviews)
"Great property. Close to lots of things Clean, and very spacious."
United States
Jon C.
The price is HK$1,043
HK$2,526 total
includes taxes & fees
29 Sept - 30 Sept
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
A stable with horses, hay bales, and a wooden floor.

14. 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 HK$670
HK$1,396 total
includes taxes & fees
10 Sept - 11 Sept
Private Loft at a Working Show Barn ~ Pets Welcome!
A bedroom with a bed, a window, a nightstand, and a wall-mounted projector displaying a green cloud projection.

15. Cosmic Quarters, Whole House, Sleeps 6

Cosmic Quarters, Whole House, Sleeps 6
Westside
9.8 out of 10, Exceptional, (12 reviews)
"House great nice and clean ,family loved it thanks again."
United States
tony s.
The price is HK$933
HK$2,289 total
includes taxes & fees
8 Sept - 9 Sept
Cosmic Quarters, Whole House, Sleeps 6
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.

16. Spacious Retreat: Projector & Pool Table

Spacious 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 HK$726
HK$2,667 total
includes taxes & fees
8 Sept - 9 Sept
Spacious Retreat: Projector & Pool Table
A modern kitchen with granite countertops, stainless steel appliances, and pendant lighting.

17. ⭐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.
⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink. There are wooden shelves above the counter and a small rug on the floor.

18. Retreat the Marco - Heated Pool+Arcade Games Close to everything

Retreat the Marco - Heated Pool+Arcade Games Close to everything
Southside
10.0 out of 10, Exceptional, (17 reviews)
"Perfect for our daughter’s graduation. Plenty of room for everyone & the pool & games were a plus"
United States
Julie A.
The price is HK$2,258
HK$5,070 total
includes taxes & fees
8 Sept - 9 Sept
Retreat the Marco - Heated Pool+Arcade Games Close to everything
A living room with a brick fireplace, a blue armchair, a wooden cabinet, and a ceiling fan.

19. 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 HK$584
HK$2,231 total
includes taxes & fees
8 Sept - 9 Sept
The Van Zant House
A spacious lobby with high ceilings, wooden floors, and blue upholstered seating.

20. Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub

Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub
St. Augustine
9.4 out of 10, Exceptional, (45 reviews)
"Great location and stay"
United States
David E.
The price is HK$840
HK$1,530 total
includes taxes & fees
11 Sept - 12 Sept
Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub
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

Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

10/10 Excellent
"Location, location, location! Motel was situated near everything we wanted!"
William 4-night trip
Posted 15 hours ago
Holiday Inn Express Jacksonville South Bartram Prk by IHG

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 holiday rentals in Fleming Island?

Yes, there are holiday rentals close to the most popular sights in Fleming Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Fleming Island has to offer?

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.: This holiday home rental outside of Fleming Island offers a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Fleming Island?

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Fleming Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fleming Island. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.