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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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
9.8 out of 10, Exceptional, (43 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
15 Nov - 16 Nov
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, (186 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 HK$959
HK$2,669 total
includes taxes & fees
26 Oct - 27 Oct
Luxurious Home w/ Spectacular Glass Room & Patios
A modern building with a storefront labeled "STUDIORES" and the number "8045".

3. StudioRes by Marriott Jacksonville Orange Park

StudioRes by Marriott Jacksonville Orange Park
3.0 star property
Westside
8.6 out of 10, Excellent, (63 reviews)
"Courteous staff, clean room, good parking"
United States
Marion
The price is HK$727
HK$825 total
includes taxes & fees
1 Nov - 2 Nov
StudioRes by Marriott Jacksonville Orange Park
A wooden porch leading to a house with a front door, a lamp, and a doormat.

4. Gorgeous circa 1875 Plantation House (in city)

Gorgeous circa 1875 Plantation House (in city)
Orange Park
9.8 out of 10, Exceptional, (97 reviews)
"Our families enjoyed this lovely home. Everything is clean, the beds are comfy, plenty of towels and a well equipped kitchen. The grounds are lovely and well kept. Although it was a little too warm to sit outside, there were several inviting areas on the wrap around shaded porch. The host is very congenial and responsive. We would stay here again."
United States
Cheryl A.
Gorgeous circa 1875 Plantation House (in city)
A swimming pool with lounge chairs, palm trees, and a building in the background.

5. 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, (20 reviews)
"Convenient location. Very comfortable. "
United States
Aimee G.
The price is HK$667
HK$1,694 total
includes taxes & fees
27 Oct - 28 Oct
Suite Peace- New luxury apartment near NAS JAX and Orange park
A grand staircase with white balusters and wooden steps leading to an upper level.

6. 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 HK$4,411
HK$12,402 total
includes taxes & fees
26 Oct - 27 Oct
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
A modern hotel room with two beds, white bedding, and a yellow throw blanket.

7. 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$515
HK$1,098 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Private Entire Studio Suite Independent Guest Entrance
A modern kitchen with granite countertops, stainless steel appliances, and pendant lighting.

8. ⭐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 HK$718
HK$2,058 total
includes taxes & fees
26 Oct - 27 Oct
⭐HOME OF THE JAGUARS⭐private patio, w/POOL Near Downtown, NAS & Shopping
A hotel room with two beds, a blue armchair, a small round ottoman, a kitchenette, and a bathroom.

9. Cozy, private, small guesthouse

Cozy, private, small guesthouse
Westside
10.0 out of 10, Exceptional, (2 reviews)
"perfect clean space very peaceful and easy communication ..would def visit again ."
United States
Marlene A.
The price is HK$651
HK$1,296 total
includes taxes & fees
26 Oct - 27 Oct
Cozy, private, small guesthouse
A stable with horses, hay bales, and a wooden floor.

10. 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)
"Tracy was a great host I enjoyed talking with her. The loft was great the beds are comfortable very clean and has everything you need for a short or long stay I will definitely be back and this would be my first choice to stay at."
United States
Tina S.
The price is HK$671
HK$1,397 total
includes taxes & fees
28 Oct - 29 Oct
Private Loft at a Working Show Barn ~ Pets Welcome!
A modern kitchen with white cabinets, a wooden island, and a bar stool.

11. Coral Reef Retreat 30 min to Beach High Speed Wi-Fi

Coral Reef Retreat 30 min to Beach High Speed Wi-Fi
Westside
The price is HK$940
HK$2,684 total
includes taxes & fees
1 Nov - 2 Nov
Coral Reef Retreat 30 min to Beach High Speed Wi-Fi
A lobby with a sofa, armchair, and a table with a vase.

12. 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Southside
9.2 out of 10, Wonderful, (34 reviews)
"Cool place to stay"
United States
Anonymous traveller
The price is HK$423
HK$480 total
includes taxes & fees
4 Nov - 5 Nov
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
A compact kitchen with a wooden ceiling, a television mounted above the counter, and a dining area with a table and chairs.

13. Tiny Farm: Charming Tiny House in the Country

Tiny Farm: Charming Tiny House in the Country
Green Cove Springs
The price is HK$635
HK$872 total
includes taxes & fees
26 Oct - 27 Oct
Tiny Farm: Charming Tiny House in the Country
A nighttime view of a hotel with a swimming pool, palm trees, and outdoor seating areas.

14. Mi CASA es su CASA

Mi CASA es su CASA
St. Augustine
10.0 out of 10, Exceptional, (104 reviews)
"Great time and a very relaxing place to stay!"
United States
Debbie B.
The price is HK$529
HK$1,490 total
includes taxes & fees
26 Oct - 27 Oct
Mi CASA es su CASA
A dining table set with a vase of blue flowers, plates, and cutlery.

15. Cozy Treetop Hideaway

Cozy Treetop Hideaway
Northwest
10.0 out of 10, Exceptional, (107 reviews)
"Our host has been amazing and the until had everything we needed and more and was extremely clean. Would definitely recommend."
United States
Melissa P.
The price is HK$635
HK$1,189 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Treetop Hideaway
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$644
HK$2,542 total
includes taxes & fees
26 Oct - 27 Oct
Spacious Retreat: Projector & Pool Table
A wooden picnic table with metal planters and a decorative lamp.

17. Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
Northwest
10.0 out of 10, Exceptional, (10 reviews)
"It was Enchanting and the location perfect!"
United States
THC
The price is HK$473
HK$1,094 total
includes taxes & fees
26 Oct - 27 Oct
Magical Midsummer Night Glamping Loft w Bikes
A conservatory with a glass roof, a potted plant, and a bench.

18. Single house: 12guests,4bds/2baths,large backyard.

Single house: 12guests,4bds/2baths,large backyard.
Jacksonville
9.8 out of 10, Exceptional, (50 reviews)
"Great place for big families and small children. "
United States
Maria R.
The price is HK$1,412
HK$3,976 total
includes taxes & fees
26 Oct - 27 Oct
Single house: 12guests,4bds/2baths,large backyard.
A living room with a sofa, coffee table, TV, fireplace, and a dining area in the background.

19. 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$1,553
HK$3,958 total
includes taxes & fees
26 Oct - 27 Oct
Sunset near the lake up to 12 guests,4bds,2baths
A covered porch with red chairs and a table, brick pillars, and a view of the neighborhood.

20. Spacious Murray Hill Getaway for One or Two

Spacious Murray Hill Getaway for One or Two
Northwest
10.0 out of 10, Exceptional, (4 reviews)
"Loved the location to shops near by with plenty of options. Stay was cozy and the extra rags on top of the refrigerator was super helpful for cleanup. I would love to stay here again! My kid loved it too "
United States
dahlia t.
The price is HK$627
HK$1,797 total
includes taxes & fees
3 Nov - 4 Nov
Spacious Murray Hill Getaway for One or Two
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

10/10 Excellent
"The breakfast was absolutely phenomenal! The wait staff were friendly. Front desk were very helpful & kind. We had a very pleasant stay. Definitely recommend!"
Sherrie 2-night trip
Posted 5 hours ago
Embassy Suites by Hilton Jacksonville Baymeadows

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?

Beautiful relaxing and Spacious 3 bedroom 2 bathhouse close to the beach,: This holiday home rental outside of Fleming Island has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Fleming Island?

With 5 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?

Little Jessie Island and Doctors Lake 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.