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Fleming Island Holiday Rentals

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Holiday Rentals in Fleming Island

Tranquil 2-Bedroom Condo Fleming Island

2.0 star property
Fleming Island
The price is NZ$457
includes taxes & fees
14 Dec - 15 Dec
Tranquil 2-Bedroom Condo Fleming Island

Rustic Owl w/ 2Kings In Fleming Island

Fleming Island
10.0 out of 10, Exceptional, (35)
"My husband and I stayed for 10 days at the Rustic Owl.It’s a charming house and property and very well equipped. Many thoughtful touches throughout, even a s’mores starter kit for use at the outdoor firepit!.Nice, very quiet neighborhood. If you’re looking for a place in the Orange Park area, I highly recommend this property."
United States
Stephanie K.
The price is NZ$755
includes taxes & fees
16 Nov - 17 Nov
Rustic Owl w/ 2Kings In Fleming Island

New Floating Luxury: Unique Houseboat Retreat

Orange Park
9.4 out of 10, Exceptional, (22)
"Truly enjoyed the stay. Very relaxing and beautifully set up. I would certainly recommend this for any couple that wants to get away for a nice relaxing vacay. "
United States
The Lumpia Q.
New Floating Luxury: Unique Houseboat Retreat

Nomad RV #1

Westside
The price is NZ$428
includes taxes & fees
26 Nov - 27 Nov
Nomad RV #1

Cozy RV in Wonderful Jacksonville with WiFi, AC, near shopping, zoo, airport.

2.0 star property
Northwest
The price is NZ$346
includes taxes & fees
26 Nov - 27 Nov
Cozy RV in Wonderful Jacksonville with WiFi, AC, near shopping, zoo, airport.

La Casita by Amarelys and lazaro

Southside
10.0 out of 10, Exceptional, (4)
"Very clean and neat place, the host is also very responsive. In General it was very good place to stay at."
United States
Hanna S.
The price is NZ$420
includes taxes & fees
16 Nov - 17 Nov
La Casita by Amarelys and lazaro

Magical Midsummer Night Glamping Loft w Bikes

2.0 star property
Northwest
10.0 out of 10, Exceptional, (4)
"Property was absolutely perfect. There were sooo many restaurants in walking distance of this place. It’s in an amazing neighborhood, close to the water and close to shops and restaurants! We walked to a Italian place and had delicious pizza and spaghetti!"
United States
Joy W.
The price is NZ$247
includes taxes & fees
19 Nov - 20 Nov
Magical Midsummer Night Glamping Loft w Bikes

Soul O Studio - Walkable Riverside w Bikes

2.0 star property
Northwest
10.0 out of 10, Exceptional, (1)
"A lovely place to stay! Small but never felt that way with the furnishings and smart storage design. We loved the area, walking distance to 3 different sections with dining and stores. Perfect location if you need to be at St Vincent’s. Laundry was convenient and street parking was always available. Highly recommend!"
United States
Michelle S.
The price is NZ$253
includes taxes & fees
17 Nov - 18 Nov
Soul O Studio - Walkable Riverside w Bikes

Private Studio Entry

Palm Valley
10.0 out of 10, Exceptional, (87)
"We had a great time! I used the book in the condo and went to three restaurants that were suggested! If you are looking for somewhere to get away from the crowds, but still be close enough to everything this is the place’"
United States
Amanda S.
The price is NZ$346
includes taxes & fees
15 Nov - 16 Nov
Private Studio Entry

Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

2.0 star property
Southside
9.6 out of 10, Exceptional, (5)
"Comfortable and relaxing"
United States
Tonya S.
The price is NZ$416
includes taxes & fees
17 Nov - 18 Nov
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

River House w/ King Beds 1.5 Acres by Jags Stadium

2.0 star property
Northwest
10.0 out of 10, Exceptional, (1)
"I would like to say that this is one of the best places I have ever stayed. The owner and the host were both top notch & displayed great professionalism and were prompt answering questions. I cannot think of one complaint as everything was just awesome!! "
United States
Steven S.
River House w/ King Beds 1.5 Acres by Jags Stadium

Cozy Private Entire Studio Suite Independent Guest Entrance

Westside
9.8 out of 10, Exceptional, (15)
"Nice place to chill out before you go on vacation cruise. "
United States
Christopher W.
The price is NZ$247
includes taxes & fees
17 Nov - 18 Nov
Cozy Private Entire Studio Suite Independent Guest Entrance

Artsy Cozy Garden Retreat

Northwest
10.0 out of 10, Exceptional, (38)
"We appreciated being able to pull into the driveway since our SUV was pretty full. The partial fence made it nice for our dog. I really love Riverside just a short distance away. and the house was clean and cool. We loved the experience."
United States
shari s.
The price is NZ$282
includes taxes & fees
27 Nov - 28 Nov
Artsy Cozy Garden Retreat

Charming Studio in the Heart of Springfield

Urban Core
10.0 out of 10, Exceptional, (3)
"Ernesto the host has a cute little place steps from 8th and Main. Right near a convenience store and Bus Stop! Tastefully decorated with beautiful furnishings and a very comfortable yet supportive queen sized bed. Lovely shower with 3 showerheads. Adorable outdoor seating area. Nice little kitchen area. Mini fridge and wine refrigerator. Microwave. No stoce or hotplates. Coffee and rea provided as well as toiletries. Bring ypur own shower cap. Ernesto was very helpful and kind. I was there to...
United States
Deborah N.
The price is NZ$338
includes taxes & fees
17 Nov - 18 Nov
Charming Studio in the Heart of Springfield

2B1BA Central - Airport, Riverside, Zoo, Beach

2.0 star property
Northwest
8.6 out of 10, Excellent, (7)
"The house looks as pictured. The host was very responsive. I gave the house many 3’s for a few reasons. The bathroom floor needs some updating. It does not look clean. We had sand all over our feet, yet we never went to the beach or anywhere that had sand. "
United States
heather h.
The price is NZ$311
includes taxes & fees
20 Nov - 21 Nov
2B1BA Central - Airport, Riverside, Zoo, Beach

Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm

2.0 star property
Spring Park
10.0 out of 10, Exceptional, (1)
"Very clean and great "
United States
Nahjai T.
The price is NZ$490
includes taxes & fees
17 Nov - 18 Nov
Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

2.0 star property
Northwest
9.2 out of 10, Wonderful, (13)
"The host did a great job to stock the home with all you will need for a stay. The home was clean and comfortable. There are a few local breweries within walking distance and downtown is not too far. The neighborhood is in transition with new homes replacing older homes as the area continues to improve."
United States
Aaron W.
The price is NZ$344
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

KingBed• Luxe •SaltPool•Gym•Work Friendly•FastWifI

Westside
10.0 out of 10, Exceptional, (2)
"Such a beautiful place! Great location, bright and airy one bedroom. Decor was on point"
United States
Charity S.
The price is NZ$323
includes taxes & fees
26 Nov - 27 Nov
KingBed• Luxe •SaltPool•Gym•Work Friendly•FastWifI

Cozy Hideaway in Jacksonville

Arlington
8.0 out of 10, Very good, (25)
"It was nice and cozy"
United States
Brandon G.
The price is NZ$188
includes taxes & fees
17 Nov - 18 Nov
Cozy Hideaway in Jacksonville

Charming 2-bedroom house close to stadium and hospitals

2.0 star property
South Riverside
10.0 out of 10, Exceptional, (2)
"The property was phenomenal. The host was amazing as well and had amazing communication. There was not an overwhelming amount of “extra” decor, making the property feel like a true home. I recommend this property 100%. It is in the middle of Jacksonville, so there are many places near when we stayed. The cleaners also did an amazing job, everything was set up beautifully, and there was more than enough supplies given. Thank you for the beautiful experience."
United States
Makenley P.
The price is NZ$579
includes taxes & fees
14 Nov - 15 Nov
Charming 2-bedroom house close to stadium and hospitals
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

Find out more about Fleming Island

Everything you need to know about Fleming Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fleming Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fleming Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fleming Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Island holiday rentals we have selected for you start as low as NZ$188 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fleming Island rentals

At Expedia, we put the best Fleming Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fleming Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fleming Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 6 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?

Enjoy the area's cultural attractions such as Mandarin Museum, or get outdoors into nature at a spot like Little Jessie Island. Jacksonville Naval Air Station and St. Johns Town Center are other popular places to visit in the area.

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.