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Fleming Island Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Fleming Island

BBQ/picnic Area
Landing Apartments Jacksonville - Windy Hill

Landing Apartments Jacksonville - Windy Hill

4.0 star property
Southside
Landing Apartments Jacksonville - Windy Hill
Seasonal outdoor pool
Kasa Southside Jacksonville

Kasa Southside Jacksonville

3.5 star property
Southside
9.2 out of 10, Wonderful, (31)
"The apartment was well done from inside. The community is decent, not the best or safest communities. It feels like an average community. Parking was available. The sofa was not comfortable to sit, as it had dipped in the middle. One of the lights hanging from the ceiling was hanging by the wire, making it a bit dangerous. Kitchen is very good. Bedrooms are nice. Bathrooms are average. TV and internet connectivity is top class. Quiet place. Close to everything. Costco, Walmart, and Town center...
United States
Ninad
Kasa Southside Jacksonville
Property grounds
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.

Avondale
9.6 out of 10, Exceptional, (44)
"We really enjoyed the games and outdoor area! "
United States
jayla m.
The price is HK$933
HK$1,979 total
includes taxes & fees
30 Nov - 1 Dec
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
Property grounds
Cozy Hideaway in Jacksonville

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 HK$420
HK$829 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Hideaway in Jacksonville
Outdoor pool
Gorgeous Luxury Jacksonville Private Heated Pool Riverview

Gorgeous Luxury Jacksonville Private Heated Pool Riverview

Rive Saint Johns
9.2 out of 10, Wonderful, (31)
"We recently stayed at this wonderful property by the river, and it exceeded our expectations! The location is absolutely stunning, providing a serene and peaceful environment. We spent hours just enjoying the view and the tranquility of the water. The property itself is well-maintained and comfortable, with all the amenities we needed for a relaxing stay. The owner was incredibly helpful and attentive, making sure we had everything we needed throughout our visit. We highly recommend this place...
United States
Dheekshit Chowdary N.
Gorgeous Luxury Jacksonville Private Heated Pool Riverview
Fridge, microwave, oven, stovetop
Relaxing & charming home

Relaxing & charming home

Southside
9.4 out of 10, Exceptional, (49)
"We stayed here one night for a comedy show in town. Cute, clean & convenient to everything."
United States
Carrie G.
Relaxing & charming home
Smart TV
Fancy private pool home in Jax beach

Fancy private pool home in Jax beach

Isle of Palms
9.6 out of 10, Exceptional, (31)
"Really enjoyed our trip. Everything was very close by to our location. Would definitely stay again "
United States
Judy P.
The price is HK$1,049
HK$2,748 total
includes taxes & fees
18 Nov - 19 Nov
Fancy private pool home in Jax beach
Property amenity
Landing Apartments Rolling Hills

Landing Apartments Rolling Hills

3.0 star property
Northwest
10.0 out of 10, Exceptional, (1)
"The apartment was well appointed, so much so that I ordered a kitchen gadget for my own home that was in the apartment. There were plenty of towels, kitchen supplies (dishes, pots and pans, storage containers). A kitchen kit with dish soap, sponge and laundry detergent was provided. The area has everything that you would need. Very close to grocery stores and restaurants. Also close to freeway access. The bed was super comfortable and the rooms were spacious. The shower was HUGE. The...
United States
Michelle
Landing Apartments Rolling Hills
Front of property
The Van Zant House

The Van Zant House

3.5 star property
Westside
6.0 out of 10, (6)
"This Property is seem racist to me and its very dirty and it needs upgrading i will not be back!"
United States
Natalie
The Van Zant House
Outdoor pool
Gorgeous Florida Pool and Spa Home

Gorgeous Florida Pool and Spa Home

2.0 star property
Arlington
9.8 out of 10, Exceptional, (11)
"Our sty was wonderful. Host was awesome at communicating we appreciated the welcome snacks. The house is well stocked and the check in process was seamless. The pool and hot tub was a definite win. U would definitely book again. Pictures don’t do the house justice."
United States
Crystal C.
The price is HK$874
HK$2,959 total
includes taxes & fees
20 Nov - 21 Nov
Gorgeous Florida Pool and Spa Home
Exterior
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

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 HK$560
HK$1,512 total
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Lobby
The Peaceful Green - A Relaxing St. Augustine Getaway

The Peaceful Green - A Relaxing St. Augustine Getaway

St. Augustine
9.2 out of 10, Wonderful, (9)
"We loved our stay at Laterra. It's the perfect location within 30 minutes of everything. The condo had everything we needed for our 28-day stay. I loved that this studio had a real kitchen for preparing meals. Loved it!"
United States
Karen P.
The Peaceful Green - A Relaxing St. Augustine Getaway
Private kitchen
Inland Escape - Centrally Located

Inland Escape - Centrally Located

2.0 star property
Jacksonville
The price is HK$840
HK$2,509 total
includes taxes & fees
23 Nov - 24 Nov
Inland Escape - Centrally Located
Terrace/patio
Cozy House close To Downtown

Cozy House close To Downtown

Northwest
10.0 out of 10, Exceptional, (4)
"The property was exactly as picture. The check in process was easy. The patio was my favorite part of the house . A area where you can sit or even eat outside and enjoy the peace and quiet. The host was very helpful along this process."
United States
Tamika D.
The price is HK$410
HK$1,519 total
includes taxes & fees
17 Nov - 18 Nov
Cozy House close To Downtown
Interior
Remodeled house in San Marco steps from San Marco Square and Riverwalk

Remodeled house in San Marco steps from San Marco Square and Riverwalk

San Marco
9.4 out of 10, Exceptional, (19)
"The house was cute, comfortable, well stocked, and located within a short walking distance of fantastic restaurants and bars! Couldn't have asked for a better place to stay!"
United States
Kirkland L.
The price is HK$630
HK$1,895 total
includes taxes & fees
18 Nov - 19 Nov
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Property grounds
Cozy Treetop Hideaway

Cozy Treetop Hideaway

Northwest
10.0 out of 10, Exceptional, (84)
"Cute and cozy.Has everything needed, especially if you prefer to cook in. Mr Daiv is the sweetest, and is very helpful. "
United States
Pamelyn U.
The price is HK$560
HK$1,100 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Treetop Hideaway
Fridge, microwave, stovetop, coffee/tea maker
Private Pool and Patio

Private Pool and Patio

Orange Park
9.8 out of 10, Exceptional, (17)
"We enjoyed our stay. The property was a little curious being attached to a business (I think it was a business). It was clean and comfortable. We didn’t use the pool because it was too cold. "
United States
Jason M.
Private Pool and Patio
Marina
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, (22)
"Beautiful home and property. We really enjoyed our stay here and it was perfect for our gathering."
United States
Mark H.
The price is HK$4,275
HK$12,167 total
includes taxes & fees
17 Nov - 18 Nov
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Exterior detail
Atlantic - Spacious - Beach - Town Center - Mayo Clinic - Privacy-Center Spot

Atlantic - Spacious - Beach - Town Center - Mayo Clinic - Privacy-Center Spot

Sandalwood
The price is HK$623
HK$2,966 total
includes taxes & fees
7 Dec - 8 Dec
Atlantic - Spacious - Beach - Town Center - Mayo Clinic - Privacy-Center Spot
Pool
Heart of Bartram Escape! No Cleaning Fee

Heart of Bartram Escape! No Cleaning Fee

Jacksonville
10.0 out of 10, Exceptional, (11)
"Great rental property. It was a perfect location for us to visit with our friends, easy access to shopping and activities, and a lovely pool space. Beds were comfy and the showers had good water pressure and temp. We will definitely book again for future visits to the area. "
United States
LINDSEY V.
Heart of Bartram Escape! No Cleaning Fee
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

Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

10/10 Excellent
"Standard fare buffet style. Scrambled eggs, bacon, French toast, etc. would have preferred some more variety and something healthier "
Amy 1-night trip
Posted 1 day ago
Southbank Hotel by Marriott Jacksonville Riverwalk

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 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. 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.