Fleming Island Holiday Rentals

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Check prices for these dates

Tonight
15 Jan - 16 Jan
Tomorrow
16 Jan - 17 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Fleming Island holiday rentals

Outdoor dining

Holiday Home in Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
10.0 out of 10, Exceptional, (35 reviews)
"The property and location and all amenities met our needs. "
United States
Karen Y.
The price is HK$1,575
HK$3,250 total
includes taxes & fees
18 Jan - 19 Jan
Rustic Owl w/ 2Kings In Fleming Island
1 bedroom, WiFi

Cabin in Arlington

Quaint 1-bedroom cabin with AC in Jacksonville
2.0 star property
The price is HK$362
HK$1,009 total
includes taxes & fees
20 Jan - 21 Jan
Quaint 1-bedroom cabin with AC in Jacksonville
Fridge, microwave, stovetop, coffee/tea maker

Holiday Home in Southside

La Casita by Amarelys and lazaro
10.0 out of 10, Exceptional, (6 reviews)
"Great location, easy access to route 95. Nice neighborhood ."
United States
herman c.
The price is HK$632
HK$2,203 total
includes taxes & fees
9 Feb - 10 Feb
La Casita by Amarelys and lazaro
Outdoor dining

Apartment in Jacksonville

Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
9.8 out of 10, Exceptional, (6 reviews)
"Our host (Luke) was VERY responsive when we had questions prior to & during our stay. The rooms were a good size and each had their own bathroom, which was nice. The location was good for us in relation to where our daughter moved, but also to the beach, shopping, restaurants and just a short drive to St. Augustine. We wouldn’t hesitate to stay here again."
United States
Nicholas B.
The price is HK$546
HK$2,821 total
includes taxes & fees
18 Jan - 19 Jan
Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis
Exterior

Holiday Home in San Marco

Heart of San Marco • Porch • BBQ • Bikes
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Good location. Nice property."
United States
Steve H.
The price is HK$681
HK$1,821 total
includes taxes & fees
19 Jan - 20 Jan
Heart of San Marco • Porch • BBQ • Bikes
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Northwest

Magical Midsummer Night Glamping Loft w Bikes
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The property was great & in a good location. It was very nicely decorated and was in excellent condition. It was updated completely & very well taken care of by owners. The garden was very nice. The only problem I had was the stairs - I’m almost 70 & had a little trouble. I wouldn’t recommend for elderly & handicap persons. "
United States
Frances
The price is HK$530
HK$1,090 total
includes taxes & fees
26 Jan - 27 Jan
Magical Midsummer Night Glamping Loft w Bikes
Interior

Apartment in Northwest

Soul O Studio - Walkable Riverside w Bikes
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 HK$561
HK$1,123 total
includes taxes & fees
27 Jan - 28 Jan
Soul O Studio - Walkable Riverside w Bikes
Fridge, microwave, oven, stovetop

Holiday Home in Arlington

Gorgeous Florida Pool and Spa Home
2.0 star property
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful home and pool. 5 star stay. "
United States
Jason C.
The price is HK$695
HK$2,707 total
includes taxes & fees
29 Jan - 30 Jan
Gorgeous Florida Pool and Spa Home
Beach nearby

Apartment in Palm Valley

Private Studio Entry
10.0 out of 10, Exceptional, (88 reviews)
"Lovely and private!"
United States
Allison P.
The price is HK$772
HK$1,582 total
includes taxes & fees
21 Jan - 22 Jan
Private Studio Entry
Smart TV

Apartment in Sandalwood

Cozy spacious 2 bedrooms 2 bathrooms near beach
8.6 out of 10, Excellent, (34 reviews)
"Had a great weekend staying here! Host was responsive and very kind. Would highly recommend!"
United States
Maegan C.
Cozy spacious 2 bedrooms 2 bathrooms near beach
Exterior detail

Cottage in Arlington

Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
2.0 star property
The price is HK$563
HK$884 total
includes taxes & fees
20 Jan - 21 Jan
Charming 1-bedroom queen bed cottage in tranquil Jacksonville with AC
Property grounds

Holiday Home in Northwest

Riverfront House With Breathtaking Views, Grill, King Bed, Near Jaguars Stadium!
10.0 out of 10, Exceptional, (11 reviews)
"Great location "
United States
Robert L.
The price is HK$577
HK$1,953 total
includes taxes & fees
25 Jan - 26 Jan
Riverfront House With Breathtaking Views, Grill, King Bed, Near Jaguars Stadium!
TV

Holiday Home in Northwest

2B1BA Central - Airport, Riverside, Zoo, Beach
2.0 star property
8.4 out of 10, Very good, (10 reviews)
"Quiet, and very nice home to enjoy a getaway. Will stay here again"
United States
Mc H.
The price is HK$582
HK$1,525 total
includes taxes & fees
25 Jan - 26 Jan
2B1BA Central - Airport, Riverside, Zoo, Beach
Interior

Holiday Home in Northwest

Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
9.8 out of 10, Exceptional, (34 reviews)
"Relazing weekend, nice property!"
United States
Michelle M.
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
1 bedroom, iron/ironing board, WiFi, bed sheets

Apartment in Westside

Cozy Private Entire Studio Suite Independent Guest Entrance
9.8 out of 10, Exceptional, (17 reviews)
"Nice place to chill out before you go on vacation cruise. "
United States
Christopher W.
The price is HK$512
HK$1,091 total
includes taxes & fees
25 Jan - 26 Jan
Cozy Private Entire Studio Suite Independent Guest Entrance
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in San Marco

San Marco/Downtown Modern Suite
2.0 star property
9.8 out of 10, Exceptional, (9 reviews)
"Great place, great location! "
United States
Meghan C.
The price is HK$554
HK$1,396 total
includes taxes & fees
19 Jan - 20 Jan
San Marco/Downtown Modern Suite
Dining

Holiday Home in Northwest

Cozy House close To Downtown
8.8 out of 10, Excellent, (11 reviews)
"The house was nice, clean, and felt very homey. The host was wonderful. Had a big front and back yard for my dog. Can’t wait to book this home again. "
United States
Anonymous traveller
The price is HK$507
HK$1,616 total
includes taxes & fees
20 Jan - 21 Jan
Cozy House close To Downtown
Exterior detail

Holiday Home in Northwest

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
2.0 star property
9.0 out of 10, Wonderful, (14 reviews)
"This was such a cute quaint home that so cozy! Great location that was close to so many unique places and restaurants! It was surprisingly quiet for being so close to the interstate and train but overall a wonderful stay! "
United States
Courtney C.
The price is HK$561
HK$1,517 total
includes taxes & fees
23 Jan - 24 Jan
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
1 bedroom, WiFi, bed sheets

Cabin in Westside

Cozy Private Tiny Guest House
The price is HK$647
HK$1,289 total
includes taxes & fees
15 Feb - 16 Feb
Cozy Private Tiny Guest House
Fridge, microwave, oven, stovetop

Holiday Home in Southside

2-bedroom house with/huge yard near Mayo
2.0 star property
The price is HK$618
HK$1,742 total
includes taxes & fees
26 Jan - 27 Jan
2-bedroom house with/huge yard near Mayo
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
"GREAT!!"
Ignacio 1-night trip
Posted 1 day 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?

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.