Holiday Rentals in Fleming Island

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Holiday Rentals in Fleming Island

Holiday Home in Fleming Island

10.0 out of 10, Exceptional, (35)
"The property and location and all amenities met our needs. "
United States
Karen Y.
Rustic Owl w/ 2Kings In Fleming Island

Condo in Fleming Island

2.0 star property
Tranquil 2-Bedroom Condo Fleming Island

Mobile Home in Westside

Nomad RV #1

Holiday Home in Southside

10.0 out of 10, Exceptional, (5)
"Great location, easy access to route 95. Nice neighborhood ."
United States
herman c.
The price is €233
includes taxes & fees
15 Dec - 16 Dec
La Casita by Amarelys and lazaro

Apartment in Westside

10.0 out of 10, Exceptional, (2)
"Great host great stay overall "
United States
Sibyl B.
KingBed• Luxe •SaltPool•Gym•Work Friendly•FastWifI

Holiday Home in Northwest

2.0 star property
9.2 out of 10, Wonderful, (13)
"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 €172
includes taxes & fees
24 Nov - 25 Nov
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

Condo in Saint Augustine

9.6 out of 10, Exceptional, (7)
"Very nice area of St Augustine! Condo was large with the 2 bed, 2 bath option. Suited our needs for what we were doing in the area. "
United States
Kimberly H.
Golf Resort Getaway | Pool • Jacuzzi • Trails • Near St. Augustine

Apartment in Arlington

7.8 out of 10, Good, (26)
"It was nice and cozy"
United States
Brandon G.
The price is €93
includes taxes & fees
1 Dec - 2 Dec
Cozy Hideaway in Jacksonville

Holiday Home in San Marco

2.0 star property
10.0 out of 10, Exceptional, (4)
"Good location. Nice property."
United States
Steve H.
The price is €204
includes taxes & fees
3 Dec - 4 Dec
Heart of San Marco • Porch • BBQ • Bikes

Holiday Home in Spring Park

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and great "
United States
Nahjai T.
The price is €238
includes taxes & fees
24 Dec - 25 Dec
Spacious 4-Bedroom Retreat Near Downtown & San Marco – Jacksonville Charm

Holiday Home in Northwest

2.0 star property
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.
The price is €250
includes taxes & fees
24 Nov - 25 Nov
River House w/ King Beds 1.5 Acres by Jags Stadium

Apartment in San Marco

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great place, great location! "
United States
Meghan C.
The price is €167
includes taxes & fees
1 Dec - 2 Dec
San Marco/Downtown Modern Suite

Apartment in 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 €126
includes taxes & fees
24 Nov - 25 Nov
Cozy Private Entire Studio Suite Independent Guest Entrance

Holiday Home in 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 €213
includes taxes & fees
30 Nov - 1 Dec
Remodeled house in San Marco steps from San Marco Square and Riverwalk

Apartment in Northwest

10.0 out of 10, Exceptional, (38)
"Owner is very responsive, thinks of things in advance, very accommodating. Well appointed property, near many dining options"
United States
Rudy F.
The price is €134
includes taxes & fees
27 Nov - 28 Nov
Artsy Cozy Garden Retreat

Apartment in Northwest

2.0 star property
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 €129
includes taxes & fees
24 Nov - 25 Nov
Soul O Studio - Walkable Riverside w Bikes

Holiday Home in Northwest

9.6 out of 10, Exceptional, (11)
"The place very nice and accommodating."
United States
shayla l.
The price is €198
includes taxes & fees
8 Dec - 9 Dec
Luxury Residence in Jacksonville's Riverside

Holiday Home in Northwest

2.0 star property
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 €175
includes taxes & fees
23 Dec - 24 Dec
2B1BA Central - Airport, Riverside, Zoo, Beach

Holiday Home in Southside

2.0 star property
9.6 out of 10, Exceptional, (5)
"Location was perfect, house was exactly as advertised and was just right for our needs. Will definitely stay here again if we return to Jacksonville. "
United States
Steven Z.
The price is €207
includes taxes & fees
24 Nov - 25 Nov
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

Holiday Home in Northwest

10.0 out of 10, Exceptional, (8)
The price is €233
includes taxes & fees
16 Dec - 17 Dec
Riverfront House With Breathtaking Views, Grill, King Bed, Near Jaguars Stadium!
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, apart-hotels, 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 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. 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.