Fleming Island Vacation Rentals from CA $85: Short-Term Rentals for 2025

Q: What are some of the best vacation home rentals in Fleming Island?

Bluegreen Vacations Grande Villas at World Golf Village : Visitors like this Fleming Island vacation home rental. It is located on a lake and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers an outdoor tennis court, a garden, and a hot tub so you can immerse yourself in your vacation.

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Vacation Rentals in Fleming Island

"Tony & I and CoCo Chanel enjoyed looking out over the lake.....and the birds! Location was nice and easy to get to Great restaurants and shops and stores. Went to St. Augustine and enjoyed all day there! Went to Jacksonville Beach and had lunch! Nice realxing Christmas celebration for just the three of us! I want to go back in the Summer and rent a jet ski!"

CA $641 total

includes taxes & fees

Feb 23 - Feb 24

"The accommodations were awesome. The bed was the most comfortable. Would definitely stay again"

"This was an amazing SUPER LAST MINUTE find! It was all virtual HOWEVER, they were so attentive and communicative whenever I just had questions and even checked in on us via text to make sure my family’s stay was going well! 10/10 my family and I will be back to book again here on future stays in Jacksonville "

"We absolutely loved the layout of this property. It was perfect for what we needed and close to the event we were attending. Lori is very friendly and helpful. Would definitely recommend to someone else! "

CA $521 total

includes taxes & fees

Feb 23 - Feb 24

"This Property is seem racist to me and its very dirty and it needs upgrading i will not be back!"

CA $347 total

includes taxes & fees

Feb 23 - Feb 24

"Dawn was great with very fast response! The house was perfect and just what I needed to host my daughter's graduation gathering and hosting family. Only thing is the neighbors are very nosy and called the sheriffs 3 times about my gathering between the hours of 7pm-730pm, which was not very pleasant because no one was loitering in front of residence or hanging outside and everyone parked on one side not blocking driveways. Nor was the music super loud. Other than that everything was great!"

CA $609 total

includes taxes & fees

Feb 23 - Feb 24

"We stayed for my sisters brain surgery at the Mayo Clinic. We need to add an additional night and that was easily taken care of! "

CA $415 total

includes taxes & fees

Feb 25 - Feb 26

"We needed a place to stay due to moving our son and his family to the area and this fit the bill perfectly! Other than a couple hiccups with the back sliding door and the garbage situation (minor) it was everything we could ask for. Beds were comfortable, great location for us, ease of booking and entry, neighborhood was very safe for a walk with our grandkids…I could go on. Speaking of beds…could you please share where you bought the comforter for the middle bedroom? It was dreamy! "

"16th girls trip and by far the BEST home we have ever stayed in. We felt secure from the onset because the property is gated, and so spacious. Plenty of room for parking! The houses were immaculate, and the pictures do not do it justice! It is beautiful. More than fully stocked kitchen, and kitchenette, 2 laundry rooms , screened in pool, picnic area with grill and fire pit, volleyball court, and plenty of outdoor seating. 14 women cooked, swam (in February in the wonderfully heated pool),...

CA $238 total

includes taxes & fees

Feb 23 - Feb 24

"The host was very accommodating to our needs. The house was very comfortable. I will definitely be booking again."

CA $414 total

includes taxes & fees

Feb 23 - Feb 24

"Hot tub did not have any water. Garage is full of stuff so you can’t park inside. Couldn’t get any of the tvs to work"

CA $321 total

includes taxes & fees

Mar 8 - Mar 9

"Thank you for making this trip happening, great clean secure place to stay, close to all restaurants, supermarket, gas station, highway and more. Definitely will use it again, and I recommend everyone to do so."

"The property was very clean. Better than a lot in which we have stayed. We were concerned with the location of the property. They had bars on the windows which were concerning. If you have any disabilities, the stairs from parking to the house are very narrow and steep. Both of us have back issues, and the stairs were hard for us to navigate even though they put in a hand railing a couple of weeks into our stay. Also, the internet did not work well, and the TV would go out on us. We were told...

CA $161 total

includes taxes & fees

Mar 11 - Mar 12

"very cozy and comfortable. "

CA $370 total

includes taxes & fees

Mar 16 - Mar 17

"The property was clean, comfortable and well maintained. "

"We were down in the area for my sons wedding. We wanted to be able to relax between events and also have a great place to watch the Superbowl with my family Sunday after the wedding events. The property was amazing and relaxing. Any instructions that were needed are clear. The attention to detail around the property was great. It was obvious that a Veteran owns the property. We took advantage of the fresh eggs as well. We have already talked about booking here again on our next visit to...

"We stayed here for a graduation. Location was great and nice neighborhood. The house was fairly large and clean. Kitchen was fully stocked, the beds were very comfortable and it was nice having 3 bathrooms. "

"Very nice place with plenty of room to visit with Kids and take in the a few of the sights of Jacksonville. "

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Other types of properties in Fleming Island you may be interested in

"This hotel was ok. We were disappointed with being put on the first floor with a lot of loud noise from upstairs and from other rooms. The parking lot was nice but not so nice coming back to the hotel to find people sitting in lawn chairs drinking in the parking lot. "

CA $214 total

includes taxes & fees

Mar 23 - Mar 24

Memory foam beds, in-room safe, individually furnished, desk

"Everything was clean"

CA $127 total

includes taxes & fees

Feb 23 - Feb 24

"Overall the stay was good, great location very helpful and friendly staff. The tile floor in the kitchen area in the room and the bathroom were sticky and I had to clean it myself. Also toilet dirty was dirty had poop stains on flushing button. The beds were very comfy, the room setup is very nice how it is a suite. The breakfast was AMAZING the omellettes were so good!!! They did not have pens and peper in the room needed them for work. I would stay there again."

CA $231 total

includes taxes & fees

Mar 23 - Mar 24

Find out more about Fleming Island

Everything you need to know about Fleming Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fleming Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Island vacation rentals we have selected for you start as low as CA $85 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 vacation 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 vacation.

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.

Recent reviews of Fleming Island properties

5/5 Excellent

"We enjoyed almost everything about this location. Only complaints were the heated pool wasnt working and the strong air fresher scent in the elevator lobbys."

A verified traveller stayed at Hyatt Regency Jacksonville

Posted 22 hours ago

Holiday Inn Express Jacksonville South Bartram Prk, an IHG Hotel

5/5 Excellent

Surprise Amenities

"The shower was supplied with regular sized bottles in a dispenser of Dove body wash, shampoo and cream rinse. Full size Dove hand soap and body lotion at the sink. Very nice amenity! It was clean and roomy. Comfortable bed. Very friendly staff. "

A verified traveller stayed at Holiday Inn Express Jacksonville South Bartram Prk, an IHG Hotel

Posted 2 days ago

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Fleming Island?

Yes, we give you a choice of vacation rentals near popular local attractions in Fleming Island, or you can select a secluded option if you'd like a relaxing place to 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 vacation home rentals in Fleming Island?

Bluegreen Vacations Grande Villas at World Golf Village: Visitors like this Fleming Island vacation home rental. It is located on a lake and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers an outdoor tennis court, a garden, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Fleming Island?

With 6 Expedia vacation rentals, you're sure 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 vacation rental in Fleming Island like?

A vacation rental is a private property you can book for a few weeks or just a few days in Fleming Island. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Fleming Island Vacation Rentals

Plan, book, stay with confidence

Check prices for these dates

Vacation Rentals in Fleming Island

New Floating Luxury: Unique Houseboat Retreat

New Floating Luxury: Unique Houseboat Retreat

Bluegreen Vacations Grande Villas at World Golf Village

Bluegreen Vacations Grande Villas at World Golf Village

Kasa Southside Jacksonville

Kasa Southside Jacksonville

Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios

The Van Zant House

The Van Zant House

Cheerful three bedroom home with a pool

Cheerful three bedroom home with a pool

Relaxing & charming home

Relaxing & charming home

Exquisite Waterfront Retreat by RedAwning

Exquisite Waterfront Retreat by RedAwning

New luxury country house, near St Augustine & World golf Village.

New luxury country house, near St Augustine & World golf Village.

Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

Sunny Florida home with a pool

Sunny Florida home with a pool

Home sweet home nice location next to Quine Harbor

Home sweet home nice location next to Quine Harbor

Rise Bartram Park By Barsala

Rise Bartram Park By Barsala

Cozy Hideaway in Jacksonville

Cozy Hideaway in Jacksonville

Cozy spacious 2 bedrooms 2 bathrooms near beach

Cozy spacious 2 bedrooms 2 bathrooms near beach

Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi

Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi

Private oasis, private pool, sleeps 8/amenities/fresh eggs, exceeds expectations

Private oasis, private pool, sleeps 8/amenities/fresh eggs, exceeds expectations

Light Grey Getaway under 2 miles to mayo, 4 miles to the beach

Light Grey Getaway under 2 miles to mayo, 4 miles to the beach

Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

Three Oaks Manor Pool Riverfront Weddings/Events

Three Oaks Manor Pool Riverfront Weddings/Events

Other types of properties in Fleming Island you may be interested in

Holiday Inn Express & Suites Fleming Island by IHG

Holiday Inn Express & Suites Fleming Island by IHG

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

Find out more about Fleming Island

Find out more about Fleming Island

Recent reviews of Fleming Island properties

Recent reviews of Fleming Island properties

Hyatt Regency Jacksonville

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Trending destinations on Expedia.ca

Frequently asked questions