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Fleming Island Vacation Rentals

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Vacation Rentals in Fleming Island

New Floating Luxury: Unique Houseboat Retreat

9.2 out of 10, Wonderful, (17)
"This was a first (house boat) for us and it was fantastic! The responsiveness to questions, the amenities, the view, and the stay in general was perfect for a relaxing getaway."
The price is ¥35,354
¥68,991 total
includes taxes & fees
Jun 24 - Jun 25
New Floating Luxury: Unique Houseboat Retreat

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (276)
"Room and service waa great. Would benefit from having a pool bar and restaurant on property."
Grande Villas at World Golf Village

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (26)
"Nice place to stay "
Kasa Southside Jacksonville

Relaxing & charming home

9.4 out of 10, Exceptional, (40)
"Our stay was great."
The price is ¥18,261
¥42,326 total
includes taxes & fees
Jun 24 - Jun 25
Relaxing & charming home

Cozy Hideaway in Jacksonville

9.4 out of 10, Exceptional, (11)
"I enjoyed it. Very clean and cozy at a good price!"
The price is ¥10,080
¥18,074 total
includes taxes & fees
Jul 14 - Jul 15
Cozy Hideaway in Jacksonville

Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!

8.0 out of 10, Very Good, (7)
"Everything was excellent, exactly as described, clean, smooth communication. 100% would recommend"
The price is ¥24,850
¥58,902 total
includes taxes & fees
Jun 24 - Jun 25
Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!

The Van Zant House

3.5 star property
6.0 out of 10, (6)
"Always a great time ! "
The Van Zant House

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

8.4 out of 10, Very Good, (9)
"The place was roomy, we really liked that we had a place to smoke outside. The owner did great communicating, the neighborhood was really quiet."
The price is ¥12,418
¥25,308 total
includes taxes & fees
Jun 24 - Jun 25
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

Luxury 4bd Home - 8 min to Beach & Universities

3.6 out of 10, (5)
"We were not able to stay in the property. After reaching out to receive check in instructions, I was told on the morning that we were suppose to check in that our reservation had been cancelled. This property had been booked months in advance and no word until day of check in that there was an issue. "
The price is ¥25,566
¥64,462 total
includes taxes & fees
Jun 24 - Jun 25
Luxury 4bd Home - 8 min to Beach & Universities

Northeast Florida Retreat

9.0 out of 10, Wonderful, (14)
"Property was clean and comfortable the neighbor hood was quiet and relaxing, easy communication with property management. We loved this home!"
Northeast Florida Retreat

Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

9.8 out of 10, Exceptional, (34)
"We had a wonderful stay. Great house and location "
The price is ¥17,531
¥36,748 total
includes taxes & fees
Jun 24 - Jun 25
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

Gorgeous Florida Pool and Spa Home

2.0 star property
10.0 out of 10, Exceptional, (3)
"Love this place! Such a spacious and fun house. Very clean and was fully equipped."
The price is ¥36,157
¥79,749 total
includes taxes & fees
Jun 25 - Jun 26
Gorgeous Florida Pool and Spa Home

KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

10.0 out of 10, Exceptional, (29)
"We had a wonderful stay. Our grandkids as well as our grown kids said it was the best vacation ever! We can’t wait to go back next year!"
KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC

3.0 out of 10, (2)
"The pictures of this property make it look a lot better than it is. There were holes in the walls, a huge gap in the side door, and other defects such as a sink faucet that was barely attached. There was no soap/shampoo, no internet and the remotes for the TV did not work. The host was kind and check in was good, but this place could use some serious TLC. Also, please be cautious when booking this place because the surrounding neighborhood is suspect. There were people sifting through trash and...
The price is ¥8,283
¥25,587 total
includes taxes & fees
Jun 29 - Jun 30
3-bedroom bungalow in fabulous downtown Springfield area in JAX FL- WiFi, AC

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

10.0 out of 10, Exceptional, (72)
"Went to the Players Championship with a large group of buddies and stayed at this amazing place. It was absolutely perfect, clean well maintained and beautiful. Check in was flawless and the property was perfect. "
New luxury country house, near St Augustine & World golf Village.

Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

10.0 out of 10, Exceptional, (13)
"Heated pool and ping pong table was a big hit with my kids. "
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

Mandarin Pearl Close to Everything!

9.2 out of 10, Wonderful, (25)
"We are remodeling our home in Mandarin and the Mandarin Pearl has been a perfect place for my family to stay. The home is very comfy and the location is great. The owner Richard is great and very responsive."
Mandarin Pearl Close to Everything!

2025NEW Bamboo Partial Privacy Fence@Saturn Beauty! New Bthrm Floor, & Futon!

4.4 out of 10, (8)
"Very cold not enough heaters the ac things in the rooms don’t work and the outlets in the rooms don’t work also the door was very hard to close."
The price is ¥7,757
¥24,163 total
includes taxes & fees
Jun 24 - Jun 25
2025NEW Bamboo Partial Privacy Fence@Saturn Beauty! New Bthrm Floor, & Futon!

Barsala at Timberwalk at Mandarin

4.0 star property
Barsala at Timberwalk at Mandarin

Coziest House In JAX | 3BR, 7 Minutes To Downtown

8.2 out of 10, Very Good, (23)
"Clean space. It was a nice stay. "
Coziest House In JAX | 3BR, 7 Minutes To Downtown
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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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?

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.