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Fleming Island Vacation Rentals

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Vacation Rentals in Fleming Island

New Floating Luxury: Unique Houseboat Retreat

9.6 out of 10, Exceptional, (14)
"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!"
New Floating Luxury: Unique Houseboat Retreat

Watch the magnificent sunsets from Island Life!

10.0 out of 10, Exceptional, (8)
"Perfect for the wife and I. Would def stay here again!"
Watch the magnificent sunsets from Island Life!

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (269)
"The accommodations were awesome. The bed was the most comfortable. Would definitely stay again"
Bluegreen Vacations Grande Villas at World Golf Village

Luxurious Home w/ Spectacular Glass Room & Patios

9.8 out of 10, Exceptional, (148)
"Great house and great neighborhood! "
The price is CA $213
CA $535 total
includes taxes & fees
Jan 23 - Jan 24
Luxurious Home w/ Spectacular Glass Room & Patios

Fancy private pool home in Jax beach

9.8 out of 10, Exceptional, (15)
"Had a wonderful stay and the hosts were very helpful! "
The price is CA $358
CA $718 total
includes taxes & fees
Jan 23 - Jan 24
Fancy private pool home in Jax beach

Downtown Jacksonville - La Casa De Blues

9.6 out of 10, Exceptional, (52)
"The property is spacious, clean and has everything you need to enjoy your stay (home away from home).Communication with the property manager was easy due to the quick responses.I would definitely stay at this property again.The Lee/Gittens family"
The price is CA $150
CA $434 total
includes taxes & fees
Jan 27 - Jan 28
Downtown Jacksonville - La Casa De Blues

Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

9.6 out of 10, Exceptional, (136)
"We spent Christmas at this home and we had a great time. The property is clean and spacious, it was like being back home. Plenty of rooms and a nice theater room. Ideal location to stores and restaurants. "
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Single house: 12guests,4bds/2baths,large backyard.

10.0 out of 10, Exceptional, (26)
"Enjoy my day for the holidays with my family very clean and very peaceful neighborhood"
The price is CA $156
CA $538 total
includes taxes & fees
Jan 29 - Jan 30
Single house: 12guests,4bds/2baths,large backyard.

Northeast Florida Retreat

9.6 out of 10, Exceptional, (23)
"My husband, 26 year old daughter, and I stayed here for 5 nights over Christmas. Property as described and located in older, established, quiet, neighborhood. We had the feeling we were in the country, but in reality were just a few blocks from the center of downtown. The home and yard are as pictured and described and very clean. The weather was cool - 45 - 60 degrees and cloudy. The house is older so not as insulated as newer homes, but the central heat works very well. We were very...
Northeast Florida Retreat

Studio loft w/ pool, spa & gardens near downtown

9.2 out of 10, Wonderful, (28)
"The property was very nice, and the room was cozy. The only negative was not being able to utilize the hot tub when we wanted to, and the bed mattress needs to be replaced, it is very uncomfortable. "
Studio loft w/ pool, spa & gardens near downtown

Northeast Florida Retreat

8.8 out of 10, Excellent, (8)
"The house was musty smelling could use a dehumidifier. The shower drained slow and could use updating. Kitchen cabinet door would not close and the floor looks pretty rough. Would have been nice if the bedrooms had TV’s."
Northeast Florida Retreat

Mi CASA es su CASA

10.0 out of 10, Exceptional, (74)
"I will say, it’s a Beautiful place, clean, beautiful view and the bed is super comfortable my son loved. I recommend Mi Casa es su Casa 100%. Thank you."
Mi CASA es su CASA

Cozy Treetop Hideaway

10.0 out of 10, Exceptional, (70)
"Very clean and comfortable. Daiv is a caring and helpful host."
The price is CA $117
CA $210 total
includes taxes & fees
Jan 23 - Jan 24
Cozy Treetop Hideaway

Coastal Retreat.

8.6 out of 10, Excellent, (9)
"The apartment was in a quiet gated community, nearby many places. It was uber clean and comfy. Had everything needed for a stay."
Coastal Retreat.

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

9.4 out of 10, Exceptional, (53)
"Nice house, very clean, beds were uncomfortable and bath towels were very rough but otherwise we had a nice stay"
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

Cheerful three bedroom home with a pool

9.8 out of 10, Exceptional, (23)
"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!"
The price is CA $215
CA $534 total
includes taxes & fees
Jan 26 - Jan 27
Cheerful three bedroom home with a pool

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

10.0 out of 10, Exceptional, (14)
"Great property, great hosts. I wish I hadn’t scheduled up all our time in Jacksonville. Could easily have enjoyed a great trip without ever leaving the house. It’s that good. "
Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi

Cozy spacious 2 bedrooms 2 bathrooms near beach

9.0 out of 10, Wonderful, (12)
"We were happy with the accommodations. Check in was a bit crazy as we first had the wrong code then there were two keypads and one was dark and it was nighttime. But all in all a good place to stay. "
The price is CA $106
CA $311 total
includes taxes & fees
Jan 23 - Jan 24
Cozy spacious 2 bedrooms 2 bathrooms near beach

Luxury Brand New Apartment near Airport and St Johns River

10.0 out of 10, Exceptional, (3)
"Nice, clean, modern. Had most things we needed to be comfortable. "
The price is CA $136
CA $392 total
includes taxes & fees
Jan 28 - Jan 29
Luxury Brand New Apartment near Airport and St Johns River

The Van Zant House

3.5 star property
5.2 out of 10, (5)
"This Property is seem racist to me and its very dirty and it needs upgrading i will not be back!"
The price is CA $90
CA $346 total
includes taxes & fees
Feb 5 - Feb 6
The Van Zant House
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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Other types of properties in Fleming Island you may be interested in

Holiday Inn Express & Suites Fleming Island, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Clean, clean, clean! This is absolutely one of the cleanest properties I've ever stayed at. Nice room, quiet, and great and helpful staff. Very comfortable place. Staff were friendly and there always seemed to be someone cleaning, and you could tell!"
The price is CA $164
CA $185 total
includes taxes & fees
Feb 9 - Feb 10
Holiday Inn Express & Suites Fleming Island, an IHG Hotel

New Floating Luxury: Unique Houseboat Retreat

9.6 out of 10, Exceptional, (14)
"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!"
New Floating Luxury: Unique Houseboat Retreat

Wyndham Garden Jacksonville

3.0 star property
7.4 out of 10, Good, (1498)
"Good👍 "
The price is CA $107
CA $121 total
includes taxes & fees
Feb 2 - Feb 3
Wyndham Garden Jacksonville
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.

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 spa 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. Other places in town to visit include Eagle Harbor Golf Club and The Golf Club At Fleming Island.

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.