Fleming Island Vacation Rentals

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Our top choices for Fleming Island vacation rentals

Rustic Owl w/ 2Kings In Fleming Island

Rustic Owl w/ 2Kings In Fleming Island
Fleming Island
10.0 out of 10, Exceptional, (36 reviews)
"The property and location and all amenities met our needs. "
United States
Karen Y.
The price is CA $277
CA $593 total
includes taxes & fees
Mar 31 - Apr 1
Rustic Owl w/ 2Kings In Fleming Island

Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Northwest
9.8 out of 10, Exceptional, (34 reviews)
"Just a perfect comfortable stay"
United States
Jim F.
The price is CA $163
CA $236 total
includes taxes & fees
Mar 27 - Mar 28
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and neat place, the host is also very responsive. In General it was very good place to stay at."
United States
Hanna S.
The price is CA $96
CA $378 total
includes taxes & fees
Mar 30 - Mar 31
La Casita by Amarelys and lazaro

2 Mi to Dtwn Jax: Game-ready Retreat w/ Yard

2 Mi to Dtwn Jax: Game-ready Retreat w/ Yard
3.0 star property
Urban Core
The price is CA $294
CA $705 total
includes taxes & fees
Mar 27 - Mar 28
2 Mi to Dtwn Jax: Game-ready Retreat w/ Yard

Cozy spacious 2 bedrooms 2 bathrooms near beach

Cozy spacious 2 bedrooms 2 bathrooms near beach
Sandalwood
8.8 out of 10, Excellent, (40 reviews)
"Had a great weekend staying here! Host was responsive and very kind. Would highly recommend!"
United States
Maegan C.
The price is CA $136
CA $385 total
includes taxes & fees
Apr 4 - Apr 5
Cozy spacious 2 bedrooms 2 bathrooms near beach

Cozy House close To Downtown

Cozy House close To Downtown
Northwest
8.6 out of 10, Excellent, (16 reviews)
"Host were very friendly The house was very nice and cozy everything was just amazing "
United States
safari d.
The price is CA $88
CA $286 total
includes taxes & fees
Mar 25 - Mar 26
Cozy House close To Downtown

Artsy Cozy Garden Retreat

Artsy Cozy Garden Retreat
Northwest
10.0 out of 10, Exceptional, (43 reviews)
"The host was very good at communicating. The house was clean and beautiful. He made it a great welcome home for the night. "
United States
TIMOTHY H.
The price is CA $115
CA $212 total
includes taxes & fees
Mar 25 - Mar 26
Artsy Cozy Garden Retreat

Fancy Dancy

Fancy Dancy
Avondale
10.0 out of 10, Exceptional, (6 reviews)
"Fabulous all-around gem in a great neighborhood - from ease of check-in and communicating with the host, to its pristine cleanliness, being equipped/furnished with everything we could have have-possibly needed, and just general quality of the decor...will stay again when we are in JAX!"
United States
Jennifer
The price is CA $154
CA $412 total
includes taxes & fees
Mar 25 - Mar 26
Fancy Dancy

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park

The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park
Westside
10.0 out of 10, Exceptional, (1 review)
"Clean and pretty "
United States
Bidshardine S.
The price is CA $122
CA $305 total
includes taxes & fees
Mar 30 - Mar 31
The Golden Egret- brand new luxury apartment near NAS JAX and Orange Park

Spacious Historic Residence

Spacious Historic Residence
Northwest
9.6 out of 10, Exceptional, (17 reviews)
"It was a great location for the Jacksonville Jaguars game and close to everything!"
United States
Kelly P.
The price is CA $172
CA $351 total
includes taxes & fees
Mar 31 - Apr 1
Spacious Historic Residence

Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
Northwest
10.0 out of 10, Exceptional, (8 reviews)
"Property was absolutely perfect. There were sooo many restaurants in walking distance of this place. It’s in an amazing neighborhood, close to the water and close to shops and restaurants! We walked to a Italian place and had delicious pizza and spaghetti!"
United States
Joy W.
The price is CA $92
CA $210 total
includes taxes & fees
Mar 31 - Apr 1
Magical Midsummer Night Glamping Loft w Bikes

Modern, Cozy and Private Studio

Modern, Cozy and Private Studio
Arlington
9.6 out of 10, Exceptional, (4 reviews)
"Excellent place, extra clean, modern, safe, quiet and prívate. Gustavo is a great host, always available. A pleasure stay here. "
United States
Marcela R.
The price is CA $89
CA $160 total
includes taxes & fees
Mar 31 - Apr 1
Modern, Cozy and Private Studio

Family Coffee House, Pet Friendly & Private Yard

Family Coffee House, Pet Friendly & Private Yard
Urban Core
10.0 out of 10, Exceptional, (1 review)
"This home was beautiful and had everything we could possibly need. Thank you for everything and the great service. Definitely would recommend this home!"
United States
Deanna C.
The price is CA $93
CA $259 total
includes taxes & fees
Mar 30 - Mar 31
Family Coffee House, Pet Friendly & Private Yard

Mi CASA es su CASA

Mi CASA es su CASA
St. Augustine
10.0 out of 10, Exceptional, (97 reviews)
"We had a wonderful experience staying here!The condo was exactly as described and the bed was one of the most comfortable beds I’ve ever slept in.My husband and I look forward to booking Mi CASA es su CASA again soon! I highly recommend booking this condo, you won’t regret it."
United States
Lisa W.
The price is CA $122
CA $301 total
includes taxes & fees
Apr 14 - Apr 15
Mi CASA es su CASA

Cosmic Quarters, Whole House, Sleeps 6

Cosmic Quarters, Whole House, Sleeps 6
Westside
9.6 out of 10, Exceptional, (5 reviews)
"Place was great and host was very helpful! Very cool for Star Wars fans! Will stay again when i come back!"
United States
Trey O.
The price is CA $163
CA $405 total
includes taxes & fees
Mar 25 - Mar 26
Cosmic Quarters, Whole House, Sleeps 6

BRAND NEW & renovated home in Jax, 15 min to Mayo Clinic, 13 min to beach

BRAND NEW & renovated home in Jax, 15 min to Mayo Clinic, 13 min to beach
Arlington
10.0 out of 10, Exceptional, (3 reviews)
"Our host was amazing and the house was just as pictured! Loved our stay there!! "
United States
Elizabeth H.
The price is CA $220
CA $540 total
includes taxes & fees
Mar 25 - Mar 26
BRAND NEW & renovated home in Jax, 15 min to Mayo Clinic, 13 min to beach

Chill Retreat with Private Yard · Near Downtown

Chill Retreat with Private Yard · Near Downtown
Downtown Jacksonville
9.8 out of 10, Exceptional, (25 reviews)
"Everything went as smooth as expected. Good communication with host and place was as good or better than pics. Would definitely recommend. "
United States
Andrew R.
The price is CA $93
CA $258 total
includes taxes & fees
Mar 27 - Mar 28
Chill Retreat with Private Yard · Near Downtown

Cozy Hideaway in Jacksonville

Cozy Hideaway in Jacksonville
Arlington
7.8 out of 10, Good, (34 reviews)
"Very beautiful, easy check in I absolutely had a nice stay"
United States
Keri F.
The price is CA $93
CA $167 total
includes taxes & fees
Mar 28 - Mar 29
Cozy Hideaway in Jacksonville

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
Avondale
9.6 out of 10, Exceptional, (54 reviews)
"Very pleasant stay and lovely place. We had a wonderful trip to attend a dog show event and this was ample space in a cozy environment. Would absolutely stay at this place again."
United States
Patricia W.
The price is CA $166
CA $356 total
includes taxes & fees
Mar 25 - Mar 26
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fleming Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Modern Riverside Home • Sleeps 8 • Near Downtown: Visitors like this Fleming Island vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.