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)
"Great communication with host, quiet neighborhood, nicely decorated, great outdoor space with fire pit. Bonus: Host left all materials needed for s’mores! "
United States
Denise S.
$386 nightly
The price is $429
Jun 16 - Jun 17
Total with taxes and fees
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, (40 reviews)
"Just a perfect comfortable stay"
United States
Jim F.
$154 nightly
The price is $172
Jun 10 - Jun 11
Total with taxes and fees
Charming Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Vibrant Stay Near Museums and Beaches

Vibrant Stay Near Museums and Beaches
Southside
$301 nightly
The price is $301
Jun 7 - Jun 8
Total with taxes and fees
Vibrant Stay Near Museums and Beaches

*The Murray Hill Bungalow*-Arcade games/Patio

*The Murray Hill Bungalow*-Arcade games/Patio
Murray Hill
10.0 out of 10, Exceptional, (9 reviews)
"Andrew and Melanie are great hosts! The house is very nice especially the new kitchen and bath. This is our second time staying here and we will be back."
United States
Lillian A.
$261 nightly
The price is $291
Jun 24 - Jun 25
Total with taxes and fees
*The Murray Hill Bungalow*-Arcade games/Patio

Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay

Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay
Northwest
$286 nightly
The price is $320
Jun 7 - Jun 8
Total with taxes and fees
Private 2BR Home • 10 min to airport & downtown •WiFi • Patio •Comfortable stay

Guest Favorite! 8th Floor Luxe King Suite PetOK

Guest Favorite! 8th Floor Luxe King Suite PetOK
Downtown Jacksonville
10.0 out of 10, Exceptional, (2 reviews)
"Great location, property as described. Would stay there again if I’m in Jacksonville."
United States
Lisa B.
$292 nightly
The price is $310
Jun 7 - Jun 8
Total with taxes and fees
Guest Favorite! 8th Floor Luxe King Suite PetOK

La Casita by Amarelys and lazaro

La Casita by Amarelys and lazaro
Southside
10.0 out of 10, Exceptional, (9 reviews)
"Yes it was very warming and enjoyable I would book again "
United States
Katrina F.
$249 nightly
The price is $278
Jun 7 - Jun 8
Total with taxes and fees
La Casita by Amarelys and lazaro

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Southside
9.8 out of 10, Exceptional, (30 reviews)
"Cool place to stay"
United States
Anonymous traveler
$67 nightly
The price is $76
Jun 7 - Jun 8
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

Cozy spacious 2 bedrooms 2 bathrooms near beach

Cozy spacious 2 bedrooms 2 bathrooms near beach
Sandalwood
8.8 out of 10, Excellent, (45 reviews)
"Beautiful and comfortable place to vacation"
United States
McKenna L.
$246 nightly
The price is $276
Jun 8 - Jun 9
Total with taxes and fees
Cozy spacious 2 bedrooms 2 bathrooms near beach

Roomy Murray Hill Couples Retreat

Roomy Murray Hill Couples Retreat
Northwest
10.0 out of 10, Exceptional, (6 reviews)
"This was our first experience with renting a Vrbo and we were so relieved to find this treasure that fit us perfectly! We are both professional GenX'ers and found the house and neighborhood a delight. We'll stay with these hosts anytime! "
United States
Robert B.
$194 nightly
The price is $217
Jun 8 - Jun 9
Total with taxes and fees
Roomy Murray Hill Couples Retreat

4 Mi to Dtwn Jacksonville: Chic Home w/ Porch!

4 Mi to Dtwn Jacksonville: Chic Home w/ Porch!
3.0 star property
South Riverside
$259 nightly
The price is $290
Jun 6 - Jun 7
Total with taxes and fees
4 Mi to Dtwn Jacksonville: Chic Home w/ Porch!

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
Del Rio
9.8 out of 10, Exceptional, (49 reviews)
"Very clean and the host was very responsive to our questions and requests "
United States
Ruth K.
$284 nightly
The price is $318
Jun 8 - Jun 9
Total with taxes and fees
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin

Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1

Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1
Westside
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed the stay completely. Perfect yard for our pooch. Comfortable beds and very clean. Great hosts."
United States
Alan H.
$250 nightly
The price is $280
Jun 7 - Jun 8
Total with taxes and fees
Pet friendly Comfortable 2 bedroom with huge yard and EV charging lvl1

Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Private Entire Studio Suite Independent Guest Entrance
Westside
9.4 out of 10, Exceptional, (21 reviews)
"Nice place to chill out before you go on vacation cruise. "
United States
Christopher W.
$126 nightly
The price is $140
Jun 7 - Jun 8
Total with taxes and fees
Cozy Private Entire Studio Suite Independent Guest Entrance

Private Studio Entry

Private Studio Entry
Palm Valley
10.0 out of 10, Exceptional, (96 reviews)
"Great communication! Clean place, quiet and convenient location. "
United States
Jessica Y.
$210 nightly
The price is $232
Jun 8 - Jun 9
Total with taxes and fees
Private Studio Entry

Cozy House close To Downtown

Cozy House close To Downtown
Northwest
8.2 out of 10, Very Good, (22 reviews)
"The house was really cozy...we really enjoyed ourselves!!"
United States
Jasmine S.
$181 nightly
The price is $203
Jun 7 - Jun 8
Total with taxes and fees
Cozy House close To Downtown

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.
$319 nightly
The price is $359
Jun 7 - Jun 8
Total with taxes and fees
BRAND NEW & renovated home in Jax, 15 min to Mayo Clinic, 13 min to beach

Mi CASA es su CASA

Mi CASA es su CASA
St. Augustine
10.0 out of 10, Exceptional, (100 reviews)
"The property was clean, beautiful and safe. The hit tub and pool was very beautiful and so was the condo. "
United States
Ryan
$194 nightly
The price is $214
Jul 1 - Jul 2
Total with taxes and fees
Mi CASA es su CASA

Modern Riverside Home • Sleeps 8 • Near Downtown

Modern Riverside Home • Sleeps 8 • Near Downtown
Northwest
9.6 out of 10, Exceptional, (25 reviews)
"Great house! Will keep info for future stays."
United States
Debbie M.
$245 nightly
The price is $275
Jun 8 - Jun 9
Total with taxes and fees
Modern Riverside Home • Sleeps 8 • Near Downtown

Luxurious Home w/ Spectacular Glass Room & Patios

Luxurious Home w/ Spectacular Glass Room & Patios
Lakeside
9.8 out of 10, Exceptional, (178 reviews)
"Thank you for a wonderful stay!"
United States
Katherine B.
$358 nightly
The price is $398
Jun 22 - Jun 23
Total with taxes and fees
Luxurious Home w/ Spectacular Glass Room & Patios
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 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Fleming Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $76 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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?

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.: Visitors like this Fleming Island vacation home rental. It offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.