Photo by Ash Feky

Fleming Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Vacation Rentals in Fleming Island

Property amenity
Landing Apartments Rolling Hills
Landing Apartments Rolling Hills
3.0 star property
10.0 out of 10, Exceptional, (1)
"The apartment was well appointed, so much so that I ordered a kitchen gadget for my own home that was in the apartment. There were plenty of towels, kitchen supplies (dishes, pots and pans, storage containers). A kitchen kit with dish soap, sponge and laundry detergent was provided. The area has everything that you would need. Very close to grocery stores and restaurants. Also close to freeway access. The bed was super comfortable and the rooms were spacious. The shower was HUGE. The...
United States
Michelle
Landing Apartments Rolling Hills
Seasonal outdoor pool
Kasa Southside Jacksonville
Kasa Southside Jacksonville
3.5 star property
9.2 out of 10, Wonderful, (31)
"The apartment was well done from inside. The community is decent, not the best or safest communities. It feels like an average community. Parking was available. The sofa was not comfortable to sit, as it had dipped in the middle. One of the lights hanging from the ceiling was hanging by the wire, making it a bit dangerous. Kitchen is very good. Bedrooms are nice. Bathrooms are average. TV and internet connectivity is top class. Quiet place. Close to everything. Costco, Walmart, and Town center...
United States
Ninad
Kasa Southside Jacksonville
Property grounds
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
9.6 out of 10, Exceptional, (43)
"We really enjoyed the games and outdoor area! "
United States
jayla m.
$216 nightly
The price is $242
Nov 4 - Nov 5
Total with taxes and fees
RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.
Property grounds
Cozy Hideaway in Jacksonville
Cozy Hideaway in Jacksonville
8.0 out of 10, Very Good, (25)
"It was nice and cozy"
United States
Brandon G.
$94 nightly
The price is $107
Nov 10 - Nov 11
Total with taxes and fees
Cozy Hideaway in Jacksonville
Smart TV
Fancy private pool home in Jax beach
Fancy private pool home in Jax beach
9.6 out of 10, Exceptional, (29)
"Really enjoyed our trip. Everything was very close by to our location. Would definitely stay again "
United States
Judy P.
$331 nightly
The price is $370
Nov 5 - Nov 6
Total with taxes and fees
Fancy private pool home in Jax beach
Interior
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Remodeled house in San Marco steps from San Marco Square and Riverwalk
9.4 out of 10, Exceptional, (19)
"The house was cute, comfortable, well stocked, and located within a short walking distance of fantastic restaurants and bars! Couldn't have asked for a better place to stay!"
United States
Kirkland L.
$205 nightly
The price is $230
Nov 4 - Nov 5
Total with taxes and fees
Remodeled house in San Marco steps from San Marco Square and Riverwalk
Front of property
The Van Zant House
The Van Zant House
3.5 star property
6.0 out of 10, (6)
"Always a great time ! "
United States
Katherine
$240 nightly
The price is $261
Nov 4 - Nov 5
Total with taxes and fees
The Van Zant House
Outdoor dining
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
9.8 out of 10, Exceptional, (28)
"Lots of nice homey touches. Enjoyedd"
United States
Adrianna M.
$154 nightly
The price is $172
Nov 6 - Nov 7
Total with taxes and fees
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Beach
Oasis Sanctuary, 3 Bedroom Designer Home, 15 Miles to the Beaches, Fun Game Room
Oasis Sanctuary, 3 Bedroom Designer Home, 15 Miles to the Beaches, Fun Game Room
10.0 out of 10, Exceptional, (15)
"The property was very nice and the owner had great communication!!"
United States
Annette D.
$468 nightly
The price is $516
Nov 24 - Nov 25
Total with taxes and fees
Oasis Sanctuary, 3 Bedroom Designer Home, 15 Miles to the Beaches, Fun Game Room
Fridge, microwave, oven, stovetop
Relaxing & charming home
Relaxing & charming home
9.4 out of 10, Exceptional, (47)
"We stayed here one night for a comedy show in town. Cute, clean & convenient to everything."
United States
Carrie G.
Relaxing & charming home
Outdoor pool
Gorgeous Luxury Jacksonville Private Heated Pool Riverview
Gorgeous Luxury Jacksonville Private Heated Pool Riverview
9.2 out of 10, Wonderful, (30)
"We recently stayed at this wonderful property by the river, and it exceeded our expectations! The location is absolutely stunning, providing a serene and peaceful environment. We spent hours just enjoying the view and the tranquility of the water. The property itself is well-maintained and comfortable, with all the amenities we needed for a relaxing stay. The owner was incredibly helpful and attentive, making sure we had everything we needed throughout our visit. We highly recommend this place...
United States
Dheekshit Chowdary N.
Gorgeous Luxury Jacksonville Private Heated Pool Riverview
Exterior detail
Atlantic - Spacious - Beach - Town Center - Mayo Clinic - Privacy-Center Spot
Atlantic - Spacious - Beach - Town Center - Mayo Clinic - Privacy-Center Spot
$298 nightly
The price is $334
Nov 4 - Nov 5
Total with taxes and fees
Atlantic - Spacious - Beach - Town Center - Mayo Clinic - Privacy-Center Spot
Exterior
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
2.0 star property
9.2 out of 10, Wonderful, (13)
"The host did a great job to stock the home with all you will need for a stay. The home was clean and comfortable. There are a few local breweries within walking distance and downtown is not too far. The neighborhood is in transition with new homes replacing older homes as the area continues to improve."
United States
Aaron W.
$174 nightly
The price is $195
Nov 4 - Nov 5
Total with taxes and fees
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Terrace/patio
Spacious Historic Residence
Spacious Historic Residence
9.6 out of 10, Exceptional, (9)
"This property is spacious and beautiful! right next to a lot of night life. Safe neighborhood and great host!"
United States
Alejandro
$226 nightly
The price is $253
Nov 4 - Nov 5
Total with taxes and fees
Spacious Historic Residence
Outdoor pool, a heated pool
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
9.6 out of 10, Exceptional, (21)
"Good location, felt very safe "
United States
Leanne W.
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
Fridge, microwave, stovetop, coffee/tea maker
Private Pool and Patio
Private Pool and Patio
9.8 out of 10, Exceptional, (17)
"We enjoyed our stay. The property was a little curious being attached to a business (I think it was a business). It was clean and comfortable. We didn’t use the pool because it was too cold. "
United States
Jason M.
Private Pool and Patio
Terrace/patio
Cozy House close To Downtown
Cozy House close To Downtown
10.0 out of 10, Exceptional, (4)
"The property was exactly as picture. The check in process was easy. The patio was my favorite part of the house . A area where you can sit or even eat outside and enjoy the peace and quiet. The host was very helpful along this process."
United States
Tamika D.
$173 nightly
The price is $193
Nov 4 - Nov 5
Total with taxes and fees
Cozy House close To Downtown
1 bedroom, iron/ironing board, free WiFi, bed sheets
Charming Springfield Hideaway near downtown Jacksonville
Charming Springfield Hideaway near downtown Jacksonville
2.0 star property
10.0 out of 10, Exceptional, (23)
"I stay here regularly and everything is always perfect, private and well put together. Highly recommended! "
United States
Penny N.
Charming Springfield Hideaway near downtown Jacksonville
Property grounds
Cozy Treetop Hideaway
Cozy Treetop Hideaway
10.0 out of 10, Exceptional, (84)
"Cute and cozy.Has everything needed, especially if you prefer to cook in. Mr Daiv is the sweetest, and is very helpful. "
United States
Pamelyn U.
$127 nightly
The price is $141
Nov 4 - Nov 5
Total with taxes and fees
Cozy Treetop Hideaway
Terrace/patio
Downtown Jacksonville - La Casa De Blues
Downtown Jacksonville - La Casa De Blues
9.6 out of 10, Exceptional, (62)
"Nice place with a historic charm"
United States
Kaylen M.
$265 nightly
The price is $297
Nov 5 - Nov 6
Total with taxes and fees
Downtown Jacksonville - La Casa De Blues
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Island Hotel Reviews

San Marco Inn East

San Marco Inn East

10/10 Excellent
"It’s really quiet "
Gary 1-night trip
Posted 11 hours ago
San Marco Inn East

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 $107 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. 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.