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Holiday Rentals in Fleming Island

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Holiday Rentals in Fleming Island

Our top choices for Fleming Island holiday rentals

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (281)
"Very friendly staff"
Grande Villas at World Golf Village

Relaxing & charming home

9.4 out of 10, Exceptional, (43)
"Great place to stay! Luis was very helpful and responsive, thank you!"
Relaxing & charming home

InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd

2.5 star property
6.0 out of 10, (25)
"The manager was nice the hotel was nice even the cleaning service was nice I would love to stay there they were always playing everything was beautiful"
InTown Suites Extended Stay Jacksonville FL - St. Johns Bluff Rd

InTown Suites Extended Stay Jacksonville FL - Beach Blvd

2.5 star property
6.0 out of 10, (12)
"For the price it was good. "
InTown Suites Extended Stay Jacksonville FL - Beach Blvd

Kasa Southside Jacksonville

3.5 star property
9.0 out of 10, Wonderful, (29)
"Nice place to stay "
Kasa Southside Jacksonville

LARGE Spacious home, OutdoorKitchen, Pooltable, Sportsbar, Golfcart, Dogpark

8.8 out of 10, Excellent, (3)
"The stay at the vrbo was nice. The community was nice and quiet and there weren’t any issues getting into and out of the community. The cleanliness of the Vrbo was good, although there was a couple of sink faucets spouts were green from lack of cleanliness. I wish that there were more pillows in the other bedrooms that weren’t considered the two masters. "
LARGE Spacious home, OutdoorKitchen, Pooltable, Sportsbar, Golfcart, Dogpark

Cozy Hideaway in Jacksonville

7.6 out of 10, Good, (19)
"Comfortable, Clean & Just As Described ! "
The price is €97
includes taxes & fees
30 Sept - 1 Oct
Cozy Hideaway in Jacksonville

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

9.8 out of 10, Exceptional, (37)
"Great place. Nice area. Very clean. "
The price is €212
includes taxes & fees
2 Sept - 3 Sept
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

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

10.0 out of 10, Exceptional, (80)
"Really felt like a exclusive villa retreat. Being close to stores and attractions was nice as well."
New luxury country house, near St Augustine & World golf Village.

Cozy Treetop Hideaway

10.0 out of 10, Exceptional, (81)
"Perfect place for my husband and I to stay while visiting family in Jacksonville. Daiv was a fantastic host and easy to communicate with. "
The price is €133
includes taxes & fees
16 Sept - 17 Sept
Cozy Treetop Hideaway

Gorgeous Luxury Jacksonville Private Heated Pool Riverview

9.2 out of 10, Wonderful, (27)
"The sheets/comforter was dirty, the pool wasn't clean, the jacuzzi wasn’t filled up (the owner had to come to the home on two of our vacation days), the freezer was left open which caused water on the floor, the house air wasn’t on before arriving (turning it down to get cold made it freeze up, so we had to sit in heat), the upstairs water wouldn’t get hot, and we didn’t have WiFi on the downstairs living room television. "
Gorgeous Luxury Jacksonville Private Heated Pool Riverview

Spacious Historic Residence

9.8 out of 10, Exceptional, (7)
"This property is spacious and beautiful! right next to a lot of night life. Safe neighborhood and great host!"
The price is €239
includes taxes & fees
30 Sept - 1 Oct
Spacious Historic Residence

Mi CASA es su CASA

10.0 out of 10, Exceptional, (85)
"Great stay with no issues. Great communication with host."
The price is €191
includes taxes & fees
4 Sept - 5 Sept
Mi CASA es su CASA

Charming Springfield Hideaway near downtown Jacksonville

2.0 star property
10.0 out of 10, Exceptional, (19)
"I stay here regularly and everything is always perfect, private and well put together. Highly recommended! "
Charming Springfield Hideaway near downtown Jacksonville

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

9.8 out of 10, Exceptional, (17)
"Good location, felt very safe "
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!

Remodeled house in San Marco steps from San Marco Square and Riverwalk

9.2 out of 10, Wonderful, (17)
"Very well set up for a home away from home in a great location Had everything we needed "
The price is €211
includes taxes & fees
2 Sept - 3 Sept
Remodeled house in San Marco steps from San Marco Square and Riverwalk

Northeast Florida Retreat

9.4 out of 10, Exceptional, (19)
"Stayed for a few days to end a longer vacation. Was everything we needed and wanted. Owners were responsive when we had a question about the AC. Pool was great."
Northeast Florida Retreat

Gorgeous circa 1875 Plantation House (in city)

9.8 out of 10, Exceptional, (78)
"This place is so beautiful. We all just loved the history of this place. It’s large and very clean, with amazing hot water in the showers. Great family vacation spot. "
Gorgeous circa 1875 Plantation House (in city)

Fancy private pool home in Jax beach

9.6 out of 10, Exceptional, (27)
"Property was in a good location. Very cozy and had everything we needed for the weekend."
Fancy private pool home in Jax beach

Private Pool and Patio

10.0 out of 10, Exceptional, (14)
"Nice, clean, well-appointed property. Loved the pool and the location was exactly what we needed."
Private Pool and Patio
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

Find out more about Fleming Island

Everything you need to know about Fleming Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fleming Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Island holiday rentals we have selected for you start as low as €97 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fleming Island rentals

At Expedia, we put the best Fleming Island holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Fleming Island?

Yes, there are holiday rentals close to the most popular sights in Fleming Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Fleming Island has to offer?

Grande Villas at World Golf Village: This holiday home rental outside of Fleming Island is located on a lake, and has an outdoor pool, a terrace and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Fleming Island?

With 5 Expedia holiday rentals, you're guaranteed 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 holiday rental in Fleming Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fleming Island. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.