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Fleming Island Holiday Rentals

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Holiday Rentals in Fleming Island

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (283)
"Nice place !!"
Grande Villas at World Golf Village

Kasa Southside Jacksonville

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

Landing Apartments Rolling Hills

3.0 star property
Landing Apartments Rolling Hills

The Van Zant House

3.5 star property
6.0 out of 10, (6)
"It was a great experience for my children and I bc this house was / used to be my family home…. My great grandparents home where my grandfather and other family members grew up and we had lots of family holidays!! It was wonderful to share that with my own children! Thank you!!"
The Van Zant House

Relaxing & charming home

9.4 out of 10, Exceptional, (45)
"Great place to stay! Luis was very helpful and responsive, thank you!"
Relaxing & charming home

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

9.6 out of 10, Exceptional, (39)
"Great place. Nice area. Very clean. "
The price is NZ$419
includes taxes & fees
30 Sept - 1 Oct
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Location was perfect, house was exactly as advertised and was just right for our needs. Will definitely stay here again if we return to Jacksonville. "
The price is NZ$436
includes taxes & fees
7 Oct - 8 Oct
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

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

9.0 out of 10, Wonderful, (6)
"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. "
The price is NZ$1,476
includes taxes & fees
8 Oct - 9 Oct
LARGE Spacious home, OutdoorKitchen, Pooltable, Sportsbar, Golfcart, Dogpark

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

10.0 out of 10, Exceptional, (83)
"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.

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

Cozy Hideaway in Jacksonville

7.6 out of 10, Good, (20)
"It was nice and cozy"
The price is NZ$185
includes taxes & fees
1 Oct - 2 Oct
Cozy Hideaway in Jacksonville

Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!

8.4 out of 10, Very good, (10)
"Nice and Quiet neighborhood and the home was a home away from home."
The price is NZ$704
includes taxes & fees
30 Sept - 1 Oct
Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!

30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs

9.4 out of 10, Exceptional, (21)
"The accommodations were wonderful! Exactly what we needed for our family to relax and enjoy for the wedding celebration at the Clay Theatre - thank you! "
The price is NZ$3,255
includes taxes & fees
30 Sept - 1 Oct
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs

Fancy private pool home in Jax beach

9.6 out of 10, Exceptional, (28)
"Property was in a good location. Very cozy and had everything we needed for the weekend."
The price is NZ$643
includes taxes & fees
2 Oct - 3 Oct
Fancy private pool home in Jax beach

Charming 3-bedroom house in delightful Jacksonville with AC, WiFi

7.4 out of 10, Good, (6)
"The feeling of the home is very welcoming. The Neighborhood was very quiet and easy to find. The location wasn't too far from Mayo Clinic. I truly enjoyed my stay,and look forward to returning."
The price is NZ$408
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom house in delightful Jacksonville with AC, WiFi

Cozy Treetop Hideaway

10.0 out of 10, Exceptional, (82)
"Thank you for making my pet and I feel at home."
The price is NZ$238
includes taxes & fees
30 Sept - 1 Oct
Cozy Treetop Hideaway

Westside home away from home-Live like local and chill in privacy. Super safe

9.8 out of 10, Exceptional, (21)
"Great stay!"
Westside home away from home-Live like local and chill in privacy. Super safe

Luxurious Home w/ Spectacular Glass Room & Patios

9.8 out of 10, Exceptional, (160)
"Met all expectations "
The price is NZ$647
includes taxes & fees
30 Sept - 1 Oct
Luxurious Home w/ Spectacular Glass Room & Patios

Fun 5 Star Hot Tub/Beaches getaway Near MAYO!

7.6 out of 10, Good, (7)
"Great property and very convenient location. "
The price is NZ$589
includes taxes & fees
30 Sept - 1 Oct
Fun 5 Star Hot Tub/Beaches getaway Near MAYO!

Luxe 2BR Retreat, Resort Style Pool, Near Mayo Clinic, Beaches & Town Center

10.0 out of 10, Exceptional, (2)
"The pool is amazing! There is a nice game room. The security of the location is very good as well. We really enjoyed our stay. About 15-20 minutes to just about anywhere you want to go. Would definitely stay again. "
Luxe 2BR Retreat, Resort Style Pool, Near Mayo Clinic, Beaches & Town Center
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, 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 NZ$185 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.