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Fleming Island Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Fleming Island

Grande Villas at World Golf Village
Outdoor pool

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
Seasonal outdoor pool

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
Property amenity

Landing Apartments Rolling Hills

3.0 star property
Landing Apartments Rolling Hills
The Van Zant House
Front of property

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
Fridge, microwave, oven, stovetop

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
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Exterior

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

2.0 star property
9.2 out of 10, Wonderful, (13)
"Traveling from Virginia to destin Florida. Place was a great pit stop in between road trip for some rest. I would definitely recommend "
The price is HK$700
HK$1,681 total
includes taxes & fees
7 Oct - 8 Oct
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Property grounds

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 HK$934
HK$1,996 total
includes taxes & fees
7 Oct - 8 Oct
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!
Fridge, microwave, oven, stovetop

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 HK$700
HK$1,881 total
includes taxes & fees
15 Oct - 16 Oct
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!
LARGE Spacious home, OutdoorKitchen, Pooltable, Sportsbar, Golfcart, Dogpark
Fridge, microwave, oven, stovetop

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 HK$2,305
HK$6,631 total
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.
Outdoor pool, a heated pool

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
Outdoor pool

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
Property grounds

Cozy Hideaway in Jacksonville

7.6 out of 10, Good, (20)
"It was nice and cozy"
The price is HK$420
HK$830 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Hideaway in Jacksonville
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Marina

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 HK$6,188
HK$13,947 total
includes taxes & fees
3 Oct - 4 Oct
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Fancy private pool home in Jax beach
Smart TV

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 HK$1,109
HK$2,864 total
includes taxes & fees
2 Oct - 3 Oct
Fancy private pool home in Jax beach
Charming 3-bedroom house in delightful Jacksonville with AC, WiFi
Exterior

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 HK$973
HK$1,834 total
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom house in delightful Jacksonville with AC, WiFi
Cozy Treetop Hideaway
Property grounds

Cozy Treetop Hideaway

10.0 out of 10, Exceptional, (82)
"Thank you for making my pet and I feel at home."
The price is HK$532
HK$1,069 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Treetop Hideaway
Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!
Pool

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 HK$1,324
HK$3,138 total
includes taxes & fees
2 Oct - 3 Oct
Beautiful 3 bedroom, 2 bathroom Beach Bungalow in Jacksonville Beach!
Westside home away from home-Live like local and chill in privacy. Super safe
Sun-loungers

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
Interior

Luxurious Home w/ Spectacular Glass Room & Patios

9.8 out of 10, Exceptional, (160)
"Met all expectations "
The price is HK$1,315
HK$3,065 total
includes taxes & fees
27 Oct - 28 Oct
Luxurious Home w/ Spectacular Glass Room & Patios
Fun 5 Star Hot Tub/Beaches getaway Near MAYO!
Outdoor dining

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 HK$1,222
HK$2,623 total
includes taxes & fees
5 Oct - 6 Oct
Fun 5 Star Hot Tub/Beaches getaway Near MAYO!
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

SpringHill Suites by Marriott Jacksonville Baymeadows

SpringHill Suites by Marriott Jacksonville Baymeadows

10/10 Excellent
"Staff was kind, helpful, and personable, breakfast was good, room was very spacious and comfortable. "
Glenna 2-night trip
Posted 3 days ago
SpringHill Suites by Marriott Jacksonville Baymeadows

Find out more about Fleming Island

Find out more about Fleming Island

Search for holiday rentals in Fleming Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Fleming Island using one of the methods below:

  • View our selection of featured holiday rentals in Fleming Island
  • Use the map to find apartments and other holiday homes in the Fleming Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Fleming Island while they last

Look no further and take a look at our great range of rental properties in Fleming Island!

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.