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Fleming Island Holiday Rentals

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Holiday Rentals in Fleming Island

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (20)
"First time using VRBO and it will NOT be my last. Customer Service and support were excellent and responsive. Boat itself was fabulous - clean, decorated very nicely and all basic ammenities were there! Beautiful sunsets, quiet evenings and peaceful mornings. Will definitely book again"
New Floating Luxury: Unique Houseboat Retreat

Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (280)
"Very friendly staff"
Grande Villas at World Golf Village

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

2.5 star property
6.0 out of 10, (23)
"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

Family fun pool house with game room

8.6 out of 10, Excellent, (24)
"Good "
Family fun pool house with game room

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

9.8 out of 10, Exceptional, (36)
"Great place. Nice area. Very clean. "
The price is AU$371
includes taxes & fees
6 Aug - 7 Aug
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, (77)
"Great property for large groups. We had 10 adults and plenty of room for everyone. "
New luxury country house, near St Augustine & World golf Village.

Mi CASA es su CASA

10.0 out of 10, Exceptional, (85)
"Had a great stay it was a beautiful facility with all the amenities that were needed. The pool is just amazing and a great hot tub. Convenient to grocery stores and highways. It was not close to the beach, but the value overall was worth it and you could handle the drive."
The price is AU$337
includes taxes & fees
12 Aug - 13 Aug
Mi CASA es su CASA

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

Beautiful fully furnished condo with gorgeous pool on historic golf course

9.8 out of 10, Exceptional, (112)
"Accommodations worked great. Excellent proximity to good golf and amenities"
Beautiful fully furnished condo with gorgeous pool on historic golf course

Luxury 4bd Home - 8 min to Beach & Universities

3.4 out of 10, (6)
"We were not able to stay in the property. After reaching out to receive check in instructions, I was told on the morning that we were suppose to check in that our reservation had been cancelled. This property had been booked months in advance and no word until day of check in that there was an issue. "
The price is AU$695
includes taxes & fees
10 Aug - 11 Aug
Luxury 4bd Home - 8 min to Beach & Universities

Cozy Hideaway in Jacksonville

8.6 out of 10, Excellent, (14)
"Comfortable, Clean & Just As Described ! "
The price is AU$165
includes taxes & fees
12 Aug - 13 Aug
Cozy Hideaway in Jacksonville

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

2.0 star property
9.0 out of 10, Wonderful, (12)
"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 AU$332
includes taxes & fees
6 Aug - 7 Aug
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

10.0 out of 10, Exceptional, (33)
"We had a wonderful stay. Our grandkids as well as our grown kids said it was the best vacation ever! We can’t wait to go back next year!"
KINGSLEY LAKE! MOST BEAUTIFUL LAKE in Florida! Dock 115💦

Gorgeous circa 1875 Plantation House (in city)

9.8 out of 10, Exceptional, (78)
"The property is located in a quiet neighborhood. Well maintained. "
The price is AU$790
includes taxes & fees
6 Aug - 7 Aug
Gorgeous circa 1875 Plantation House (in city)

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"The place is comfy and we had everything we needed. It has a big yard so it's perfect if traveling with pets."
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

Exquisite Waterfront Retreat - Pet Friendly by RedAwning

8.4 out of 10, Very good, (9)
"Nice, clean, and just what we were looking for."
Exquisite Waterfront Retreat - Pet Friendly by RedAwning

Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

8.4 out of 10, Very good, (9)
"It was a pleasant stay, though we didn't spend much time there, the time we did spend was exceptional. "
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom

Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room

10.0 out of 10, Exceptional, (5)
The price is AU$899
includes taxes & fees
18 Aug - 19 Aug
Noc Nest Family Retreat - Screened Lanai - Fire table - Outdoor BBQ - Game Room

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

Nocatee Family Retreat – Private Yard & Lanai

9.4 out of 10, Exceptional, (10)
"Would stay again."
The price is AU$776
includes taxes & fees
9 Aug - 10 Aug
Nocatee Family Retreat – Private Yard & Lanai
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

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.