Photo by Ash Feky

Fleming Island Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Fleming Island

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

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

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 NZ$403
includes taxes & fees
17 Aug - 18 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, (78)
"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 NZ$363
includes taxes & fees
25 Aug - 26 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

3.8 out of 10, (7)
"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 NZ$740
includes taxes & fees
17 Aug - 18 Aug
Luxury 4bd Home - 8 min to Beach & Universities

Cozy Hideaway in Jacksonville

8.0 out of 10, Very good, (17)
"Comfortable, Clean & Just As Described ! "
The price is NZ$218
includes taxes & fees
14 Sept - 15 Sept
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 NZ$360
includes taxes & fees
16 Aug - 17 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, (34)
"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)
"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. "
The price is NZ$852
includes taxes & fees
26 Aug - 27 Aug
Gorgeous circa 1875 Plantation House (in city)

Family fun pool house with game room

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

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Comfortable and relaxing"
The price is NZ$377
includes taxes & fees
16 Aug - 17 Aug
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

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

10.0 out of 10, Exceptional, (5)
The price is NZ$941
includes taxes & fees
26 Aug - 27 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 NZ$832
includes taxes & fees
27 Aug - 28 Aug
Nocatee Family Retreat – Private Yard & Lanai

Fancy private pool home in Jax beach

9.6 out of 10, Exceptional, (26)
"Property was in a good location. Very cozy and had everything we needed for the weekend."
The price is NZ$890
includes taxes & fees
26 Aug - 27 Aug
Fancy private pool home in Jax beach

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

10.0 out of 10, Exceptional, (15)
"Heated pool and ping pong table was a big hit with my kids. "
Heated Pool Oasis! 4bd/2ba, Arcades & Ping Pong!
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.
Save an average of 15% on thousands of hotels when you're signed in

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.