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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, (13)
"We have never been on a houseboat before and was really looking forward to our 3 night stay. The houseboat is really nice with all amenities. The lay out is a bit funky. Bedroom is upstairs with an outside entrance. Couch downstairs is second bed, didn’t sleep on it so don’t know how comfy that would be. We lost all water, through no fault of the owners and only got to stay one night. Owners graciously refunded 2 nights money. I would book again, very close to family. "
The price is AU$740
includes taxes & fees
1 Jan - 2 Jan 2025
New Floating Luxury: Unique Houseboat Retreat

Watch the magnificent sunsets from Island Life!

10.0 out of 10, Exceptional, (7)
"The houseboat is wonderful!"
Watch the magnificent sunsets from Island Life!

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (267)
"My family and I had a blast. It was beautiful. Did not need to travel far for some great food. Will definitely be back. Staff were so friendly, pool closed at 8:30p every night, that was the only disappointment, due to lighting or something. Overall great place! "
Bluegreen Vacations Grande Villas at World Golf Village

Fancy private pool home in Jax beach

9.8 out of 10, Exceptional, (15)
"We came in for a Jags game. House was a great place for us to meet up with friends. Would def stay again. "
The price is AU$824
includes taxes & fees
6 Jan - 7 Jan 2025
Fancy private pool home in Jax beach

Downtown Jacksonville - La Casa De Blues

9.6 out of 10, Exceptional, (50)
"Great house and location. "
The price is AU$522
includes taxes & fees
13 Jan - 14 Jan 2025
Downtown Jacksonville - La Casa De Blues

Mi CASA es su CASA

10.0 out of 10, Exceptional, (73)
"We had a great time exploring the city, which was very busy, but then back to quiet and serene surroundings."
Mi CASA es su CASA

Unique Design Bungalow in Jax Riverside Area.

9.8 out of 10, Exceptional, (26)
"The house is very clean with all the amenities, the backyard area is very nice, we enjoyed our stay."
The price is AU$460
includes taxes & fees
6 Jan - 7 Jan 2025
Unique Design Bungalow in Jax Riverside Area.

Studio loft w/ pool, spa & gardens near downtown

9.2 out of 10, Wonderful, (28)
"The property was very nice, and the room was cozy. The only negative was not being able to utilize the hot tub when we wanted to, and the bed mattress needs to be replaced, it is very uncomfortable. "
Studio loft w/ pool, spa & gardens near downtown

Cozy Treetop Hideaway

10.0 out of 10, Exceptional, (67)
"An awesome spot with easy access to Jax center. Utmost privacy for rest, reading, and relaxation. "
The price is AU$259
includes taxes & fees
19 Jan - 20 Jan 2025
Cozy Treetop Hideaway

The Oasis in Murray Hill - Centrally Located- sleeps 8- WiFi-Cozy-Free Parking

8.4 out of 10, Very good, (8)
"We had a wonderful visit here this weekend! Very clean, wonderfully oriented in Jax, and great communication with our hosts! "
The Oasis in Murray Hill - Centrally Located- sleeps 8- WiFi-Cozy-Free Parking

Spend the Holidays at Sugar Magnolia House. An extraordinarily historic home.

10.0 out of 10, Exceptional, (28)
"I cannot express how totally wonderful our experience was... From our wonderful host, to the atmosphere of this stunning house, our dreams came to life! "
Spend the Holidays at Sugar Magnolia House. An extraordinarily historic home.

Relaxing two bedroom waterfront home near beaches

10.0 out of 10, Exceptional, (24)
"We love the location and house! We've stayed two times now visiting family and will continue to use this place in the future."
The price is AU$719
includes taxes & fees
9 Jan - 10 Jan 2025
Relaxing two bedroom waterfront home near beaches

Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

9.6 out of 10, Exceptional, (135)
"Property is in a great location, not too far from anything. It was very accomodating. Pool waa nice even though we did not use it. It was Peaceful and relaxing. And the host was very helpful and at my assistance with the simplest thing."
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Coastal Retreat.

8.8 out of 10, Excellent, (8)
"The apartment was in a quiet gated community, nearby many places. It was uber clean and comfy. Had everything needed for a stay."
Coastal Retreat.

Northeast Florida Retreat

8.8 out of 10, Excellent, (8)
"The house was musty smelling could use a dehumidifier. The shower drained slow and could use updating. Kitchen cabinet door would not close and the floor looks pretty rough. Would have been nice if the bedrooms had TV’s."
Northeast Florida Retreat

Northeast Florida Retreat

9.6 out of 10, Exceptional, (22)
"The location for us was perfect because we were there for a medical appointment and it was only 5 minutes away. The yard was great for our little dogs. It’s an older home, but clean and decorated very nicely."
Northeast Florida Retreat

The Van Zant House

3.5 star property
5.2 out of 10, (5)
"This Property is seem racist to me and its very dirty and it needs upgrading i will not be back!"
The price is AU$387
includes taxes & fees
12 Jan - 13 Jan 2025
The Van Zant House

The Manor St Johns - Heated Pool + Lanai!

10.0 out of 10, Exceptional, (13)
"We took a group of foster moms to a conference in Fruit Cove. I did not want to stay in a hotel but a fun house where the moms could relax and enjoy spending time together! This was the perfect place for that!! The swimming pool, the games, the beautiful kitchen and the great hang out places! Plenty of room for all of us!! Located very close the church that was hosting the conference. Very private and secluded even though it was right off the main road. If we attend conference again we will...
The Manor St Johns - Heated Pool + Lanai!

Family fun pool house with game room

9.2 out of 10, Wonderful, (17)
"Leonardo was fantastic! He was very communicative, and his place was perfect for me and my 2 sons trip to see the Jets vs. Jaguars game. The We will be back! ace was clwan and well kept. "
Family fun pool house with game room

Centrally located, Cozy Family Friendly Home.

9.0 out of 10, Wonderful, (46)
"This place aas beautiful. The back yard was a nice touch to have with kids. Conviently located close to everything. We enjoyed it very much"
Centrally located, Cozy Family Friendly Home.
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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Other types of properties in Fleming Island you may be interested in

Holiday Inn Express & Suites Fleming Island, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Amazing"
The price is AU$193
includes taxes & fees
26 Jan - 27 Jan 2025
Holiday Inn Express & Suites Fleming Island, an IHG Hotel

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (13)
"We have never been on a houseboat before and was really looking forward to our 3 night stay. The houseboat is really nice with all amenities. The lay out is a bit funky. Bedroom is upstairs with an outside entrance. Couch downstairs is second bed, didn’t sleep on it so don’t know how comfy that would be. We lost all water, through no fault of the owners and only got to stay one night. Owners graciously refunded 2 nights money. I would book again, very close to family. "
The price is AU$740
includes taxes & fees
1 Jan - 2 Jan 2025
New Floating Luxury: Unique Houseboat Retreat

Wyndham Garden Jacksonville

3.0 star property
7.4 out of 10, Good, (1496)
"Easy check in. "
The price is AU$136
includes taxes & fees
30 Dec - 31 Dec
Wyndham Garden Jacksonville
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.

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?

Bluegreen Vacations 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 6 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. Other places in town to visit include Eagle Harbor Golf Club and The Golf Club At Fleming Island.

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.