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Fleming Island Vacation Rentals

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Vacation 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. "
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 CA $359
CA $712 total
includes taxes & fees
Jan 2 - Jan 3, 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 CA $165
CA $452 total
includes taxes & fees
Dec 30 - Dec 31
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, (25)
"The house is very clean with all the amenities, the backyard area is very nice, we enjoyed our stay."
The price is CA $179
CA $411 total
includes taxes & fees
Dec 29 - Dec 30
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 CA $128
CA $223 total
includes taxes & fees
Dec 23 - Dec 24
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 CA $287
CA $639 total
includes taxes & fees
Jan 9 - Jan 10, 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, (134)
"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.

Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!

8.6 out of 10, Excellent, (11)
"We booked an extended weekend to visit my mom in her final days with terminal cancer. Just a couple days after booking, Hurricane Debby hit the east coast. We traveled in from Virginia, down the I-95 corridor, heading south on Thursday, the day Ole Debbie made the 2nd landfall in SC. Somehow we managed to avoid the worst of Debby and we were able to spend a few days with my mom. The little time we were able to spend at the house was great. We played a few games of billiards with the kids...
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!

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 CA $90
CA $347 total
includes taxes & fees
Jan 7 - Jan 8, 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
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, (1004)
"Great"
The price is CA $159
CA $179 total
includes taxes & fees
Jan 5 - Jan 6, 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. "
New Floating Luxury: Unique Houseboat Retreat

Wyndham Garden Jacksonville

3.0 star property
7.4 out of 10, Good, (1499)
"A good place to stay for the budget minded traveler."
The price is CA $107
CA $122 total
includes taxes & fees
Dec 29 - Dec 30
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 vacation rentals in Fleming Island?

Yes, we give you a choice of vacation rentals near popular local attractions in Fleming Island, or you can select a secluded option if you'd like a relaxing place to 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 vacation home rentals in Fleming Island?

Bluegreen Vacations Grande Villas at World Golf Village: Visitors like this Fleming Island vacation home rental. It is located on a lake and has an outdoor pool, a terrace, and a barbecue grill 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 a spa tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Fleming Island?

With 6 Expedia vacation rentals, you're sure 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 vacation rental in Fleming Island like?

A vacation rental is a private property you can book for a few weeks or just a few days in Fleming Island. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.