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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. "
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, (265)
"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
Mi CASA es su CASA
10.0 out of 10, Exceptional, (69)
"The property is in a large gated community. The grounds and surrounding homes are beautiful. It is very peaceful and quiet. The amenities are great and there is a lot to do within a 10-30 minute drive. The property owner communicated with us very well and our stay couldn’t have gone better. It was an awesome place to stay & a great experience for my family and Me."
The price is AU$332
includes taxes & fees
24 Nov - 25 Nov
Mi CASA es su CASA
Fancy private pool home in Jax beach
9.8 out of 10, Exceptional, (14)
"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$854
includes taxes & fees
24 Nov - 25 Nov
Fancy private pool home in Jax beach
Unique Design Bungalow in Jax Riverside Area.
10.0 out of 10, Exceptional, (22)
"The house was immaculate. The beds were comfortable and clean. Anything you could need was there for your use. Normally we eat out when in Jacksonville but the kitchen was so nice and well stocked with pots and dishes that we decided to cook. I can not say enough nice things."
The price is AU$441
includes taxes & fees
25 Nov - 26 Nov
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
Newly renovated condo close to St Augustine beaches and golf clubs
10.0 out of 10, Exceptional, (63)
""Our stay at World Gold Village was everything we hoped for. It was perfect for our family trip. The space was clean, comfortable, and had all the amenities we needed. The host “STEPHEN” was incredibly accommodating. I highly recommend this place to anyone looking for a place to stay as a family stay or a romantic retreat. This will definitely be my go-to place every time I visit St. Augustine. Thank you Stephen!"
Newly renovated condo close to St Augustine beaches and golf clubs
Centrally located, Cozy Family Friendly Home.
9.0 out of 10, Wonderful, (45)
"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.
Coastal Retreat.
9.8 out of 10, Exceptional, (6)
"5/5 Stars We had an absolutely wonderful stay at Mariana's coastal retreat! We came to Jacksonville to see the Nicki Minaj concert. The space was perfectly suited for a nice getaway - spacious, comfortable, and beautifully appointed. Mariana was a fantastic host, promptly addressing a minor issue with the lock and ensuring our stay was seamless. The accommodations truly made our trip special. We can't wait to return and would highly recommend this lovely retreat to anyone looking for a relaxing...
Coastal Retreat.
Cheerful three bedroom home with a pool
10.0 out of 10, Exceptional, (22)
"Great place to stay!"
The price is AU$686
includes taxes & fees
3 Dec - 4 Dec
Cheerful three bedroom home with a pool
New luxury country house, near St Augustine & World golf Village.
10.0 out of 10, Exceptional, (52)
"The entire experience with this booking experience was excellent. From the time I booked it, the communication with the property manager was consistent and reliable. We booked for an annual guys golf trip and the house easily accommodated all 8 guys in their own bedrooms with plenty of space, outdoor recreation area a heated pool and no shortage of bathrooms and showers. The only challenge for a group of our size who cook our own meals each night was the limited counter space in the kitchen for...
New luxury country house, near St Augustine & World golf Village.
Single house: 12guests,4bds/2baths,large backyard.
10.0 out of 10, Exceptional, (21)
"This home is beautiful, it has plenty of living space, two living room areas a large kitchen and plenty of space for dining! The beds are comfortable and there was plenty of room for our large party to stay. There are a ton of toys to keep the kids busy which was a plus! The kitchen is stocked with all cooking ware you need and the bathrooms are all stocked nicely. The host is great with communication and super nice! We enjoyed our stay here and will definitely stay again when we come back to...
The price is AU$587
includes taxes & fees
5 Dec - 6 Dec
Single house: 12guests,4bds/2baths,large backyard.
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."
Relaxing two bedroom waterfront home near beaches
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
9.6 out of 10, Exceptional, (16)
"Had 20 people do a golf trip. House worked out great for all of us. "
The price is AU$2,838
includes taxes & fees
26 Nov - 27 Nov
30 People Comfortably Gorgeous Home on Canal Boat Kayak access Two 85" & 75” TVs
Gorgeous circa 1875 Plantation House (in city)
9.8 out of 10, Exceptional, (63)
"Property was clean and comfortable. Close to grocery stores and restaurants . There were 7 of us staying there and we had plenty of room. There was a problem with the hot water and we messaged the owner they responded back very quickly . "
Gorgeous circa 1875 Plantation House (in city)
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
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
Cozy Treetop Hideaway
10.0 out of 10, Exceptional, (65)
"The property was beautiful the host THE BEST VRBO HOST EVER!! my husband and I enjoyed your weekend stay.. omg the bed is soooo comfortable. We will book again next year "
The price is AU$248
includes taxes & fees
15 Dec - 16 Dec
Cozy Treetop Hideaway
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!
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, (987)
"Staff was extremely helpful the entire stay"
The price is AU$192
includes taxes & fees
22 Dec - 23 Dec
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
Embassy Suites by Hilton Jacksonville Baymeadows
3.5 star property
8.4 out of 10, Very good, (1006)
"The pool is indoor hot tub didn't bubble that much. Breakfast is good has 4 elevevators. We had a suite shower was outdated. Had two events the same night so when we came back there was no parking. It was quit even tho it was indoor they were always cleaning had an area with chairs an tabels for smoking. Overall a good experience would stay again"
The price is AU$201
includes taxes & fees
26 Nov - 27 Nov
Embassy Suites by Hilton Jacksonville Baymeadows
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.
Beautiful view of the beach with palm trees

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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 8 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.