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Holiday Rentals in Fleming Island

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Holiday Rentals in Fleming Island

View from property
New Floating Luxury: Unique Houseboat Retreat
9.4 out of 10, Exceptional, (12)
"My husband and I stayed here for 4 nights to celebrate our 30th wedding anniversary & had a great time. The boat is amazingly spacious, and the views (particularly the gorgeous sunsets) are lovely. Having the tiki bar nearby was a nice plus. We look forward to coming back!"
The price is €440
per night
23 May - 24 May
New Floating Luxury: Unique Houseboat Retreat
Fridge, microwave, oven, stovetop
Watch the magnificent sunsets from Island Life!
10.0 out of 10, Exceptional, (7)
"The houseboat is wonderful!"
The price is €506
per night
25 May - 26 May
Watch the magnificent sunsets from Island Life!
Outdoor pool
Bluegreen Vacations Grande Villas at World Golf Village
3.5 star property
8.6 out of 10, Excellent, (257)
"The resort is well laid out but is showing signs of wear and tear. The hot tub didn’t work until the last day of our week there. They have played Jenna with other features. They used to have a high end coffee and hot drink machine. That has been replaced with a cheaper and more basic one, with fewer options. Less staff available and the main building closed overnight. The World Golf Hall of Fame is no longer in the adjacent facility and the whole space feels like a ghost town. The people...
Bluegreen Vacations Grande Villas at World Golf Village
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Pool
Studio loft w/ pool, spa & gardens near downtown
9.6 out of 10, Exceptional, (15)
"We stayed here for a few nights on our way to our first cruise in Orlando, we loved the atmosphere and how close it was to everything. We were super excited to find the little corner restaurant less than a block from our location. If ever back in the are will definitely be staying again."
Studio loft w/ pool, spa & gardens near downtown
Smart TV
Fancy private pool home in Jax beach
9.8 out of 10, Exceptional, (8)
"It was very comfortable and cozy felt like home."
The price is €610
per night
15 May - 16 May
Fancy private pool home in Jax beach
Outdoor pool
Newly renovated condo close to St Augustine beaches and golf clubs
10.0 out of 10, Exceptional, (48)
"The property itself was beautiful, even romantic with the Spanish style architecture. The owner of the property provided excellent communication and the the condo amenities made our stay peaceful and relaxing. "
The price is €197
per night
5 May - 6 May
Newly renovated condo close to St Augustine beaches and golf clubs
Individually decorated, individually furnished, iron/ironing board
Bartram Park Apartments By Barsala
4.0 star property
2.0 out of 10, (1)
"The property was not ready for renters. When we arrived there was a group of construction workers in the parking lot who whistled at me as I walked in. There was drywall dust along the walls+floors. The instructions they sent for wifi were not even remotely correct. The pool had no water in it. The communication from Barsala was abrupt+short. It was literally a construction zone and it was apparent they threw together the room before we arrived. There is nothing nice I can say about my...
Bartram Park Apartments By Barsala
Outdoor pool, a heated pool
New luxury country house, near St Augustine & World golf Village.
10.0 out of 10, Exceptional, (37)
"The house was better than pictures. I have rented 35 plus VRBO properties. This was the best equipped property I have been in, also very clean. Had a couple small issues , gas grill empty but was resolved in 24 hours. Highly recommend this property"
New luxury country house, near St Augustine & World golf Village.
A heated pool
Beautiful Home! Private pool! Close to the beach
8.2 out of 10, Very good, (10)
"Kids enjoyed , loved the house. Overall everything was great !"
Beautiful Home! Private pool! Close to the beach
Outdoor pool
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
9.2 out of 10, Wonderful, (5)
"The place was beautiful and colorful, nice area, not too far from shopping center and UNF. I think it would have been even more interesting if there was tvs in all room, and dressers for table space, the double twin bed needed another mattress on the bottom bump cause it was like you were sleeping on the floor, which is not good for adults, also I didn’t know you had to go thru another bedroom to get to that room, the trees around the pool need to be cut down cause it’s was to many leaves in the...
Large Pool🐬Billiards🎱Hammock & Grill 🔥Mural🦋Comfy Mattresses🔥Sleeps 10!
Pool
Mi CASA es su CASA
10.0 out of 10, Exceptional, (61)
"This property was perfect for our family to stay for a couple nights before our cruise. It was quiet and relaxing after a long drive from Michigan. The area is beautiful and quiet, perfect for early morning walks. The pool and hot tub were very nice. The bed was extremely comfortable! The condo had everything we needed. I would love to stay here again to enjoy it for a longer stay."
The price is €213
per night
8 May - 9 May
Mi CASA es su CASA
Outdoor pool
Tropical Retreat with Pool View - World Golf Village
9.6 out of 10, Exceptional, (16)
"Great location for the event we were attending, indoor and outdoor pool area were great! Super clean- loved the small patio off of the room. Would have loved beach towels bit would definitely stay there again!!!"
Tropical Retreat with Pool View - World Golf Village
Exterior
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
9.6 out of 10, Exceptional, (5)
"Everything as advertised- clean and easy checkout"
The price is €113
per night
5 May - 6 May
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Outdoor pool
Family Living: 4 mins from St Johns Shopping, 7 mins from Mayo
9.2 out of 10, Wonderful, (52)
"Had everything we needed. Plenty of room, right by pool, comfy beds, can cook at home and close to everything. "
Family Living: 4 mins from St Johns Shopping, 7 mins from Mayo
Pool
Family fun pool house with game room
8.0 out of 10, Very good, (7)
"We really enjoyed the place there issues that came up that were out of his control but the way he Handled it OMGEE I was floored. The microwave went out and we discovered it the first day. I was really just contacting the host to let him know but he overnighted a new and better one and it was on the porch the next morning. That’s the type of host you’re getting here. My children and I were in town visiting my sick mother and this place made that part easy. I’ll definitely be coming to stay on my...
Family fun pool house with game room
Fridge, microwave, oven, stovetop
Relaxing two bedroom waterfront home near beaches
10.0 out of 10, Exceptional, (18)
"Walking distance to the Yards Golf course and less than 5-minute drive to TPC Sawgrass. Very nice neighborhood and a super convenient location. We will definitely book again."
The price is €436
per night
5 May - 6 May
Relaxing two bedroom waterfront home near beaches
Living area
Centrally located, Modern, Cozy Family Friendly Home
9.0 out of 10, Wonderful, (42)
"Great property. I’d love to stay here again."
The price is €235
per night
6 May - 7 May
Centrally located, Modern, Cozy Family Friendly Home
Property grounds
Delighted Modern Home private pool&patio
10.0 out of 10, Exceptional, (12)
"Six of us stayed here while we were visiting the area for a family reunion. The location was nice and central, between the reunion location in Fleming Island and the tourist spots in and around Jacksonville. Not too far from St. Augustine and just over an hour to Amelia Island. The house was spacious and the perfect size for our group. The pool was great, especially during the hot week. The property was maintained well. Overall, we had a very nice visit!"
Delighted Modern Home private pool&patio
Terrace/patio
Downtown Jacksonville - La Casa De Blues
9.6 out of 10, Exceptional, (37)
"The property was awesome, plenty of space!"
The price is €308
per night
6 May - 7 May
Downtown Jacksonville - La Casa De Blues
Lobby
Luxurious Home w/ Spectacular Glass Room & Patios
9.8 out of 10, Exceptional, (134)
"The home is located in a beautiful, quiet neighborhood and can easily accommodate large families. Its location provides easy access to Jacksonville and surrounding areas. Booking, check in, and communication went very smoothly. Great stay with family."
Luxurious Home w/ Spectacular Glass Room & Patios
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See all available properties in Fleming Island
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.

Other types of properties in Fleming Island you may be interested in

Exterior
Holiday Inn Express & Suites Fleming Island, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (875)
"Good place to stay "
The price is €121
per night
2 Jun - 3 Jun
Holiday Inn Express & Suites Fleming Island, an IHG Hotel
View from property
New Floating Luxury: Unique Houseboat Retreat
9.4 out of 10, Exceptional, (12)
"My husband and I stayed here for 4 nights to celebrate our 30th wedding anniversary & had a great time. The boat is amazingly spacious, and the views (particularly the gorgeous sunsets) are lovely. Having the tiki bar nearby was a nice plus. We look forward to coming back!"
The price is €440
per night
23 May - 24 May
New Floating Luxury: Unique Houseboat Retreat
Memory-foam beds, in-room safe, individually furnished, desk
Wyndham Garden Jacksonville
3.0 star property
7.0 out of 10, Good, (1433)
"Housekeeping ran out of face towels one day of stay."
The price is €77
per night
22 May - 23 May
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.

Everything you need to know about Fleming Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fleming Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fleming Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fleming Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Island holiday rentals we have selected for you start as low as €130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fleming Island rentals

At Expedia, we put the best Fleming Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fleming Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fleming Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 10 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.

Recent reviews of Fleming Island properties
Expedia verified reviews