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Fleming Island Vacation Rentals

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Vacation Rentals in Fleming Island

New Floating Luxury: Unique Houseboat Retreat
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!"
New Floating Luxury: Unique Houseboat Retreat
Watch the magnificent sunsets from Island Life!
Fridge, microwave, oven, stovetop
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
Outdoor pool
Bluegreen Vacations Grande Villas at World Golf Village
3.5 star property
8.6 out of 10, Excellent, (259)
"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
Fancy private pool home in Jax beach
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 ￥54,887
￥113,373 total
includes taxes & fees
Jun 17 - Jun 18
Fancy private pool home in Jax beach
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Property grounds
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
9.6 out of 10, Exceptional, (120)
"Peaceful relaxing and quiet."
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Mi CASA es su CASA
Pool | Outdoor pool, a heated pool
Mi CASA es su CASA
10.0 out of 10, Exceptional, (64)
"It was a beautiful property with exceptional grounds. The pool and hot tub were wonderful! We really enjoyed the stay. If we could change or add anything, it would be safety bars in the tub, a map of the facility telling us if we had access to any of the other areas and much more time to enjoy it! Thanks so much!"
The price is ￥15,525
￥35,623 total
includes taxes & fees
Jun 16 - Jun 17
Mi CASA es su CASA
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Exterior
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
9.2 out of 10, Wonderful, (7)
"Room was small. They never cleaned the room when we were there. Roaches were found in our room alive. The elevator was out of service and I am handicapped and both persons are over 70. The price was extremely high for the accommodation ."
The price is ￥11,291
￥15,952 total
includes taxes & fees
Jun 16 - Jun 17
Experience Jacksonville's Rich Culture & Nature in Style! Pets Allowed, Kitchen!
Newly renovated condo close to St Augustine beaches and golf clubs
Outdoor pool, a heated pool
Newly renovated condo close to St Augustine beaches and golf clubs
10.0 out of 10, Exceptional, (53)
"The condo was very nice and clean. It was missing a few things from the listing (breakfast, Klondike bars, shampoo, etc.). The owner was very nice and responsive whenever we had a question. The pool was amazing! Definitely get you a float to lounge around on if you plan to spend some time in the pool. Not as close to downtown St. Augustine as we had hoped but still a reasonable drive."
The price is ￥25,928
￥44,137 total
includes taxes & fees
Jun 24 - Jun 25
Newly renovated condo close to St Augustine beaches and golf clubs
Water View Tropical Retreat at Gated Golf Community
Pool | Outdoor pool
Water View Tropical Retreat at Gated Golf Community
9.2 out of 10, Wonderful, (7)
"This was the perfect place for our get away. Check in was very easy. Beautiful and quiet property with large pool and spa. Very clean and spacious for my family of four. I would definitely recommend this stay!"
Water View Tropical Retreat at Gated Golf Community
Romantic Sugar Magnolia House in Historic Springfield neighborhood near downtown
Property grounds
Romantic Sugar Magnolia House in Historic Springfield neighborhood near downtown
10.0 out of 10, Exceptional, (16)
"We absolutely loved the place! The kids didn’t want to leave, they had so many rooms to explore and enjoyed just lounging around and relaxing. The house is beautiful, huge and was very clean! We were provided plenty of towels and soap. The kitchen also provided everything we needed to cook a meal. We would definitely love to stay again in the near future!"
Romantic Sugar Magnolia House in Historic Springfield neighborhood near downtown
Studio loft w/ pool, spa & gardens near downtown
Pool
Studio loft w/ pool, spa & gardens near downtown
9.8 out of 10, Exceptional, (19)
"We loved this property. It had a fun vibe and the outside area was just beautiful. Highly recommend!"
Studio loft w/ pool, spa & gardens near downtown
Relaxing two bedroom waterfront home near beaches
Fridge, microwave, oven, stovetop
Relaxing two bedroom waterfront home near beaches
10.0 out of 10, Exceptional, (19)
"Lovely property, great neighborhood. Glad we chose this property while we were in the area."
The price is ￥31,364
￥71,977 total
includes taxes & fees
Jun 14 - Jun 15
Relaxing two bedroom waterfront home near beaches
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
Pool
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
9.4 out of 10, Exceptional, (39)
"Pool and back yard area was awesome! We will be back!"
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
Beautiful Home! Private pool! Close to the beach
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
Unique Design Bungalow in Jax Riverside Area.
Terrace/patio
Unique Design Bungalow in Jax Riverside Area.
9.8 out of 10, Exceptional, (11)
"My wife needed to visit the Mayo Clinic for testing, and we wanted to bring our dogs and this place was perfect for them. Fenced in back yard and very nice interior. I would recommend this place for sure."
The price is ￥19,603
￥44,911 total
includes taxes & fees
Jul 14 - Jul 15
Unique Design Bungalow in Jax Riverside Area.
Cozy house on the river, enjoy the view or fish right off the river bank
Fridge, microwave, oven, stovetop
Cozy house on the river, enjoy the view or fish right off the river bank
10.0 out of 10, Exceptional, (75)
"Very clean and well priced!"
Cozy house on the river, enjoy the view or fish right off the river bank
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Fridge, microwave, oven, stovetop
Modern 4 bedroom with Patio and Pool -- Sleeps 10
10.0 out of 10, Exceptional, (2)
"Beautiful stay for our quick family getaway. House layout is perfect for a family. Plenty of room, open spaces, great beds, linens, etc. Pool area was perfect and very safe with kids age 5+."
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Cheerful three bedroom home with a pool
Outdoor pool
Cheerful three bedroom home with a pool
9.8 out of 10, Exceptional, (16)
"This was a nice home for our family and friend group. My husband and I were in town to see George Strait in Jacksonville. Our childcare plans had to change and we brought our daughter and had a friend meet us with her family to watch her. The host was accommodating and understood the situation. The place was clean and had plenty of space for our last minute addition. The pool was BIG hit with the kids. Getting them out almost made us late for checkout!!! Much nicer than any hotel I have stayed...
The price is ￥31,364
￥69,275 total
includes taxes & fees
Jun 16 - Jun 17
Cheerful three bedroom home with a pool
Cozy spacious 2 bedrooms 2 bathrooms near beach
Fridge, microwave, oven, stovetop
Cozy spacious 2 bedrooms 2 bathrooms near beach
8.8 out of 10, Excellent, (8)
"We were pleasantly surprised with this property! The owner was amazing in responding to any questions we had. I would highly recommend this property!!"
The price is ￥17,250
￥41,926 total
includes taxes & fees
Jun 16 - Jun 17
Cozy spacious 2 bedrooms 2 bathrooms near beach
Cozy Treetop Hideaway
Property grounds
Cozy Treetop Hideaway
10.0 out of 10, Exceptional, (62)
"As a frequent user of VRBO properties this is the first house that I’ve been to that I felt right at home!! The owners absolutely thought of everything from shaving cream to fingernail polish remover. From the cleanliness to the decor, this property sets the standard very high and other property owners should take note. The very cute and cozy hideaway is a must!!! Next time I’m in Jacksonville I will check to see if this property is available. Thank you gentlemen for your southern hospitality!"
The price is ￥14,597
￥25,043 total
includes taxes & fees
Jun 30 - Jul 1
Cozy Treetop Hideaway
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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

Holiday Inn Express & Suites Fleming Island, an IHG Hotel
Exterior
Holiday Inn Express & Suites Fleming Island, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (902)
"Great little place tucked away in the back of plenty of shopping and dining options. "
The price is ￥17,890
￥20,125 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Inn Express & Suites Fleming Island, an IHG Hotel
New Floating Luxury: Unique Houseboat Retreat
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!"
New Floating Luxury: Unique Houseboat Retreat
Embassy Suites by Hilton Jacksonville Baymeadows
Lobby
Embassy Suites by Hilton Jacksonville Baymeadows
3.5 star property
8.2 out of 10, Very Good, (1009)
"I liked the atrium with plenty of space, the room was quiet at night despite having direct access to the atrium. Housekeeping does start very eatly, knocking on my door to begin daily cleaning at 7:45am. Self check out for the market is needed, spent a lot of time waiting for check in to be about to purchase drinks. Wishes my Hilton membership perks were applied. Overall, I enjoyed my stay."
The price is ￥17,664
￥20,049 total
includes taxes & fees
Jul 1 - Jul 2
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.

Search for holiday rentals in Fleming Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Fleming Island using one of the methods below:

  • View our selection of featured holiday rentals in Fleming Island
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  • Enter your travel dates to view the best deals on holiday rentals in Fleming Island while they last

Look no further and take a look at our great range of rental properties in Fleming Island!

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 8 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. Jacksonville Naval Air Station and St. Johns Town Center are other popular places to visit in the area.

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.

Recent reviews of Fleming Island properties
Expedia verified reviews

Midtown Lodge

Midtown Lodge

5/5 Excellent
"Nice and quiet. "
A verified traveler stayed at Midtown Lodge
Posted 2 days ago
Midtown Lodge