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Search Cottages in Fleming Island

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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare Cottages in Fleming Island with updated reviews, rates, and availability.

Cottage In The Woods! Secluded! Fully Renovated!
Outdoor pool

Cottage In The Woods! Secluded! Fully Renovated!

10.0 out of 10, Exceptional, (14)
"Our stay was wonderful. Very relaxing. Slept soundly. Beautifully decorated cottage accommodated all our needs. Owners are very attentive and gracious. Convenient to World Golf Village, golf courses and renowned Outback Crab Shack Restaurant. Also convenient to downtown St. Augustine. Would highly recommend. "
Cottage In The Woods! Secluded! Fully Renovated!
Cozy Fruit Cove Cottage on Hobby Farm w/ Wildlife!
Fridge, microwave, stovetop, dishwasher

Cozy Fruit Cove Cottage on Hobby Farm w/ Wildlife!

10.0 out of 10, Exceptional, (14)
"Crystal was very attentive and responded quickly to all questions, the property was clean and had everything we could need and more !"
Cozy Fruit Cove Cottage on Hobby Farm w/ Wildlife!
Beautiful Jacksonville Home: Walkable Location!
Terrace/patio

Beautiful Jacksonville Home: Walkable Location!

3.0 star property
Beautiful Jacksonville Home: Walkable Location!
Modern studio cottage with private patio and parking
Private kitchen

Modern studio cottage with private patio and parking

8.4 out of 10, Very Good, (8)
"Adequate facility with everything working correctly. Bed is pretty soft for our tastes, but all around good experience."
Modern studio cottage with private patio and parking
Northeast Florida Retreat
Bar (on property)

Northeast Florida Retreat

8.8 out of 10, Excellent, (6)
"We were in town for a wedding and thoroughly enjoyed the property. Things were a little messy after the hurricane, but property was quickly cleaned up and we all enjoyed the back yard/pool/bar/lounge area. Great place to stay. "
Northeast Florida Retreat
Home w/ Pool 5 Mi to Neptune Beach in Jacksonville
Microwave, oven, stovetop, dishwasher

Home w/ Pool 5 Mi to Neptune Beach in Jacksonville

3.0 star property
Home w/ Pool 5 Mi to Neptune Beach in Jacksonville
Charming Jacksonville Home ~ 2 Mi to Downtown!
House (2 Bedrooms) | Interior

Charming Jacksonville Home ~ 2 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house is located in the downtown historic district. All the homes in this area have been restored and are the cutest quaint little houses. It’s only a mile from UF Hospital of Jacksonville. When first arriving the AC was not cooling properly and upon contacting the host they were quick to get it resolved!! (Just needed filters replaced). Due to some unforeseen circumstances with our loved one at the hospital the host was very accommodating. I would stay here again if I needed to access the...
Charming Jacksonville Home ~ 2 Mi to Downtown!
'brookside' Waterfront Home w/ Kayaks & Deck!
TV, books

'brookside' Waterfront Home w/ Kayaks & Deck!

3.0 star property
'brookside' Waterfront Home w/ Kayaks & Deck!
7 Mi to Dtwn: Pet-friendly Jacksonville Home!
Interior

7 Mi to Dtwn: Pet-friendly Jacksonville Home!

3.0 star property
7 Mi to Dtwn: Pet-friendly Jacksonville Home!
Modern Jacksonville Home - Close to River!
House (3 Bedrooms) | Interior

Modern Jacksonville Home - Close to River!

3.0 star property
Modern Jacksonville Home - Close to River!
Chic Jacksonville Getaway, Walk to River & Parks!
TV, books

Chic Jacksonville Getaway, Walk to River & Parks!

3.0 star property
Chic Jacksonville Getaway, Walk to River & Parks!
Cozy pool house minutes to the Zoo!
Fireplace

Cozy pool house minutes to the Zoo!

10.0 out of 10, Exceptional, (2)
"Nice property, has all the essentials. Nice and communicative host. Thanks for having us!"
Cozy pool house minutes to the Zoo!
Jacksonville Vacation Home w/ Trout River Access
House (3 Bedrooms) | Interior

Jacksonville Vacation Home w/ Trout River Access

3.0 star property
2.0 out of 10, (1)
Jacksonville Vacation Home w/ Trout River Access
Tiny Lake House Oasis
1 bedroom, free WiFi

Tiny Lake House Oasis

9.6 out of 10, Exceptional, (11)
"Very nice patio with view of Black Creek, tiny house met all my needs and was well-decorated, trundle bed underneath twin for guest, perfect for a relaxing getaway!"
Tiny Lake House Oasis
Historic Green Cove Springs Home - Walk to Coast!
Miscellaneous

Historic Green Cove Springs Home - Walk to Coast!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We loved the historic charm of this house and the surrounding area. Communication was exceptional. The property is thoughtfully stocked with everything you will need for your stay including dish soap, toiletries, paper goods and even snacks and bottles of water. I would highly recommend this property. "
Historic Green Cove Springs Home - Walk to Coast!
Pet-friendly St Augustine Home w/ Dock & Yard!
Outdoor dining

Pet-friendly St Augustine Home w/ Dock & Yard!

3.0 star property
Pet-friendly St Augustine Home w/ Dock & Yard!
Beautiful cottage in a country settings yet minutes to everything!
TV

Beautiful cottage in a country settings yet minutes to everything!

9.0 out of 10, Wonderful, (7)
"Great location to meet up with friends to explore St. Augustine. The cottage is on a busy intetsection"
Beautiful cottage in a country settings yet minutes to everything!
Beautiful Guesthouse
Exterior

Beautiful Guesthouse

9.0 out of 10, Wonderful, (4)
"For the price, this was an acceptable location but I don't think I'll repeat it. The biggest issue was the musty smell. It seemed to have been closed up for some time. It was off-putting. Additionally, the shower took some getting used to. The oversized, and mineral-stained shower curtain was odd. Fortunately, I am small enough in stature to actually fit in the tiny corner. Communication and service was great. Dean"
Beautiful Guesthouse
Stylish Home in Springfield Historic District!
Terrace/patio

Stylish Home in Springfield Historic District!

3.0 star property
Stylish Home in Springfield Historic District!
Spacious Jacksonville Home: 6 Mi to Downtown!
Microwave, oven, stovetop, dishwasher

Spacious Jacksonville Home: 6 Mi to Downtown!

3.0 star property
4.0 out of 10, (1)
Spacious Jacksonville Home: 6 Mi to Downtown!
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 property types in Fleming Island

New Floating Luxury: Unique Houseboat Retreat
Interior

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (15)
"Whenever we travel, we always look for unique options and our stay at this houseboat did not disappoint. The boat offers fantastic views of Doctor's lake from the living area as well as the bedroom. The houseboat's amenities lacked nothing for our stay, we are very appreciative of the fact that the Houseboat was pet friendly.We hope to stay there again."
New Floating Luxury: Unique Houseboat Retreat
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, (270)
"Room was very nice and loved the pool and hot tub!"
Bluegreen Vacations Grande Villas at World Golf Village
Kasa Southside Jacksonville
Beach

Kasa Southside Jacksonville

3.5 star property
9.2 out of 10, Wonderful, (21)
"This was an amazing SUPER LAST MINUTE find! It was all virtual HOWEVER, they were so attentive and communicative whenever I just had questions and even checked in on us via text to make sure my family’s stay was going well! 10/10 my family and I will be back to book again here on future stays in Jacksonville "
Kasa Southside 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

Why book your cottage in Fleming Island with Expedia?
Expedia has some superb cottages in Fleming Island, so start planning for a memorable stay close to nature. If you need to stick to a budget, select how much you’re willing to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect fit whatever your escape looks like.
How can I find cheap cottages in Fleming Island?
Expedia can help you easily locate cheap cottages in Fleming Island. To book the perfect stay in just a few clicks, try out our handy filter tool to refine your search results by amenities, budget and star rating.