Photo by Ash Feky

Search Cottages in Fleming Island

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Cottages in Fleming Island

Cozy 1-bedroom cottage with WiFi and AC in charming Jacksonville
Exterior

Cozy 1-bedroom cottage with WiFi and AC in charming Jacksonville

8.0 out of 10, Very Good, (1)
"This was a good place for us. we needed a sleep and shower here place. It like a mother in law sweet. Cute neighborhood. We were there for a weekend fishing trip so it was just that. They are still working on this place as a newer Vrbo I think they are on the right track. It was clean. It’s not flawless, but that’s the working on thing. I loved the feeling of the bedroom, I loved the location, about 10 minutes from the boat ramp. We had room for our boat. They were open to a few...
Cozy 1-bedroom cottage with WiFi and AC in charming Jacksonville
Modern studio cottage with private patio and parking
Terrace/patio

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
< 4 Mi to Boat Ramp & Mickler Beach: Unique Cabin
House (4 Bedrooms) | Interior

< 4 Mi to Boat Ramp & Mickler Beach: Unique Cabin

3.0 star property
< 4 Mi to Boat Ramp & Mickler Beach: Unique Cabin
4 Mi to Everbank Stadium: Family-friendly Home!
House (3 Bedrooms) | Interior

4 Mi to Everbank Stadium: Family-friendly Home!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was amazing! Such a lovely home that i really felt like i was at my own house!! Well stocked, super clean, plenty of everything! Tastefully decorated with a lovely screened in porch. We will definitely stay here again!!!"
4 Mi to Everbank Stadium: Family-friendly Home!
'brookside' Waterfront Home w/ Kayaks & Deck!
House (2 Bedrooms) | Interior

'brookside' Waterfront Home w/ Kayaks & Deck!

3.0 star property
'brookside' Waterfront Home w/ Kayaks & Deck!
Cute And Cozy Jacksonville Crepe Myrtle Cottage New Build Romantic Getaway Vacay
Exterior

Cute And Cozy Jacksonville Crepe Myrtle Cottage New Build Romantic Getaway Vacay

9.8 out of 10, Exceptional, (35)
"Exactly as advertised. Secluded backyard perfect for Steve (our cat) and relaxing. Needed a recovery spot from surgery and this was perfect. "
Cute And Cozy Jacksonville Crepe Myrtle Cottage New Build Romantic Getaway Vacay
4 Mi to Dtwn Jacksonville: Game Day Escape!
House (3 Bedrooms) | Interior

4 Mi to Dtwn Jacksonville: Game Day Escape!

3.0 star property
4.0 out of 10, (1)
"- The screens of the entrance door were torn. - Some blades of the blind in the master bedroom on the ground floor were torn. - There were some cooked sausage pieces on a plate in the oven. - There was a piece of cloth in the washer. - There were no spoons. - There was only a small pot with a lid, which is not enough for multiple people. - The keurig pot was not working. Maybe we couldn't find out how to turn it on. - The lower bunk bed blanket was giving off a weird smell. - The garbage cans...
4 Mi to Dtwn Jacksonville: Game Day Escape!
Home w/ Pool 5 Mi to Neptune Beach in Jacksonville
House (3 Bedrooms) | Interior

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!
Cottage In The Woods! Secluded! Fully Renovated!
Exterior

Cottage In The Woods! Secluded! Fully Renovated!

10.0 out of 10, Exceptional, (22)
"We had a wonderful time! Everything was fabulous. The house an amenities were very nice and Ali was a real gem an great with communicating with us. Highly recommend this place to anyone! "
Cottage In The Woods! Secluded! Fully Renovated!
Stylish Home in Springfield Historic District!
House (3 Bedrooms) | Interior

Stylish Home in Springfield Historic District!

3.0 star property
Stylish Home in Springfield Historic District!
Spacious Jacksonville Home: 6 Mi to Downtown!
House (4 Bedrooms) | Interior

Spacious Jacksonville Home: 6 Mi to Downtown!

3.0 star property
4.0 out of 10, (1)
Spacious Jacksonville Home: 6 Mi to Downtown!
Northeast Florida Retreat
Bar (on property)

Northeast Florida Retreat

8.0 out of 10, Very Good, (7)
"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
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
Historic Green Cove Springs Home - Walk to Coast!
House (2 Bedrooms) | Interior

Historic Green Cove Springs Home - Walk to Coast!

3.0 star property
10.0 out of 10, Exceptional, (3)
"My friend and I stayed at this beautiful home on a planning trip for our non-profit youth theater company. The property was well maintained and clean and provided a lovely place to relax and get some work done. We loved staying here!"
Historic Green Cove Springs Home - Walk to Coast!
Cottage in a country setting, Pet and RV Friendly!
Property grounds

Cottage in a country setting, Pet and RV Friendly!

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"
Cottage in a country setting, Pet and RV Friendly!
Pet-friendly St Augustine Home w/ Dock & Yard!
House (3 Bedrooms) | Interior

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

3.0 star property
Pet-friendly St Augustine Home w/ Dock & Yard!
Private Patio + Lake View: Fruit Cove Home
House (3 Bedrooms) | Front of property

Private Patio + Lake View: Fruit Cove Home

3.0 star property
Private Patio + Lake View: Fruit Cove Home
Cozy Jacksonville Home w/ Yard ~ 8 Mi to Dtwn
House (2 Bedrooms) | Interior

Cozy Jacksonville Home w/ Yard ~ 8 Mi to Dtwn

3.0 star property
Cozy Jacksonville Home w/ Yard ~ 8 Mi to Dtwn
Cozy pool house minutes to the Zoo!
Exterior

Cozy pool house minutes to the Zoo!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay. The house was clean and very nice. The kids really enjoyed the pool."
Cozy pool house minutes to the Zoo!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Island Hotel Reviews

WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk

WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk

10/10 Excellent
"Very quick and easy . Professional people that was gratefully helpful"
Damontra 1-night trip
Posted 1 day ago
WaterWalk Extended Stay by Wyndham Jacksonville Deerwood Pk

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.