Find Extended Stay Hotels in Florida Keys

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Top Florida Keys Extended Stay Hotels | Reserve now, pay later

Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"It was very clean and spacious. Staff were very nice and helpful. "
The price is $479
$584 total
includes taxes & fees
May 28 - May 29
Santa Maria Suites
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (999)
"This was our second time staying at Island City House hotel. We absolutely love it here! The staff are amazing from the front desk to the housekeepers. The beautiful tropical setting is so serene and relaxing. The pool is awesome after a long day of bopping around Key West or a long night of barhopping. it’s so convenient to have the kitchenette and comfortable to have a living room and porch. We recommend this property very highly to anyone who wants to stay in the heart of Key West! "
The price is $293
$330 total
includes taxes & fees
May 6 - May 7
Island City House Hotel
Penthouse Level Ocean Views- Live the Dream
9.6 out of 10, Exceptional, (206)
"The check-in process was quick and painless, even though we didn’t arrive until after midnight. The property was quiet, and clean. The condo itself was spotless, it had all necessary amenities and a great view as well! The spot was very close to Duval St, within walking distance of a nice beach - overall, it was perfectly positioned for tourists!"
Penthouse Level Ocean Views- Live the Dream
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (954)
"This is the cutest hotel in Islamorada that had a little bit of everything! Close to everything, I just wish that they offered some kind of breakfast or coffee! But they do have a full kitchen"
The price is $223
$299 total
includes taxes & fees
May 2 - May 3
Pines & Palms Resort
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Beautiful room. Quiet, relaxing property. "
The price is $287
$378 total
includes taxes & fees
May 19 - May 20
Islander Resort
Lime Tree Bay Resort
3.5 star property
9.0 out of 10, Wonderful, (1000)
"My husband and I stayed for one night for our anniversary. We got the studio suite across the street from the main property. We loved our stay for the 1 night - pool was nice, beachy areas were lovely. They have lots of amenities - outdoor chess, hammocks, paddle boards, kayaks, bikes, tennis courts and pickle ball… it’s never ending. Our only complaint would be that the studio is not really “across the street”- it’s across US1 and down a ways. We had to drive. Like I said, we didn’t mind at all...
The price is $169
$234 total
includes taxes & fees
May 6 - May 7
Lime Tree Bay Resort
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1000)
"The trailer I stayed in with my wife it needs a better a/c unit"
The price is $241
$306 total
includes taxes & fees
May 2 - May 3
Drop Anchor
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1021)
"The room was very clean and you are across a restaurant so don’t need to drive anywhere unless you want to."
The price is $139
$178 total
includes taxes & fees
May 8 - May 9
Knight's Key Suites
Waterside Suites & Marina
3.5 star property
8.6 out of 10, Excellent, (1000)
"I definitely enjoyed my stay, it was like having your own apartment with everything that you could need and with a great view of the marina, the whole place was very clean and you had stores and restaurants right around the corner. "
The price is $134
$203 total
includes taxes & fees
May 6 - May 7
Waterside Suites & Marina
Old Town Suites
3.0 star property
8.6 out of 10, Excellent, (165)
"Room was clean and nice. Good size room and big shower. Bed was comfy. Only issue was the door code was not working so we had to wait for housekeeping to give us key and she was late in getting room ready. Also know that parking is very limited. Only 2 spots for 4 rooms. But location could not have been better. Great spot. Would stay there again and I am clean freak. "
The price is $121
$364 total
includes taxes & fees
May 30 - May 31
Old Town Suites
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