Villas in Monroe County

Compare and save

Check prices for these dates

In two weeks

In two months

In three months

In four months

Top Cities in Monroe County

South Beach featuring tropical scenes, general coastal views and a beach

Villas in Monroe County

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

"Absolutely outstanding resort. Legitimate 5 star property. "

$549 nightly

Oct 19 - Oct 20

Total with taxes and fees

"The place was as advertised and made for a great place to unwind and enjoy the beautiful Keys! The elevator was an awesome bonus that made moving our heavy luggage a breeze!"

"Had a great time "

"Staff, accommodations and location were excellent. Would definitely stay there again."

$450 nightly

Oct 14 - Oct 15

Total with taxes and fees

"The location of the property is great. It is a short walk to many of the Key West attractions and restaurants. The off street parking is terrific. The late night music from Willie T’s was a little annoying.FYI, there was an issue with the check in process. We thought we were going to meet the owner at 4pm and the owner thought that VRBO was going to send us the access code via email. "

"Better than photos.Handy location to Key West or Islamorada.Would come back again."

"Great place to stay! Enjoy coming here year after year! "

"We had a fantastic stay at Coral Lagoon Villa 17. The location was perfect, just a short walk to the pool and next to the marina.The house was spotless and beautifully decorated. We would highly recommend this rental to anyone looking for a relaxing and enjoyable vacation. We hope to stay here again!"

"Very clean. "

$518 nightly

Oct 14 - Oct 15

Total with taxes and fees

"We had a very cute, cozy, and easy stay communication with the property was excellent. We truly enjoyed our 4th of July."

"This place has everything you need!!"

"As close to perfect as you will find. Pool is fabulous. When we return to Key West we will definitely stay here again."

"The house was beautiful and the area was quite. Our stay was so relaxing. The boat slip on the property was so convenient. We will definitely be back. "

"Nice and clean homes with great space for family."

Deluxe Villa, Ocean View | Beach/ocean view

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

$789 nightly

Oct 14 - Oct 15

Total with taxes and fees

"Perfect place to relax "

"Beautiful views"

"Property was very nice, everything as expected based on listing. Very good place for families."

$496 nightly

Oct 14 - Oct 15

Total with taxes and fees

"We loved the condo. It was perfect for just the two of us or maybe two couples or small Family. The bedrooms are extremely small but the two outdoor porches made up for it, especially the private pool! We had other family members staying g on condos nearby making a perfect place for a group to meet up!"

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Monroe County Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"I love the flamingo reusable water bottles. Perfect for our stay. The pool was refreshing. Had breakfast at the choconut hut. Plenty to do with the adjoining property."

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"The staff was great. We checked in around 8pm and discovered there was a problem with our air conditioner. They came to the room that night to attempt to fix it and offered us another room for the night when they couldn’t. Then the next morning they got a technician to come and work on it. We went out for the day and returned to a super chilly room. Also upon check out, they waived the resort fee because we had that problem. Great customer service!!!"