Find Vacation Homes in Monroe County, FL from $427
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Top Cities in Monroe County
Key West
Our top choices for Monroe County vacation homes
9.0 out of 10, Wonderful, (116)
"It was my first time staying there but it won’t be my last."
Dennis
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parkingOld Town Key West
7.4 out of 10, Good, (3)
"The hosts were very responsive and helpful. The stay was very comfortable and private. Close to beach and about a mile walk to Duval. "
Aimee S.
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Charming 3-bedroom house in Big Pine Key near Beach and Key WestSands
6.0 out of 10, (1)
"The house was not thoroughly cleaned. The cabinets and under the place mats were dirty. When we opened the pack and play it had an orange substance caked all over inside. We tried to watch tv and remote had no batteries, we tried the second remote and that didn’t work either. "
Heather H.
$580 nightly
The price is $644
Jan 5 - Jan 6, 2026
Total with taxes and fees
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock
Perla Blanca 4 Bed 5 Bath kayaks pool boat dockMarathon
9.8 out of 10, Exceptional, (49)
"Beautiful house, wonderful location. "
Melissa S.
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasisBeachside
Restful waterfront townhome with deck, great water views & washer/dryer
Restful waterfront townhome with deck, great water views & washer/dryerDuck Key
9.2 out of 10, Wonderful, (92)
"The property was ok. "
Shelly
Outstanding pool and outdoor area 5 minute walk to beach!
Outstanding pool and outdoor area 5 minute walk to beach!Marathon
10.0 out of 10, Exceptional, (73)
"Loved the location and this home was the perfect place to spend a week with the family!! "
Diana W.
Charming townhome with ocean views, an open porch & steps from the water
Charming townhome with ocean views, an open porch & steps from the waterDuck Key
9.6 out of 10, Exceptional, (12)
"Everything about the house was amazing. It was cozy, comfortable and extremely nice and clean! Can’t wait to come back!"
Candice L.
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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Top Monroe County Hotel Reviews
Blue Flamingo Resort Key West
10/10 Excellent
Price trends for hotels in Monroe County
Less expensive | More expensive | Next month |
|---|---|---|
May | February | $616 |
Month | Price |
|---|---|
January | $616 |
February | $864 |
March | $733 |
April | $577 |
May | $540 |
June | $596 |
July | $617 |
August | $619 |
September | $559 |
October | $577 |
November | $623 |
December | $584 |
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Monroe County. Select dates and complete search for nightly totals inclusive of taxes and fees.
Find out more about Monroe County
Booking Tips to Find the Best Monroe County Vacation Homes
How much does it cost to rent a vacation home in Monroe County?
You can find incredible Monroe County vacation homes for all types of budgets: between $427 and $2,380 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.
What is the best time to stay in a vacation home in Monroe County?
If you are looking for a great deal on your vacation home in Monroe County, consider visiting in , when prices are usually cheaper.
How many vacation homes are available for rent in Monroe County?
There are 3854 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.
How do I find the best deal for a vacation home in Monroe County?
Begin by entering your trip dates to see what type of Monroe County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.
Why should I rent a vacation home in Monroe County?
Booking Monroe County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.
What amenities are available in a private vacation home?
When thinking about what you want in your Monroe County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.
Why should I book a vacation home with Expedia?
Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Monroe County along with your vacation property, into a Monroe County vacation package.
Can I cancel my vacation home with Expedia?
Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.
Monroe County Vacation Homes information
Number of reviews | 1,313 |
|---|---|
Accommodation | 3854 Vacation Homes |
Lowest Price | $427 |
Highest Price | $2,380 |
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