Vacation Homes in Monroe County, FL

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

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities with Vacation Homes to explore in Monroe County

Top Vacation Homes in Monroe County

Don't see what you're looking for?
See all available properties in Monroe County
View all properties
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.

Find the Best Vacation Homes in Monroe County

Why book a vacation home in Monroe County?

Vacation homes in Monroe County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Monroe County?

Private Monroe County rental homes range between $637 - $2,592 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Monroe County vacation home rentals. You might look for Monroe County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Monroe County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Monroe County?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Monroe County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Monroe County hotels and vacation homes that best suit your stay. We also have deals for flights, and Monroe County car rentals. You’ll save even more when you bundle your items into a Monroe County vacation package!

How many vacation homes are available to book in Monroe County?

There are 3854 rental homes in Monroe County. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Monroe County?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Monroe County Vacation Homes essential information

Accommodation
3854 Vacation Homes
Lowest Price
$637
Highest Price
$2,592
Popular accommodation
The Hammocks at Marathon, Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking, Charming 3-bedroom house in Big Pine Key near Beach and Key West, Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis, Restful waterfront townhome with deck, great water views & washer/dryer, Outstanding pool and outdoor area 5 minute walk to beach!, Charming townhome with ocean views, an open porch & steps from the water, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, Perfect Location, Private Heated Pool, Pristine Luxury Home!

Explore More Ways to Travel with Travelocity