Monroe County Vacation Rentals

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Top Cities in Monroe County

Our top choices for Monroe County vacation rentals

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (129 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is CA $208
CA $426 total
includes taxes & fees
Feb 10 - Feb 11
Treasure Harbor

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.6 out of 10, Excellent, (305 reviews)
"Quaint and very convenient. Beautiful views of the marina and water. Staff was very helpful and recommended a great restaurant. "
United States
Michelle
The price is CA $308
CA $346 total
includes taxes & fees
Feb 9 - Feb 10
Anchorage Resort & Yacht Club

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (266 reviews)
"Great place. "
Canada
Elizabeth
The price is CA $369
CA $608 total
includes taxes & fees
Feb 26 - Feb 27
Yacht Haven Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,170 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is CA $243
CA $303 total
includes taxes & fees
Feb 9 - Feb 10
Knight's Key Suites

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (299 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
The price is CA $250
CA $474 total
includes taxes & fees
Feb 9 - Feb 10
Old Wooden Bridge Resort and Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (175 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is CA $303
CA $571 total
includes taxes & fees
Mar 1 - Mar 2
Aqua Lodges at Hurricane Hole Marina

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,226 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
The price is CA $462
CA $576 total
includes taxes & fees
Mar 2 - Mar 3
Skipjack Resort & Marina

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (617 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is CA $284
CA $390 total
includes taxes & fees
Feb 12 - Feb 13
Breezy Palms Resort

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (208 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
The price is CA $342
CA $616 total
includes taxes & fees
Feb 9 - Feb 10
Aqua Lodge Rentals At Coconut Cay

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160 reviews)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is CA $417
CA $469 total
includes taxes & fees
Feb 22 - Feb 23
Sunshine Key RV Resort & Marina

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.6 out of 10, Exceptional, (20 reviews)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
United States
Michele G.
The price is CA $155
CA $474 total
includes taxes & fees
Feb 9 - Feb 10
Florida Keys Getaway - Slps 4 - Ocean View

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (43 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is CA $301
CA $625 total
includes taxes & fees
Mar 1 - Mar 2
Amazing Ocean view condo

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (165 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is CA $246
CA $443 total
includes taxes & fees
Feb 15 - Feb 16
Cottage with swimming pool and dockage, just minutes to Key West!

3212 Across from Pool * King & Queen/Twin Bunk Bed

3212 Across from Pool * King & Queen/Twin Bunk Bed
Tavernier
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is CA $299
CA $699 total
includes taxes & fees
Mar 4 - Mar 5
3212 Across from Pool * King & Queen/Twin Bunk Bed

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (26 reviews)
"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "
United States
Jenny G.
The price is CA $220
CA $601 total
includes taxes & fees
Feb 10 - Feb 11
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Sea View Farm Style Ocean front Condo Views

Sea View Farm Style Ocean front Condo Views
Tavernier
10.0 out of 10, Exceptional, (159 reviews)
"Our condo was very clean and welcoming. It was nice to have all the amenities to be able to cook. The grounds anre keep up well annd it was very quiet. Our hosts communicated wonderfully and were easy to get a hold of. They made our stay easy with restaurant listings, things to do etc. Thank you to our hosts you helped Malthus get away very enjoyable."
United States
Cindy S.
Sea View Farm Style Ocean front Condo Views

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (90 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is CA $338
CA $629 total
includes taxes & fees
Feb 23 - Feb 24
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Key West
8.6 out of 10, Excellent, (143 reviews)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is CA $299
CA $680 total
includes taxes & fees
Mar 4 - Mar 5
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (26 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is CA $345
CA $766 total
includes taxes & fees
Mar 11 - Mar 12
Lazy Daze Double King Suite Ocean Pointe 2310
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

Find out more about Monroe County

Everything you need to know about Monroe County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monroe County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monroe County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Monroe County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monroe County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monroe County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monroe County vacation rentals we have selected for you start as low as CA $285 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monroe County rentals

At Expedia, we put the best Monroe County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monroe County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monroe County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monroe County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.