Vacation Homes in Monroe County
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Our top choices for Monroe County vacation homes
9.4 out of 10, Exceptional, (29 reviews)
"First time staying here it won’t be our last!"
Thomas
2. 3-bedroom house boat in tranquil Key West with AC
3-bedroom house boat in tranquil Key West with ACKey West
3. Sept. spec @ 125 lodg + extras. 8th to 17th and 21st til 30th. Great value.
Sept. spec @ 125 lodg + extras. 8th to 17th and 21st til 30th. Great value.Old Town Key West
9.6 out of 10, Exceptional, (257 reviews)
"Loved our stay here!"
Kristin E.
4. TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!
TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!Old Town Key West
9.6 out of 10, Exceptional, (116 reviews)
"This was our second time staying. Perfect house and location!"
Robin S.
5. LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated PoolOld Town Key West
10.0 out of 10, Exceptional, (237 reviews)
"Wonderful location and the check in process was very easy. The pool was great. "
mary R.
6. 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks
7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & KayaksMatecumbe
10.0 out of 10, Exceptional, (67 reviews)
"Great location! House is awesome, easily host 3 families. We will be back"
christopher g.
7. CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!
CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!Key West Historic District
9.8 out of 10, Exceptional, (240 reviews)
"very clean, convenient to everything, pool is great"
Matthew M.
8. BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CARTKey Largo
10.0 out of 10, Exceptional, (140 reviews)
"Great stay! Highly recommend! "
Natalie B.
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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