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  2. FL
  3. Lower Florida Keys
  4. Key West
  5. Monthly Rentals
  6. Key West

Properties in Monthly Rentals
(70 reviews)

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$4028 month
Location: Key West
Rating: 4.5 Stars
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic/Gulf Waters
3 Beds
1 Bath
Sleeps 6
1,092 sq ft.
$17525 month
Location: Key West
Rating: 4.7 Stars
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
4 Beds
3.5 Baths
Sleeps 10
2,668 sq ft.
$5368 month
Location: Key West
Pelican Perch – 3BR Canal Front Home with Dockage, Pet-Friendly, Quick Access to Atlantic & Gulf!
4 Beds
2.5 Baths
Sleeps 6
1,056 sq ft.
$5418 month
Location: Key West
Rating: 5 Stars
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friendly Accommodations!
4 Beds
2 Baths
Sleeps 8
889 sq ft.
$15056 month
Location: Key West
Rating: 5 Stars
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
6 Beds
3.5 Baths
Sleeps 10
2,882 sq ft.
$18530 month
Location: Key West
Rating: 5 Stars
Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool!
6 Beds
4.5 Baths
Sleeps 10
3,100 sq ft.
$10238 month
Location: Key West
The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
3 Beds
2 Baths
Sleeps 6
1,582 sq ft.
$12343 month
Location: Key West
Rating: 5 Stars
Sunset Bay: Spacious 5BR Getaway, Dockage, Heated Pool, Dog OK, Stunning Views & Minutes to Key West
5 Beds
2 Baths
Sleeps 10
2,450 sq ft.
$14537 month
Location: Key West
Ocean Acres: 3BR Oceanfront Estate on 20 Acres w/ Heated/Chilled Pool & Dog-Friendly
6 Beds
2 Baths
Sleeps 8
1,964 sq ft.
$9760 month
Location: Key West
Rating: 4.8 Stars
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
5 Beds
3 Baths
Sleeps 8
2,000 sq ft.
$8564 month
Location: Key West
Rating: 5 Stars
The Pinder House: Historic Charm w/ Heated/Chilled Private Pool, Steps from Duval St & the Seaport
3 Beds
2.5 Baths
Sleeps 6
1,411 sq ft.
$4089 month
Location: Key West
Rating: 3.5 Stars
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
4 Beds
2 Baths
Sleeps 6
1,092 sq ft.
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