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

Properties in Monthly Rentals
(70 reviews)

Showing all properties. Taxes & fees included.
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$7466 month
Location: Key West
Keys Breeze: Ramrod Key Waterfront Home | Heated Pool, Dock & Atlantic & Gulf Access | Dog-Friendly
4 Beds
2 Baths
Sleeps 8
1,288 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.
$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.
$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.
$16154 month
Location: Key West
Rating: 5 Stars
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Heated Pool, Dock & Tiki!
7 Beds
4 Baths
Sleeps 12
2,943 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.
$9682 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
1,056 sq ft.
$5148 month
Location: Key West
Mangrove Hideaway: 3BR Canal Front Ramrod Key Home w/ Dockage, Gulf + Atlantic Access & Parking
4 Beds
2 Baths
Sleeps 8
1,274 sq ft.
$24139 month
Location: Key West
Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly
6 Beds
6.5 Baths
Sleeps 12
4,976 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.
$11521 month
Location: Key West
Luxury Sunset Key Cottage | Beach, Pool & Latitudes | 30+ Night Rental
4 Beds
3 Baths
Sleeps 8
1,681 sq ft.
$7986 month
Location: Key West
Rating: 4 Stars
Sea-Esta | Heated Pool • 75' Dock • Deep Water Canal • Boater's Paradise on Big Pine Key
5 Beds
2 Baths
Sleeps 8
1,850 sq ft.
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