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

Properties in Monthly Rentals
(60 reviews)

Showing all properties for 2 guests. Taxes & fees included.
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$18284 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
$16794 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
$4957 month
Location: Key West
Castaway Cove: Charming 2BR Townhome in New Town, Key West with Shared Pool, Private Patio & Kayaks!
2 Beds
1.5 Baths
Sleeps 4
$11665 month
Location: Key West
Rating: 5 Stars
Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor Dining & Pet Friendly!
5 Beds
2 Baths
Sleeps 8
$11003 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
$5401 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
$11339 month
Location: Key West
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latitudes Restaurant!
3 Beds
2.5 Baths
Sleeps 6
$12279 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
$5018 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
$5911 month
Location: Key West
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
4 Beds
2 Baths
Sleeps 8
$4883 month
Location: Key West
Barbados Bungalow: Waterfront Paradise, Canal Front, Boat Ramp, Dogs OK, Prime Ramrod Key Corner Lot
3 Beds
2 Baths
Sleeps 6
$12234 month
Location: Key West
Rating: 5 Stars
The Conch Chateau: Stylishly Renovated Conch House in the Heart of Key West, Heated/Chilled Pool!
6 Beds
2 Baths
Sleeps 9
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