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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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$6052 month
Location: Key West
Rating: 5 Stars
Lookout On Long Beach: Discover Serenity at Your Private Waterfront Sanctuary, Amazing Sunset Views!
3 Beds
2 Baths
Sleeps 6
$10316 month
Location: Key West
Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water Views & Boat Dockage!
4 Beds
2.5 Baths
Sleeps 6
$3996 month
Location: Key West
Rating: 4 Stars
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf
4 Beds
2 Baths
Sleeps 6
$9019 month
Location: Key West
Rating: 5 Stars
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
5 Beds
3 Baths
Sleeps 8
$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
$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
$12475 month
Location: Key West
Anchors Aweigh: Stunning Oceanfront Views, Dockage, Private Pool, Tiki Hut, Spacious & Dog-Friendly!
5 Beds
2 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
$11033 month
Location: Key West
Rating: 5 Stars
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
4 Beds
2 Baths
Sleeps 8
$13526 month
Location: Key West
Rating: 5 Stars
Breezy Palms: Exquisite Open Water Keys Paradise W/ Spectacular Views, Dockage, Pool & Dog-Friendly!
4 Beds
3 Baths
Sleeps 8
$9521 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
$12195 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
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