just booked a vacation in
iTrip.net®
  • Log In
  • START A FRANCHISE
  • Destinations
  • Vacation Deals
  • List Your Property
  • Blog
  • Contact us
  2. FL
  3. Lower Florida Keys
  4. Key West
  5. Monthly Rentals
  6. Key West

Properties in Monthly Rentals
(65 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
 View Favorites
$4912 month
Location: Key West
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minutes from Old Town!
3 Beds
2 Baths
Sleeps 6
1,032 sq ft.
$16965 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.
$16322 month
Location: Key West
Rating: 5 Stars
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool, Dock & Pet-Friendly!
7 Beds
4 Baths
Sleeps 12
2,943 sq ft.
$5018 month
Location: Key West
Rating: 5 Stars
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage!
3 Beds
2 Baths
Sleeps 6
992 sq ft.
$8810 month
Location: Key West
Keys Breeze: 3BR Ramrod Retreat w/ Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly Comfort
4 Beds
2 Baths
Sleeps 8
1,288 sq ft.
$7515 month
Location: Key West
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
6 Beds
2 Baths
Sleeps 10
1,074 sq ft.
$7952 month
Location: Key West
Rating: 4 Stars
Sea-Esta: 3BR Canal-Front Escape on Big Pine Key, Pool, Dockage & Quick Access to Gulf & Atlantic
5 Beds
2 Baths
Sleeps 8
1,850 sq ft.
$9554 month
Location: Key West
Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
6 Beds
2 Baths
Sleeps 10
1,760 sq ft.
$12334 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.
$8348 month
Location: Key West
Vahevala: Your Tranquil Mid-Town Key West Oasis, 3BR Home, Pool & Close to Beaches & Duval Street!
3 Beds
2 Baths
Sleeps 6
1,402 sq ft.
$12152 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
1,774 sq ft.
$4056 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.
  • 1
  • 2
  • 3
  • 4
  • Next
Connect With Us
Vacation Rentals Vacation Destinations Vacation Deals Event Destinations View Favorites
About iTrip Blog Contact Us About Reviews Guarantee FAQ Privacy Policy
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb Flipkey
Copyright © 2008 - 2026 iTrip LLC