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

Properties in Key West
(92 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
Filter by Neighborhood
Big Coppitt Key (1) Big Pine Key (8) Cudjoe Key (8) Monthly Rentals (36) Ramrod Key (2) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
 View Favorites
$12307 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.
$5653 month
Location: Key West
Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat
6 Beds
2 Baths
Sleeps 8
1,280 sq ft.
$5232 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
800 sq ft.
$17366 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.
$9555 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.
$8273 month
Location: Key West
Rating: 4.5 Stars
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
4 Beds
2 Baths
Sleeps 6
2,010 sq ft.
$5365 month
Location: Key West
Rating: 5 Stars
Tropical Tee-Time: 2BR Townhome in Key West Golf Club with Two Shared Pools, Fitness Center, Dogs OK
2 Beds
1.5 Baths
Sleeps 4
806 sq ft.
$564 night
Location: Key West
Life Is A Breeze | Pool, Parking & Walk to Duval in Old Town Key West
2 Beds
2 Baths
Sleeps 4
1,120 sq ft.
$5853 month
Location: Key West
Rating: 5 Stars
Wahoo Waterway: Charming 3BR Canal Front Home in Cudjoe Key with Dockage & Pet-Friendly Amenities!
4 Beds
2.5 Baths
Sleeps 8
2,376 sq ft.
$9749 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
2,000 sq ft.
$4959 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.
$3588 week
Location: Key West
Rating: 5 Stars
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
3 Beds
1 Bath
Sleeps 4
680 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
Translate   Choose Language
Property Management List Your Property Owner FAQ Benefits Franchises
VRBO Airbnb HVMB
Copyright © 2008 - 2026 iTrip LLC
Privacy Policy | Your Privacy Choices