just booked a vacation in
iTrip.net®
  • Log In
  • START A FRANCHISE
  • Destinations
  • Vacation Deals
  • List Your Property
  • Blog
  • Contact us
  1. USA
  2. FL
  3. Lower Florida Keys
  4. Key West
  5. 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
$4002 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.
$14855 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.
$5043 month
Location: Key West
Rating: 4 Stars
Island Escape: Shared Pool, Patio & Parking Just Steps from Duval Street
2 Beds
2 Baths
Sleeps 4
980 sq ft.
$3440 week
Location: Key West
Mar-Key Paradise | 100' Dockage, Atlantic Access & 3 En-Suite Bedrooms
5 Beds
3 Baths
Sleeps 8
1,481 sq ft.
$8274 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.
$5353 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
1,056 sq ft.
$9552 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.
$10721 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.
$9528 month
Location: Key West
Rating: 5 Stars
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
6 Beds
3 Baths
Sleeps 8
1,808 sq ft.
$9432 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.
$18164 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
3,100 sq ft.
$8924 month
Location: Key West
Rating: 5 Stars
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
5 Beds
2 Baths
Sleeps 8
1,428 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