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
(88 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 (9) Monthly Rentals (38) Ramrod Key (2) Sugarloaf Key (4) Summerland Key (3) Torch Keys (1)
 View Favorites
$5497 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.
$4053 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.
$508 night
Location: Key West
Rating: 4.7 Stars
Coral Oasis – Spacious 3BR Retreat, Shared Pool, Dog Friendly, Parking, Minutes to Downtown Key West
3 Beds
3 Baths
Sleeps 6
1,392 sq ft.
$3824 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.
$7543 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.
$10273 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
1,056 sq ft.
$16427 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.
$6018 month
Location: Key West
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
4 Beds
2 Baths
Sleeps 8
1,745 sq ft.
$7976 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.
$5691 month
Location: Key West
Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!
6 Beds
2 Baths
Sleeps 8
1,280 sq ft.
$5117 month
Location: Key West
Rating: 4 Stars
Island Escape: Charming Condo Just Steps From Duval Street, Near Southernmost Point, Shared Pool!
2 Beds
2 Baths
Sleeps 4
980 sq ft.
$10277 month
Location: Key West
Rating: 5 Stars
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapid Open Water Access!
4 Beds
2 Baths
Sleeps 6
1,617 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 HVMB
Copyright © 2008 - 2026 iTrip LLC