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 (9) Monthly Rentals (37) Ramrod Key (2) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
 View Favorites
$3473 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.
$8039 month
Location: Key West
Keys Breeze: 3BR Ramrod Retreat w/ Pool, Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly
4 Beds
2 Baths
Sleeps 8
1,288 sq ft.
$5897 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.
$14778 month
Location: Key West
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
8 Beds
3 Baths
Sleeps 12
4,600 sq ft.
$260 night
Location: Key West
Rating: 5 Stars
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
1 Bed
1 Bath
Sleeps 2
115 sq ft.
$3969 month
Location: Key West
Rating: 4.5 Stars
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic/Gulf Waters
3 Beds
1 Bath
Sleeps 6
1,092 sq ft.
$16277 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.
$11340 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.
$5984 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.
$622 night
Location: Key West
Life Is A Breeze: Gated Old Town Townhome Just 1 Block from Duval Street w/ Pool & Parking
2 Beds
2 Baths
Sleeps 4
1,120 sq ft.
$506 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.
$11892 month
Location: Key West
70 Sunset Key: Experience Idyllic Island Life, Shared Pool, Beach Access & Latitudes Restaurant!
3 Beds
2.5 Baths
Sleeps 6
1,681 sq ft.
  • Previous
  • 1
  • 2
  • 3
  • 4
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