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
(93 reviews)

Showing all properties. Taxes & fees included.
Occupancy Options
 
Property Type
Amenities
Reset
Filter by Neighborhood
Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (10) Monthly Rentals (38) Ramrod Key (4) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
 View Favorites
$14970 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.
$8034 month
Location: Key West
Rating: 4 Stars
Sea-Esta | Heated Pool • 75' Dock • Deep Water Canal • Boater's Paradise on Big Pine Key
5 Beds
2 Baths
Sleeps 8
1,850 sq ft.
$4102 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.
$5940 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.
$5776 month
Location: Key West
Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat
4 Beds
2 Baths
Sleeps 8
1,280 sq ft.
$24160 month
Location: Key West
Endless Blue: Luxury Cudjoe Key Waterfront Retreat | Heated Pool, Dock, Guest House & Dog-Friendly
6 Beds
6.5 Baths
Sleeps 12
4,976 sq ft.
$7502 month
Location: Key West
Keys Breeze: Ramrod Key Waterfront Home | Heated Pool, Dock & Atlantic & Gulf Access | Dog-Friendly
4 Beds
2 Baths
Sleeps 8
1,288 sq ft.
$6042 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.
$16216 month
Location: Key West
Rating: 5 Stars
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Heated Pool, Dock & Tiki!
7 Beds
4 Baths
Sleeps 12
2,943 sq ft.
$242 night
Location: Key West
Rating: 5 Stars
J Ferrara #9: Charming Studio Oasis, Steps from Duval Street, Southernmost Point & Shared Pool!
1 Bed
1 Bath
Sleeps 2
138 sq ft.
$238 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.
$555 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.
  • 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