Perfect Places Vacation Rentals
Traveler Login Owner Login
Chinese (Traditional) Portugeuse Spanish Italian German French English

Key West Vacation Rentals

115 Key West Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Key West, Florida Keys, Florida, United States.
Destination:

Bedrooms (min)   Sleeps (min)
Interest: Accommodations:
Pet Friendly Internet
Online Booking Pool

Handicap Accessible


Select Arrival Dates
Arrival: Departure:

  Exclude unknown availability
Enter Keywords:


Price per Night Range:


 
Florida Keys Top Cities
Listings 1 - 25 of 115
First Previous
1 2 3 4 5
Next Last


Special Offer Jun 14 - Aug 29   *** AUGUST MID-WEEK MADNESS AT THE VICTORIA HOUSE ...
5 bedroom Vacation Rental Home in Key West
Home: 5 Bedroom, 6 Bathroom, Sleeps 12
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis... Learn More
Rates
$865 - $1776 night
$5800 - $12035 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $399 night
$1673 - $2793 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by ou... Learn More
Rates
$239 - $399 night
$1673 - $2793 week


Pet Friendly   Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry

Featured


2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features, hardwood floors... Learn More
Rates
$340 - $682 night
$2100 - $4350 week


Pet Friendly   Swimming Pool   High-Speed Internet


View Details Send Inquiry

Featured


2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, this home has a renovated kitchen and upgraded bat... Learn More
Rates
$1175 - $2683 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Truman Annex. An ideal location only 2 blocks fro... Learn More
Rates
$1350 - $3045 week


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place cond... Learn More
Rates
$1900 - $3770 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRES GATOS: Spend a month (or two) in one of Key West's most revered neighborhoods and live like a local in this sweet 2-bedroom Conch cottage. A... Learn More
Rates
Contact Owner
Directly For Rates


Pet Friendly   Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. ... Learn More
Rates
$210 - $413 night
$1175 - $2465 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: KEY WEST CHARMING: This downstairs 2 bedroom 1 bath home has been lovingly cared for by the owners. They actually use the property themselves eac... Learn More
Rates
$1175 - $2683 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: BOATER'S BEACH HAVEN: Located midtown on Florida Bay, you'll have first row seats for sunset every night. Take advantage of the private boat do... Learn More
Rates
Contact Owner
Directly For Rates


Swimming Pool


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome. Lots of space... Learn More
Rates
$1550 - $3081 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Condo in Key West
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: PARADISE PLACE – is a ground level one bedroom one bath condominium located in the Palm Gardens community in the heart of the art district and just... Learn More
Rates
$155 - $355 night
$900 - $2175 week


Pet Friendly


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: CONCH WIND - Stop searching, Conch Wind is the property you have been hunting for! This two story Conch Style townhome located in Old Town Key West... Learn More
Rates
$265 - $471 night
$1575 - $2900 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



3 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building closest to the beach... Learn More
Rates
$375 - $663 night
$2350 - $4344 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: ISLAND SPICE -- A beautiful 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of the prestigious Truman Annex community. Plent... Learn More
Rates
$2000 - $4060 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated community in the heart of Old Key West, Villa Soleil is... Learn More
Rates
$1650 - $3553 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



3 bedroom Vacation Rental Condo in Key West
Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: CORAL VILLA -- Located right in the middle of the action, Coral Villa is a beautiful 3-bedroom townhome in the gated community of Coral Hammock. J... Learn More
Rates
$215 - $394 night
$1300 - $2500 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa offers your family the peace and tranquility yo... Learn More
Rates
$220 - $381 night
$1250 - $2406 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



Special Offer May 25 - Sep 19   *** ATLANTIC BLUES WILL MAKE YOU SMILE *** Sure, i ...
2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: ATLANTIC BLUES - A stylish example of a Conch cottage, renovated with gorgeous hardwood floors, beautiful glass tiles, shining granite countertop... Learn More
Rates
Contact Owner
Directly For Rates


Pet Friendly   Swimming Pool


View Details Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: KEY LIME PIE - A little slice of Paradise located only one block from the Historic Seaport and close enough to bike to all the sites and attractio... Learn More
Rates
Contact Owner
Directly For Rates


Pet Friendly


View Details Send Inquiry



3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman Annex is a ga... Learn More
Rates
$4000 - $9200 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is important in life. Enjoy the ocean breezes while... Learn More
Rates
$300 - $488 night
$1800 - $3250 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: ARTIST GARDEN -- Bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of Truman Annex. Ideal loc... Learn More
Rates
$1800 - $3698 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: EGRET COTTAGE -- An Idyllic 1 bedroom cottage that is tucked away in a tropical oasis, peaceful and serene yet located in one of the most ideal nei... Learn More
Rates
$190 - $384 night
$1050 - $2320 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry





Listings 1 - 25 of 115
First Previous
1 2 3 4 5
Next Last

This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.

Find additional Vacation Rentals: