Perfect Places Vacation Rentals
Traveler Login Owner Login

Florida - Florida Keys Holiday Rentals

95 Florida - Florida Keys Holiday 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 Florida Keys, Florida, United States.

Email us now for more information about your Florida Keys vacation rental.
If you're looking for a vacation rental in Key West, go to our Key West vacation rentals page. For Tavenier, go to our Tavernier vacation rentals page. For other areas of the state, go to our Florida vacation rentals page.

more [...]
Select a city/town to narrow your vacation rental search or browse listings below:
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
Open RSS Feed Subscribe to RSS Feed

• Florida Keys Deals and Specials
Open RSS Feed Add to Yahoo Add to Google
• Florida Keys Last Minute Travel
Open RSS Feed Add to Yahoo Add to Google
   RSS Questions? -- More Feeds
Listings 26 - 50 of 95
First Previous
1 2 3 4
Next Last


3 bedroom Vacation Rental Home in Marathon - Ocean Front
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: In the Florida Keys At MM 50 - East Sister Rock Island is a ¼ mile off the Atlantic shore of Marathon. On this private island sits a dream come tru...
Rates
$714 - $725 night
$5000 - $5500 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room and kitchen. French doors open to a meandering...
Rates
$210 - $392 night
$1200 - $2320 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: DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room...
Rates
$225 - $471 night
$1350 - $3096 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, a...
Rates
Contact Owner
Directly For Rates


Pet Friendly   Swimming Pool   High-Speed Internet


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...
Rates
$4000 - $9200 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West neighborhood minutes from all the Duval Street...
Rates
Contact Owner
Directly For Rates


Pet Friendly   Swimming Pool


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...
Rates
$1235 - $2828 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: LINGER LONGER -- Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome located in the President's Walk of Truman An...
Rates
$1425 - $3241 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



3 bedroom Vacation Rental Home in Key West - Lake View
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quiet lane, amid tropical landscaping, this 3-bedro...
Rates
Contact Owner
Directly For Rates


Pet Friendly   Swimming Pool   High-Speed Internet


View Details Send Inquiry



3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: FAN-tastic GETAWAY: This home has everything, including a bit of Key West history. Formerly owned by actress and fan dancer, Sally Rand, this spa...
Rates
Contact Owner
Directly For Rates


Pet Friendly   Swimming Pool   High-Speed Internet


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: 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...
Rates
$1425 - $3241 week


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: BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course c...
Rates
Contact Owner
Directly For Rates


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: 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...
Rates
$1550 - $3278 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Key West, Florida, United States
Description: PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex, this home is in a great location and a great value for a great...
Rates
$1255 - $2828 week


Swimming Pool


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...
Rates
$265 - $486 night
$1575 - $3118 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...
Rates
$160 - $355 night
$935 - $2284 week


Pet Friendly


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...
Rates
Contact Owner
Directly For Rates


Swimming Pool


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: LAVENDER JUNGLE - Beautiful 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex, this home has a renovated kitchen and upgraded bat...
Rates
$1235 - $2828 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: GREEN ORCHID: Dreaming of living like a local in Key West? Dream no more. Green Orchid offers a true Conch experience situated on a narrow lane ...
Rates
Contact Owner
Directly For Rates


Pet Friendly   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: CAYO HUESO SUNSHINE: Awaken your senses with tropical breezes, tourquoise waters and Key West Sunshine in this brand new 2-bedroom, den, 3-bath h...
Rates
Contact Owner
Directly For Rates


Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: SUNNY VIEW - Adorable, affordable, and a great location! You bet! Sunny View is the perfect escape for a couple or singles looking to get away from...
Rates
Contact Owner
Directly For Rates


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...
Rates
$300 - $494 night
$1800 - $3250 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



2 bedroom Vacation Rental Condo in Key West
Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you an...
Rates
$180 - $350 night
$1050 - $2231 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: ROBIN'S ROOST (monthly rental): Tucked away in a quiet local neighborhood, Robin's Roost sits pretty in its own little world. Step through the fr...
Rates
Contact Owner
Directly For Rates


Pet Friendly   High-Speed Internet


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: BEACH HOUSE CONDO: Beautiful 2 bedroom 2 bath ground level condo located in the gated Shipyard Condominium area of the prestigious Truman Annex co...
Rates
$1450 - $3118 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry





Listings 26 - 50 of 95
First Previous
1 2 3 4
Next Last

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

Explore the Florida Keys Fantastic State Parks from Your Vacation Rental



Florida's well-known for its award-winning state parks, and some of the best are located in the Florida Keys. Staying in a vacation rental is a great way to explore these unspoiled gems. You can settle in and plan out your visits, returning to the comforts and amenities of your home away from home each evening. And all the other tourists will be shopping or at some attraction, you'll likely have a lot of room to yourself. Here are three you should check out, though they're all worthy of your time and interest.

Dagny Johnson Key Largo Hammock Botanical State Park. You'll find one of the largest tracts of hardwood hammock trees in the United States, as well as 84 protected species of plants and animals. Wild cotton, mahogany and mistletoe abound. There are plenty of trails and lots of quiet places to relax, reflect or bird watch. There are also paved roads for cyclists -- and they're handicap accessible for those in wheelchairs or needing walkers.

John Pennekamp Coral Reef State Park. If you're planning on exploring Pennekamp in your RV, you might want think again. This is the first undersea park in the United States, encompassing 70 nautical -- not square -- miles. Take heart, there are land areas where you can see native mangrove swamps and hardwood hammock groves. But visitors come primarily for the coral reefs and their marine life. Of course, scuba and snorkeling are two popular activities in the park, but so are tours in a glass-bottomed boat.

Fort Zachary Taylor Historic State Park. Located at the very end of the Florida Keys, this park was designated a National Historic Landmark in 1973. Fort Zachary Taylor was important during both the Civil War and Spanish-American war. It's also home to Key West's most popular beach, where you can swim, snorkel, fish or just sunbathe. You'll find this must-visit park at the end of Southard Street on Truman Annex.
 

Find additional Vacation Rentals: