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

Florida - Florida Keys Holiday Rentals

135 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 51 - 75 of 135
First Previous
1 2 3 4 5
Next Last


1 bedroom Vacation Rental Home in Key West
Home: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a 1.5 bedroom 1 bath cottage with loft including a 2nd sleeping area. ... Learn More
Rates
Contact Owner
Directly For Rates


Pet Friendly   High-Speed Internet


View Details Send Inquiry



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: BLOOM'N PARADISE - Relax in luxury in this beautiful Truman Annex private home that features three bedrooms and three bathrooms in the main house... Learn More
Rates
$5500 - $11375 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... Learn More
Rates
$225 - $457 night
$1350 - $2864 week


Non Smoking   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... Learn More
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, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in presti... Learn More
Rates
$1550 - $3444 week


Swimming Pool   High-Speed Internet


View Details Send Inquiry



Studio Vacation Rental Condo in Tavernier
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Tavernier, Florida, United States
Description: Orchid Suite Unit Description: The Caribbean Orchid Suite features a romantic, semi-enclosed private porch. It is conveniently located only fiftee... Learn More
Rates
$149 - $209 night
$1043 - $1463 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Villa Tropicale: A lush, secluded estate in the Casa Marina District Tropical seclusion best describes this oasis in the Casa Marina District. Ent... Learn More
Rates
$750 - $1100 night
$4970 - $8540 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



2 bedroom Vacation Rental Cottage in Key West
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t... Learn More
Rates
$260 - $370 night
$1680 - $2940 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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



2 bedroom Vacation Rental Condo in Key West - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Beach Club #104 - Unique oceanfront living with breathtaking views Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Cl... Learn More
Rates
$290 - $420 night
$1890 - $3500 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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



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



3 bedroom Vacation Rental Home in Ramrod Key
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Ramrod Key, Florida, United States
Description: Brand New 3 BR, 2 bath with dockage and great introductory pricing!!!!!! A paradise is immersed when entering Ramrod Key. It offers you a close re... Learn More
Rates
$1300 - $2300 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Key West
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Whitehead House: A unique two story home beside the Audubon House Whitehead House is a unique two-story single family attached home nestled beside... Learn More
Rates
$370 - $500 night
$2380 - $4340 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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



2 bedroom Vacation Rental Home in Key West
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is loca... Learn More
Rates
$290 - $420 night
$1890 - $3220 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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



Studio Vacation Rental Condo in Key West
Condo: Studio, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Premium studio condo Unit Description: This newly refurbished studio, decorated with island-inspired elegance, features a kitchenette with microwa... Learn More
Rates
$138 - $369 night
$966 - $2583 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Marathon
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation... Learn More
Rates
$3000 - $4000 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



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



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined residential street in the heart of the historic Old... Learn More
Rates
$730 - $1030 night
$4900 - $7700 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



3 bedroom Vacation Rental Home in Marathon
Home: 3 Bedroom, 5 Bathroom, Sleeps 8
Location: Marathon, Florida, United States
Description: Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation... Learn More
Rates
$3000 - $4000 week


Non Smoking   Swimming Pool   High-Speed Internet


View Details and Book Online Send Inquiry



4 bedroom Vacation Rental Home in Key West
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with t... Learn More
Rates
$450 - $660 night
$3010 - $5460 week


Non Smoking   High-Speed Internet


View Details and Book Online Send Inquiry



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





Listings 51 - 75 of 135
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.
 

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: