Find the best vacation rental

ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Florida Keys, FL: Top Deals

4.5 (96 reviews)
Barbary Beach House Key West
House
$152 /night
View deal
4.9 (7 reviews)
Bahama Dreaming
Hotel
$362 /night
View deal
4.8 (74 reviews)
Alexander Palms Court - 2 Blocks to Duval Street
Hotel
$105 /night
View deal
4.7 (1009 reviews)
Avalon Bed and Breakfast
Hotel
$112 /night
View deal
4.5 (365 reviews)
Ambrosia Key West
Hotel
$149 /night
View deal
4.8 (147 reviews)
Andrews Inn & Garden Cottages
Hotel
$117 /night
View deal
4.0 (27 reviews)
Banana's Foster Guesthouse
Hotel
$96 /night
View deal
4.5 (638 reviews)
Angelina Guesthouse Adults Only, No Resort Fees
Resort
$77 /night
View deal
4.2 (3 reviews)
A Key Escape
Hotel
$353 /night
View deal

Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Florida Keys, FL Area?
Vacation House & Condo Rental Price Information in Florida Keys, FL
+
The graph shows the percentages of vacation homes in each price bucket. Florida Keys has the largest percentage (18.69%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What activities, communities or places of interest are available for snowbirds near Florida Keys, FL?
Suggested Snowbirds Friendly Places in Florida Keys, FL
+
Florida Keys is a great destination for snowbirds due to its tropical climate and proximity to the ocean. The area also offers plenty of activities such as fishing, diving, swimming, kayaking, bird watching and more. There are several golf courses and tennis courts nearby, as well as numerous nature trails that offer stunning views of the local wildlife and scenery. Additionally, medical facilities in the area provide excellent healthcare options for senior citizens.

  • John Pennekamp Coral Reef State Park

    John Pennekamp Coral Reef State Park is one of the most popular attractions in the Florida Keys. It is home to a variety of fish species, including barracudas, parrotfish, angelfish, and many more. Visitors can choose from snorkeling, glass-bottom boat rides, scuba diving, and even kayaking tours. This park is perfect for snowbirds looking to explore the underwater beauty of the Florida Keys.

  • Theater of the Sea

    Theater of the Sea is an ecotourism center located on Islamorada in the Florida Keys. It offers visitors a chance to interact with dolphins, sea lions, sharks, stingrays, and other marine animals. The facility also features educational shows and presentations about the local marine life, making it a great place for snowbirds to learn about the region's aquatic diversity.

  • Key West Butterfly & Nature Conservatory

    The Key West Butterfly & Nature Conservatory is a lush indoor garden featuring hundreds of exotic butterflies and birds. It is the ideal destination for snowbirds who want to enjoy the beauty of nature without having to venture outdoors. The conservatory also includes a gift shop, cafe, and interactive exhibits, making it a great spot for seniors to relax and explore the wonders of the natural world.

How Many Rental Accommodations Are Pets Friendly in Florida Keys, FL?
Pets Allowed vs Not Allowed in Florida Keys, FL
+
34.27% of vacation homes in Florida Keys are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Where Should We Visit in Florida Keys, FL Area?
Destinations To Visit During the Winter in Florida Keys, FL
+

The most common & popular places (a.k.a points of interests) here in Florida Keys, FL are:

How Many Airports in Florida Keys, FL?
Top Airports in Florida Keys, FL
+

Here are the airports that located near Florida Keys:

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers