Vacation Rentals & Apartments in Florida Keys

Vacation Rentals & Apartments in Florida Keys

Start comparing over 4,628 rentals in Florida Keys and book at the best price!

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Highlights Florida Keys

  • Swimming with dolphins
  • Snorkeling and Diving
  • Pristine white beaches
  • Mallory Square

Best Vacation Rentals and Apartments in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 12 Guests in Cudjoe Key, Lower Keys
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Cudjoe Key, Lower Keys
Vacation Rental • 297 m² • 4 Bedrooms
(3 reviews)
To spread out to relax or sleep additional two guests, we have a bean bag chair, convertible chair folds from bean bag to bed. We have added to all of our mattresses with an odor-neutralizing, anti-bacterial feature designed memory foam mattress to help you fall asleep easily and stay asleep throughout the night and greatly relieve back pains, and wake up feeling fully rested.Our goal is to create guest accommodation that is environmentally responsible and non-detrimental to the local flora and fauna. According to Nasa, there is greater than a 95% probability that the reason the Earth is wa...
from CA$925 / night
Vacation Rental for 2 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 51 m² • 1 Bedroom
(39 reviews)
Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space. The fully appointed kitchen is attached to the living area and features a generous sit-down bar and charming open shelving. Through the French doors lies a pr...
from CA$466 / night
Vacation Rental for 6 Guests in Key West, Lower Keys
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Key West, Lower Keys
Vacation Rental • 176 m² • 2 Bedrooms
(29 reviews)
Rare, one-of-a kind designer luxury condominium located in an exclusive gated Key West beachfront property. The Exclusive Key West Beachfront vacation rental has breath taking views overlooking the ocean and natural aquatic bird sanctuary. A spacious ocean front balcony provides the perfect setting for gazing and relaxing. Luxurious amenities include large heated swimming pool and immaculate tennis court overlooking the ocean, plus a second free form heated swimming pool.A Miami South-Beach based architect designed the interior space of this property by setting a dramatic loft-like ladder t...
from CA$615 / night

Popular Destinations in Florida Keys

    Prices and availability

    Current Vacation rental prices Florida Keys

    CA$855for 25 May - 1 Jun
    CA$878 annual average
    Average price per week

    Current vacation rental availability Florida Keys

    18%for 25 May - 1 Jun
    36% annual average
    Percentage of available rentals

    Vacation rentals in the Florida Keys

    Charming waterfront vacation rental on the Florida Keys

    Splitting the Atlantic from the Gulf, it’s hard to find rentals on the Florida Keys which don’t come with a magnificent sea view. These stunning islands are quiet and peaceful in the main, but keep going south to Key West city on the island of the same name, and that’s where the daytime fun and nightlife really gets going. Rentals often have swimming pools, or hot tubs for a relaxing evening after a hard day’s play

    Luxury accomodations and sea views

    Many properties in the Florida Keys are wooden structures, and Key West, the most southern inhabited island, is famous for its stunning wooden properties. Rentals in the Florida Keys have a Caribbean-esque feel and are well suited to families and smaller groups. Some vacation rental feature additional bonuses such as access to kayaks for those wishing to explore the stunning sea waters.

    Vacations in Florida Keys

    The area and getting around

    1,700 islands are waiting to welcome you!

    The Florida Keys archipelago is a string of around 1,700 islands pushing out to sea from the southern tip of the Florida coast, each joined to the next by a single highway for drivers. Take a ferry from Miami to Key West, or fly into Key West International Airport. Overland, the unique Florida Keys mangroves and white coral beaches support an astonishing array of life found only in this area, but the ecological treasures are also waiting to be discovered under the waves.

    Underwater utopia

    The only living coral reefs in the US are to be found in the Florida Keys, making them a true paradise for snorkeling and diving. Key Largo’s John Pennekamp State Park is an underwater preservation area from where you can explore the depths from the surface downwards. Take your pick from glass bottom boats to snorkeling to diving, but either way with the crystal-clear waters you’ll have a view of a lifetime of the rare and distinctive species of the Florida Keys Coast.

    Travellers and activities

    Florida Keys for sea-life lovers

    If you like to swim with colourful fish, dive a shipwreck, or snorkel over some of the world’s finest coral reefs in turquoise crystal-clear waters, look no further than Dry Tortugas National Park, about 70 miles south of Key West. Accessible only by boat or sea-plane, this archipelago of seven striking islands is a favourite for those who love the thrills of the ocean, and each island is embraced by pure, white sand beaches. Swimming with dolphins is the highlight for many who travel to the Florida Keys, and the Dolphin plus Marine Mammal Responder charity works tirelessly to support marine mammal life by arranging safe swimming with dolphins.

    Fort Lauderdale for foodies

    Although the centre of the nightlife is the island of Key West, you’ll find excitement and entertainment from Key Largo downwards. Whether a good night out is dancing ‘til you drop, or a quiet glass of wine and a meal while the sun sets, there’s something for everyone on the Florida Keys. For something really special, consider the Little Room Jazz Club on Key West for eclectic music and great value cocktails, or for authentic Cuban cuisine, don’t miss the renowned El Siboney restaurant on the same island. Further north in Islamorada, the place to be is Pierre’s Lounge and Restaurant at Morada Bay, where traditional French recipes have a Caribbean twist.

    Much of the sand in the Key West is not in fact natural but imported from the Caribbean. No wonder it’s beautiful!

    Top 5 travel tips in Florida Keys

    1. Islamorada’s History of Diving Museum

    Underwater sports in the Florida Keys are amongst the best in the world, and the History of Diving Museum takes you through ‘Man’s quest to explore under the sea’. With hands-on and interactive exhibits to attract the young and old this makes for a memorable family day out.

    2. Visit ‘The Old Man of the Sea’ – Ernest Hemingway

    The famous author made his home in Key West, and the attractive wooden home is now a museum dedicated to the great man. The Ernest Hemingway Home and Museum is preserved as it was in his lifetime. The gardens are a key part of your visit here, not only for the collection of many different species of plants and flowers, but for the many cats who inhabit it – all descendants of Hemingway’s own pets.

    3. The key to conservation

    The Florida Keys National Marine Sanctuary Eco-Discovery Centre on Key West not only raises awareness of the need to protect the delicate and unique eco-system of the Florida Keys but also features a ‘Living Reef’ tank which is part of the ongoing restoration efforts by the Centre.

    4. See if you can catch one that’s this big…

    They say that there’s a different species of fish to catch every day of the year in the Florida Keys! Whether you prefer angling from the pristine flats or coral shores, or you fancy taking a boat to the water to cast your lines, you will find your kind of fishing all along the archipelago.

    5. Mallory Square’s sunset celebrations

    As well as unique shopping experiences, Mallory Square hosts a nightly sunset celebration with entertainers ranging from tightrope walking to juggling. Watch as the sun sets behind the stunning Gulf of Mexico and sip down some delicious sangria!

    FAQs: Vacation Rentals and Apartments in Florida Keys

    How much do you pay on average for vacation rentals in Florida Keys?

    At an average price of CA$607.96 per night, Florida Keys lies at the upper end of the price range for vacation rentals in the USA.

    When are vacation rentals cheaper in Florida Keys?

    According to our 2020 data, the months that allow you to save the most in Florida Keys are October, September and November, with average prices of CA$521.16, CA$534.39, and CA$554.75, respectively.

    In which months is it more expensive to rent a vacation rental in Florida Keys?

    When booking a vacation rental in Florida Keys, the highest prices can usually be seen in the month of February (with an average of CA$738.52 per night), followed by March (CA$718.5), and April (CA$685.12).

    Are there usually many vacation rentals available in Florida Keys?

    If you decide to put Florida Keys on your bucket list, we suggest organizing your vacation long before you go because it is usually very high in demand, with an annual average of 85% of rentals booked in the year 2020.

    What are the best months for a spontaneous getaway?

    In 2020, the months with the largest number of accommodations available of the year in Florida Keys were September, May and April, with average availabilities of 24.5%, 24%, and 23%, respectively.

    When will it be harder to find an available vacation rental in Florida Keys?

    The months with the lowest properties available in Florida Keys are, in order, February, July, and March with respective average availability figures of 2.6%, 5.75%, and 7%, based on data collected in 2020.

    How many rentals are there in Florida Keys?

    Holidu has around 4100 properties in Florida Keys, provided by 7 different partners.

    Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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