Holiday rentals and lettings in the Florida Keys

Holiday rentals and lettings in the Florida Keys

Start comparing over 4,669 rentals in Florida Keys and book at the best price!

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Highlights in Florida Keys

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

Best Holiday Rentals & Lettings in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Rental for 2 People in Duck Key, Monroe County
Holiday Rental for 2 People in Duck Key, Monroe County, Photo 1
Holiday Rental for 2 People in Duck Key, Monroe County, Photo 2
Holiday Rental for 2 People in Duck Key, Monroe County, Photo 3
Holiday Rental for 2 People in Duck Key, Monroe County, Photo 4
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Duck Key, Monroe County
Holiday Rental • 46 m² • 1 Bedroom
10.0
(90 reviews)
Studio unit with a King Bed plus a pull-out Futon, one bath. The studio comfortably sleeps 2 adults and 1 child. This unit includes a boat slip and ample parking for your boat trailer and truck. We can handle boats up to 25' in length. We are on the quaint and charming island of Conch Key located just north of Marathon Florida. Our clean and comfortable accommodations nestled behind a gated entrance and beautiful landscaping offer a green oasis for relaxation. A boat ramp is located a short distance away right on Conch Key. Unit 4 is located upstairs, the street side provides treetop views ...
from £159 / night
Holiday Rental for 4 People in Key West, Lower Keys
Holiday Rental for 4 People in Key West, Lower Keys, Photo 1
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Holiday Rental for 4 People in Key West, Lower Keys, Photo 3
Holiday Rental for 4 People in Key West, Lower Keys, Photo 4
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Key West, Lower Keys
Holiday Rental • 46 m² • 1 Bedroom
9.5
(19 reviews)
Summary:The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.The Space:The bright airy atmosphere of Room 1 provides the perfect space for your getaway. This room was created for a unique experience, bringing out your inner child...
from £245 / night
Holiday Rental for 4 People in Tavernier, Monroe County
Holiday Rental for 4 People in Tavernier, Monroe County, Photo 1
Holiday Rental for 4 People in Tavernier, Monroe County, Photo 2
Holiday Rental for 4 People in Tavernier, Monroe County, Photo 3
Holiday Rental for 4 People in Tavernier, Monroe County, Photo 4
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Tavernier, Monroe County
Holiday Rental • 55 m² • 1 Bedroom
7.5
(13 reviews)
2-room apartment 55 m2. Comfortable furnishings: living/dining room with 1 double sofabed and cable TV. Exit to the terrace. 1 room with 1 french bed (180 cm), shower/WC. Open kitchen (oven, dishwasher, microwave, freezer). Air-conditioning. Facilities: washing machine, dryer, telephone, iron, hair dryer.
from £243 / night

Other holiday ideas and property types in Florida Keys that might be interesting

Popular Destinations in Florida Keys

    Prices and availability

    Current Holiday letting prices Florida Keys

    £419for 27 Apr - 4 May
    £406 annual average
    May
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    Average price per week

    Current holiday letting availability Florida Keys

    18%for 27 Apr - 4 May
    36% annual average
    May
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    Percentage of available lettings

    Holiday rentals and lettings in the Florida Keys

    Charming waterfront holiday rentals on the Florida Keys

    Splitting the Atlantic from the Gulf, it’s hard to find lettings 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. Lettings 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. Lettings in the Florida Keys have a Caribbean-esque feel and are well suited to families and smaller groups. Some holiday rentals feature additional bonuses such as access to kayaks for those wishing to explore the stunning sea waters.

    Holidays 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 snorkelling 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 snorkelling 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!

    Information about holiday lettings in Florida Keys

    🏡 Holiday lettings available: 4668 properties.
    💳 Discount available: up to -34%.
    🌙 Minimum price per night: from £27.
    ⭐ Most popular amenities: Wi-Fi, air conditioning and balcony.
    🐾 Pet-friendly: 1446 properties.
    📶 For workation: 98% of the properties.
    🏊 With pool: 3212 properties.

    FAQs: Holiday Rentals & Lettings in Florida Keys

    Which facilities are offered at the holiday lettings in Florida Keys?

    Out of all of the amenities offered by Holidu, it seems that the holiday lettings in Florida Keys offer everything that tourists desire! Here, holiday lettings generally have a variety of facilities, the most popular being: Wi-Fi (99%), air conditioning (98%), and balcony (81%)... Are you convinced yet?

    How are the holiday lettings generally rated in Florida Keys?

    The holiday lettings in Florida Keys receive many good reviews from holiday-makers. 72% of holiday lettings have a rating of 4.5 stars, which implies that here it is possible to find great holiday lettings for your next trip!

    Are the holiday lettings in Florida Keys suitable for holiday-makers who wish to travel with their pets?

    The amount of holiday lettings in Florida Keys that admit people travelling with their pets, as well as those who do not, is quite similar. Therefore, you shouldn't wait too long to make your reservation so you can be sure your pet can travel with you.

    Do the holiday lettings in Florida Keys generally have Wi-Fi?

    Certainly! According to Holidu's database, 99% of holiday lettings in Florida Keys include an internet connection. This means that you will be able to browse the internet at any time!

    What is the average price for holiday lettings in Florida Keys?

    According to the information collected last year, there are fewer than 40% of the holiday lettings in Florida Keys that cost less than £100 per night.

    Do the holiday lettings in Florida Keys usually come equipped with a swimming pool?

    Certainly! According to the information collected last year, 70% of holiday lettings in Florida Keys are equipped with a swimming pool. This is a dream destination for sunbathing and relaxing by the swimming pool! In addition,71% even have a barbecue!

    Are the holiday lettings in Florida Keys suitable for stays with friends or better for a holiday as a small group?

    Judging by information from Holidu, 95% of holiday lettings are suitable for up to four people. Approximately 88% of the holiday lettings here include at least two separate bedrooms. Florida Keys is the ideal destination for small groups of friends!

    Are the holiday lettings in Florida Keys a good option for a luxurious holiday?

    Absolutely! The holiday lettings are well-equipped in Florida Keys. So if you are looking for holiday lettings in Florida Keys, you shouldn't wait long to book because 70% have a pool, 33% have a garden and 3% have a sauna. Also, if what you are looking for is a spacious property, 95% of the holiday lettings can accommodate groups of more than four adults and 33% have green spaces in their vicinity.

    If you are dreaming of a trip to Florida Keys, what is the best time of the year?

    Analysing the services they offer the holiday lettings in Florida Keys, it is easy to say that this is an ideal summer destination. This is because according to Holidu's internal data, 70% of the properties here have a swimming pool, 33% have a garden and 98% have air conditioning. What are you waiting for? Reserve a holiday letting in Florida Keys so you can enjoy your holidays.

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