Florida Keys holiday lettings

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Find out more about Florida Keys

Find out more about Florida Keys

Why visit Florida Keys

  • Stunning beaches: The Florida Keys boast beautiful sandy beaches perfect for relaxation and family fun.
  • Outdoor adventures: Engage in activities like snorkelling, diving, and fishing amidst vibrant marine life.
  • Historic charm: Explore quaint towns with rich history and unique architecture, offering a glimpse into the past.
  • Romantic sunsets: Experience breathtaking sunsets over the water, ideal for couples seeking a romantic getaway.
  • Diverse accommodation: Choose from charming holiday rentals, including stylish condos and quaint cottages.

Popular types of accommodation around Florida Keys

If you're seeking the perfect getaway in the Florida Keys, look no further. Our range of holiday rentals includes charming houses, stylish condos, and quaint cottages. Each option provides a unique experience, ensuring you find the ideal holiday home for your stay. Explore our selection of Florida Keys holiday rentals and make the most of your vacation with transparency, savings, and reassurance.

  • Houses: The top choice for visitors to the Florida Keys, offering spacious and comfortable settings for families, friends, or couples.
  • Condos: A popular option, these self-contained units provide convenient amenities and often stunning views.
  • Cottages: These quaint and charming abodes are ideal for a peaceful getaway, perfect for couples or small families.
  • Apartments: A practical choice for those seeking flexibility and local experiences in the vibrant Keys.
  • Villas: Luxurious and spacious, these accommodations cater to those wanting a lavish retreat in a tropical paradise.**

Top attractions near Florida Keys

The Florida Keys offer an idyllic setting for beach and outdoor family holidays, with an array of attractions that cater to culture, adventure, and family experiences. Visitors can explore modern squares, national parks, and historic civic buildings, making it a perfect destination for those seeking both relaxation and excitement amidst stunning natural beauty.

  • Mallory Square: A vibrant hub in Key West, Mallory Square boasts a lively atmosphere with street performers, unique shops, and stunning sunset views over the Gulf of Mexico, perfect for those seeking a modern urban experience.
  • Fort Zachary Taylor Historic State Park: This national state park offers a perfect blend of adventure and relaxation, featuring beautiful beaches, hiking trails, and historical tours of the fort, set against picturesque natural scenery.
  • Harry S. Truman Little White House: A glimpse into history, this charming civic government building showcases the culture of the era with guided tours, artefacts, and lush gardens, providing insights into presidential life in the Keys.

Things to do recommended for couples

Seeking a romantic escape in the Florida Keys? Explore the stunning sunsets at Mallory Square, indulge in a sunset sail, or unwind on the pristine beaches of Key Largo. Don't miss a candlelit dinner at a beachfront restaurant for an unforgettable evening together.

Things to do recommended for families

Families can splash about at the MLK Community Pool & Community Center, located 4.3km from the heart of the Florida Keys. This lovely outdoor pool offers a vibrant atmosphere perfect for a day of fun and relaxation with the whole family.

Things to do recommended for groups

Enjoy a round of golf at Key West Golf Club, just 6.2km away, or immerse yourselves in a performance at the Waterfront Playhouse, only 3.7km from your base. Don't forget to visit The Kite House, 4.3km away, for unique souvenirs and local crafts.

What do I need to keep in mind when booking a vacation around Florida Keys

If you're travelling with a group, family, pets, or planning an extended stay, be sure to refine your search based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Florida Keys with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Florida Keys with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Florida Keys: For many, a family holiday isn't truly finished without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Florida Keys: If you’re in search of holiday rentals with special offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. Don’t forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Florida Keys

The Florida Keys offer an idyllic escape with stunning beaches and a vibrant tropical atmosphere, making it perfect for family holidays. From the lively streets of Miami Beach to the tranquil charm of the keys, visitors can indulge in outdoor adventures, explore historical sites, and enjoy romantic sunsets. With its unique blend of excursions and family-friendly activities, the Florida Keys is a delightful destination for anyone seeking a memorable vacation experience.

  • Key West: Key West is a vibrant city that epitomises island life, located a mere 3.7km from the Florida Keys. This lively destination is perfect for families, business travellers, and those seeking a city-themed experience. Visitors can explore a variety of shopping areas and malls, enjoy a stay at luxurious resorts, and soak up the sun on picturesque beaches. Key West's attractions include family-friendly beaches and charming streets lined with local shops and eateries, offering a delightful taste of island culture.
  • Old Town Key West: Old Town Key West is a charming neighbourhood situated 4.3km from the Florida Keys, known for its rich history and lively atmosphere. This area attracts families and business travellers alike, providing a city-themed experience that's both relaxed and engaging. With numerous shopping areas and malls, as well as resorts for a comfortable stay, Old Town is a hub of activity. Visitors can enjoy leisurely strolls along the streets, relax on beautiful beaches, and revel in the family-friendly environment that makes this neighbourhood a must-visit.
  • Sunset Key: Sunset Key, located just 3.7km from the Florida Keys, is a picturesque neighbourhood that offers a delightful mix of family, city, and beach experiences. This idyllic spot is renowned for its stunning beaches and recreational areas, making it perfect for families and beach lovers. Visitors can explore local shopping areas and malls, as well as enjoy the island's natural beauty. Sunset Key is the ideal destination for those seeking a tranquil escape and a taste of Florida's enchanting coastal lifestyle.

Best time to go to Florida Keys

If you're planning a trip to Florida Keys, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.9°F (21.6°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnySlightly LowSlightly Low
September83.5°F (28.6°C)Light RainMostly SunnySlightly LowSlightly Low
October80.6°F (27.0°C)Light RainMostly SunnySlightly LowAverage
November76.5°F (24.700000000000003°C)Light RainMostly SunnyAverageAverage
December73.6°F (23.1°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, opting for a longer stay frequently results in better deals. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area for you to plan new trips, manage your existing arrangements, or review your bookings. Your saved or reserved properties are neatly organised into sections for Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Lively Florida Keys will entice you

Enjoy the live music and other features of Florida Keys. Renowned for its dolphin watching, seaside and bars, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Florida Keys

Are you looking for attractions to visit during your stay? Travellers enjoy fun activities like jogging trails, dolphin viewing and fishing. Venture out of your holiday home and check out everything that makes Florida Keys a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Country Club (8.1 mi / 13 km)
  • Blue Hole (14.9 mi / 24 km)

Exploring the beaches and other natural features in Florida Keys

Travellers appreciate the breathtaking sunsets and beautiful ocean views, which is just a taste of what Florida Keys has to offer. Whether you're an active traveller or just want to take in the scenery, Florida Keys is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Pigeon Key (6.6 mi / 10.6 km)
  • Vaca Key (7 mi / 11.2 km)
  • Sombrero Beach (8.9 mi / 14.3 km)
  • Sunset Park Beach (10.4 mi / 16.7 km)
  • Coco Plum Beach (11.3 mi / 18.2 km)
  • Curry Hammock State Park (12.1 mi / 19.4 km)

How to get to and around Florida Keys

The nearest airport is in Marathon, FL (MTH-Florida Keys Marathon), located 8.7 mi (14.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Key West, FL (EYW-Key West Intl.), which is 40.8 mi (65.7 km) away.

Frequently asked questions

What is the best area to stay in Florida Keys when booking a holiday rental?
Key West is one of the most preferred areas to select a holiday home in Florida Keys. Searching for some top things to do and see here? Be sure to check out Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens.
What is the most popular type of holiday rental accommodation in Florida Keys?
The most desirable types of holiday rentals in Florida Keys are houses. Want something different? Vrbo offers a variety of options to match our guests' unique needs, so you'll see properties in lots of shapes and sizes. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday rental in Florida Keys?
The average price for a holiday home in Florida Keys is determined by several factors, like property type, length of stay and time of year. Whether you're dreaming about a villa with space for extended family or a quaint cottage for just you and your sweetheart, just add your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Florida Keys?
When you travel and the size and style of the property will help determine the cost of your beachside escape. Enter your Florida Keys travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the amenities and features you want in your holiday home.
What are popular rental amenities in Florida Keys?
When it comes to rental amenities that people look for in Florida Keys, a microwave oven, off-street parking options and a fridge are the most popular. With Vrbo holiday rentals, you'll enjoy choices to suit your taste and style, whether you're on a trip with your partner, your family or even pets.
Are there large group holiday rentals in Florida Keys?
Florida Keys has 708 holiday homes that can cater to 10 or more people. These stays come with the space and privacy you need to share good times with your favourite people.
What are the top attractions for families in Florida Keys?
There are loads of cool things to see and do with the family in Florida Keys, including:

  • Mallory Square
  • Duval Street
  • Smathers Beach

Can I find two-bedroom holiday rentals in Florida Keys?
Florida Keys has 2,243 two-bedroom properties to pick from. Discover a holiday home with all the privacy and space you need at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Florida Keys?
You'll have a choice of 2,095 holiday rentals with WiFi in Florida Keys. If you want to disconnect from daily life during your trip, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Florida Keys?
The minimum age is usually 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your preferred Florida Keys holiday rental before making a booking.
How long can I rent a holiday rental in Florida Keys for?
How long you can rent a holiday rental in Florida Keys varies according to the property. Just enter your selected dates to see a list of options offering extended stays. With tons of amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere perfect to call your home away from home in Florida Keys.

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