Florida Keys vacation rentals

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Holiday rentals with weekly discounts - Florida Keys

Showing deals for:Aug 21 - Aug 28

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Find out more about Florida Keys

Why visit Florida Keys

  • Stunning beaches: The Florida Keys boast beautiful sandy shores perfect for sunbathing and swimming.
  • Outdoor adventures: Engage in activities like kayaking, snorkeling, and fishing amidst vibrant marine life.
  • Rich history: Explore historic sites and charming neighborhoods that showcase the unique culture of the Keys.
  • Family-friendly attractions: Enjoy a variety of options suitable for all ages, ensuring fun for the entire family.
  • Charming accommodations: Choose from cozy vacation rentals, private homes, and quaint cottages for a memorable stay.

Popular types of accommodation around Florida Keys

Discover the charm of Florida Keys vacation rentals, where you'll find a variety of options to suit your needs. Whether you're seeking a private vacation home, a cozy condo, or a quaint cottage, the Florida Keys has it all. With our transparent information, you can confidently choose from these popular keys rentals for an unforgettable getaway. Enjoy your adventure and the savings that come with booking your ideal keys vacation rental today.

  • Houses: The top choice for visitors to the Florida Keys, these homes offer spacious and comfortable accommodations, ideal for families or groups.
  • Condos: A popular option for vacationers, condos provide modern amenities and stunning views, perfect for those wanting a resort-like experience.
  • Cottages: These quaint and charming retreats are perfect for a cozy getaway, often nestled in picturesque settings.
  • Apartments: A practical choice for solo travellers or couples, apartments offer convenience and flexibility during your stay.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale experience with plenty of room to relax.**

Top attractions near Florida Keys

The Florida Keys are an ideal destination for beach lovers and families, offering a mix of modern attractions, state parks, and historic sites. Visitors can enjoy a variety of activities such as kayaking and sightseeing, with options that cater to cultural experiences and family adventures. Whether you're exploring the vibrant local culture or relaxing by the ocean, the Florida Keys promise memorable experiences for every traveller.

  • Mallory Square: A vibrant hub in Key West, Mallory Square is known for its lively atmosphere, bustling shops, and street performances, making it a perfect spot to unwind and soak in the local culture.
  • Fort Zachary Taylor Historic State Park: This historic park offers a blend of adventure and stunning scenery, with beautiful beaches, hiking trails, and the fascinating remnants of a Civil War-era fort, ideal for outdoor enthusiasts.
  • Florida Keys National Marine Sanctuary: A family-friendly marine park, it features incredible snorkeling and diving opportunities, showcasing vibrant coral reefs and diverse marine life, perfect for adventure seekers.

Things to do recommended for couples

Planning a romantic getaway in the Florida Keys? Explore the stunning sunsets at Mallory Square, indulge in a private dinner on the beach, or take a scenic drive along the Overseas Highway, soaking in the breathtaking ocean views together. It's the perfect spot for lasting memories.

Things to do recommended for families

Families can splash around at the MLK Community Pool & Community Center, located 11.3km from the Florida Keys. This vibrant spot offers sports facilities and a welcoming atmosphere, perfect for a fun-filled day of outdoor activities together.

Things to do recommended for groups

In the Florida Keys, your group can enjoy a round of golf at Key West Golf Club, catch a captivating show at the Red Barn Theater, and explore unique finds at The Kite House, all while soaking in the vibrant local culture and outdoor charm.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Florida Keys with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Florida Keys with young kids: Traveling with young kids can be a bit demanding. It's important to prioritize their comfort and safety, along with suitable amenities 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 families, a vacation isn’t truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Florida Keys: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Florida Keys

The Florida Keys offer an enchanting escape with stunning beaches, vibrant tropical landscapes, and rich historical charm. Ideal for family vacations or romantic getaways, this island paradise invites you to explore its unique neighborhoods and indulge in luxurious experiences. Whether you're seeking outdoor adventures or a relaxing beach retreat, the Florida Keys promise an unforgettable vacation filled with unforgettable excursions and breathtaking views of Florida Bay.

  • Key West: Key West is a vibrant city located about 9.7km from the Florida Keys, renowned for its stunning island charm. This lively destination offers a unique blend of family-friendly activities, business opportunities, and city-themed experiences. Visitors can indulge in shopping at local boutiques and malls or relax at the beautiful beaches that dot the coastline. With its rich history, visitors will find attractions like the famous Mallory Square and the Ernest Hemingway Home and Museum, providing a glimpse into the area's cultural heritage. Key West's laid-back atmosphere makes it an ideal spot for both relaxation and exploration.
  • Sunset Key: Sunset Key is a picturesque neighborhood situated approximately 9.7km from the Florida Keys, known for its idyllic beach experiences and family-friendly ambiance. This exclusive island community offers a serene escape with access to stunning sandy shores and recreational areas perfect for a relaxing day by the water. Its proximity to Key West means visitors can easily enjoy shopping and dining options. Sunset Key's tranquil atmosphere and breathtaking sunsets make it a perfect getaway for families and those looking to unwind in a peaceful environment.
  • Old Town Key West: Old Town Key West, located about 11.3km from the Florida Keys, is a historic neighborhood that captures the essence of island life. This area is popular for its city-themed attractions and family-friendly activities, making it ideal for all types of travelers. Stroll through charming streets lined with shops, dining venues, and resorts while soaking in the vibrant atmosphere. With nearby beaches and local landmarks, Old Town Key West offers a delightful mix of relaxation and adventure, ensuring an unforgettable experience for visitors of all ages.

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 save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, booking a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, refine your existing arrangements, or manage your bookings. Your saved and confirmed properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/en-ca/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. Florida Keys Beaches and Everglades National Park are just a couple of the must-sees. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Florida Keys

Are you hoping to discover attractions to visit while you're in the area? Travelers enjoy fun activities like jogging trails, dolphin viewing opportunities and fishing. Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Florida Keys a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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

Travelers appreciate the breathtaking sunsets and beautiful ocean views, which is just a taste of what Florida Keys has to offer. Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Florida Keys. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Florida Keys Beaches (27.7 mi / 44.6 km)
  • 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)

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 center. If you can't find a flight that's convenient for your trip, you can also fly into Key West Intl. Airport (EYW), 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 vacation rental?
Key West is one of the most preferred areas to select a vacation 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 vacation rental accommodation in Florida Keys?
The most desirable types of vacation 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 vacation rental in Florida Keys?
The average price for a vacation 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 vacation 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 vacation 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 vacation rentals in Florida Keys?
Florida Keys has 708 vacation 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 favorite 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 vacation rentals in Florida Keys?
Florida Keys has 2,243 two-bedroom properties to pick from. Discover a vacation home with all the privacy and space you need at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Florida Keys?
You'll have a choice of 2,095 vacation 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 vacation 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 vacation rental before making a booking.
How long can I rent a vacation rental in Florida Keys for?
How long you can rent a vacation 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.