Fleming Key vacation rentals

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Holiday rentals with weekly discounts - Fleming Key

Showing deals for:Sep 11 - Sep 18

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Find out more about Fleming Key

Why visit Fleming Key

  • Scenic Outdoor Adventures: Enjoy a variety of outdoor activities including snorkeling in crystal-clear waters and exploring the beautiful Florida Keys.
  • Historic Attractions: Discover local historic civic buildings and vibrant streets that reflect the rich culture of the area.
  • Family-Friendly Activities: Engage in numerous family-oriented experiences perfect for creating lasting memories.
  • Charming Accommodations: Choose from cozy condos, private vacation homes, and charming cottages with beach access.
  • Sunset Views: Don't miss the romantic sunsets in nearby Key West, adding magic to your getaway.

Popular types of accommodation around Fleming Key

If you're looking for the perfect getaway in Fleming Key, you're in luck. Our most popular accommodations include houses, cozy condos, and charming cottages. Enjoy a beachside stay with access to a private beach, convenient amenities, and free parking. Whether you're seeking a relaxing retreat or an adventurous kite house experience, Fleming Key has something for everyone.

  • Houses: The top choice for visitors to Fleming Key, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option that combines convenience and amenities, ideal for those seeking a relaxed getaway with stunning views.
  • Cottages: Quaint and cozy, these charming retreats provide a perfect setting for couples or small families looking for a peaceful escape.
  • Apartments: Versatile and economical, apartments in Fleming Key offer a home-like feel for travelers who want flexibility during their stay.
  • Villas: Luxurious and spacious, villas are perfect for those seeking an upscale experience with added privacy and amenities.**

Top attractions near Fleming Key

Fleming Key offers a delightful blend of beach and outdoor experiences perfect for family vacations. Visitors can explore local attractions such as historic civic buildings, modern squares, and vibrant streets. With its rich culture and scenic views, the area is ideal for those seeking both adventure and relaxation. Don't miss the chance to discover the beautiful Florida Keys and other key places nearby for an unforgettable getaway.

  • Duval Street: A lively thoroughfare filled with vibrant nightlife, unique shops, and eclectic dining options. Experience the energetic atmosphere as you stroll through this iconic street.
  • Mallory Square: A bustling public space known for its stunning sunset views, street performers, and local artisan vendors. It's the perfect spot to enjoy the lively ambiance and celebrate the end of the day.
  • Harry S. Truman Little White House: A historic landmark that served as the winter retreat for President Truman. Explore its rich history and beautiful gardens, immersing yourself in the cultural heritage of the area.

Things to do recommended for couples

For a romantic getaway in Fleming Key, explore the beautiful waterfront by taking a sunset kayak tour. Enjoy intimate dining at a cozy local restaurant, or unwind together on a private beach, soaking in the stunning ocean views and creating unforgettable memories.

Things to do recommended for families

Your family will love the MLK Community Pool & Community Center, located 2 miles from Fleming Key. This welcoming spot features a pool and offers sports and outdoor activities, perfect for a fun-filled day under the sun with family vibes all around.

Things to do recommended for groups

Enjoy a round of golf at the Key West Golf Club, just 3 miles from Fleming Key. Experience culture and entertainment at the Waterfront Playhouse, located 1 mile away. Don't forget to visit The Kite House, a charming store only 0.9 miles from your base.

*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 Fleming Key

If you're traveling with a group, family, or pets, or planning for extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Fleming Key with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and much more on Vrbo.
  • Traveling to Fleming Key with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions can make your trip more enjoyable.
  • Taking your pets with you to Fleming Key: For many families, a vacation wouldn’t feel complete without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Fleming Key: If you're in search of vacation rentals with special rates for month-long stays, you've come to the perfect spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a spacious kitchen, or a private pool in your search as well.

Where to stay near Fleming Key

Fleming Key offers a delightful blend of tropical charm and outdoor adventure, making it an ideal destination for beach lovers and families alike. Explore the vibrant atmosphere of the nearby Lower Florida Keys and the historic allure of Key West, where romantic sunsets and exciting excursions await. From snorkeling in crystal-clear waters to enjoying family-friendly activities, your vacation near Fleming Key promises unforgettable experiences tailored to every type of traveler.

  • Key West: Key West is a vibrant island city known for its laid-back atmosphere and rich cultural heritage. Located at the southernmost point of the continental United States, this tropical paradise offers a unique blend of history, adventure, and relaxation. Visitors can enjoy a variety of activities such as shopping in charming boutiques, relaxing on beautiful beaches, or exploring the lively local nightlife. Don't miss the iconic sunset celebration at Mallory Square, where street performers and local vendors come together to create an unforgettable experience.
  • Old Town Key West: Just a mile from Fleming Key, Old Town Key West is a historic neighborhood that exudes charm and character. Known for its picturesque streets lined with colorful houses and lush tropical gardens, this area is perfect for leisurely strolls. Visitors will find a mix of quaint shops, delightful restaurants, and inviting resorts. Old Town is also home to several local landmarks, including the famous Duval Street, where you can immerse yourself in the local culture and nightlife while enjoying the coastal breezes.
  • Key West Historic District: Also located a mile from Fleming Key, the Key West Historic District is a treasure trove of history and architecture. This neighborhood showcases beautifully preserved buildings that reflect the island's rich past. Travelers can explore museums, art galleries, and historical sites, all while enjoying the laid-back island vibe. With easy access to the beach and various shopping areas, this district offers a delightful mix of activities for families, couples, and business travelers alike.

Best time to go to Fleming Key

If you're planning a trip to Fleming Key, Key West, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in March, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverageAverage
March73.4°F (23.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
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 SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly HighSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowAverage
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for an extended stay often leads to substantial savings. To help you discover the perfect Vrbo property that fits your budget, utilize our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or easily view and organize your travel plans. You can find all the properties you've previously saved or booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The beachside setting of Fleming Key is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Fleming Key. This romantic city is known for its restaurants, shopping and sporting events. Duval Street and Southernmost Point are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Fleming Key

Do you want to discover attractions to see during your stay? Venture out of your vacation home and experience everything that makes Fleming Key a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Key West Golf Club (3.4 mi / 5.5 km)
  • Bayview Park (1.7 mi / 2.7 km)
  • The Kite House (1.6 mi / 2.6 km)
  • MLK Community Pool & Community Center (2.3 mi / 3.6 km)

Exploring the natural features in Fleming Key

Whether you're an active traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Fleming Key. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Southernmost Point (2.3 mi / 3.8 km)
  • Florida Keys Beaches (15.3 mi / 24.7 km)
  • Audubon House and Tropical Gardens (1.6 mi / 2.6 km)
  • Key West Butterfly and Nature Conservatory (2.3 mi / 3.6 km)
  • South Beach (2.3 mi / 3.7 km)
  • Clarence S. Higgs Memorial Beach Park (2.4 mi / 3.8 km)

Frequently asked questions

How much does it cost to rent a vacation rental in Fleming Key?
Property type, length of stay and time of year are some of the conditions that can determine the price of a vacation home. Simply enter your dates of travel to find your perfect escape. From cozy chalets to plush villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Fleming Key?
When you travel and the style and size of the property will influence the cost of your beachside stay. Enter your Fleming Key travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the amenities and features you want in your vacation home.
How old do you have to be to rent a vacation rental in Fleming Key?
The minimum age is typically 16, 18 or 21. It can change from property to property on Vrbo, so look at the rules of your chosen Fleming Key stay before booking your escape.
How long can I rent a vacation rental in Fleming Key for?
The length of time you can book a vacation rental in Fleming Key varies according to the property. Just enter your preferred travel dates to see a list of options offering extended stays. With a range of amenities such as full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to find someplace just right to call your home away from home in Fleming Key.
Does Vrbo offer discounts for vacation homes in Fleming Key?
Whether you've got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some great deals and discounts on Vrbo. From mini stays to extended getaways, we've got the perfect place for your next Fleming Key escape.

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