Leeward Key vacation rentals

We found vacation rentals — enter your dates for availability

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Leeward Key

Find out more about Leeward Key

Why visit Leeward Key

  1. Beautiful beaches: Leeward Key features stunning shorelines and breathtaking Gulf views, perfect for relaxation.
  2. Outdoor adventures: Engage in a variety of activities such as hiking and exploring nearby state parks.
  3. Local cuisine: Savor delicious seafood and regional dishes at the vibrant local eateries.
  4. Family-friendly excursions: Enjoy a range of activities suitable for all ages, making it a great family destination.
  5. Variety of accommodations: Choose from cozy condos to spacious vacation homes, ensuring a comfortable stay.

Popular types of accommodation around Leeward Key

Discover the perfect getaway in Leeward Key, where you'll find an array of vacation rentals to suit your needs. Whether you're seeking a cozy condo, a spacious private vacation home, or a charming cottage, our platform has you covered. With options like Leeward Key condo rentals and beachfront accommodations, you can enjoy the beauty of this stunning destination with the confidence of transparency and savings. Explore your ideal Leeward Key vacation rental today!

  • Condos: The top choice for vacation rentals in Leeward Key, offering modern amenities and stunning views.
  • Houses: A popular option for families and groups, providing spacious living areas and home-like comforts.
  • Cottages: A charming retreat, ideal for those seeking a cozy and picturesque stay by the beach.
  • Apartments: Conveniently located, these rentals are perfect for solo travellers or couples wanting easy access to local attractions.
  • Villas: Luxurious accommodations that offer privacy and upscale amenities for an indulgent getaway.**

Top attractions around Leeward Key

Leeward Key in Miramar Beach, Florida, offers a delightful blend of outdoor adventures, pristine beaches, and nearby state parks. Whether you're seeking relaxation by the shore or thrilling activities in nature, there’s something for everyone. Explore the vibrant local tourist precinct to make the most of your visit. With a variety of attractions, you’ll find plenty of enjoyable things to do during your stay, ensuring a memorable experience in this beautiful destination.

  1. Miramar Beach: Just half a mile from Leeward Key, this stunning beach offers vibrant beach vibes, perfect for sunbathing, swimming, and enjoying a relaxed coastal atmosphere.
  2. Henderson Beach State Park: Located 4.8km away, this state park is an adventure lover's paradise, featuring scenic nature trails and beautiful coastal views, ideal for outdoor enthusiasts.
  3. Destin Harbor Boardwalk: Situated 11.3km from Leeward Key, this lively boardwalk is perfect for families, offering shops, restaurants, and outdoor activities against a picturesque waterfront backdrop.

Things to do recommended for couples

For a romantic getaway at Leeward Key, indulge in a rejuvenating treatment at The Emerald Sanctuary, just 4.8km away, or enjoy a fun-filled round at Rainforest Black Light Golf & Arcade, located 3.2km away. Embrace the wellness and adventure vibes for an unforgettable experience.

Things to do recommended for families

Your family vacation in Miramar Beach, Florida, will be filled with excitement! Enjoy splashes at Big Kahuna's Water and Adventure Park, just 8.0km away, or test your skills at Fat Daddy's Arcade, located 4.8km away. The Track Family Recreation Center, 6.4km away, offers endless fun for everyone!

Things to do recommended for groups

Explore the vibrant Destin Commons for shopping and entertainment, unwind at the Golf Course at Seascape Resort for some outdoor fun, and check out Sirens at the Beach for unique local finds. These experiences promise a delightful group adventure near Leeward Key!

What do I need to keep in mind when booking a vacation around Leeward Key

When planning your trip, whether it's with a group, family, pets, or for an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Leeward Key with a group: Think about how many bedrooms you'll require, as well as additional features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Leeward Key with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Leeward Key: For many families, a getaway isn’t truly fulfilling unless their furry companion is along for the adventure. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Leeward Key: If you're in search of vacation rentals that offer discounts for stays of a month or more, 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 amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Leeward Key

Leeward Key, nestled along Miramar Beach, offers a perfect beach getaway with stunning coastal views and family-friendly excursions. Explore the beautiful shoreline, indulge in local cuisine, and soak in the Gulf views that surround this charming region. With its inviting atmosphere and array of activities, you'll find plenty of opportunities to create unforgettable memories while enjoying the serene beauty of Florida's Emerald Coast.

  • Destin: Destin is a vibrant city located a mere 6.4km from Leeward Key, renowned for its stunning beaches and outdoor adventures. Visitors flock to Destin for its beautiful coastline, lively boardwalk, and excellent shopping centres. You can enjoy activities such as hiking trails that lead to breathtaking views and family-friendly beaches perfect for a relaxing day under the sun. Notable attractions include the bustling town neighbourhood and unique local shops, making Destin a must-visit for those seeking both adventure and leisure.
  • Crystal Beach: Situated just 1.6km away from Leeward Key, Crystal Beach is a charming neighbourhood that captivates visitors with its laid-back atmosphere and beautiful scenery. Ideal for beach lovers, this area offers direct access to pristine shores, perfect for sunbathing and swimming. Crystal Beach is also home to delightful shopping centres and a scenic boardwalk, along with golf courses for those looking to tee off. The neighbourhood's close-knit community vibe and family-friendly environment enhance its appeal, making it a delightful spot to explore.
  • Avalon Beach Estates: Avalon Beach Estates is a picturesque neighbourhood located only 0.6.4km from Leeward Key, offering an idyllic retreat for vacationers. Known for its beautiful beaches and luxurious resorts, this area is perfect for those seeking relaxation and recreation. Golf enthusiasts can take advantage of the nearby golf courses, while families will enjoy the welcoming environment. With easy access to local attractions and the serene beach, Avalon Beach Estates provides an intimate escape that complements the vibrant energy of the surrounding areas.

Best time to go to Leeward Key

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January54.0°F (12.2°C)Light RainMostly SunnyLowModerately Low
February57.6°F (14.2°C)Light RainMostly SunnyAverageModerately Low
March62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
April68.4°F (20.2°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyHighModerately High
June81.3°F (27.4°C)Light RainMostly SunnyHighModerately High
July82.9°F (28.3°C)Light RainMostly SunnyHighModerately High
August83.1°F (28.4°C)Moderate RainMostly SunnyAverageAverage
September79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
October72.0°F (22.2°C)Light RainSunnyAverageAverage
November62.2°F (16.8°C)Light RainMostly SunnyLowAverage
December57.9°F (14.4°C)Light RainMostly SunnyLowModerately Low

Booking with Vrbo is simple

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

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travels, allowing you to easily create new trips, revisit previous ones, or manage your existing plans. You can conveniently find your saved or booked accommodations organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

More Vacation Rentals ideas

People also search for