Leeward Key holiday homes

We found 39 holiday 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, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Leeward Key

  • Breathtaking coastal views: Leeward Key boasts stunning vistas of the Gulf of Mexico, perfect for relaxation and photography.
  • Pristine beaches: Enjoy sunbathing, swimming, and beachcombing on the beautiful, soft sands of Miramar Beach.
  • Family-friendly activities: The area offers a variety of fun options for families, ensuring everyone has a great time.
  • Charming neighbourhoods: Explore delightful local shops and eateries, immersing yourself in the local culture.
  • Outdoor adventures: Engage in exciting activities like fishing, kayaking, and hiking in nearby national parks.

Top attractions near Leeward Key

Leeward Key in Miramar Beach, Florida, offers a fantastic holiday experience with its stunning beaches, national parks, and vibrant tourist precincts. Enjoy outdoor adventures, family-friendly activities, and breathtaking Gulf views. The area features entertaining options at the Leeward Key condominiums, making it a perfect spot for a memorable family vacation. Whether you're after relaxation or adventure, there's something for everyone to enjoy in this beautiful coastal destination.

  • Miramar Beach: A stunning beach located 805m from Leeward Key, offering a perfect spot for sunbathing, swimming, and soaking in the laid-back coastal vibes.
  • Henderson Beach State Park: Situated 4.8km away, this national park provides a blend of adventure and beautiful scenery, with nature trails and pristine beach access for outdoor enthusiasts.
  • Destin Harbor Boardwalk: Just 11.3km from Leeward Key, this vibrant precinct is ideal for families, featuring shops, restaurants, and various outdoor activities along the picturesque harbor.

Things to do recommended for couples

Looking for a romantic getaway in Miramar Beach? Indulge in a rejuvenating treatment at The Emerald Sanctuary, enjoy a fun round at Rainforest Black Light Golf & Arcade, or embark on an exciting fishing trip with Olin Marler Charter Fishing for a memorable adventure together.

Things to do recommended for families

Your family will love exploring Big Kahuna's Water and Adventure Park, just 8.0km from Leeward Key, and enjoying the thrills at The Track Family Recreation Center and Fat Daddy's Arcade, both offering fantastic fun and adventure within 4 and 4.8km respectively.

Things to do recommended for groups

Your group can enjoy a shopping spree at Silver Sands Premium Outlets, just 4.8km from Leeward Key, or explore the lively Baytowne Wharf, 6.4km away. For outdoor fun, hit the Golf Course at Seascape Resort, only 3.2km from your accommodation.

*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 Leeward Key

If you’re planning a trip with friends, family, or pets, or if you're looking for extended accommodation, it's important to set your priorities when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to Leeward Key with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Leeward Key with young kids: Traveling with young kids can be quite a task. 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 activities.
  • Taking your pets with you to Leeward Key: For many families, a trip wouldn't feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Leeward Key: If you're seeking holiday rentals with great offers 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 accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Leeward Key

Leeward Key in Miramar Beach offers a stunning beachfront getaway that will make your next holiday unforgettable. With its breathtaking coastal views and the emerald waters of the Gulf of Mexico, you’ll find plenty of family-friendly activities nearby. Explore charming neighbourhoods, indulge in local cuisine, and soak up the sun on pristine beaches, all while enjoying the relaxed atmosphere that makes this region a perfect destination for your vacation.

  • Destin: Located a mere 6.4km from Leeward Key, Destin is a bustling city that beckons beach lovers and outdoor enthusiasts alike. Known for its stunning sugar-white sands and emerald waters, Destin offers a vibrant boardwalk, fantastic shopping centres, and scenic hiking trails. Visitors can indulge in a variety of activities, from relaxing on the beach to exploring the charming town neighbourhoods. With family-friendly beaches and a lively atmosphere, Destin is perfect for those seeking both relaxation and adventure.
  • Miramar Beach: As the city where Leeward Key is situated, Miramar Beach is a popular destination for beachgoers and outdoor lovers. Renowned for its pristine coastline, this area features exceptional golf courses and luxurious resorts. The beach is the main attraction, providing a picturesque setting for sunbathing and water sports, while the nearby town neighbourhoods offer a taste of local culture. Whether you’re teeing off at a golf course or enjoying the family-friendly beach, Miramar Beach is sure to provide a memorable holiday experience.
  • Crystal Beach: Just 1.6km away from Leeward Key, Crystal Beach is a delightful neighbourhood that captures the essence of a quintessential coastal getaway. This charming area is known for its inviting beaches, lively shopping centres, and scenic boardwalks. Golf enthusiasts will also appreciate the nearby golf courses. With a friendly, laid-back atmosphere and close-knit community feel, Crystal Beach is ideal for families and couples looking to unwind and soak in the sun.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January54.0°F (12.2°C)Light RainMostly Sunny
February57.6°F (14.2°C)Light RainMostly Sunny
March62.6°F (17.0°C)Light RainMostly Sunny
April68.4°F (20.200000000000003°C)Light RainMostly Sunny
May75.0°F (23.9°C)Light RainMostly Sunny
June81.3°F (27.4°C)Light RainMostly Sunny
July82.9°F (28.3°C)Light RainMostly Sunny
August83.1°F (28.4°C)Moderate RainMostly Sunny
September79.9°F (26.6°C)Light RainMostly Sunny
October72.0°F (22.200000000000003°C)Light RainSunny
November62.2°F (16.8°C)Light RainMostly Sunny
December57.9°F (14.4°C)Light RainMostly Sunny

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can lead to better pricing options. Additionally, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to craft new adventures, pick up right where you left off, or easily view and arrange your travel plans. You can now find properties you’ve saved and booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

More Holiday Rentals ideas