Highland Meadows vacation rentals

We found 41 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Highland Meadows that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as a pool and a washer and dryer. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find out more about Highland Meadows

Why visit Highland Meadows

  • Family-Friendly Activities: Highland Meadows is perfect for family vacations, offering a variety of attractions suitable for all ages.
  • Outdoor Adventures: Enjoy scenic lakes and urban parks that provide ample opportunities for outdoor recreation and relaxation.
  • Charming Nearby Haines City: Explore the walkable neighborhoods and beautiful water features of this nearby charming community.
  • Diverse Accommodation Options: Choose from vacation rentals, including private homes, villas, and condos, complete with outdoor pools and patios.
  • Friendly Atmosphere: Experience the warm and welcoming vibe of Highland Meadows, making it an ideal base for your getaway.

Popular types of accommodation around Highland Meadows

Planning your getaway to Highland Meadows? Exciting times await. Discover the most popular vacation rentals, including private homes, villas, and condos. Enjoy the luxury of an outdoor pool, relax by the swimming pools, or unwind on your own outdoor patio. Whether you’re looking for a refreshing dip or a serene space to relax, Highland Meadows has the perfect accommodation to make your stay unforgettable.

  • Houses: The top choice for travelers in Highland Meadows, offering spacious and comfortable stays ideal for families or groups.
  • Villas: A close second, these elegant homes provide a luxurious retreat with beautiful surroundings.
  • Condos: Popular for their convenience, condos often feature modern amenities and access to resort-style facilities.
  • Apartments: A practical option for solo travelers or couples, offering a cozy home away from home.
  • Cottages: These charming dwellings provide a quaint and intimate atmosphere for a relaxing getaway.**

Top attractions near Highland Meadows

Highland Meadows in Davenport, Florida, is perfect for family-friendly, outdoor, and entertainment-focused vacations. Visitors can enjoy a variety of attractions, including theme parks, urban parks, and scenic lakes. This charming area offers a blend of outdoor adventures and city experiences, making it an ideal destination for families and travelers seeking fun and relaxation. Be sure to explore the local points of interest for a memorable getaway.

  • LEGOLAND® Florida: This vibrant amusement park, located 12 miles from Highland Meadows, offers a world of creativity and adventure with interactive rides, themed areas, and impressive LEGO sculptures, perfect for families seeking a fun day out.
  • Disney's Animal Kingdom® Theme Park: Situated 14 miles from Highland Meadows, this immersive theme park combines thrilling attractions with wildlife experiences, allowing guests to explore exotic landscapes while enjoying family-friendly entertainment.
  • ChampionsGate Golf Club: Only 8 miles away, this welcoming golf course offers a fantastic golfing experience alongside friendly service, making it ideal for families and groups looking for a fun day outdoors.

Things to do recommended for couples

For a romantic getaway near Highland Meadows, indulge in luxury at Ridgewood Lakes Golf and Country Club just 3 miles away. Enjoy a cozy wine tasting at True Blue Winery, only 1 mile away, or embrace adventure with water sports at Chain Of Wakes, 12 miles from your stay.

Things to do recommended for families

During your family vacation in Highland Meadows, enjoy thrilling adventures at Island H2O Live. waterpark or explore the wellness vibes at Lewis W Mathews Memorial Sports Complex. Don’t miss the excitement at ESPN Wide World of Sports Complex, perfect for sports enthusiasts, just 13 miles away.

Things to do recommended for groups

Your group can enjoy a fantastic day at Disney Springs™, just 16 miles from Highland Meadows, for shopping and dining. Explore Old Town, 14 miles away, for entertainment and unique shops. For those who love sports, Mystic Dunes Golf Club is only 11 miles away, offering a great outdoor experience.

*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 Highland Meadows

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

  • Traveling to Highland Meadows with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Highland Meadows with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Highland Meadows: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Highland Meadows: If you're in search of vacation rentals offering 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Highland Meadows

Highland Meadows in Davenport, Florida, offers a perfect blend of family-friendly adventures and relaxation. Explore the nearby charming Haines City, known for its walkable neighborhoods and beautiful water features. Enjoy the luxury of outdoor activities while soaking in the friendly atmosphere. Whether you're seeking excursions or leisure, Highland Meadows serves as an ideal base for a memorable vacation experience in this prime Florida location.

  • Davenport: Davenport is a charming city that serves as the gateway to your Florida adventure. Nestled conveniently near Highland Meadows, it offers an array of family-friendly activities and entertainment options. Enjoy a day at nearby resorts featuring expansive pools and luxurious amenities or hit the links at one of the local golf courses. Davenport is also a stone's throw from popular attractions like theme parks and film studios, making it an ideal base for thrill-seekers and families alike. Don't miss the chance to relax at one of the local beaches after a day of excitement.
  • Bridgeford Crossing: Just 0.7 miles from Highland Meadows, Bridgeford Crossing is a delightful neighborhood perfect for outdoor enthusiasts and families. This area is well-known for its theaters and golf courses, offering a blend of entertainment and leisure activities. Explore the nearby urban park for a picnic or a leisurely stroll, or delve into local history at a nearby museum. With its welcoming community atmosphere and proximity to the beach, Bridgeford Crossing is a great spot for a relaxing day out or a family gathering.
  • Patterson Groves: Located 0.9 miles from Highland Meadows, Patterson Groves is a vibrant neighborhood that caters to sports lovers and families seeking outdoor fun. Experience the thrill of golfing at local courses or unwind at one of the luxurious resorts in the area. With attractions like theme parks and film studios nearby, Patterson Groves offers a unique blend of entertainment and relaxation. Don't forget to take a leisurely stroll down the charming streets, where you can soak in the local atmosphere and enjoy the scenic views.

Best time to go to Highland Meadows

If you're planning a trip to Highland Meadows, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.6°F (18.1°C)No Rain (Dry)Mostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.9°F (22.7°C)Light RainMostly SunnyAverageAverage
May77.4°F (25.2°C)Light RainMostly SunnyAverageAverage
June80.8°F (27.1°C)Moderate RainMostly SunnyAverageSlightly High
July82.0°F (27.8°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.0°F (27.8°C)Moderate RainMostly SunnyAverageAverage
September79.9°F (26.6°C)Moderate RainMostly SunnySlightly LowSlightly Low
October74.8°F (23.8°C)Light RainMostly SunnySlightly LowSlightly Low
November68.2°F (20.1°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December64.2°F (17.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can achieve considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and rental type.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for planning your next adventures. You can easily start new trips, continue from where you last left off, or manage your travel plans all in one place. Your saved or booked properties are neatly organized into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Highland Meadows?
In Highland Meadows, vacation houses and villas are the most popular types of vacation rentals, with several options available throughout the area. These properties typically provide spacious living environments, featuring multiple bedrooms, fully equipped kitchens, and outdoor patios or decks for enjoying the pleasant Florida weather. Many of these rentals are located in serene neighborhoods, offering a peaceful retreat while still being conveniently close to local attractions.
How much does it cost to rent a vacation home in Highland Meadows?
Prices for vacation rentals in Highland Meadows vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Highland Meadows to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Highland Meadows vacation house rentals?
You can find great discounts on house rentals in Highland Meadows on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Highland Meadows?
In Highland Meadows, travelers can expect popular vacation rental amenities that enhance their stay. Most rentals feature fully equipped kitchens, making it convenient for guests to prepare their own meals. Additionally, many properties come with a blender, ideal for creating smoothies or other blended drinks. Outdoor spaces such as decks or patios are common, providing an inviting area for relaxation or al fresco dining. For added convenience, rentals often include onsite parking, ensuring easy access for guests arriving by car.
Can I find family house rentals in Highland Meadows?
In Highland Meadows, Florida, there are several family-friendly house rentals available, making it an appealing destination for those traveling with kids. Many properties in this area offer spacious living rooms, fully equipped kitchens, and outdoor areas where families can enjoy barbecues or play games.

The neighborhood is conveniently located near local parks, providing opportunities for outdoor activities such as picnics and sports. Additionally, visitors can explore nearby attractions like lakes for fishing or boating, enhancing the family experience.
Can I rent a vacation home with a pool or hot tub in Highland Meadows?
In Highland Meadows, Florida, travelers can find several vacation homes available for rent that feature pools and hot tubs. This serene community offers a variety of properties, including single-family homes and townhouses, many of which have private pools and hot tubs in their backyards, superb for enjoying the warm Florida weather. Amenities commonly found in these rentals include spacious living areas, fully equipped kitchens, and outdoor seating areas ideal for relaxation and entertaining. The neighborhood itself is family-friendly, providing a peaceful retreat while still being conveniently located near local attractions and amenities.
Are there any Highland Meadows vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Highland Meadows with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Highland Meadows?
In Highland Meadows, there are several pet-friendly vacation rentals available, offering a welcoming environment for travelers with pets. Many of these accommodations feature amenities like spacious yards, modern kitchens, and comfortable living spaces, great for families or groups looking to enjoy their stay. The area is known for its suburban charm, making it ideal for relaxing getaways.
Can I find long-stay vacation rentals in Highland Meadows?
A long-stay vacation rental in Highland Meadows is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Highland Meadows for a vacation rental?
The best time to book a vacation rental in Highland Meadows is during the peak season from July to September. This vibrant period attracts travelers seeking sun-soaked days and a variety of outdoor activities. With summer temperatures typically ranging from the mid-70s to the low 90s Fahrenheit, visitors can comfortably enjoy everything from hiking to water sports in the nearby lakes.

July stands out as the most popular month, where the atmosphere buzzes with excitement. Families and adventure seekers flock to the area to take advantage of the beautiful weather, making it a lively time to experience local festivals and community events.

For those looking for a more budget-friendly experience, consider visiting in October. This month offers a quieter ambiance, great for a relaxing getaway. The temperatures remain pleasant, and you can enjoy the natural beauty of the region as it transitions into fall, with fewer crowds to compete with for the best spots.

Ultimately, the ideal time to visit Highland Meadows depends on whether you prefer the energetic vibe of summer or the tranquility of early fall.
Are there any remote work vacation rentals in Highland Meadows?
In Highland Meadows, Florida, there are several remote work vacation rentals available that cater to the needs of professionals seeking a work-friendly environment. Many of these properties offer amenities such as free Wi-Fi, ensuring a reliable internet connection for remote work. The accommodations typically include dedicated workspaces and comfortable living areas, allowing for a productive yet relaxing stay.

The area itself is known for its serene surroundings, providing a peaceful atmosphere that can enhance focus while working. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Highland Meadows vacation rental?
Book your Highland Meadows vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Highland Meadows, Florida, United States of America?
In Highland Meadows, Florida, travelers can enjoy a relaxed atmosphere with several attractions nearby. The neighborhood is known for its proximity to natural beauty, including parks and lakes that are superb for outdoor activities. Just a short drive away, visitors can explore Lake Louisa State Park, which offers hiking trails, fishing, and picnic spots amidst scenic landscapes.

Additionally, the charming downtown area of Clermont is not far, where guests can find local shops, restaurants, and the famous Citrus Tower, which provides panoramic views of the surrounding area and the chain of lakes. For those interested in golf, several well-maintained courses are located within a reasonable distance, providing a great way to enjoy the Florida sunshine.
Can I change or cancel my Highland Meadows home rental booking on Vrbo?
To find Highland Meadows vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Highland Meadows vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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