Howey-in-the-Hills vacation rentals

We found 2,775 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Howey-in-the-Hills that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, such as air conditioning and WiFi. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Howey-in-the-Hills

Showing deals for:Jul 3 - Jul 10

Image gallery for Elegant Paradise Villa...Disney Luxury Vacation Home

Games Room
9.6 out of 10, Exceptional, (63 reviews)
Exceptional
(63 reviews)

Elegant Paradise Villa...Disney Luxury Vacation Home

Clermont

8% off
Price is $200
$1,403 for 7 nights
All fees included
Elegant Paradise Villa...Disney Luxury Vacation Home

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Find out more about Howey-in-the-Hills

Why visit Howey-in-the-Hills

  • Outdoor Adventures: Enjoy a variety of sports and leisure activities in the scenic parks and lakes.
  • Historic Howey Mansion: Visit this cultural landmark to experience the town's rich heritage.
  • Family-Friendly Excursions: Discover a range of activities perfect for families seeking fun and relaxation.
  • Charming Vacation Rentals: Choose from cozy homes, condos, or villas for a comfortable stay.
  • Picturesque Landscape: Explore the beautiful hills and natural features that make this area a hidden gem.

Popular types of accommodation in Howey-in-the-Hills

Planning a getaway to Howey-in-the-Hills? You're in for a treat. This charming destination offers a variety of vacation rentals, including houses, condos, and villas. Whether you're seeking a cozy house rental with a hot tub or spacious bedroom vacation rentals for the whole family, you'll find the perfect spot to unwind. Explore your options and enjoy a relaxing stay in this beautiful hillside retreat.

  • Houses: The top choice for travelers visiting Howey-in-the-Hills, these homes offer ample space and comfort for families, friends, or couples looking to enjoy a more personalized stay.
  • Condos: A popular option for those seeking convenience and amenities, condos provide a stylish and modern place to relax during your vacation.
  • Villas: Ideal for luxury seekers, villas offer spacious living and often come with private pools, perfect for an upscale getaway.
  • Apartments: A practical choice for solo travelers or couples, apartments provide essential comforts in a compact setting.
  • Cottages: These quaint and cozy retreats are perfect for a serene escape, allowing guests to connect with nature.**

Top attractions in and around Howey-in-the-Hills

Howey-in-the-Hills is perfect for outdoor enthusiasts and families seeking a scenic getaway. Visitors can enjoy various attractions such as urban parks and beautiful lakes, providing ample opportunities for sports and leisure activities. Don't miss a visit to the historic Howey Mansion, which adds a cultural touch to your trip. Whether you're looking to relax in nature or explore local heritage, this charming destination has something for everyone.

  • Lake Dora: Nestled about 7 miles from Howey-in-the-Hills, Lake Dora offers stunning beach access and picturesque scenery. It's perfect for outdoor activities and romantic picnics, with tranquil waters and beautiful sunsets enhancing the experience.
  • Howey Estate: Located within Howey-in-the-Hills, Howey Estate is a charming historic site that immerses visitors in local culture and history. The estate's architectural beauty and rich heritage make it a must-visit for history buffs.
  • TableTop Team Trivia: Just 7 miles away, TableTop Team Trivia is a fun attraction for those who enjoy engaging games. Gather your friends for an exciting trivia night that tests your knowledge and encourages teamwork.

Things to do recommended for couples

For a romantic getaway in Howey-in-the-Hills, visit Lakeridge Winery for delightful wine tastings, enjoy luxury at the Mount Dora Lawn Bowling Club, or experience adventure with Watertoyz of Clermont’s exciting water sports. Each spot offers a unique vibe perfect for couples.

Things to do recommended for families

Your family can enjoy a day at Gilbert Park, a relaxing recreational area just 10 miles away. For adventure, visit Sky Zone, an exciting arcade located 13 miles from Howey-in-the-Hills, or try your hand at bowling at Carter Family Bowl, 16 miles away.

Things to do recommended for groups

Explore the Dora Canal Plaza Shopping Center for a vibrant shopping experience, challenge your friends at the Plantation Golf Club, or uncover unique treasures at Renninger's Antique Center—all within a short drive from Howey-in-the-Hills, perfect for group adventures.

*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 in Howey-in-the-Hills

When you're planning a trip, whether it's with friends, family, pets, or for an extended stay, it's important to prioritize the right filters. Here are some helpful booking tips for using Vrbo.

  • Traveling to Howey-in-the-Hills with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Howey-in-the-Hills with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with finding amenities that are suitable for their age, 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 Howey-in-the-Hills: For many, a family 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 accommodations come equipped with feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Howey-in-the-Hills: If you’re searching for vacation rentals that offer special rates 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Howey-in-the-Hills

Howey-in-the-Hills offers a delightful blend of outdoor adventures and scenic beauty. Nestled amidst picturesque hills, this charming city is perfect for family-friendly excursions and relaxing getaways. Explore the sunny weather while enjoying sports activities or unwinding in vacation homes. Nearby attractions enhance the friendly atmosphere, making it an ideal spot for both leisure and business travelers. Discover the natural features that make Howey-in-the-Hills a hidden gem in Florida.

  • Astatula: Located a mere 2 miles from Howey-in-the-Hills, Astatula is a charming city that offers a delightful outdoor experience for families. Known for its scenic landscapes, Astatula features a variety of recreational areas and a golf course, perfect for both relaxation and adventure. The nearby lake and river provide opportunities for fishing and boating, while the local theme park adds a touch of excitement for visitors of all ages. With its friendly atmosphere and inviting community, Astatula is an ideal spot for those looking to immerse themselves in nature.
  • Yalaha: Just 3 miles from Howey-in-the-Hills, Yalaha is a picturesque city that captivates visitors with its serene landscapes and romantic ambiance. Renowned for its golf courses and resorts, Yalaha is perfect for couples seeking a peaceful getaway. The proximity to stunning lakes and rivers invites outdoor enthusiasts to partake in various activities, including kayaking and picnicking. Additionally, the nearby national state park offers hiking trails and wildlife viewing, making it a wonderful destination for nature lovers and adventure seekers alike.
  • Tavares: Situated 7 miles from Howey-in-the-Hills, Tavares is often referred to as the Seaplane City and boasts a mix of outdoor activities and scenic beauty. Visitors can enjoy resorts, recreational areas, and golf facilities, all while basking in the stunning views of the local lakes. The nearby theme park provides family-friendly entertainment, and the beach area offers a perfect spot for relaxation. With its charming waterfront and vibrant atmosphere, Tavares is a fantastic choice for those looking to explore the outdoors and enjoy a romantic escape.

Best time to go to Howey-in-the-Hills

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
February62.6°F (17.0°C)Light RainMostly SunnySlightly HighSlightly Low
March66.2°F (19.0°C)Light RainMostly SunnySlightly HighAverage
April71.8°F (22.1°C)Light RainMostly SunnySlightly HighAverage
May76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
June80.2°F (26.8°C)Light RainMostly SunnyAverageSlightly High
July81.5°F (27.5°C)Moderate RainMostly SunnyAverageSlightly High
August81.5°F (27.5°C)Moderate RainMostly SunnySlightly LowAverage
September79.0°F (26.1°C)Light RainMostly SunnyAverageSlightly Low
October73.6°F (23.1°C)Light RainMostly SunnySlightly LowSlightly Low
November66.4°F (19.1°C)Light RainMostly SunnySlightly LowAverage
December62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, continue planning from where you last stopped, or review and organize your travel arrangements. You’ll see your saved or booked properties neatly organized under categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, just visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to charming Howey-in-the-Hills

Experience the unique character of Howey-in-the-Hills with a stay in a vacation home rental. This city is romantic and relaxing, recognized for its golfing, spas and restaurants. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Howey-in-the-Hills

Are you hoping to discover attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Howey-in-the-Hills has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Mission Inn Golf Resort - El Campeon (0.9 mi / 1.5 km)
  • Lakeridge Winery (5.9 mi / 9.5 km)
  • TableTop Team Trivia (6.8 mi / 10.9 km)
  • Bella Collina Golf Club (10 mi / 16.1 km)
  • Harbor Hills Country Club (15.6 mi / 25.2 km)
  • Plantation Golf Club (6.5 mi / 10.4 km)

Exploring the natural features in Howey-in-the-Hills

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Howey-in-the-Hills. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Lake Dora (6.8 mi / 11 km)
  • Venetian Gardens (8.8 mi / 14.1 km)
  • Donnelly Park (9.9 mi / 16 km)
  • Lake Griffin (11.5 mi / 18.6 km)
  • Lake Griffin State Park (12.3 mi / 19.8 km)
  • Lake Okahumpka Park (16.1 mi / 25.9 km)

Transportation to and around Howey-in-the-Hills

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 7.9 mi (12.8 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Orlando Intl. Airport (MCO), which is 34.4 mi (55.4 km) away.

Frequently asked questions

What is the best area to stay in Howey-In-The-Hills, Florida, United States of America when booking a vacation rental?
When looking for the best area to stay in Howey-In-The-Hills, Florida, consider the charming neighborhoods surrounding the picturesque Lake Harris. This area offers a serene atmosphere and is particularly appealing for those who enjoy outdoor activities. A standout attraction nearby is the beautiful Lake County Parks, which provide opportunities for hiking, fishing, and picnicking, making it superb for families and nature lovers alike.

Another highlight is the scenic Howey Mansion, a historical site that showcases the rich heritage of the region and offers stunning views of the surrounding landscapes. The number of vacation rental properties in this area is quite diverse, suiting various preferences and budgets, ensuring that you can find a cozy retreat that suits your needs.
How much does it cost to rent a vacation home in Howey-In-The-Hills?
Prices for vacation rentals in Howey-In-The-Hills 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 Howey-In-The-Hills 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 Howey-In-The-Hills vacation house rentals?
You can find great discounts on house rentals in Howey-In-The-Hills 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 is the most popular type of vacation rental accomodation in Howey-In-The-Hills?
In Howey-In-The-Hills, vacation houses are the most popular type of rental, with several available throughout the area. These homes typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces where guests can relax and enjoy the pleasant Florida weather. Many of these properties are situated near points of interest like the picturesque lakes and the nearby golf courses, making them ideal for families or groups looking to enjoy both leisure and recreation. Additionally, there are several apartments and condos available, providing options for those seeking a more compact stay, often featuring amenities like pools and fitness centers.
Can I rent a vacation home with a pool or hot tub in Howey-In-The-Hills?
In Howey-In-The-Hills, there are several vacation homes available for rent that feature pools and hot tubs. This charming community, located near the scenic shores of Lake Harris, offers a peaceful retreat for travelers looking to enjoy the Florida sunshine. Many of the rentals come equipped with private pools, spacious outdoor areas for relaxation, and hot tubs superb for unwinding after a day of exploring.

Travelers can expect a variety of amenities in these homes, including fully equipped kitchens for preparing meals, comfortable living spaces, and often access to beautiful views of the surrounding landscapes. The area also provides opportunities for outdoor activities such as boating and fishing on the nearby lakes.
Can I find long-stay vacation rentals in Howey-In-The-Hills?
A long-stay vacation rental in Howey-In-The-Hills 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.
Are there any remote work vacation rentals in Howey-In-The-Hills?
In Howey-In-The-Hills, Florida, there are several vacation rentals that cater to remote work needs. This charming area, known for its picturesque landscapes and proximity to Lake Harris, offers properties equipped with essential amenities for those working remotely. Many rentals feature high-speed internet access, comfortable workspaces, and free Wi-Fi, ensuring a productive environment.

Travelers can expect to find spacious rooms with well-appointed living areas, fully equipped kitchens for convenient meal preparation, and outdoor spaces for relaxation during breaks. The area also provides a peaceful setting, ideal for focusing on work while enjoying the natural beauty of central Florida. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Howey-In-The-Hills vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Howey-In-The-Hills 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.
What are popular rental amenities in Howey-In-The-Hills?
In Howey-In-The-Hills, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals comfortably. Many rentals also feature onsite parking, making it convenient for travelers with vehicles. Outdoor spaces are a highlight, with decks or patios available for enjoying the pleasant Florida weather. Additionally, accessible parking is often provided, suiting various guest needs.
When is the best time to visit Howey-In-The-Hills for a vacation rental?
The most popular time to visit Howey-In-The-Hills is from February to April, when the weather is pleasantly warm and ideal for outdoor activities. During these months, travelers flock to the area to enjoy the lush landscapes and partake in a variety of recreational opportunities, from golfing at the renowned Mission Inn Resort to exploring the scenic Lake Harris.

April, in particular, stands out as a prime month for visitors seeking the great balance of comfortable temperatures, typically ranging from the mid-50s to the low 80s Fahrenheit. This time of year allows for delightful strolls along the picturesque waterfront and offers ample opportunities for birdwatching and nature walks in the nearby parks.

If you're looking for a more budget-friendly experience, consider visiting in August. Although it's a quieter period, you can still enjoy the beautiful surroundings and local charm without the bustle of peak season. It's a great time for those who appreciate the tranquility of fewer crowds and the chance to explore at a leisurely pace.

Ultimately, whether you prefer the vibrant setting of spring or the peacefulness of late summer, Howey-In-The-Hills has a range of experiences to offer every traveler.
How early should I book a Howey-In-The-Hills vacation rental?
Book your Howey-In-The-Hills 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 Howey-In-The-Hills, Florida, United States of America?
In Howey-In-The-Hills, visitors can enjoy a variety of attractions that highlight the natural beauty and recreational opportunities in the area. The stunning Lake Harris is a focal point, providing options for fishing, boating, and picnicking along the waterfront. Nearby, the Lakeridge Winery & Vineyard offers tours and tastings, allowing guests to savor local wines while enjoying scenic views of the vineyards.

For those interested in golf, the Mission Inn Resort features two championship courses set against the backdrop of lush landscapes, making it a popular spot for both leisure and competitive play. Additionally, the quaint downtown area offers charming shops and local dining options that reflect the small-town atmosphere of Howey-In-The-Hills.

Nature enthusiasts can explore the nearby Lake Louisa State Park, which provides hiking trails, wildlife viewing, and opportunities for kayaking in a serene environment.
Can I change or cancel my Howey-In-The-Hills home rental booking on Vrbo?
To find Howey-In-The-Hills 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 Howey-In-The-Hills 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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