Howey-in-the-Hills holiday rentals

We found 2,985 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Howey-in-the-Hills that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, including Wi-Fi and parking. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Howey-in-the-Hills

Showing deals for:25 Dec - 1 Jan

Another view of kitchen
Great room kitchen area
Master bedroom with queen bed, private bathroom and TV, dresser and large closet
Exterior with new metal roof
Exceptional
(106 reviews)

Log Home Guest House

Ocklawaha

12% off
AU$1,613
for 7 nights, 1 cabin
AU$230 per night
includes taxes & fees
Log Home Guest House
Glenbrook Clubhouse
Tennis court at clubhouse.
Game room inside Clubhouse
Fitness room inside clubhouse.
Wonderful
(37 reviews)

Close to Disney, with Pool, Spa, and Game Room, Sleeps 8!!!

Clermont

7% off
AU$5,831
for 7 nights, 1 villa
AU$833 per night
includes taxes & fees
Close to Disney, with Pool, Spa, and Game Room, Sleeps 8!!!
Room
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

Modern Brick Rural Home

Clermont

8% off
AU$3,426
for 7 nights, 1 home
AU$489 per night
includes taxes & fees
Modern Brick Rural Home
Living Room looking out to the Tremain Street. A one-way road with bicycle lane.
Outdoor dining
Outside of Home
Private kitchen
Exceptional
(40 reviews)

Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere

Mount Dora

12% off
AU$5,366
for 7 nights, 1 home
AU$767 per night
includes taxes & fees
Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere
Florida Room
Private kitchen
Dining
Living area
Exceptional
(33 reviews)

Lakefront Home on Lake Griffin / Harris chain of lakes and close to the Villages

Fruitland Park

8% off
AU$3,432
for 7 nights, 1 home
AU$490 per night
includes taxes & fees
Lakefront Home on Lake Griffin / Harris chain of lakes and close to the Villages
Interior
Exterior
Private kitchen
Private kitchen
Exceptional
(13 reviews)

Spacious lake view home near Historic Downtown Mount Dora!

Eustis

7% off
AU$2,509
for 7 nights, 1 home
AU$358 per night
includes taxes & fees
Spacious lake view home near Historic Downtown Mount Dora!
Private kitchen
Room
Terrace/patio
Interior
Very good
(11 reviews)

Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg

Fruitland Park

11% off
AU$1,163
for 7 nights, 1 home
AU$166 per night
includes taxes & fees
Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg
Second floor master bedroom
Bar (on property)
Water slide at the pool
Open concept living and dining area
Exceptional
(10 reviews)

Perfect family vacation spot - beautiful townhouse, resort amenities

Davenport

8% off
AU$11,073
for 7 nights, 1 home
AU$1,582 per night
includes taxes & fees
Perfect family vacation spot - beautiful townhouse, resort amenities
Outdoor dining
Pool
Exterior
Dining
Excellent
(9 reviews)

4 Bedrm 3.5 Bath Home in Resort Community sleeps 10 Close to Theme Parks

Davenport

16% off
AU$4,241
for 7 nights, 1 home
AU$606 per night
includes taxes & fees
4 Bedrm 3.5 Bath Home in Resort Community sleeps 10 Close to Theme Parks
Private kitchen
Terrace/patio
Private kitchen
Welcome to The Den Downtown!
Exceptional
(34 reviews)

Walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath

Mount Dora

7% off
AU$2,330
for 7 nights, 1 cottage
AU$333 per night
includes taxes & fees
Walk 5 blocks to downtown dining & shopping. 2 BR, 2 Bath
Living area
Outdoor dining
Dining
Private kitchen
Exceptional
(17 reviews)

Sunny Getaway: Easy Access to Orlando & the Shore!

Leesburg

8% off
AU$1,861
for 7 nights, 1 home
AU$266 per night
includes taxes & fees
Sunny Getaway: Easy Access to Orlando & the Shore!
Private kitchen
Private kitchen
Room
Interior
Wonderful
(15 reviews)

3 BR 2 Bath Home Full Kitchen Pool Boat Parking

Leesburg

7% off
AU$2,043
for 7 nights, 1 home
AU$292 per night
includes taxes & fees
3 BR 2 Bath Home Full Kitchen Pool Boat Parking
Screen back porch with seating
Interior
Interior
Private kitchen
Exceptional
(10 reviews)

Charming bungalow perfect for base camp for anglers and sports enthusiasts.

Tavares

8% off
AU$1,955
for 7 nights, 1 home
AU$279 per night
includes taxes & fees
Charming bungalow perfect for base camp for anglers and sports enthusiasts.
Living area
Exterior
Front door with porch swing
Front Hallway
Exceptional
(78 reviews)

This Mt Dora home is ready for you! Fireplace/Front Porch Swing/Internet

Mount Dora

7% off
AU$1,615
for 7 nights, 1 home
AU$231 per night
includes taxes & fees
This Mt Dora home is ready for you! Fireplace/Front Porch Swing/Internet
Room
Private kitchen
Resident guest greeter, Lightning.
Private lane leading to our 2 acre property with 5 cottages.
Exceptional
(83 reviews)

Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora

Mount Dora

8% off
AU$2,328
for 7 nights, 1 home
AU$333 per night
includes taxes & fees
Lake Vibes Only ~ Intimate Lake Cottage in Mount Dora
Interior
Exterior
Outdoor dining
Living area
Exceptional
(22 reviews)

"The Hanscom House" 8 MIN walk to DT!

Mount Dora

6% off
AU$5,567
for 7 nights, 1 home
AU$795 per night
includes taxes & fees
"The Hanscom House" 8 MIN walk to DT!
Room
Exterior
Pool
Private kitchen
Exceptional
(122 reviews)

CLEANLINESS 9.8/10 PRIVATE POOL Only 15 minutes to Disneyworld!

Davenport

8% off
AU$2,448
for 7 nights, 1 home
AU$350 per night
includes taxes & fees
CLEANLINESS 9.8/10 PRIVATE POOL Only 15 minutes to Disneyworld!
Room
Private kitchen
Property grounds
Interior
Excellent
(7 reviews)

Charming studio in superb Clermont with AC, WiFi

Clermont

8% off
AU$1,306
for 7 nights, 1 apartment
AU$187 per night
includes taxes & fees
Charming studio in superb Clermont with AC, WiFi
Room
Pool
Pool
Living area
Very good
(9 reviews)

Beautiful 4 Bed Villa up to 8 guests- Regal Palms - 33132 CA

Davenport

12% off
AU$2,633
for 7 nights, 1 home
AU$376 per night
includes taxes & fees
Beautiful 4 Bed Villa up to 8 guests- Regal Palms - 33132 CA
Kitchen with view of bedrooms and bathrooms down the hallway.
Sitting area on back porch
Kitchen from couch
View of backyard and Lake Franklin canal from the back porch
Exceptional
(121 reviews)

Quiet and peaceful yet walk to Charming Downtown MT. Dora

Mount Dora

12% off
AU$1,787
for 7 nights, 1 home
AU$255 per night
includes taxes & fees
Quiet and peaceful yet walk to Charming Downtown MT. Dora
Interior
Interior
Interior
Property grounds
Exceptional
(15 reviews)

3 min drive to DT Mount Dora!

Mount Dora

8% off
AU$3,966
for 7 nights, 1 home
AU$567 per night
includes taxes & fees
3 min drive to DT Mount Dora!
Primary Bedroom with King Bed
Living area
Living Room with 55" Smart TV
Private kitchen
Exceptional
(43 reviews)

Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere

Mount Dora

12% off
AU$5,373
for 7 nights, 1 home
AU$768 per night
includes taxes & fees
Closest Stay to Downtown Mt Dora - Renovated - Walk Everywhere

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Travel to charming Howey-in-the-Hills

Learn about the unique charm of Howey-in-the-Hills with a stay in a holiday home rental. This city is romantic and relaxing, recognised for its golfing, spas and restaurants. If you need more space to accommodate a family holiday or a trip with friends, 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 things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Howey-in-the-Hills a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mission Inn Golf Resort - El Campeon (0.9 mi / 1.5 km)
  • Lakeridge Winery (5.9 mi / 9.5 km)
  • Harbor Hills Country Club (15.6 mi / 25.2 km)
  • Forest Lake Golf Club (16.6 mi / 26.6 km)
  • Plantation Golf Club (6.5 mi / 10.4 km)
  • Mount Dora Lawn Bowling Club (9.7 mi / 15.7 km)

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

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Howey-in-the-Hills is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • West Orange Trail (15.4 mi / 24.8 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Orlando International 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 when booking a holiday rental?
When looking for the best area to stay in Howey-In-The-Hills, Florida, a charming neighbourhood that stands out is the Lakeside area. This picturesque locale offers a serene atmosphere with stunning views of the nearby lakes, making it superb for those seeking relaxation and natural beauty. The number of holiday rental properties here is quite varied, suiting different preferences and budgets.Visitors to the Lakeside area can enjoy top attractions such as the beautiful Lake Harris, which is ideal for fishing, boating, and other water activities. Additionally, the proximity to the charming local parks provides wonderful opportunities for picnicking and enjoying the outdoors. The area is also known for its friendly community vibe, making it an inviting place for holidaymakers.Another great option is the area surrounding the local golf courses, which attract golf enthusiasts from near and far. Staying here allows easy access to well-maintained greens and the chance to enjoy the beautiful Florida weather while indulging in a round of golf.
What is the most popular type of holiday rental accomodation in Howey-In-The-Hills?
In Howey-In-The-Hills, holiday houses are the most popular type of holiday rental, with about 12 available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and private outdoor spaces such as gardens or patios, making them ideal for families or groups looking to enjoy a peaceful retreat. Additionally, there are several apartments and condos available, which provide a more compact living option with similar amenities, including kitchen facilities and comfortable living areas.
Can I rent a holiday home with a pool or hot tub in Howey-In-The-Hills?
In Howey-In-The-Hills, there are several holiday homes available for rent that feature pools and hot tubs. This charming area in Florida provides a serene setting for relaxation and recreation. Many of the properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas superb for entertaining or simply unwinding. Additionally, travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often beautiful views of the surrounding landscape.
Are there any remote work holiday rentals in Howey-In-The-Hills?
In Howey-In-The-Hills, there are several options for remote work holiday rentals, with around 18 properties available. This charming town in Florida offers a peaceful setting ideal for combining work and relaxation. Many of the rentals feature amenities conducive to remote work, including high-speed internet and free Wi-Fi, ensuring that you can stay connected while enjoying your time away.Properties typically come equipped with comfortable living spaces, desks or workstations, and fully equipped kitchens for home-cooked meals. The area is also known for its beautiful lakes and outdoor activities, providing opportunities to unwind after a day of work. Additionally, being close to local attractions like the Lakeridge Winery and the scenic views around Lake Harris makes it a delightful choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Howey-In-The-Hills?
In Howey-In-The-Hills, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals, which is ideal for families and groups. Many properties offer onsite parking for convenience, ensuring easy access for those travelling with vehicles. Additionally, outdoor spaces such as decks or patios are common, providing opportunities for relaxation and enjoying the pleasant Florida weather. Accessible parking is also available in some rentals, suiting guests with mobility needs.
When is the best time to visit Howey-In-The-Hills for a holiday rental?
April is the most popular month to visit Howey-In-The-Hills, making it an ideal time for holiday rentals. This month falls within the peak season, which runs from February to April, attracting travellers seeking a warm getaway in this charming Florida locale. With temperatures typically ranging from 15 to 30 degrees Celsius, the climate is great for outdoor activities and leisurely strolls around the picturesque lakes.During this peak season, visitors can enjoy a variety of activities, from golfing on the scenic courses to exploring the beautiful parks that dot the area. The vibrant setting in spring creates a wonderful backdrop for both relaxation and adventure, with plenty of opportunities for sightseeing and enjoying local events.For those looking for a more budget-friendly option, consider visiting in August, when holiday rentals tend to be more affordable. While this month may be quieter, it also offers warm weather and the chance to experience the region without the crowds.
What are the top attractions in Howey-In-The-Hills?
In Howey-In-The-Hills, visitors can enjoy a variety of attractions that showcase the area's natural beauty and outdoor activities. The renowned Mission Inn Resort & Club is a focal point, offering golfing and a picturesque setting by the waterfront. Nearby, the expansive Lake Harris provides opportunities for fishing, boating, and enjoying serene lakeside views. The quaint downtown area features charming shops and local eateries, superb for a leisurely stroll. For nature enthusiasts, the surrounding landscapes offer hiking trails and birdwatching, particularly in the lush parks that highlight the region's flora and fauna.
Are all fees included in the Howey-in-the-Hills holiday homes prices shown on Stayz?
Stayz 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.
Are there any Howey-in-the-Hills holiday homes with parking?
Stayz offers a wide selection of holiday homes in Howey-in-the-Hills with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Howey-in-the-Hills holiday homes?
You can find great discounts on holiday homes in Howey-in-the-Hills on Stayz, 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.
Can I change or cancel my Howey-in-the-Hills holiday home booking on Stayz?
To find Howey-in-the-Hills holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Howey-in-the-Hills?
A long-stay holiday home in Howey-in-the-Hills is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Howey-in-the-Hills holiday home?
Book your Howey-in-the-Hills holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Howey-in-the-Hills?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Howey-in-the-Hills to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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