Webster holiday lettings

We found 41 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Webster to find one that's perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, including parking and a garden. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Webster

  • Scenic outdoor adventures: Webster offers beautiful parks and tranquil lakes, perfect for eco-friendly activities.
  • Charming neighbourhoods: Explore friendly local areas that exude a quaint and welcoming atmosphere.
  • Family-friendly experiences: Enjoy a variety of activities suitable for families and create lasting memories together.
  • Convenient accommodation: Choose from a range of vacation rentals, from cosy homes to spacious villas, tailored to your needs.
  • Nearby exploration: Use Webster as a base to discover additional attractions and scenic regions in Florida.

Popular types of accommodation in Webster

Webster offers an enticing selection of vacation rentals, perfect for British travellers seeking a home away from home. From charming houses and spacious villas to modern condos, there’s something to suit every taste and budget. Whether you're searching for houses for rent in Webster, FL, or looking for rental houses that provide comfort and convenience, you'll find the ideal accommodation to create lasting memories on your holiday.

  • Houses: The top choice for holidaymakers in Webster, offering spacious and comfortable stays for families, couples, or groups.
  • Villas: A close second, these luxurious properties provide a blend of elegance and privacy, perfect for a relaxing getaway.
  • Condos: Popular among those seeking convenience, condos offer modern amenities and easy access to local attractions.
  • Cottages: These charming, often quaint retreats are ideal for a cosy escape amidst nature.
  • Apartments: A practical option for self-catering, apartments cater well to those wanting a home-like environment.**

Top attractions near Webster

Webster, Florida, is a delightful destination for outdoor enthusiasts and families seeking scenic adventures. The area boasts a range of attractions, including parks, national parks, and tranquil lakes, perfect for eco-friendly experiences. Visitors will find ample opportunities to enjoy nature and create lasting memories in this charming locale.

  • Dade Battlefield State Park: A historic site with scenic trails and outdoor adventures, perfect for exploring Florida's natural beauty and learning about its past.
  • Giraffe Ranch: An enchanting wildlife reserve where you can get up close with giraffes and other exotic animals, offering a unique blend of luxury excursions and friendly interactions.
  • Lake David Park: A charming urban park ideal for families, featuring picnic areas, playgrounds, and beautiful views, perfect for a relaxing day in the great outdoors.

Things to do recommended for couples

For a delightful couple's getaway near Webster, visit Lakeridge Winery for a romantic wine tasting, indulge in luxury at the Continental Country Club, or embark on an exhilarating adventure with Watertoyz of Clermont's water sports. Each destination offers unique experiences to create lasting memories together.

Things to do recommended for families

During your family holiday in Webster, Florida, enjoy a thrilling day at Sky Zone, an exciting arcade and adventure zone just 12.4km away. Alternatively, unwind at the serene Withlacoochee Riverside Community Park or Lake Townsen Regional Park, both located 8.7km from Webster, perfect for relaxation.

Things to do recommended for groups

Explore the vibrant atmosphere at Webster Westside Flea Market, enjoy a round of golf at the Plantation Golf Club, or embark on a thrilling adventure at Adventureland, all while soaking in the local charm of Florida with your group.

What do I need to keep in mind when booking a vacation in 'Webster

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's essential to apply the appropriate filters to meet your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Webster with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group get-togethers. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Webster with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as to seek out suitable amenities 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 Webster: For many, a family holiday isn’t quite the same without their four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Webster: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the perfect destination. By using the appropriate filter, 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 Webster

Webster, Florida, offers a delightful escape with its family-friendly atmosphere and scenic outdoor adventures. Explore the charming neighbourhoods filled with friendly locals, bask in the sunny weather, and uncover the unique charm of this quaint city. Nearby regions promise additional exploration opportunities, making it an ideal base for a relaxing getaway with loved ones. Whether you're wandering through family homes or enjoying the natural beauty, Webster is sure to leave lasting memories.

  • Clermont: Situated 11.2km from Webster, Clermont is a vibrant city renowned for its family-friendly atmosphere and outdoor adventures. Visitors can indulge in a range of activities, from enjoying the scenic beauty of local lakes to exploring lively shopping areas. The city’s highlights include a variety of resorts and golf courses, making it a perfect getaway for both relaxation and recreation. Notably, Clermont is also in close proximity to a famous theme park and a film studio, adding an extra layer of excitement to your visit.
  • Bushnell: Located a mere 3.1km from Webster, Bushnell offers a charming blend of outdoor experiences and picturesque scenery, ideal for families. The city is home to several recreational areas where visitors can enjoy an array of outdoor activities. Amusement parks and resorts provide ample entertainment for all ages, while the nearby river and parks invite guests to relax and appreciate nature. With its welcoming atmosphere, Bushnell is a delightful stop for those seeking fun and relaxation.
  • Center Hill: Just 3.1km away from Webster, Center Hill is a quaint city that promises a family-friendly and outdoor-themed experience. The area boasts lovely recreational spots and shopping centres, catering to various interests and preferences. Nearby, you'll find a theme park, a scenic lake, and beautiful parks, perfect for picnics or leisurely strolls. Center Hill’s welcoming community and diverse attractions make it a charming destination for visitors looking to explore the local culture.

Best time to go to Webster

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January58.5°F (14.7°C)Light RainMostly SunnyModerately HighAverage
February62.8°F (17.1°C)Light RainMostly SunnyModerately HighAverage
March66.2°F (19.0°C)Light RainMostly SunnyModerately HighSlightly High
April71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High
May76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
June80.4°F (26.9°C)Light RainMostly SunnyModerately LowAverage
July81.5°F (27.5°C)Light RainMostly SunnyAverageAverage
August81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
September79.2°F (26.2°C)Light RainMostly SunnyAverageSlightly Low
October73.8°F (23.2°C)Light RainMostly SunnyModerately LowSlightly Low
November66.6°F (19.2°C)No Rain (Dry)Mostly SunnyAverageAverage
December62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides an ideal platform for you to plan new getaways, refine your existing arrangements, or manage your bookings with ease. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Webster getaway

Learn about the unique charm of Webster with a stay in a holiday home rental. One of the city's many top draws is its shopping. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Webster

Are you looking for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Webster has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Giraffe Ranch (13.4 mi / 21.6 km)
  • Lakeridge Winery (17.4 mi / 28.1 km)
  • Brooksville Country Club (18 mi / 29 km)
  • Mission Inn Golf Resort - El Campeon (18.4 mi / 29.6 km)
  • Legends Golf & Country Club (21.4 mi / 34.4 km)
  • Hernando Oaks Golf and Country Club (23.8 mi / 38.3 km)

Exploring the natural features in Webster

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Webster. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Withlacoochee Trail State Park (11.5 mi / 18.5 km)
  • Giraffe Ranch (13.4 mi / 21.6 km)
  • Lake Okahumpka Park (15.7 mi / 25.2 km)
  • Withlacoochee State Forest (17.3 mi / 27.9 km)
  • Venetian Gardens (17.3 mi / 27.9 km)
  • Lake Griffin (21.8 mi / 35 km)

How to get to and around Webster

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 21.1 mi (34 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Lakeland Intl. Airport (LAL), which is 42.6 mi (68.5 km) away.

Frequently asked questions

What is the best area to stay in Webster when booking a holiday rental?
When considering a holiday rental in Webster, Florida, the most appealing area is the vicinity around the historic downtown. This charming neighbourhood offers a quaint atmosphere with a close-knit community feel. You'll find a selection of properties that cater to various tastes and budgets, making it a convenient choice for visitors.

In addition to the picturesque streets lined with small shops and local eateries, one of the top attractions nearby is the Withlacoochee State Forest. This expansive natural area provides ample opportunities for outdoor activities, including hiking, biking, and birdwatching, allowing guests to immerse themselves in Florida's stunning natural beauty. Another highlight is the nearby Webster Westside Flea Market, where visitors can explore a vibrant marketplace filled with unique local goods and delicious treats.
How much does it cost to rent a holiday home in Webster?
Prices for holiday rentals in Webster 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 Webster 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 Webster holiday house rentals?
You can find great discounts on house rentals in Webster 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.
Where are the best areas for renting a beach house in Webster?
For renting a beach house in Webster, Florida, the nearby coastal areas along the Gulf of Mexico are ideal, with the charming town of Hernando Beach just a short drive away. This waterfront community offers a variety of holiday rentals, including cosy cottages and larger family homes, often featuring amenities such as private docks, outdoor patios, and stunning views of the water. Many properties here come equipped with kitchens for self-catering, making it easy to enjoy meals al fresco.

Further south, the bustling area around Weeki Wachee Springs provides additional options. Here, visitors can find houses that offer proximity to both the beach and the famous springs, where you can enjoy kayaking and swimming. Rentals in this area typically include amenities like BBQ grills, expansive decks, and access to nearby nature trails, great for those looking to explore the natural beauty of the region.

The area is also known for its local seafood restaurants and charming shops, adding to the overall experience.
What is the most popular type of holiday rental accomodation in Webster?
In Webster, holiday houses are a popular choice for travellers, with several available throughout the area. These properties typically offer spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many also feature outdoor spaces, such as patios or gardens, great for enjoying the warm Florida weather.

Mobile homes and cottages also attract visitors, providing a unique and more affordable alternative. These accommodations often come with essential amenities and a homey atmosphere, allowing guests to relax comfortably during their stay. Additionally, there are several cabins available, which offer a rustic charm and a connection to the natural surroundings.
Are there any family house rentals in Webster?
In Webster, Florida, there are several family-friendly house rentals available, making it a great choice for groups looking to enjoy a relaxing getaway. The area features spacious homes with ample living space, fully equipped kitchens for family meals, and outdoor areas where children can play and explore. Many properties also offer convenient amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

Visitors can take advantage of the nearby nature trails and parks, superb for family outings and outdoor activities. The charming local atmosphere and proximity to attractions in the wider region provide plenty of opportunities for exploration.
Can I rent a holiday home with a pool or hot tub in Webster?
In Webster, Florida, there are several holiday homes available for rent that feature pools or hot tubs. This charming area offers a relaxed atmosphere, making it ideal for families or groups seeking a comfortable getaway. Many of these properties include amenities such as private pools, outdoor seating areas, and fully equipped kitchens, superb for enjoying meals together after a day of exploration. Additionally, some rentals may offer hot tubs for a soothing soak under the stars.
Can I find long-stay holiday rentals in Webster?
A long-stay holiday rental in Webster 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Webster?
In Webster, Florida, there are several remote work holiday rentals available, with around 16 options to choose from. These accommodations are equipped to cater to the needs of remote workers, featuring amenities such as dedicated desks, laptop workspaces, and complimentary Wi-Fi both in rooms and public areas. This ensures a comfortable and productive working environment while enjoying your stay.

The area itself is known for its tranquil surroundings, making it a superb retreat for those looking to balance work and relaxation. Nearby attractions include the picturesque nature trails and parks, providing opportunities for outdoor activities during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Webster holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Webster 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 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 Webster?
In Webster, popular holiday rental amenities include well-equipped kitchens, superb for those who prefer to prepare their own meals. Additionally, many rentals come with coffee and tea makers for a warm beverage to start the day. Onsite parking is typically available, which is particularly convenient for guests with vehicles. Many properties also feature a blender for those who enjoy smoothies or cooking, and outdoor spaces such as decks or patios, allowing visitors to relax and take in the pleasant Florida weather.
When is the best time to visit Webster for a holiday rental?
March is the most popular time to visit Webster, Florida, coinciding with the peak season that runs from January to March. This vibrant period attracts a diverse range of travellers looking to enjoy the sunny climate and engage in outdoor activities, such as exploring the nearby nature parks and wetlands. With temperatures typically ranging from 15 to 26 degrees Celsius, the weather is pleasantly warm, making it ideal for sightseeing and enjoying the local attractions.

During March, visitors can partake in various community events and festivals that showcase the charm of Webster. The area is known for its friendly atmosphere and unique local markets, allowing travellers to experience the culture and flavours of Florida.

For those seeking a more budget-friendly option, October presents a lovely opportunity to visit Webster. This month often features mild temperatures and fewer crowds, making it superb for a peaceful getaway. You can take leisurely strolls through the parks or enjoy the serene beauty of the area's natural landscapes.
How early should I book a Webster holiday rental?
Book your Webster holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Webster home rental booking on Vrbo?
To find Webster holiday 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 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 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, Vrbo 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 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 Webster holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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