Wildwood holiday lettings

We found 1,483 holiday rentals — enter your dates for availability

Select from 406 homes, 26 cottages and other holiday rentals in Wildwood to find one that's perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as parking and air conditioning. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Wildwood

Showing deals for:16 Jan - 23 Jan

Image gallery for Boat Friendly & Private Pool Near The Villages

Outdoor dining
9.8 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Boat Friendly & Private Pool Near The Villages

Leesburg, FL

7% off
Price is £4,404
for 7 nights, 1 home
£629 per night
includes taxes & fees
Boat Friendly & Private Pool Near The Villages

Find spaces that suit your style

  • 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, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Lively Wildwood will entice you

Enjoy the live music and other features of Wildwood. Well known for its horse riding, football games and cafes, this welcoming city won't disappoint. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Wildwood

Do you want to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Wildwood a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Nancy Lopez Legacy Golf & Country Club (7.6 mi / 12.2 km)
  • Citrus County Speedway (17.1 mi / 27.5 km)
  • Country Club Of Ocala (17.6 mi / 28.4 km)
  • Mission Inn Golf Resort - El Campeon (18.3 mi / 29.5 km)
  • Lakeside Golf and Country Club (19.4 mi / 31.2 km)
  • TableTop Team Trivia (19.4 mi / 31.3 km)

Exploring the natural landscape of Wildwood

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Wildwood is a great place to spend some time outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Griffin State Park (8.4 mi / 13.4 km)
  • Venetian Gardens (10.7 mi / 17.3 km)
  • Treasure Island (12.2 mi / 19.6 km)
  • Lake Weir (12.3 mi / 19.8 km)
  • Smith Lake (13.8 mi / 22.2 km)
  • Florida Horse Park (14.7 mi / 23.7 km)

Travelling to and around Wildwood

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 14.3 mi (23 km) from the city centre.

Frequently asked questions

What is the best area to stay in Wildwood when booking a holiday rental?
When considering a holiday rental in Wildwood, Florida, the most popular area to stay is the charming neighbourhood surrounding Wildwood's Historic District. This area offers a delightful blend of quaint architecture and local charm, making it an ideal base for your visit. The Historic District is home to a number of well-preserved buildings and offers a glimpse into the region's rich history, which can be particularly enjoyable for those interested in heritage and culture.

Another appealing option is the area near Lake Okahumpka, which provides a scenic backdrop and a range of outdoor activities. This neighbourhood is superb for nature lovers, featuring opportunities for fishing, kayaking, and leisurely strolls along the lake. Additionally, its proximity to the Florida Turnpike makes it convenient for exploring nearby attractions.

In terms of properties, the Wildwood area boasts a healthy selection of holiday rentals, ranging from cosy cottages to spacious family homes, ensuring that travellers can find something that suits their needs. Not far from these areas, visitors can also enjoy popular attractions such as the nearby Brownwood Paddock Square, which often hosts live entertainment and events, providing a lively atmosphere for guests.
How much does it cost to rent a holiday home in Wildwood?
Prices for holiday rentals in Wildwood 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 Wildwood 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 Wildwood holiday house rentals?
You can find great discounts on house rentals in Wildwood 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 Wildwood?
For renting a beach house in Wildwood, Florida, the area surrounding Wildwood Crest is an excellent choice. This charming seaside community offers a relaxed atmosphere with easy access to beautiful sandy beaches. Many holiday rentals in this region come with amenities such as private balconies, outdoor grills, and swimming pools, making them great for families and groups looking to enjoy the sun and surf.

The Wildwood Boardwalk, a major attraction, is nearby and features a variety of entertainment options, including amusement rides, arcades, and eateries. Properties here often provide convenient access to the boardwalk, allowing guests to experience the lively atmosphere while still enjoying the comforts of home. Many beach houses are equipped with beach gear, such as chairs and umbrellas, enhancing the seaside experience.
What is the most popular type of holiday rental accomodation in Wildwood?
In Wildwood, holiday houses are the most popular type of rental, with approximately 309 available throughout the area. These houses typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or larger groups. Many properties also include outdoor spaces such as patios or gardens, great for enjoying the warm Florida weather after a day of exploring.
Are there any family house rentals in Wildwood?
In Wildwood, Florida, there are numerous family-friendly holiday rentals available, with around 197 options to choose from. This charming area is well-suited for families, offering a variety of homes that provide ample space for relaxation and recreation. Many properties feature spacious living rooms, fully equipped kitchens for preparing meals, and outdoor areas where children can play and adults can unwind.
Can I rent a holiday home with a pool or hot tub in Wildwood?
In Wildwood, Florida, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 322 options to choose from. This charming area, known for its proximity to The Villages and the scenic lakes of Lake County, offers a range of neighbourhoods where visitors can find these properties. Many of the rentals come with amenities such as private pools, spacious outdoor areas for lounging, and modern kitchens, making them superb for families or groups looking to unwind in a relaxing environment. Some homes may also include hot tubs, barbecue facilities, and game rooms, enhancing the overall holiday experience.
Can I find long-stay holiday rentals in Wildwood?
A long-stay holiday rental in Wildwood 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 pet-friendly house rentals in Wildwood?
In Wildwood, there are numerous pet-friendly house rentals available, providing a warm welcome to travellers with furry companions. Many of these properties feature amenities such as private yards, outdoor patios, and spacious living areas, making them ideal for families or groups. Visitors can expect fully equipped kitchens, allowing for convenient self-catering during their stay.
Are there any remote work holiday rentals in Wildwood?
In Wildwood, Florida, there is a substantial selection of remote work holiday rentals available, with around 372 properties suiting this need. The area provides a variety of accommodations that are well-equipped for remote working. Travellers can expect amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable office chairs, ensuring a productive environment. Many rentals also feature additional conveniences like multiple monitors and laptop workspaces, which can greatly enhance the work-from-home experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wildwood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wildwood 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 Wildwood?
In Wildwood, popular rental amenities include kitchens equipped with stovetops and cookware, allowing guests to prepare their meals during their stay. Many rentals also feature shared pools, providing a refreshing place to relax and socialise. Additionally, free Wi-Fi is commonly available in the accommodations, ensuring that guests can stay connected.
When is the best time to visit Wildwood for a holiday rental?
The best time to visit Wildwood for a holiday rental is in September, as this month marks the transition from the bustling summer season to a more tranquil atmosphere. During September, the weather remains pleasantly warm, with average temperatures in the low 30s Celsius, making it ideal for outdoor activities and leisurely strolls along the scenic parks and waterways.

While the peak season runs from February to April, attracting visitors eager to enjoy various attractions and events, September offers a unique charm. The summer crowds have dispersed, allowing for a more relaxed experience as you explore the beautiful natural surroundings, including the nearby Lake Okahumpka and the lush landscapes of the area's parks.

For those seeking a more budget-friendly option, October presents an excellent opportunity to enjoy the mild weather and stunning autumn foliage without the hustle and bustle of peak tourist times. The changing leaves create picturesque views, great for outdoor activities like hiking and cycling.
How early should I book a Wildwood holiday rental?
Book your Wildwood 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.
What are the top attractions in Wildwood?
In Wildwood, Florida, visitors can enjoy a variety of attractions that highlight the area's charm. The Wildwood Boardwalk is a major draw, featuring amusement rides, games, and a lively atmosphere great for families. Along the boardwalk, you'll find numerous eateries and shops, making it a vibrant hub for entertainment.

For those interested in natural beauty, the nearby Lake Okahumpka Park offers opportunities for hiking and picnicking, while the scenic views around the area provide a relaxing backdrop. Additionally, the local community boasts several golf courses, great for enthusiasts looking to enjoy a round in the Florida sunshine.
Can I change or cancel my Wildwood home rental booking on Vrbo?
To find Wildwood 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Wildwood 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.

More holiday ideas