Wildwood holiday rentals

We found 1,555 holiday rentals — enter your dates for availability
Select from 437 homes, 34 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:25 Dec - 1 Jan

Quartz kitchen. 6 burner gas stove. 2 refrigerators and 2 ovens. 5x8 island
Devils Den Caverns
Poolside cottage. King bed TV hot tub on back porch. Roll away available.
Silver Springs Wild Monkey - one of many
Exceptional
(60 reviews)

Charming Estate with Pool Hot Tub - Short drive to Ocala Springs & The Villages

Weirsdale

8% off
AU$9,849
for 7 nights, 1 home
AU$1,407 per night
includes taxes & fees
Charming Estate with Pool Hot Tub - Short drive to Ocala Springs & The Villages
Living area
Living area
Exterior
Master Bedroom/King bed
Exceptional
(114 reviews)

Perfect Location Between Brownwood & Lake Sumter

The Villages

11% off
AU$1,657
for 7 nights, 1 villa
AU$237 per night
includes taxes & fees
Perfect Location Between Brownwood & Lake Sumter
Interior
Pool
Outdoor dining
Living area
Exceptional
(17 reviews)

Private Pool Oasis + Hot Tub ,Quiet Luxury in The Villages, Pet Friendly

The Villages

12% off
AU$3,651
for 7 nights, 1 home
AU$522 per night
includes taxes & fees
Private Pool Oasis + Hot Tub ,Quiet Luxury in The Villages, Pet Friendly
view from upstairs balcony towards the cove
view from the upstairs balcony which is off the master bedroom
view of house from the lake sun rm & guest rm on left. screened porch & balcony
sun porch
Exceptional
(25 reviews)

Serene 3br, 3 Bath Estate Home On Little Lake Weir

Summerfield

7% off
AU$2,284
for 7 nights, 1 home
AU$326 per night
includes taxes & fees
Serene 3br, 3 Bath Estate Home On Little Lake Weir
Living area
Private kitchen
Exterior
Room
Wonderful
(5 reviews)

Charming 2-bedroom house in serene Lady Lake Villages home with AC

Lady Lake

8% off
AU$1,660
for 7 nights, 1 home
AU$237 per night
includes taxes & fees
Charming 2-bedroom house in serene Lady Lake Villages home with AC
Exterior
Pool not heated
Private kitchen
Living area
Excellent
(28 reviews)

Guest House with pool, boat parking

Leesburg

7% off
AU$1,096
for 7 nights, 1 home
AU$157 per night
includes taxes & fees
Guest House with pool, boat parking
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$1,157
for 7 nights, 1 home
AU$165 per night
includes taxes & fees
Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg
Interior
Private kitchen
Florida Room
Living area
Exceptional
(33 reviews)

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

Fruitland Park

8% off
AU$3,490
for 7 nights, 1 home
AU$499 per night
includes taxes & fees
Lakefront Home on Lake Griffin / Harris chain of lakes and close to the Villages
Front yard / parking area (two entrances / not a duplex).
Enclosed back porch w/ refrigerator.
Family room with leather furniture.
Enclosed back porch.
Exceptional
(81 reviews)

Lake front on North shore of Lake Weir, Florida (it is NOT a duplex / 2 entries)

Ocklawaha

7% off
AU$2,263
for 7 nights, 1 home
AU$323 per night
includes taxes & fees
Lake front on North shore of Lake Weir, Florida (it is NOT a duplex / 2 entries)
Property grounds
Living area
Outdoor dining
Exterior
Exceptional
(20 reviews)

Gorgeous 3 bd-2 bth in Fenney w/4-seat Cart; Near Brownwood, Sawgrass, Eastport

Wildwood

7% off
AU$2,479
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Gorgeous 3 bd-2 bth in Fenney w/4-seat Cart; Near Brownwood, Sawgrass, Eastport
Private kitchen
Living area
Exterior
Room
Exceptional
(5 reviews)

Peaceful and Private Lake Weir Home

Summerfield

8% off
AU$2,636
for 7 nights, 1 home
AU$377 per night
includes taxes & fees
Peaceful and Private Lake Weir Home
Pool not heated
Private kitchen
Room
Private kitchen
Wonderful
(15 reviews)

3 BR 2 Bath Home Full Kitchen Pool Boat Parking

Leesburg

7% off
AU$2,037
for 7 nights, 1 home
AU$291 per night
includes taxes & fees
3 BR 2 Bath Home Full Kitchen Pool Boat Parking

  • 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, laundry, 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:

  • Cane Garden Country Club (3.3 mi / 5.4 km)
  • Continental Country Club (4.3 mi / 7 km)
  • Nancy Lopez Legacy Golf & Country Club (7.6 mi / 12.2 km)
  • Orange Blossom Hills Golf & Country Club (8.1 mi / 13.1 km)
  • Citrus County Speedway (17.1 mi / 27.5 km)
  • Country Club Of Ocala (17.6 mi / 28.4 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 Sumter (5.3 mi / 8.6 km)
  • Lake Griffin State Park (8.4 mi / 13.4 km)
  • Venetian Gardens (10.7 mi / 17.3 km)
  • Lake Weir (12.3 mi / 19.8 km)
  • Florida Horse Park (14.7 mi / 23.7 km)
  • Lake Dora (21.2 mi / 34.2 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, a fantastic area to stay is near the historic downtown district. This charming neighbourhood is not only home to a variety of rental properties but also offers easy access to local attractions and amenities. One of the highlights is the beautiful Lake Sumter Landing, where visitors can enjoy delightful waterfront views, shopping, and dining options. Additionally, the nearby Brownwood Paddock Square provides vibrant entertainment with live music, events, and restaurants that capture the essence of the region.The downtown area is characterised by its friendly atmosphere and convenient access to local parks, making it an ideal base for families and those looking to explore.
Where are the best areas for renting a beach house in Wildwood?
For renting a beach house in Wildwood, Florida, visitors should focus on the areas surrounding the Wildwood Boardwalk, which is a lively hub of activity with amusement rides, games, and a variety of dining options. This beachfront area offers a range of rental properties, including charming cottages and larger family homes, many of which come equipped with amenities such as outdoor decks, private pools, and easy access to the sandy beach.Additionally, the North Wildwood section is a great choice for those looking for a quieter atmosphere while still being close to the action. Here, you can find beach houses that often feature modern kitchens, spacious living areas, and balconies with ocean views. Many properties in this area also include outdoor grills, great for barbecuing after a day at the beach.For a more laid-back experience, the Wildwood Crest area provides a selection of rentals that are slightly removed from the busier boardwalk, ideal for families seeking a peaceful retreat. Properties here typically offer amenities like private beach access, community pools, and family-friendly layouts, making them suitable for those travelling with children.
Are there any houseboat rentals in Wildwood?
In Wildwood, there are several houseboat rentals available, offering a great experience on the water. These houseboats are typically equipped with amenities such as kitchens, comfortable living areas, and outdoor decks for enjoying the scenic surroundings. Positioned near the picturesque lakes and waterways of the area, they provide a tranquil retreat for travellers looking to relax while still being close to local attractions.
What is the most popular type of holiday rental accomodation in Wildwood?
In Wildwood, holiday houses are the predominant type of holiday rental, with around 1,284 available throughout the area. These properties are typically located close to popular attractions such as the Wildwood Boardwalk and the beach, providing easy access to entertainment and leisure activities. Most holiday houses come equipped with amenities like fully furnished kitchens, spacious living areas, and outdoor spaces such as decks or patios, superb for enjoying the warm Florida weather.Additionally, there are approximately 244 villas and 96 cottages that offer a slightly different experience, often featuring more unique architectural styles and additional luxuries like private pools or gardens. For those seeking a more compact option, there are around 12 apartments available, generally suited for couples or smaller groups.
Are there any family house rentals in Wildwood?
In Wildwood, Florida, families will find a wealth of house rentals available—around 210 options throughout the area. This charming locale is superb for family getaways, offering spacious homes that often include multiple bedrooms, full kitchens for preparing family meals, and comfortable living spaces for relaxation. Many properties feature outdoor areas, which provide great spots for children to play and families to gather.The neighbourhoods are conveniently located near attractions such as The Villages, where visitors can enjoy shopping, dining, and entertainment. Additionally, nearby parks offer recreational activities, making it easy to enjoy the natural beauty of the region.
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 with pools or hot tubs, with around 322 options to choose from. This charming area offers a variety of neighbourhoods where such properties can be found, including the family-friendly surroundings near The Villages and the more tranquil areas close to Lake Okahumpka.Travellers can expect a range of amenities in these rentals, including private swimming pools, relaxing hot tubs, spacious outdoor patios, and fully equipped kitchens, making them ideal for gatherings and family holidays. Many properties also feature additional comforts such as barbecues, outdoor furniture, and sometimes even lake access, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Wildwood?
In Wildwood, there are numerous pet-friendly house rentals available, with around 186 options to choose from. Many of these properties are well-equipped for travellers with pets, often featuring spacious yards and outdoor areas where pets can play. Inside, you can expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even laundry facilities, ensuring a convenient stay for families and groups.The area is also close to several parks and nature reserves, making it ideal for pet owners looking to explore outdoor spaces. Nearby parks offer walking trails and open areas great for exercising your pets, allowing for enjoyable outings during your stay.
Are there any remote work holiday rentals in Wildwood?
In Wildwood, Florida, there are numerous remote work holiday rentals available, with around 1,536 options to choose from. This vibrant area offers a variety of properties that cater well to those looking to balance work and leisure. Many rentals feature essential amenities such as free Wi-Fi, both in-room and in public areas, ensuring a reliable internet connection. Additionally, some properties come equipped with computer monitors, making it convenient for remote work.Wildwood is known for its proximity to local attractions, including the scenic Lake Deaton and the bustling markets that provide a taste of local culture. The area offers a mix of modern conveniences and charming surroundings, with homes often featuring comfortable workspaces, spacious living areas, and outdoor spaces to unwind after a day's work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Wildwood?
In Wildwood, popular rental amenities include well-equipped kitchens, ideal for those who prefer to prepare their own meals. Many accommodations also feature coffee and tea makers for a quick morning brew. Onsite parking is commonly available, along with garages for added convenience. Additionally, several properties boast shared pools, providing a refreshing spot to relax and unwind after a day of exploration.
When is the best time to visit Wildwood for a holiday rental?
The best time to visit Wildwood for a holiday rental is during the peak season from February to April, when the weather is pleasantly warm and ideal for outdoor exploration. This period attracts visitors eager to enjoy the vibrant setting and engage in various activities, including golfing, fishing, and exploring the nearby natural springs.As temperatures typically range from the low 10s to mid-20s Celsius, guests can comfortably partake in sightseeing or simply relax in the beautiful surroundings. The scenic landscapes and opportunities for outdoor adventures make these months particularly appealing, with the added bonus of local events that celebrate the area's rich culture.For those looking for a more budget-friendly option, consider visiting in October. While this month may be quieter, it offers the chance to experience the charm of Wildwood without the crowds. The mild temperatures, averaging around 20 degrees Celsius, still allow for enjoyable outdoor activities such as hiking or leisurely strolls through the parks.Ultimately, the best time to visit Wildwood hinges on your preferences for either the bustling peak season filled with activities or the tranquil charm of the shoulder months where you can appreciate the area's natural beauty at your own pace.
What are the top attractions in Wildwood?
In Wildwood, Florida, visitors can enjoy a variety of attractions that showcase the area's natural beauty and recreational opportunities. The Wildwood Nature Park, with its scenic trails and abundant wildlife, offers a tranquil escape for outdoor enthusiasts. Nearby, the historic downtown area features charming shops and local eateries, superb for a leisurely stroll.The area is also known for its proximity to the famous Florida Turnpike, providing easy access to nearby attractions like the Silver Springs State Park, where guests can go kayaking or take a glass-bottom boat tour to see the stunning springs. Additionally, the Wildwood area hosts various local events and festivals throughout the year, allowing visitors to experience the vibrant community spirit.For those interested in golf, the nearby courses provide a great way to enjoy the sunny Florida weather while engaging in a favourite pastime.
Are all fees included in the Wildwood 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 Wildwood holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 Wildwood holiday homes?
You can find great discounts on holiday homes in Wildwood 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 Wildwood holiday home booking on Stayz?
To find Wildwood 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 Wildwood?
A long-stay holiday home 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 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 Wildwood holiday home?
Book your Wildwood 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 Wildwood?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wildwood 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.

More holiday ideas