Wildwood holiday lettings

We found 1,568 holiday rentals — enter your dates for availability
Select from 443 homes, 33 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:13 Nov - 20 Nov

Poolside cottage. King bed TV hot tub on back porch. Roll away available.
Devils Den Caverns
Quartz kitchen. 6 burner gas stove. 2 refrigerators and 2 ovens. 5x8 island
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
£4,191
for 7 nights, 1 home
£599 per night
includes taxes & fees
Charming Estate with Pool Hot Tub - Short drive to Ocala Springs & The Villages
Wrap around porch - quiet spot for two
Bridal staircase, perfect for family pics
Private kitchen
Pool, patio table w/ 6 chairs, hot tub, lounge chairs, BBQ
Exceptional
(65 reviews)

Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.

Lady Lake

9% off
£3,178
for 7 nights, 1 home
£454 per night
includes taxes & fees
Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.
Outdoor dining
Living area
Dining
Interior
Exceptional
(176 reviews)

Take a look at beautiful Cedar Lodge on Lake Weir!

Ocklawaha

7% off
£1,162
for 7 nights, 1 home
£166 per night
includes taxes & fees
Take a look at beautiful Cedar Lodge on Lake Weir!
Private kitchen
Property grounds
Room
Terrace/patio
Exceptional
(78 reviews)

2 BED/2BATH PLUS DEN COURTYARD VILLA

Wildwood

7% off
£918
for 7 nights, 1 villa
£131 per night
includes taxes & fees
2 BED/2BATH PLUS DEN COURTYARD VILLA
dining room
Formal living room
bedroom 2 full bed
Tv in bonus room
Exceptional
(7 reviews)

Walking Distance To Spanish Springs.You'll Dance And Enjoy a healthy lifestyle.

Lady Lake

8% off
£2,818
for 7 nights, 1 home
£403 per night
includes taxes & fees
Walking Distance To Spanish Springs.You'll Dance And Enjoy a healthy lifestyle.
Kitchen off living room
Sandy beach with our water toys that are Not included, lake lowest water level
Remodeled living room with lake view Cable TV with WIFI Internet access
Family living room
Exceptional
(47 reviews)

Quiet Rural Private Lakefront Home~90 Ft. Shoreline~Large Property Ample Parking

Ocklawaha

19% off
£1,119
for 7 nights, 1 home
£160 per night
includes taxes & fees
Quiet Rural Private Lakefront Home~90 Ft. Shoreline~Large Property Ample Parking
Living area
Dining
Living area
Pool
Exceptional
(94 reviews)

Walk to Lake Sumter Landing! Golf cart included!

The Villages

7% off
£1,567
for 7 nights, 1 home
£224 per night
includes taxes & fees
Walk to Lake Sumter Landing! Golf cart included!
Interior
Living area
Dining
Living area
Exceptional
(11 reviews)

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

Wildwood

8% off
£1,775
for 7 nights, 1 home
£254 per night
includes taxes & fees
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
Private kitchen
Private kitchen
Exterior
Room
Exceptional
(18 reviews)

Cheerful 3 bedroom home with free parking.

Summerfield

7% off
£980
for 7 nights, 1 home
£140 per night
includes taxes & fees
Cheerful 3 bedroom home with free parking.
Interior
Private kitchen
Exterior
Living area
Exceptional
(11 reviews)

3-BR Span Spr Lake Sumter 2 Carts Included SanPedro

Lady Lake

15% off
£792
for 7 nights, 1 home
£113 per night
includes taxes & fees
3-BR Span Spr Lake Sumter 2 Carts Included SanPedro
Living area
Private kitchen
Dining
Private kitchen
Exceptional
(35 reviews)

Merlin's Manor

Ocala

7% off
£1,069
for 7 nights, 1 home
£153 per night
includes taxes & fees
Merlin's Manor
view from upstairs balcony towards the cove
view from the upstairs balcony which is off the master bedroom
living room
sun porch
Exceptional
(25 reviews)

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

Summerfield

7% off
£1,206
for 7 nights, 1 home
£172 per night
includes taxes & fees
Serene 3br, 3 Bath Estate Home On Little Lake Weir
Exterior
Private kitchen
Dining
Interior
Wonderful
(11 reviews)

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Wildwood

8% off
£1,730
for 7 nights, 1 home
£247 per night
includes taxes & fees
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Interior
Private kitchen
Room
Exterior
Wonderful
(5 reviews)

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

Lady Lake

8% off
£909
for 7 nights, 1 home
£130 per night
includes taxes & fees
Charming 2-bedroom house in serene Lady Lake Villages home with AC
Bathroom
Interior
Private kitchen
Living area
Exceptional
(8 reviews)

Barndominium at Dirty Dog Organic Farm

Leesburg

7% off
£803
for 7 nights, 1 home
£115 per night
includes taxes & fees
Barndominium at Dirty Dog Organic Farm
Dining
Living area
Living area
Exterior
Exceptional
(60 reviews)

The Country Porch in Wildwood Florida - A stones throw away from The Villages!

Wildwood

8% off
£1,069
for 7 nights, 1 home
£153 per night
includes taxes & fees
The Country Porch in Wildwood Florida - A stones throw away from The Villages!
Terrace/patio
Room
Dining
Interior
Very good
(10 reviews)

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

Fruitland Park

11% off
£612
for 7 nights, 1 home
£87 per night
includes taxes & fees
Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg
Living area
Private kitchen
Florida Room
Dining
Exceptional
(33 reviews)

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

Fruitland Park

8% off
£1,411
for 7 nights, 1 home
£202 per night
includes taxes & fees
Lakefront Home on Lake Griffin / Harris chain of lakes and close to the Villages
Exterior
Living area
Property grounds
Room
Exceptional
(5 reviews)

Peaceful and Private Lake Weir Home

Summerfield

7% off
£1,441
for 7 nights, 1 home
£206 per night
includes taxes & fees
Peaceful and Private Lake Weir Home

  • 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)
  • Orange Blossom Hills Golf & Country Club (8.1 mi / 13.1 km)
  • Harbor Hills Country Club (12 mi / 19.2 km)
  • Country Club Of Ocala (17.6 mi / 28.4 km)
  • Mission Inn Golf Resort - El Campeon (18.3 mi / 29.5 km)
  • Candler Hills Golf Club (21.3 mi / 34.3 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 Okahumpka Park (3.1 mi / 5 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)
  • 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, 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.
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, 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.
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, 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 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 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.
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 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.
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 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 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.
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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