Best Vacation Homes in The Wilderness
1105 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $123/Night
For 7 Nights US $859
1108.68 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $124/Night
For 7 Nights US $865
US $96/Night
For 7 Nights US $673
5 Guests
2 Bedrooms
1 Bathroom
House
- Air Conditioner
- Internet
- Child Friendly
US $195/Night
For 7 Nights US $1,364
215.28 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $112/Night
For 7 Nights US $782
1134 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Fireplace/Heating
- Pool
- Ocean View
US $147/Night
For 7 Nights US $1,027
6 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $600/Night
For 7 Nights US $4,200
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $166/Night
For 7 Nights US $1,160
The Wilderness Luxury Rentals
5500.36 ft²
22 Guests
7 Bedrooms
5 Bathrooms
Villa
- Oceanfront
- Hot Tub
- Pool
US $693/Night
For 7 Nights US $4,850
3100.01 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $491/Night
For 7 Nights US $3,437
9 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $397/Night
For 7 Nights US $2,778
1038 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $372/Night
For 7 Nights US $2,602
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $318/Night
For 7 Nights US $2,225
1830 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $283/Night
For 7 Nights US $1,984
743 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $278/Night
For 7 Nights US $1,948
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $265/Night
For 7 Nights US $1,852
The Wilderness Pet Friendly Vacation Rentals
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $157/Night
For 7 Nights US $1,099
269.09 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $40/Night
For 7 Nights US $280
6 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $170/Night
For 7 Nights US $1,192
1948.27 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $208/Night
For 7 Nights US $1,456
3100 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $186/Night
For 7 Nights US $1,302
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $200/Night
For 7 Nights US $1,401
3100 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $218/Night
For 7 Nights US $1,528
9 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
US $195/Night
For 7 Nights US $1,364
The Wilderness Large Vacation Homes
738 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $230/Night
For 7 Nights US $1,611
US $175/Night
For 7 Nights US $1,225
300 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $186/Night
For 7 Nights US $1,302
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $172/Night
For 7 Nights US $1,202
11 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Kitchen
- Parking
- Air Conditioner
US $300/Night
For 7 Nights US $2,101
2041 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $210/Night
For 7 Nights US $1,470
13 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
US $350/Night
For 7 Nights US $2,450
3936 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Pool
- Balcony/Terrace
- Pet Friendly
US $285/Night
For 7 Nights US $1,995
Why Choose Rent By Owner for your The Wilderness Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit The Wilderness
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation in this destination can enhance your experience, allowing you to enjoy the region's pleasant climate and favorable weather conditions for an unforgettable getaway.
Peak Season Highlights
Spring (March to May)
During spring, the region experiences warm temperatures and increased visitor numbers as travelers enjoy outdoor activities and family-friendly attractions.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Winter Holidays (December to February)
The winter holiday season attracts many visitors seeking festive experiences and milder weather, making it a popular time for booking vacation rentals here.
Average Temperature Daytime: 70°F to 78°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Summer (June to August)
Although summer brings high temperatures and humidity, it remains a quiet period for those looking for more relaxed stays away from peak crowds.
Average Temperature Daytime: 88°F to 92°F - Nighttime: 70°F to 75°F
Fall (September to November)
As the region transitions into cooler months, fewer travelers visit, making it an ideal time for more affordable and peaceful accommodations here.
Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 70°F
Weekly Weather Forecast for The Wilderness
How to Book Your The Wilderness Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in The Wilderness
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor swimming pools, perfect for relaxing on warm Florida days.
- Take advantage of private patios or decks to unwind and soak up the sunshine.
- Access lush landscaped gardens for peaceful strolls amid nature.
- Make use of outdoor grilling areas for family barbecues and gatherings.
- Relax in spacious yard areas ideal for outdoor games and activities.
- Utilize community tennis courts or basketball hoops if available nearby.
- Discover nearby walking or biking trails to explore the scenic surroundings safely.
Top Attractions Around The Wilderness
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities, explore local parks, or experience the region's vibrant entertainment options, making your stay in this destination both exciting and relaxing.
Family Activities
- Wild Florida Airboat Tours: Experience an exhilarating airboat ride through the scenic wetlands, offering families a chance to see local wildlife and learn about the area's unique ecosystem.
- Tree Trek Adventure Park: Challenge your family with high ropes courses and zip lines nestled among the treetops, providing fun and adventure in a safe environment within this destination.
- Local Nature Trails: Explore walking and biking paths that wind through lush landscapes, perfect for family outings and discovering the region's natural beauty.
- Wildlife Encounters Workshops: Participate in interactive programs focused on local fauna, ideal for educating children and engaging them with the area's rich biodiversity.
Adult Activities
- Wildlife Watching Tours: Embark on guided wildlife watching tours to observe the region's native animals and natural habitats in their untouched environment.
- Kayaking and Canoeing: Enjoy peaceful paddling experiences along the area's scenic waterways, offering a unique perspective of its lush landscapes.
- Nature Trails and Hiking: Explore well-maintained nature trails that wind through the region’s pristine woods and wetlands, perfect for outdoor enthusiasts seeking adventure.
- Fishing Excursions: Try your hand at fishing in the area's abundant lakes and rivers, renowned for their variety of freshwater species.
The Wilderness Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Ahead: Take advantage of the area’s attractions by scheduling your outings in advance to maximize your time and experience here fully.
- Choose a Strategic Location: Select vacation rentals close to popular spots and amenities to reduce travel time and enhance convenience during your stay.
- Explore Local Dining Options: Enjoy authentic flavors by discovering nearby restaurants, making your experience here more memorable and flavorful.
- Utilize On-Site Amenities: Make the most of your accommodation's facilities to relax and unwind after a day of exploring this destination’s natural beauty and attractions.
Transportation Options
- Rental Car Services: Renting a car offers the most flexibility to explore this region at your own pace, with numerous providers conveniently located nearby.
- Taxi and Ride-Sharing: Taxis and ride-sharing options like Uber and Lyft are readily available for quick, hassle-free transportation around the area.
- Public Transportation: Local bus services provide an affordable way to reach popular destinations within the region without the need for a personal vehicle.
- Airport Transfers: Organized shuttle services and private transfers are available for convenient transportation between the major airports and your vacation rental here.
Local Customs Options
- Respect for Nature: Locals in the area hold a deep reverence for their natural surroundings, often practicing sustainable habits to preserve the region's lush landscapes.
- Traditional Celebrations: You might experience local festivities that celebrate regional heritage, offering insights into the area's rich cultural customs.
- Friendly Hospitality: Visitors are typically greeted with warmth and friendliness, reflecting the welcoming spirit prevalent throughout this destination.
- Local Cuisine Etiquette: When dining here, you'll notice a focus on sharing meals communally, emphasizing hospitality and community bonds common within the region.
The Wilderness Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in The Wilderness?
There are a lot of options in The Wilderness. If you plan on staying in the The Wilderness area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Wilderness:
- Stylish Apt Near Lego& DisneyLand
- An Oasis of 4 bedrooms 4 baths with private pool
- Vacation Relax, Play and COMM Pool-20 Miles from Walt Disney World
- Perfect Location For Vacation! Relaxing Pool, Free Parking, Near Disney
- Stylish Apt Near Lego/DisneyLand n2-bedroom condo in beautiful Poinciana Florida
- Dos alcobas, entrada independiente
- COZY 4-BEDROOM HOUSE WITH PRIVATE POOL ONLY 30 MINUTES FROM DISNEY!
- Stars Manor-Disney-Universal-Pool-22people
- Alhambra Villas
- Nature Escape! Pool, Parking, Near Ridgewood Lakes Golf & Country Club
2. How many vacation rentals have private pools in The Wilderness?
There are 12 vacation rentals with private pools near The Wilderness. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in The Wilderness are best for families?
If you are looking for a family-friendly vacation home in The Wilderness, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in The Wilderness:
4. How many Rentbyowner vacation rentals are available in The Wilderness?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 119 in the The Wilderness area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Wilderness.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policies vary depending on the specific property and host. It is recommended you review the cancellation terms listed on the property page or contact the owner directly for detailed information.
6. How do I know if a vacation rental in the region is available for my travel dates?
Availability can be checked through the booking platform by selecting your desired dates, but for real-time confirmation, reaching out to the property owner is advised.
7. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning, service charges, or tourism taxes may apply. These are typically outlined during the booking process or in the listing details, so reviewing them carefully is recommended.
8. Can I get custom arrangements or special requests for my stay in these rentals?
Many hosts offer customized options or special accommodations. Contact the property owner beforehand to discuss any specific needs or requests to ensure they can be accommodated.
9. What amenities are usually included with vacation rentals in this destination?
Amenities can vary by property, but most listings detail features like private kitchens, Wi-Fi, pools, and parking. Checking the individual listing will provide a comprehensive list of what is included during your stay.
The Wilderness Top Rated Vacation Rentals
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $134/Night
For 7 Nights US $937
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $100/Night
For 7 Nights US $699
US $80/Night
For 7 Nights US $561
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $183/Night
For 7 Nights US $1,279
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $70/Night
For 7 Nights US $493
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $265/Night
For 7 Nights US $1,852
732 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $225/Night
For 7 Nights US $1,577
301 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $176/Night
For 7 Nights US $1,233
