Discover Your Perfect Willoughby Acres Vacation Homes

Best Vacation Homes in Willoughby Acres

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1741 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $609/Night 7 Nights - US $4,266
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 7 Guests 1829.86 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $445/Night 7 Nights - US $3,113
House
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
4 Bedrooms 3 Baths 12 Guests 2150 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $553/Night 7 Nights - US $3,871
House
Map-icon
like-icon9.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $575/Night 7 Nights - US $4,028
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
3 Bedrooms 2 Baths 7 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $264/Night 7 Nights - US $1,846
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $494/Night 7 Nights - US $3,458
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 6 Guests 1825 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $398/Night 7 Nights - US $2,788
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $551/Night 7 Nights - US $3,854

Willoughby Acres Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $2,088/Night 7 Nights - US $14,619
star-icons-4
House
Map-icon
like-icon1.0
Average
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1754.52 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $909/Night 7 Nights - US $6,362
House
Map-icon
4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $777/Night 7 Nights - US $5,439
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $742/Night 7 Nights - US $5,197
New
House
Map-icon
4 Bedrooms 2 Baths 8 Guests 1900 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $662/Night 7 Nights - US $4,633
House
Map-icon
like-icon9.8
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $601/Night 7 Nights - US $4,209
House
Map-icon
5 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $564/Night 7 Nights - US $3,950
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 9 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $543/Night 7 Nights - US $3,799

Willoughby Acres Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $311/Night 7 Nights - US $2,177
star-icons-4
House
Map-icon
like-icon7.5
Very Good
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1646.88 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $478/Night 7 Nights - US $3,346
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 1499 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $244/Night 7 Nights - US $1,710
star-icons-4
House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1829.86 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $480/Night 7 Nights - US $3,357
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests 1750 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $428/Night 7 Nights - US $2,995
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 1652 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $332/Night 7 Nights - US $2,326
House
Map-icon
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $531/Night 7 Nights - US $3,718
House
Map-icon
3 Bedrooms 2 Baths 8 Guests 1758 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $310/Night 7 Nights - US $2,172

Willoughby Acres Large Vacation Homes

House
Map-icon
like-icon9.4
Exceptional
(42 Reviews)
5 Bedrooms 3 Baths 10 Guests 2400 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $472/Night 7 Nights - US $3,302
House
Map-icon
4 Bedrooms 4 Baths 11 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $604/Night 7 Nights - US $4,228
Villa
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
US $600/Night 7 Nights - US $4,200
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $518/Night 7 Nights - US $3,626
House
Map-icon
like-icon9.6
Exceptional
(38 Reviews)
4 Bedrooms 3 Baths 10 Guests 1650 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $291/Night 7 Nights - US $2,036
House
Map-icon
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $551/Night 7 Nights - US $3,858
House
Map-icon
3 Bedrooms 1 Bath 10 Guests 1763 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $300/Night 7 Nights - US $2,100
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 2 Baths 10 Guests 1523 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $420/Night 7 Nights - US $2,943

Why Choose Rent By Owner for your Willoughby Acres Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Willoughby Acres

When should you plan your Vacation Rentals stay?

Timing your visit to Naples in this region ensures you experience the area's best weather and amenities, making your stay in Willoughby Acres the most enjoyable when you choose the right season for your vacation.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination sees an influx of visitors seeking warm weather and sunshine, making it a popular time for booking vacation rentals.

Average Temperature Daytime: mid-70s°F - Nighttime: mid-50s°F
spring
Spring (March to May)

Spring ushers in pleasant weather, encouraging travelers to explore and enjoy the region’s outdoor activities while securing their preferred accommodation options early.

Average Temperature Daytime: upper 70s to mid-80s°F - Nighttime: mid-60s°F

Off-Season Highlights

image
Summer (June to August)

Summer is typically less busy here due to higher temperatures and humidity, providing a quieter experience and potentially more affordable vacation rentals.

Average Temperature Daytime: high 80s to low 90s°F - Nighttime: mid-70s°F
image
Fall (September to November)

The transition into cooler weather makes fall a less crowded time to visit, offering more relaxed booking choices for those seeking tranquility in the area.

Average Temperature Daytime: upper 70s to mid-80s°F - Nighttime: mid-60s°F

Weekly Weather Forecast for Willoughby Acres

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.

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 dining areas perfect for relaxing meals under the Florida sun.
  • Take a dip or lounge by a private swimming pool on your property.
  • Make use of beautifully landscaped gardens and lush lawns for outdoor activities.
  • Benefit from covered patios or verandas to unwind while shaded from the sun.
  • Utilize outdoor grill facilities for barbecues in the warm climate.
  • Explore nearby walking or biking trails that showcase the region’s scenic beauty.
  • Relax in hammock setups or outdoor seating areas designed for enjoying the fresh air.
image
image

Family Activities

  • Naples Zoo at Caribbean Gardens: You can enjoy a family-friendly day exploring exotic animals and engaging exhibits in this popular attraction nearby.
  • Clam Pass Park: Spend time relaxing on the pristine beaches and taking a scenic tram ride through mangroves in this scenic coastal park.
  • The NGALA Preserve: Discover outdoor adventures with nature walks and wildlife viewing opportunities perfect for families seeking outdoor exploration.
  • Vanderbilt Beach: Experience fun in the sun by lounging or playing along the soft sands of this beautiful Naples beach close to your accommodation.
image

Adult Activities

  • Golfing at Naples National Golf Club: Enjoy a round of golf at this renowned course, perfect for adult enthusiasts seeking to experience top-tier golf amidst scenic surroundings in the area.
  • Exploring Beachfront Parks: Spend your days relaxing or walking along the pristine sands at nearby beachfront parks that showcase the natural beauty of this coastal destination.
  • Dining at Fine Restaurants: Indulge in exquisite cuisine at local fine dining establishments, offering a variety of delicious options just minutes from your vacation rental here.
  • Visiting Art Galleries and Cultural Spots: Immerse yourself in the region’s vibrant arts scene by exploring galleries and cultural venues that highlight the area's creative spirit and history.

Willoughby Acres Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area’s renowned dining options to experience authentic Florida flavors during your stay.
  • Plan Outdoor Activities: Use the region’s natural beauty to enjoy outdoor pursuits such as walking, cycling, or relaxing in scenic parks near your vacation rental.
  • Visit Nearby Attractions: Discover local points of interest conveniently located close to your accommodation that showcase the unique charm of this destination.
  • Choose Well-Reviewed Rentals: Select vacation rentals with positive reviews and detailed amenities to ensure a comfortable and worry-free stay here.

Transportation Options

  • Private Car Rental Services: You can conveniently rent a car to explore the area at your own pace, enjoying the flexibility to visit nearby attractions and beaches.
  • Public Transit - Naples Trolley and Bus System: The local trolley and bus services provide an affordable way to navigate here without the need for a personal vehicle.
  • Taxi and Rideshare Options: Reliable taxi and rideshare services like Uber and Lyft are readily available for quick trips within this destination.
  • Bicycle Rentals: For a more active approach, consider renting bicycles to enjoy the scenic surroundings of the region at a leisurely pace.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and friendly demeanor of locals, reflecting the region’s welcoming attitude in everyday interactions.
  • Respect for Nature: Emphasizing environmental preservation, residents here value outdoor etiquette, including proper disposal and conservation efforts.
  • Community Engagement: Participating in local events or neighborhood gatherings is common, fostering a sense of connection among residents and visitors alike.
  • Casual Dress Code: The area's laid-back lifestyle extends to clothing choices, with relaxed attire being the norm for outings and social occasions.

Frequently Asked Questions About Willoughby Acres?

2. How many vacation rentals have private pools in Willoughby Acres?

3. Which vacation homes in Willoughby Acres are best for families?

If you are looking for a family-friendly vacation home in Willoughby Acres, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Willoughby Acres:

4. How many Rentbyowner vacation rentals are available in Willoughby Acres?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 56 in the Willoughby Acres 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 Willoughby Acres. 

5. What is the cancellation policy for vacation rentals in Willoughby Acres, Naples?

The cancellation policies vary by listing, so it's important to review the specific property's terms directly on the listing page. Some properties offer flexible cancellation options, while others may have stricter policies. For detailed information, contact the property owner or manage your booking through the platform.

6. How do I find available dates and book a vacation rental in this part of Naples?

You can easily check availability and make reservations by entering your preferred travel dates on the listing platform. Filters allow you to refine your search based on your needs. Once you select a suitable property, follow the booking instructions provided to secure your stay.

7. Are there any house rules I should be aware of before booking?

Yes, each vacation rental has its own set of house rules outlined in the listing description. These may include policies on pets, smoking, noise levels, and maximum occupancy. Be sure to read these details carefully before confirming your reservation to ensure a smooth stay.

8. What amenities are typically included in vacation rentals here?

Most properties in this area come with essential amenities such as Wi-Fi, air conditioning, kitchen facilities, and parking. Specific features like pools, outdoor spaces, or entertainment options are listed in each property’s detail section. Review these amenities to find a rental that meets your needs.

9. How can I contact the property owner if I have questions about my booking?

Contact details are usually provided on the listing page. You can reach out directly through the messaging system on the booking platform to ask any specific questions or clarify details before finalizing your reservation. The property owner is typically happy to assist to ensure a positive experience.

Willoughby Acres Top Rated Vacation Rentals

House
Map-icon
1 Bedroom 2 Baths 8 Guests 1937.5 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $324/Night 7 Nights - US $2,268
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 2 Baths 8 Guests 1825 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $380/Night 7 Nights - US $2,663
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 7 Guests 1965 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $330/Night 7 Nights - US $2,310
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $703/Night 7 Nights - US $4,921
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $390/Night 7 Nights - US $2,731
House
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests 1800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $328/Night 7 Nights - US $2,298
House
Map-icon
like-icon6.0
Good
(2 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $671/Night 7 Nights - US $4,700
House
Map-icon
like-icon5.0
Average
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 1448 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $245/Night 7 Nights - US $1,715