Discover Your Perfect Oakes Estates Vacation Homes

Oakes Estates Luxury Rentals

Why Choose Rent By Owner for your Oakes Estates Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Oakes Estates

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit ensures you can fully enjoy the relaxed atmosphere and pleasant weather that make this destination a popular choice for travelers seeking memorable getaways in the region.

Peak Season Highlights

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Winter (December to February)

During the winter months, this region experiences peak attractiveness due to warm and pleasant weather, making it an ideal time for enjoying outdoor activities and relaxing at your holiday home.

Average Temperature Daytime: 75°F to 80°F - Nighttime: 55°F to 65°F
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Spring (March to May)

Spring marks another high season here when the scenic beauty blooms, attracting visitors looking to experience the region’s vibrant atmosphere and comfortable climate.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 68°F

Off-Season Highlights

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Summer (June to August)

The summer months see a slight dip in visitors, offering a more relaxed environment with hotter days perfect for indoor retreats or early morning excursions.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 70°F to 75°F
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Fall (September to November)

Autumn is considered off-peak as the temperatures begin to cool, providing a quieter experience for those seeking tranquility and less crowded vacation rentals here.

Average Temperature Daytime: 83°F to 86°F - Nighttime: 65°F to 73°F

Weekly Weather Forecast for Oakes Estates

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 a private swimming pool to relax and unwind outdoors.
  • Take advantage of spacious outdoor patios with comfortable seating areas.
  • Utilize outdoor dining spaces ideal for enjoying meals under the sun.
  • Make the most of lush landscaped gardens that provide privacy and natural beauty.
  • Relax in shaded pergolas or gazebos designed for outdoor entertaining.
  • Benefit from outdoor grilling stations perfect for cookouts with family and friends.
  • Explore nearby walking or biking paths to experience the scenic surroundings of this region.
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Family Activities

  • Naples Zoo at Caribbean Gardens: Spend a day exploring diverse wildlife exhibits and interactive encounters that delight children and adults alike in this family-friendly attraction nearby.
  • Golisano Children’s Museum of Naples: Engage the young ones with hands-on exhibits designed to spark creativity and learning within a vibrant educational environment close to here.
  • Lighthouse Beach Park: Enjoy relaxing on pristine sands and building sandcastles while soaking up the sunshine at this scenic spot along the Gulf of Mexico.
  • Clam Pass Park: Experience a fun, scenic stroll through mangroves to reach a beautiful beach where your family can swim, picnic, and unwind together.
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Adult Activities

  • Golfing at Tiburón Golf Club: Enjoy a day on the lush fairways of one of the region’s premier golf courses, perfect for both beginners and seasoned players.
  • Exploring Naples Botanical Garden: Discover the vibrant plant collections and tranquil walking paths that highlight the natural beauty of this destination’s outdoor spaces.
  • Fishing Adventures in the Gulf of Mexico: Embark on a fishing charter or cast a line from the nearby piers to experience the region’s renowned marine bounty.
  • Spa and Wellness Centers: Indulge in relaxing treatments at local spas that offer rejuvenating experiences tailored for visitors seeking pampering in this area.

Oakes Estates Travel Tips

How Can You Make the Most of Your Stay?

  • Arrive prepared to explore the natural beauty of the area: Take advantage of local outdoor activities by planning visits to nearby parks and scenic spots that highlight this destination’s lush landscape.
  • Utilize nearby amenities to enhance your stay: Select a vacation rental that offers easy access to essential services and recreational facilities for a comfortable experience here.
  • Plan your days around the region's prime weather conditions: Check the local forecast to make the most of sunny days and avoid heavy rainfall, optimizing your time exploring the area.
  • Respect the local environment and community: Practice eco-friendly habits and be mindful of neighborhood rules to enjoy a harmonious visit in this popular destination.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility for exploring the local attractions and scenic areas around this part of Naples.
  • Local Taxis and Ride-Sharing Services: Convenient transportation options like taxis and ride-sharing apps provide easy access to nearby shopping, dining, and entertainment venues.
  • Public Transit: The regional bus system connects you efficiently with key destinations within the region, making it a budget-friendly choice during your stay.
  • Rental Cars: Car rental services in the area allow for comfortable and convenient day trips while enjoying the warm Florida climate and coastal views.

Local Customs Options

  • Southern Hospitality: You’ll notice residents often greet visitors warmly, reflecting the area's friendly and welcoming community spirit.
  • Respect for Nature: Locals in this region place a high value on preserving the natural beauty, encouraging eco-friendly practices among visitors.
  • Golf Etiquette: Since numerous golf courses are nearby, practicing good etiquette on the greens is appreciated by both locals and fellow visitors.
  • Community Engagement: Participating in local events such as neighborhood gatherings helps you connect authentically with this destination's close-knit community.

Frequently Asked Questions About Oakes Estates?

2. How many vacation rentals have private pools in Oakes Estates?

3. Which vacation homes in Oakes Estates are best for families?

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

4. How many Rentbyowner vacation rentals are available in Oakes Estates?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 581 in the Oakes Estates 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 Oakes Estates. 

5. What is the cancellation policy for booking a vacation rental in Oakes Estates?

The cancellation policy varies between individual properties. To understand the specific terms and potential refund options, it's best to review the listing details or contact the property owner directly.

6. How do I confirm my reservation at a vacation rental in this area?

Reservation confirmation typically occurs after completing the booking process and receiving a confirmation email. For any additional questions or special requests, reaching out to the property owner can ensure a smooth reservation.

7. Are there any house rules I should be aware of when staying in these vacation rentals?

Each property has its own set of house rules outlined in the listing. It’s important to review these before booking and communicate with the host if you have any questions about policies such as pet accommodations, smoking, or guest limits.

8. What amenities are usually included in vacation rentals in this region?

Amenities often vary but commonly include essentials like Wi-Fi, kitchen access, and parking. For specific features such as pools or outdoor spaces, check the individual listing details or contact the owner directly.

9. How close are the vacation rentals to local attractions or beaches?

Most rentals are conveniently located within a short drive to popular destinations and beaches in the area. To find properties that meet your proximity preferences, review the location details on each listing or inquire with the host.

Oakes Estates Top Rated Vacation Rentals

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool