Discover Your Perfect Country Oaks Vacation Homes

Country Oaks Luxury Rentals

Country Oaks Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Country Oaks 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 Country Oaks

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here ensures you experience the region's pleasant climate and vibrant atmosphere at its best, making your stay in this destination truly memorable.

Peak Season Highlights

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Winter (December to February)

During the winter months, this destination experiences its peak season as visitors seek mild weather and sunny skies. You'll enjoy pleasant daytime temperatures perfect for exploring or relaxing outdoors in the area.

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

Spring marks another peak period when travelers flock here to enjoy blooming landscapes and comfortable weather. It’s an ideal time to book your vacation rental and indulge in outdoor activities under sunny skies.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

The summer months see a dip in visitors due to higher humidity and the start of the hurricane season. This is a quieter time to find deals on vacation rentals while enjoying the warm weather and fewer crowds.

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

Fall tends to be less busy, making it a good season for those looking to experience the region without the peak-season rush. Temperatures remain warm, but the area becomes more peaceful and relaxed.

Average Temperature Daytime: 82°F - Nighttime: 65°F

Weekly Weather Forecast for Country Oaks

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 refreshing swim in the private outdoor pool, perfect for relaxing after exploring the area.
  • Take advantage of spacious patios or decks for outdoor dining and entertaining with family and friends.
  • Make use of lush landscaped gardens that provide a tranquil setting for outdoor leisure activities.
  • Benefit from access to community parks or green spaces nearby for outdoor recreation and picnics.
  • Utilize outdoor grilling areas to host barbecues amidst the scenic surroundings of this destination.
  • Relax on loungers by the poolside, soaking up the Florida sun in comfort and style.
  • Explore nearby walking or biking trails that allow you to enjoy the natural beauty of this region.
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Family Activities

  • Myakka River State Park: Enjoy a day of family-friendly outdoor activities like airboat tours, wildlife viewing, and scenic hiking within this expansive natural preserve.
  • Sarasota Jungle Gardens: Experience an interactive zoo that offers animal encounters and lush botanical gardens, perfect for family fun in the region.
  • The Ringling Museum of Art: Explore inspiring art collections, stunning European architecture, and engaging exhibits that appeal to visitors of all ages.
  • Siesta Key Beach: Relax and play on powdery white sands alongside calm Gulf waters, ideal for a family beach day here in Sarasota’s surrounding area.
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Adult Activities

  • Golfing at Lakewood Ranch Golf & Country Club: Enjoy a day on the lush fairways of one of the region's premier golf courses, just a short drive from your vacation rental here.
  • Exploring Myakka River State Park: Experience the natural beauty of the area by kayaking or bird-watching in this expansive state park known for its diverse wildlife and scenic landscapes.
  • Shopping and Dining in Downtown Sarasota: Discover a variety of boutique shops, art galleries, and gourmet restaurants that showcase the vibrant culture of the region near your stay.
  • Sightseeing at The Ringling: Immerse yourself in art, history, and circus memorabilia at this renowned cultural landmark close to your vacation home here.

Country Oaks Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Shopping and Dining: Take advantage of nearby retail centers and restaurants to enjoy the area's vibrant cuisine and unique shops during your stay here.
  • Plan Water-Based Activities: Embrace Sarasota's seaside charm by scheduling days for boating, fishing, or relaxing on the beaches within easy reach of your vacation rental.
  • Visit Natural Attractions: Discover the region's lush parks and scenic outdoor spots that showcase the natural beauty surrounding your accommodation.
  • Utilize Local Transportation Options: Make the most of available transit or rental services to conveniently navigate between your vacation rental and the area's key points of interest.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility to explore the area and access vacation rentals conveniently situated throughout Sarasota.
  • Public Transit: The region's bus services provide an affordable and reliable means of traveling between popular destinations and the local community in the area.
  • Taxi and Rideshare Services: Ride-hailing options like taxis or rideshare apps serve as convenient transportation choices for quick, door-to-door travel here.
  • Biking: Biking is an eco-friendly and healthy way to enjoy the region’s scenic routes and reach nearby amenities near your vacation rental in the area.

Local Customs Options

  • Politeness and Greeting Habits: Visitors often find that greeting neighbors with a friendly "hello" or "good morning" is customary, reflecting the area's welcoming community spirit.
  • Respect for Nature and Environment: Locals take pride in maintaining the pristine natural surroundings, so it's common to see residents practicing eco-friendly habits and conservation efforts.
  • Celebration of Local Events: Participating in community events and festivals is a valued tradition here, offering you an authentic experience of regional culture during your stay.
  • Dining Etiquette: When enjoying local eateries or inviting others, polite table manners and appreciation for fresh regional cuisine are highly appreciated by residents.

Frequently Asked Questions About Country Oaks?

2. How many vacation rentals have private pools in Country Oaks?

There are 94 vacation rentals with private pools near Country Oaks. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Country Oaks are best for families?

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

4. How many Rentbyowner vacation rentals are available in Country Oaks?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 525 in the Country Oaks 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 Country Oaks. 

5. What is the cancellation policy for properties in this area?

Cancellation policies vary by listing, so it’s best to review the specific terms on the property’s page or contact the owner directly to understand the cancellation options available.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically detailed in each listing. Be sure to review the total cost before completing your reservation to avoid surprises.

7. How do I ensure my booking is secure and confirmed?

Bookings are secured through the platform's trusted payment system once you complete the reservation process. Confirmations are sent via email, and contacting the property owner can provide extra assurance.

8. What amenities are usually included with vacation rentals in this part of Florida?

Most rentals include essential amenities such as Wi-Fi, parking, and kitchen facilities. Specific features like pools or appliances are detailed in each listing, so check the individual property details.

9. Is it possible to modify or extend my stay after booking?

Modifications depend on the host’s policies and availability. It’s recommended to contact the owner directly to discuss any changes to your reservation.

Country Oaks Top Rated Vacation Rentals