Discover Your Ideal Country Oaks, Sarasota Vacation Rentals for a Memorable Florida Getaway
Discover Your Perfect Country Oaks Vacation Homes
Best Vacation Homes in Country Oaks
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pool
- TV
Country Oaks Luxury Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Security/Safety
- Sports/Activities
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
Country Oaks Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pet Friendly
- Pool
Country Oaks Large Vacation Homes
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Wheelchair Accessible
- Bedding/Linens
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Country Oaks Vacation Rental Homes?
What makes our Vacation Rentals special?
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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Country Oaks
How to Book Your Country Oaks Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Country Oaks
Common Vacation Rentals Amenities
What amenities can you expect?
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.
Top Attractions Around Country Oaks
What attractions are nearby?
In this vibrant region, you can enjoy a variety of outdoor activities, scenic nature excursions, and local attractions that make your stay both relaxing and adventurous.

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.
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?
1. What are the top vacation rentals in Country Oaks?
There are a lot of options in Country Oaks. If you plan on staying in the Country Oaks area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Country Oaks:
- Beautiful Private apartment
- Private Pool Home Hideaway in Palm Aire. Close to all Sarasota has to offer.
- Modern farmhouse in the heart of UTC - Seclusion, yet close to everything!
- *NEW LISTING* Incredible Lake View!
- Resort-like setting a short drive to beaches and downtown, new vinyl plank floor
- ❤️Modern Pool Home by Siesta Key/Downtown/UTC & Airport
- Peaceful Riverfront Oasis with Private Island
- Serenata Condo -Gorgeous Lake & Pool Views, Close To Beaches, UTC Mall, & More!
- Discover Hidden Cove #2 - Water Views with Privacy
- Palm Aire Golf Course home in Sarasota near Benderson Park, UTC and beaches.
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?
6. Are there any additional fees I should be aware of when booking a vacation rental here?
7. How do I ensure my booking is secure and confirmed?
8. What amenities are usually included with vacation rentals in this part of Florida?
9. Is it possible to modify or extend my stay after booking?
Country Oaks Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool