1. USA
  2. Florida
  3. Sarasota
  4. Gillespie Park
  5. Rentals by Owner

Discover Your Perfect Gillespie Park Rentals by Owner

Gillespie Park Rentals by Owner

More Top-Rated Rentals by Owner in Gillespie Park Area

Why Choose Rent By Owner for your Gillespie Park vacation rental?

What makes our Rentals by Owner 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.

Popular Areas for Gillespie Park Rentals by Owner

Where are the best neighborhoods to stay in Gillespie Park?

Discover the charm of Gillespie Park when selecting your stay in Sarasota, Florida. This neighborhood offers a peaceful, residential atmosphere, making it an ideal choice for those seeking a relaxed and authentic experience in Sarasota. By choosing rental properties in Gillespie Park through Rent By Owner, you can enjoy convenient access to local attractions while experiencing the comfort of a home-like environment. Whether you're seeking a quiet retreat or a central location to explore Sarasota’s vibrant community, Gillespie Park provides a trustworthy and reliable option for your vacation accommodation needs.

Central Sarasota

Located just outside Gillespie Park, the area offers convenient access to a variety of rental options perfect for exploring Sarasota’s vibrant community and scenic surroundings.

View 1466+ Rentals in Central Sarasota

Rosemary District

This charming neighborhood is ideal for those seeking stylish rentals within easy reach of Sarasota's cultural highlights and local amenities.

View 2133+ Rentals in Rosemary District

Best Times to Visit Gillespie Park

When should you plan your Rentals by Owner stay?

Timing your visit to Gillespie Park ensures you experience the region’s best weather and local events, making it the ideal choice for a memorable vacation in Sarasota, Florida, USA.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you will experience the warm, pleasant weather here, making it ideal for outdoor activities and exploring the area’s natural beauty. This is when the destination sees an influx of visitors seeking escape from colder climates.

Average Temperature Daytime: 75°F - Nighttime: 60°F
spring
Spring (March to May)

Springtime brings mild temperatures and blooming scenery, attracting travelers looking to enjoy Sarasota's vibrant outdoor environment. It’s a popular season to secure vacation rentals by owner for a relaxing stay in this region.

Average Temperature Daytime: 80°F - Nighttime: 65°F

Off-Season Highlights

image
Summer (June to August)

The summer months tend to be hotter and more humid, with occasional rain showers. Visiting during this time allows you to find more affordable rental options and enjoy less crowded attractions while experiencing the summer’s lush landscape.

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

Fall offers cooler temperatures and fewer tourists, making it an excellent period for those seeking quieter surroundings. Booking through Rent By Owner can provide you with comfortable, budget-friendly options during this peaceful season in the area.

Average Temperature Daytime: 78°F - Nighttime: 68°F

Weekly Weather Forecast for Gillespie Park

How to Book Your Gillespie Park vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Gillespie Park

More Top-Rated Rentals by Owner in Gillespie Park Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 a private outdoor seating area or patio for relaxing and dining outdoors.
  • Benefit from access to a swimming pool, perfect for cooling off during warm Florida days.
  • Take advantage of lush landscaped gardens or yard space for outdoor activities or play.
  • Make use of outdoor grilling facilities or a barbecue station for family cookouts.
  • Observe local wildlife in the nearby outdoor spaces or gardens surrounding the rental.
  • Utilize convenient parking with dedicated outdoor parking spots for your vehicle.
  • Experience the region’s pleasant climate on a spacious balcony or veranda if available.

Top Attractions Around Gillespie Park

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities and explore the natural beauty that makes this region a perfect destination for relaxation and adventure during your stay.

image
image

Family Activities

  • Sarasota Bay Exploration: Enjoy a family-friendly boat tour or paddleboarding session in Sarasota Bay, offering memorable views and opportunities to observe local wildlife.
  • Marie Selby Botanical Gardens: Discover lush plant collections and interactive outdoor exhibits that provide an engaging experience for children and adults alike.
  • Edson Keith Estate Park: Wander through scenic trails and picnic areas at this historic estate, perfect for relaxing outings with the family amid natural beauty.
  • Gillespie Park Conservation Area: Take advantage of the well-maintained walking paths and nature observation spots to immerse yourselves in the region's diverse ecosystem.
image

Adult Activities

  • Birdwatching in Gillespie Park: You can enjoy observing local bird species amidst the natural beauty of this Sarasota green space, making it a peaceful activity for nature lovers.
  • Walking and Jogging Trails: Take advantage of the well-maintained paths around the area to get some exercise while immersing yourself in the tranquil surroundings of the region.
  • Picnicking in the Park: Pack a meal and unwind at designated picnic spots where you can relax and soak up the scenic views that this destination offers.
  • Photography Excursions: Capture the stunning landscapes and wildlife here, perfect for photography enthusiasts seeking beautiful scenes in Sarasota's outdoor spaces.

Other Places to Stay in Gillespie Park, FL

Sarasota Childrens Garden
Explore 1,692 Properties
More Places to Stay Near Gillespie Park

Gillespie Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor spaces: Take advantage of the nearby parks and nature trails to make the most of your outdoor experience in this region.
  • Visit during off-peak hours: To enjoy a more peaceful stay, plan your visits to popular spots during quieter times of the day.
  • Utilize local amenities: Make sure to discover the community facilities and services available to enhance your comfort during your visit here.
  • Plan transportation in advance: Arrange for transportation options early to navigate the area smoothly and maximize your time exploring the destination.

Transportation Options

  • Rental Car Services: Major rental companies operate nearby, offering convenient transportation options for exploring the region at your own pace.
  • Public Transit: Sarasota County Area Transit (SCAT) provides reliable bus services that connect Gillespie Park to key destinations across the area.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft are readily available, providing flexible and quick transportation throughout this part of Sarasota.
  • Bicycle Rentals: Biking is an eco-friendly way to explore here, with several bike rental shops offering easy access to scenic routes in the neighborhood.

Local Customs Options

  • Respect for Local Nature: You should observe the region's customs of preserving its natural beauty by staying on designated paths and avoiding disturbance to wildlife while exploring outdoor spaces.
  • Community Hospitality: Embracing Sarasota’s friendly spirit, you’ll find locals appreciate genuine politeness and engaging with community traditions during your stay.
  • Celebration of Arts and Culture: Participating in local arts festivals or supporting artists reflects the region’s vibrant cultural scene and is considered respectful here.
  • Environmental Awareness: Practicing eco-friendly habits, such as recycling and conserving water, aligns with the area’s commitment to sustainability and environmental preservation.

Frequently Asked Questions About Gillespie Park Rentals by Owner

1. What are the top vacation rentals in Gillespie Park?

There are a lot of options in Gillespie Park. If you plan on staying in the Gillespie Park area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Gillespie Park:

2. How many Rentbyowner vacation rentals are available in Gillespie Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 63 in the Gillespie Park 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 Gillespie Park. 

3. What is the cancellation policy for rental properties in Gillespie Park, Sarasota?

The cancellation policy varies by listing. To understand the specific terms, including refund eligibility and timeframes, please review the listing details or contact the property owner directly.

4. How do I communicate with the property owner before booking in this area?

You can easily reach out to the owner through the messaging system provided on the Rent By Owner platform. It’s recommended to ask any questions about the property, amenities, or special requests prior to confirming your reservation.

5. Are there any specific fees I should be aware of when booking a rental here?

Additional fees such as cleaning, service charges, or deposits may apply depending on the listing. These details are typically outlined in the rental description, so reviewing the listing carefully will ensure transparency before booking.

6. What is the check-in and check-out process for rentals in this destination?

Check-in and check-out procedures differ by property. Specific instructions, including key collection or digital entry codes, are provided by the owner in the listing or communication after booking confirmation.

7. Is it possible to modify or extend my stay after booking a rental by owner in the region?

Modifications or extensions depend on the owner's policies and availability. It’s best to contact the property owner directly through the platform to discuss possible arrangements before making any changes.

More Rentals You May Like Near Gillespie Park

More Top-Rated Rentals by Owner in Gillespie Park Area