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  2. Florida
  3. Sarasota
  4. Siesta Key
  5. Rentals by Owner

Siesta Key Rentals by Owner

10.0 (123 Reviews)
House
  • 1300 ft² House
  • Air Conditioner
  • Parking
  • Pool
10.0 (104 Reviews)
House
  • 1100 ft² House
  • Air Conditioner
  • Parking
  • Pool
10.0 (44 Reviews)
House
  • 1100 ft² House
  • Air Conditioner
  • Parking
  • Pool

Why Choose Rent By Owner for your Siesta Key vacation rental?

What makes our Rentals by Owner 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 Siesta Key

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal patterns in the region influence weather and availability, making it important to plan your rental by owner accordingly for a smooth and enjoyable vacation.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy pleasant weather and vibrant beach days, making it an ideal time to book your rental in Siesta Key for outdoor activities and relaxing seaside stays.

Average Temperature Daytime: around 78°F to 85°F - Nighttime: around 60°F to 70°F
winter
Winter (December to February)

The winter months bring mild temperatures and fewer crowds, perfect for those seeking a tranquil retreat in the area with comfortable daytime conditions.

Average Temperature Daytime: around 68°F to 75°F - Nighttime: around 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

Summer offers hot weather and occasional rainfall, providing a more affordable opportunity to enjoy the region with fewer visitors and flexible rental options.

Average Temperature Daytime: around 88°F to 92°F - Nighttime: around 75°F to 80°F
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Fall (September to November)

In fall, the area experiences milder temperatures and less crowding, making it a peaceful time to explore and relax at your own pace.

Average Temperature Daytime: around 78°F to 85°F - Nighttime: around 60°F to 70°F

Weekly Weather Forecast for Siesta Key

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 relaxing by your rental’s private or shared outdoor pool, perfect for unwinding after a day at the beach.
  • Take advantage of well-maintained outdoor grilling areas to prepare meals while enjoying the warm Florida climate.
  • Benefit from lush, landscaped gardens or tropical courtyards that add to the vacation ambiance.
  • Make use of shaded patios or verandas ideal for outdoor dining and lounging with family or friends.
  • Discover access to pristine nearby beaches, allowing you to easily enjoy sunbathing, swimming, or beachcombing.
  • Utilize secure outdoor parking facilities provided for your convenience during your stay.
  • Explore the region through available outdoor recreational spaces such as walking or biking paths, perfect for active travelers.
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Family Activities

  • Siesta Key Beach: You can enjoy a family day lounging on powdery white sands and swimming in the gentle Gulf waters, making it a perfect spot for relaxation and play.
  • Point of Rocks: Exploring this natural formation offers a fun snorkeling adventure where your family can discover colorful marine life just off the coast.
  • Siesta Key Village: Strolling through the vibrant area allows you to experience local shops, casual eateries, and family-friendly entertainment options all within walking distance.
  • Kids' Fishing Piers: You and your children can try your luck at fishing on designated piers, providing a simple yet enjoyable outdoor activity for the entire family.
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Adult Activities

  • Shelling at Siesta Key Beach: You can enjoy collecting beautiful shells along the pristine shores, a peaceful activity that connects you with the natural beauty of this coastal region.
  • Sunset Cruises: Experience unforgettable sunsets on a boat cruise that offers stunning views of the Gulf of Mexico, making it a perfect way to unwind and appreciate the area's scenic waterways.
  • Golfing at local courses: Play a round at nearby golf courses designed to showcase the region’s lush landscapes and provide a relaxing challenge for enthusiasts of all skill levels.
  • Shopping and Dining in Siesta Village: Explore the charming shops and dine at popular eateries that capture the vibrant atmosphere of this destination, ideal for leisurely afternoons or evening outings.

Other Places to Stay in Siesta Key, FL

Siesta Key Marina
St. Boniface Episcopal Church Labyrinth
Crescent Beach
Point of Rocks
Siesta Key Beach
Siesta Key Village

Siesta Key Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early: To maximize your experience in this popular beach destination, book outdoor activities and water sports ahead of time through your rental provider.
  • Explore Local Dining Options: Take advantage of nearby eateries that showcase the region’s fresh seafood and coastal flavors, enhancing your stay here.
  • Utilize Your Rental’s Amenities: Make full use of the amenities offered at your rental property to enjoy a comfortable and relaxed atmosphere after exploring the area.
  • Respect the Natural Environment: Preserve the pristine beaches and local wildlife by adhering to conservation guidelines during your visit to this scenic region.

Transportation Options

  • Personal Vehicle Rentals: Renting a car gives you flexibility to explore Siesta Key and the surrounding region at your own pace, making it an ideal choice for travelers staying in rental properties here.
  • Local Taxis and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide convenient, reliable transportation around this popular beach destination without the need for parking or vehicle upkeep.
  • Bicycle Rentals: Biking is a scenic, eco-friendly way to enjoy the area’s beaches and local attractions, with many rental shops offering bikes right near your vacation rental.
  • Public Transportation: The region's bus services connect key spots on and off the island, providing an affordable option for getting around while respecting the laid-back atmosphere of this coastal locale.

Local Customs Options

  • Respect for Beach Etiquette: You’ll find that maintaining a respectful attitude towards sunbathers and keeping the beaches clean is highly valued here, reflecting the community’s connection to its natural beauty.
  • Local Seafood Appreciation: Tasting and supporting local seafood traditions is common, showcasing the region’s coastal culinary culture during your stay.
  • Casual Dress Code: Visitors are encouraged to dress comfortably and casually, especially when exploring the area’s shops and dining establishments by the water.
  • Environmental Consciousness: Participating in eco-friendly practices, like recycling and respecting wildlife habitats, aligns with the community’s dedication to preserving this scenic destination’s charm.

Siesta Key Rentals by Owner Frequently Asked Questions

1. What is the cancellation policy for rental properties by owner in Siesta Key?

Cancellation policies vary by individual listing. To understand the specific terms, including any potential fees or timeframes for cancellations, please review the details provided on the property’s listing or contact the owner directly.

2. How do I ensure a secure booking when reserving a vacation home here?

Secure bookings are facilitated through trusted platforms that verify owners and listings. Always use the official booking process to protect your payment information and confirm all reservation details before finalizing your stay.

3. Are there any additional fees or costs associated with renting by owner in this destination?

Additional fees such as cleaning charges, security deposits, or service fees may apply. These should be clearly outlined on the listing, but contacting the owner directly can provide clarity on any extra costs involved.

4. What amenities are typically included in vacation rentals by owner in the region?

Most rentals offer essential amenities like Wi-Fi, kitchen facilities, and linens. For specific features or extras, review the property's listing or reach out to the owner to ensure your needs are met.

5. Can I make special requests or modifications to my booking here?

Special requests are subject to owner approval. It’s best to communicate your needs directly with the owner prior to booking to confirm whether accommodations or services can be customized for your stay.

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