Discover Your Perfect Astypalea Windmills Vacation Homes

Best Vacation Homes in Astypalea Windmills

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10.0 (70 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
10.0 (27 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
9.6 (23 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens
10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • View
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10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Why Choose Rent By Owner for your Astypalea Windmills 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 Astypalea Windmills

When should you plan your Vacation Rentals stay?

To make the most of your stay here, consider planning your visit during the shoulder seasons when the weather is pleasant and the area is less crowded, allowing you to enjoy the authentic charm of this destination at its best.

Peak Season Highlights

spring
June to August

During the summer months, you'll enjoy warm weather and long sunny days. This is when the region sees a surge of visitors, making it ideal for those seeking lively atmosphere and vibrant nights.

Average Temperature Daytime: 30°C - Nighttime: 22°C
spring
September to October

Early fall offers pleasantly warm weather with fewer crowds, perfect for exploring at a relaxed pace. It’s an excellent time to experience the area's natural beauty without the peak season hustle.

Average Temperature Daytime: 26°C - Nighttime: 19°C

Off-Season Highlights

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November to February

This period features cooler temperatures and quieter surroundings, providing a peaceful environment for those who appreciate solitude and off-season tranquility.

Average Temperature Daytime: 15°C - Nighttime: 10°C
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March to May

Spring brings milder weather and blooming landscapes. It's an ideal time for visitors preferring fewer tourists while still enjoying comfortable outdoor conditions.

Average Temperature Daytime: 20°C - Nighttime: 13°C

Weekly Weather Forecast for Astypalea Windmills

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 outdoor dining areas that allow you to savor meals while taking in the scenic views of the region.
  • Relax on shaded verandas or terraces, perfect for unwinding after a day exploring this beautiful destination.
  • Make the most of private gardens or landscaped courtyards that offer a peaceful setting amidst natural surroundings.
  • Take advantage of charming patios equipped with comfortable seating for morning coffee or evening conversations.
  • Experience the charm of traditional outdoor stone pathways that complement the region’s unique architecture.
  • Utilize outdoor grilling facilities for barbecues and social gatherings under the sun or stars.
  • Benefit from panoramic balconies or lookout points that provide breathtaking views of the surrounding landscape.
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Family Activities

  • Visit the Windmills of Astypalea: Explore the iconic windmills that adorn the landscape, offering fantastic photo opportunities and an insight into the area's traditional architecture.
  • Enjoy Beach Days at Livadi Beach: Relax on the sandy shores with your family, swimming in crystal-clear waters and soaking up the sun in this tranquil coastal spot.
  • Discover Local Cuisine at Traditional Tavernae: Savor authentic Greek dishes at family-friendly tavernas, immersing yourselves in regional flavors and hospitality.
  • Hike the Scenic Trails Around the Area: Embark on gentle hikes through the picturesque countryside, perfect for exploring nature and creating memorable outdoor experiences together.
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Adult Activities

  • Exploring the Windmills and Village Streets: Take a leisurely stroll through the iconic windmill area, where you can admire traditional architecture and enjoy panoramic views of the surrounding landscape.
  • Hiking along Scenic Trails: Embark on scenic hikes that offer stunning vistas of the coastline and the charming countryside, perfect for those seeking outdoor adventure in this picturesque region.
  • Visit Local Taverns and Cafés: Savor authentic Greek cuisine at cozy taverns and cafés nearby, immersing yourself in the local culture and culinary delights of the area.
  • Photography and Sunset Watching: Capture breathtaking photographs of the windmills and coastline during sunset, creating memorable moments in this captivating destination.

Astypalea Windmills Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival Timing: Arriving during the early hours or late in the evening can help you settle into your vacation rentals seamlessly and enjoy a quieter atmosphere in this scenic destination.
  • Explore Local Cuisine: Take advantage of authentic local eateries nearby to immerse yourself in the region's unique flavors and enhance your overall stay.
  • Utilize Transportation Options: Familiarize yourself with the available transportation services to easily access the main sights and hidden gems of this idyllic area.
  • Communicate with Hosts: Connecting with your hosts beforehand ensures a smooth check-in process and valuable tips to maximize your experience here.

Transportation Options

  • Rental Cars: Renting a car gives you the flexibility to explore this picturesque region at your own pace, from charming villages to scenic coastal drives.
  • Local Buses: The regional bus service offers an affordable and convenient way to reach key points within the area, with regular routes connecting popular destinations.
  • Taxis: Taxis provide quick and direct transportation around here, ideal for short trips or when carrying luggage to your vacation rental.
  • Boat Services: Ferries and boat transfers connect this destination with nearby islands and mainland Greece, enhancing your overall travel experience in the region.

Local Customs Options

  • Respect for Religious Festivals: During local religious festivals, you’ll find that participating respectfully and observing traditional customs is highly valued here in the region.
  • Greeting Etiquette: It’s customary to greet locals with a warm smile and a friendly "Kalimera" or "Kalispera," especially when visiting small communities or local markets.
  • Celebration of Maritime Traditions: Engaging with maritime customs, such as traditional boat decorations during feast days, reflects the area's rich connection to its seafaring heritage.
  • Preservation of Traditional Cuisine: Sampling authentic regional dishes prepared using age-old recipes demonstrates respect for the local culture and traditions unique to this destination.

Frequently Asked Questions About Astypalea Windmills?

1. What are the top vacation rentals in Astypalea Windmills?

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

2. How many Rentbyowner vacation rentals are available in Astypalea Windmills?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 256 in the Astypalea Windmills 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 Astypalea Windmills. 

3. What is the cancellation policy for a vacation rental in this area?

Cancellation policies vary by property listing, so it’s important to review the specific terms outlined in each listing. If you have questions or need to modify your reservation, contacting the property owner directly is recommended.

4. How do I secure my booking for a vacation rental here?

Booking is typically confirmed through the listing platform after submitting your reservation request and completing the required payment. For any specific requirements or assistance, reaching out to the property owner can ensure a smooth process.

5. Are there any additional fees I should be aware of when booking in this destination?

Additional fees such as cleaning, security deposits, or service charges may apply depending on the property. Details are usually included in the listing description, but confirming with the owner can provide clarity.

6. What amenities are generally available in these vacation rentals?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, kitchen facilities, and outdoor spaces. For specific amenities, review the property listing carefully or contact the owner for extra details.

7. What check-in and check-out procedures should I expect in this destination?

Check-in and check-out times are specified in each listing and may involve self-check-in options. To ensure a trouble-free stay, communicate with the owner beforehand if you have special requirements or need guidance.

Best Vacation Homes in Astypalea Windmills

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10.0 (13 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View
10.0 (11 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety