Astypalaia holiday rentals

We found 42 holiday rentals — enter your dates for availability
Discover a selection of 21 homes, 22 apartments and other holiday rentals in Astypalaia that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Why visit Astypalaia

  • Cultural Heritage: Discover Astypalaia Castle and ancient streets that echo the island’s storied past.
  • Vibrant Festivals: Experience the local Astipalea Festival showcasing traditional music, dance, and cuisine.
  • Stunning Beaches: Enjoy pristine, sunlit shores perfect for relaxation and seaside adventures.
  • Scenic Views: Revel in panoramic vistas from historic landmarks and charming whitewashed buildings.
  • Authentic Local Life: Wander through quaint streets for local shopping and cultural immersion.

Popular types of accommodation in Astypalaia

Astypalaia, nestled in the South Aegean, Greece, is a captivating destination renowned for its stunning landscapes and rich history. Explore the charming whitewashed buildings, ancient castles, and beautiful beaches that define this picturesque island. Whether you prefer a luxurious villa, a cosy apartment, or a modern condo, our holiday rentals in Astypalaia cater to every traveller's needs, ensuring an unforgettable experience filled with relaxation and adventure.

  • Villas: These luxurious, detached residences offer ample space and privacy, ideal for enjoying a serene holiday on Astypalaia.
  • Apartments: Well-appointed flats provide a cosy, self-contained living space perfect for a comfortable stay on the island.
  • Condos: Modern, compact units with essential amenities, offering a blend of convenience and style for your holiday.
  • Private Holiday Homes: Exclusive, standalone properties that deliver a home-away-from-home experience in a tranquil setting.
  • House Boats: Unique floating accommodations provide a distinctive and adventurous way to enjoy your island retreat.**

Top attractions in Astypalaia

Astypalaia, located in the South Aegean, offers a perfect blend of culture, history, and stunning beaches. Visitors can explore the iconic Astypalaia Castle, an amazing historical landmark that provides panoramic views of the island. The local Astipalea Festival showcases the vibrant culture and traditions of the region, making it a romantic getaway for couples and a delightful experience for all travellers seeking relaxation and adventure amid beautiful landscapes.

  • Astypalea Windmills: Experience the charm of these historic windmills, which offer a glimpse into the island's rich cultural heritage. Their picturesque presence against the backdrop of the Aegean Sea creates a perfect setting for photography and leisurely strolls.
  • Kastro: Explore this landmark that combines history and tranquillity. Kastro provides a relaxing atmosphere while offering insights into local culture through its ancient architecture and scenic views, ideal for excursions.
  • Astypalaia Castle: This romantic castle boasts stunning vistas and a rich history. Wander through its ancient walls and absorb the enchanting atmosphere, making it a perfect spot for capturing memorable moments.

Things to do recommended for couples

Astypalaia offers enchanting sunsets at Chora's castle, perfect for a romantic embrace. Explore the charming cobbled streets hand-in-hand or indulge in a candlelit dinner by the sea. Don't miss a boat trip to nearby islets for secluded beaches and breathtaking views, making your holiday truly unforgettable.

Things to do recommended for families

Families will enjoy exploring ancient ruins and local markets, as well as relaxing on sandy beaches while sampling traditional Greek cuisine. Discover secluded coves and engage in water sports for an authentic Astypalaia experience.

Things to do recommended for groups

Uncover Astypalaia's rich local heritage as you savour traditional delicacies and explore quaint villages, immersing in the island's unique charm with your group for an authentic Greek adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Astypalaia

Whether you're journeying with a group, travelling as a family, with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Astypalaia with a group: Consider the number of bedrooms required, along with facilities like a fully equipped kitchen or an outdoor area for a group get-together. Luckily, you can filter for these features and many additional ones on Stayz.
  • Traveling to Astypalaia with young kids: Traveling with young children can be demanding. It is essential to prioritise their comfort and safety, as well as to secure age-appropriate facilities, such as a private swimming pool. It is also wise to consider locations near family-friendly attractions.
  • Taking your pets with you to Astypalaia: For many, a family holiday wouldn’t be complete without their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Astypalaia: If you are seeking holiday lets with special offers for stays of a month or more, you have come to the right place. By utilising the appropriate filter, you can effortlessly locate and secure savings on monthly rentals. You might also want to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Astypalaia

Astypalaia Island offers a delightful escape, where beachside leisure meets rich cultural heritage. Wander through charming streets for local shopping, immerse yourself in the island's historical vibes, and savour panoramic views that capture the essence of Greek beauty. Enjoy the unique blend of outdoor adventures and cultural excursions, making every moment—especially astipalea tonight—unforgettable.

  • Analipsi: Nestled on the Aegean island of Astypalaia, Analipsi is a quaint village where travellers come to experience a delightful blend of beach leisure and cultural immersion. The area is renowned for its sunlit shores and historic sites, inviting visitors to enjoy leisurely days by the sea and explore the quaint local heritage. Its coastal charm and cultural landmarks make it a perfect escape for those seeking a balanced holiday of relaxation and exploration.
  • Exo Vathy: Also located on Astypalaia, Exo Vathy offers a serene village atmosphere with a focus on traditional island life. While the village is less frequented by large tourist crowds, its authentic charm provides a unique travel experience. Visitors can enjoy scenic walks through the village and along nearby coastal paths, discovering the simple pleasures of island living and the natural beauty of the South Aegean.

Best time to go to Astypalaia

If you're planning a trip to Astypalaia, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January56.1°F (13.4°C)Light RainMostly SunnyAverage
February56.5°F (13.6°C)Light RainMostly SunnyAverage
March57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
April61.7°F (16.5°C)No Rain (Dry)SunnyAverageAverage
May67.5°F (19.7°C)No Rain (Dry)SunnyAverageSlightly High
June73.8°F (23.2°C)No Rain (Dry)SunnyModerately HighAverage
July78.1°F (25.6°C)No Rain (Dry)SunnyModerately HighSlightly High
August78.8°F (26.0°C)No Rain (Dry)SunnyModerately HighSlightly High
September75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
October70.2°F (21.2°C)No Rain (Dry)SunnyModerately LowAverage
November65.1°F (18.4°C)Light RainMostly SunnyModerately Low
December59.5°F (15.3°C)Light RainMostly SunnyModerately Low

Booking with Stayz is a breeze

Consider saving money on your next adventure by being flexible with your travel dates, as prices can vary. By opting for an extended stay, you may be able to secure significant savings. To find the perfect Stayz property that fits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's innovative Trip Board offers you a dedicated area to craft new journeys, pick up from where you last paused, or manage your travel plans efficiently. You can easily find properties you have saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Travel to cosy Astypalaia

Enjoy the area's monuments, culture and history with a rental holiday home in Astypalaia. Renowned for its island views, sailing and gardens, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Exploring the natural landscape of Astypalaia

Whether you're looking for fun outdoor activities or just want to take in the scenery, Astypalaia is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Astipaleas Beach (0.1 mi / 0.2 km)
  • Livadi Beach (0.6 mi / 1 km)
  • Ágios Kostantínos (1.3 mi / 2.1 km)
  • Livadiou Reservoir (1.4 mi / 2.3 km)
  • Stenó (2.3 mi / 3.7 km)
  • Mikrés Vátses (3.1 mi / 5 km)

How to get to and around Astypalaia

Fly into Astypalaia (JTY-Astypalaia Island National), the closest airport, located 2.7 mi (4.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Astypalaia when booking a holiday rental?
When considering a holiday rental in Astypalaia, a popular area to stay is the charming village of Chora. This picturesque settlement is characterised by its traditional whitewashed buildings and narrow cobblestone streets, creating a delightful atmosphere for visitors. Chora is not only aesthetically pleasing but also offers easy access to several top attractions, including the impressive Astypalaia Castle, which offers stunning views of the island and the surrounding sea. Additionally, the vibrant local tavernas and shops add to the village's appeal, making it a superb spot for dining and exploring local culture.Another excellent option is the area around Livadi, known for its beautiful sandy beach and crystal-clear waters. This neighbourhood is ideal for those who enjoy sunbathing and swimming, with the beach being a popular spot for both relaxation and water sports. Livadi also features a selection of beachside cafes and bars, where you can unwind with a refreshing drink while enjoying the breathtaking views.In terms of properties, Chora offers a variety of charming holiday rentals, ranging from traditional homes to modern apartments, allowing visitors to experience the island's unique culture and hospitality.
Where are the best areas for renting a beach house in Astypalaia?
For renting a beach house in Astypalaia, the area around Livadia Beach is particularly appealing. This picturesque beach offers a range of holiday rentals, from charming villas to modern apartments, many of which come equipped with amenities such as private terraces, outdoor dining spaces, and sea views, ideal for enjoying the stunning sunsets the island is renowned for. The beach is easily accessible, allowing guests to enjoy leisurely days by the water.Another excellent area to consider is the vicinity of Pera Gialos, where you can find traditional Cycladic homes that have been beautifully renovated. These properties often feature spacious living areas, well-equipped kitchens, and some even have swimming pools or access to communal facilities. The local tavernas and shops are within walking distance, offering a taste of local cuisine and culture.For those seeking a quieter retreat, the area around Agios Konstantinos offers more secluded beach houses, surrounded by natural beauty. Many of these rentals come with private gardens or terraces, great for relaxation and enjoying the serene atmosphere. The nearby beaches are less crowded, allowing for a more intimate experience with the Aegean Sea.Overall, Astypalaia presents a diverse range of options for beach house rentals, with amenities suiting both families and couples looking for a romantic getaway.
What is the most popular type of holiday rental accomodation in Astypalaia?
In Astypalaia, apartments are the most popular type of holiday rental, with around 60 available across the island. These properties are often situated near charming coastal areas, providing easy access to stunning beaches and local tavernas. Most apartments come equipped with essential amenities, including fully stocked kitchens, comfortable living spaces, and many feature balconies or terraces that offer breathtaking views of the Aegean Sea.Additionally, there are approximately 48 holiday houses available, which are ideal for families or larger groups seeking more space. These homes typically include multiple bedrooms, private gardens, and outdoor dining areas, great for enjoying the lovely Mediterranean climate. There are also about 30 villas on the island, offering a touch of luxury with private pools and upscale furnishings.
Are there any family house rentals in Astypalaia?
In Astypalaia, there are some family-friendly house rentals available, with around 21 options scattered throughout the island. This picturesque destination in the South Aegean is great for groups looking to enjoy a blend of beach and culture. Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor terraces with stunning views for relaxation.Visitors can easily access nearby attractions such as the charming Chora, where the iconic castle and traditional whitewashed houses create a beautiful backdrop for exploration. Families will appreciate the proximity to family-friendly beaches, ideal for swimming and sunbathing.
Can I rent a holiday home with a pool or hot tub in Astypalaia?
In Astypalaia, there are several holiday homes available for rent that feature pools or hot tubs, making it an attractive destination for travellers seeking relaxation in a stunning setting. The island is known for its picturesque whitewashed buildings and crystal-clear waters, providing a charming backdrop for a memorable stay. Many of the properties you can find in areas like Chora or near the beaches of Livadi come equipped with private pools, outdoor terraces, and well-furnished living spaces, ideal for enjoying the sunny weather.Additionally, some rentals may offer amenities such as hot tubs, barbecue facilities, and fully equipped kitchens, allowing guests to enjoy both comfort and convenience.
Are there pet-friendly house rentals in Astypalaia?
In Astypalaia, there are several pet-friendly house rentals available, with around 15 options to choose from. This beautiful island in the South Aegean is known for its stunning landscapes and traditional architecture, making it an ideal destination for those travelling with pets. Many of the holiday homes come equipped with amenities such as private terraces, fully equipped kitchens, and spacious living areas, allowing for a comfortable stay.The charming village of Chora, with its iconic windmill and picturesque streets, offers a variety of rentals that are not only pet-friendly but also close to local shops and tavernas that welcome four-legged companions. Moreover, the nearby beaches, such as Livadi and Agios Konstantinos, are great for leisurely walks with pets, providing a serene environment and beautiful views.Additionally, the island's relaxed atmosphere and outdoor spaces make it easy to explore with pets.
Are there any remote work holiday rentals in Astypalaia?
In Astypalaia, there are plenty of remote work-friendly holiday rentals available, with around 117 options for those looking to combine work and leisure. This picturesque island in the South Aegean offers beautiful views and a tranquil atmosphere, making it an ideal setting for remote work. Many of the properties come equipped with essential amenities such as free Wi-Fi, ensuring that guests can stay connected while enjoying their surroundings.You can expect a variety of accommodations, including studios and apartments that often feature comfortable living spaces, work desks, and additional amenities like safes for peace of mind. The charming villages, stunning beaches, and historical sites around Astypalaia provide an enriching backdrop for your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Astypalaia?
In Astypalaia, popular rental amenities include kitchens, allowing guests to prepare their own meals, and balconies or patios that provide stunning views of the surrounding landscape. Many rentals also feature coffee and tea makers for a comforting start to the day. Additionally, the proximity to the beach is a significant draw, making it easy for travellers to enjoy the sun and sea.
When is the best time to visit Astypalaia for a holiday rental?
The best time to visit Astypalaia for a holiday rental is during the peak season, which spans from June to August. This period draws many travellers eager to experience the island's stunning beaches and charming whitewashed villages. With July being the most popular month, you can expect vibrant local culture, bustling markets, and a lively option, superb for those seeking both relaxation and adventure.During the summer, temperatures typically range from 25 to 30 degrees Celsius, providing ideal conditions for sunbathing, swimming, and exploring the picturesque landscapes. Outdoor enthusiasts will particularly enjoy hiking the scenic trails that showcase the island's natural beauty, all while taking in the breathtaking views of the Aegean Sea.For those looking for a more budget-friendly option, consider visiting Astypalaia in December, when the island experiences a quieter, more tranquil ambiance. While the weather is cooler, averaging around 15 degrees Celsius, this time offers a unique opportunity to enjoy the local culture without the crowds, making it superb for a peaceful retreat.Ultimately, the best time to visit Astypalaia hinges on your preferences.
Are all fees included in the Astypalaia holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Astypalaia holiday homes with parking?
Stayz offers a wide selection of holiday homes in Astypalaia with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Astypalaia holiday homes?
You can find great discounts on holiday homes in Astypalaia on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Astypalaia holiday home booking on Stayz?
To find Astypalaia holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Astypalaia?
A long-stay holiday home in Astypalaia is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Astypalaia holiday home?
Book your Astypalaia holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Astypalaia?
Prices for holiday homes in Astypalaia vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Astypalaia to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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