Villas and Holiday homes in Cyclades

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Cyclades holiday homes
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26868 Villa rentals in Cyclades

Best Cyclades villas and holiday homes with a pool

Among the 26868 accommodations in Cyclades, here are the 4 best villas and holiday homes with a pool

Casa Di Pietra Mykonos - Cyclades
9.7 199 reviews

Casa Di Pietra Mykonos

house, Mykonos
Casa Di Pietra Mykonos is situated in Klouvas, Mykonos, 2.9km from Ftelia Beach and 3.9km from Mykonos Windmills and the Archaeological Museum of Mykonos, offering convenient access to Mykonos Airport (3km).
This one-bedroom guesthouse provides a seasonal outdoor pool, hot tub, free private parking, a shared lounge and kitchen, air-conditioned rooms with modern amenities, and a continental breakfast, plus bike and car rentals.
Miramare Suites Mykonos - Cyclades
9.6 357 reviews

Miramare Suites Mykonos

house, Mykonos
Miramare Suites Mykonos is located just 8.3 km from the Mykonos Windmills and Archaeological Museum, offering easy access to the island's historic attractions and vibrant nightlife. The accommodation enjoys excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The luxurious villa offers a range of features including a rooftop pool with a garden, private hot tubs, and fully equipped kitchens. Guests can enjoy a range of activities such as diving, fishing, and hiking, or relax at the on-site spa and fitness centre, with the option of enjoying room service, airport shuttle, and parking.
Pasha Bay Residence - Cyclades
9.6 10 reviews

Pasha Bay Residence

house, Lavreotiki
Pasha Bay Residence, a beachfront villa in Sounio, Lavreotiki, offers stunning sea views and is situated 5.3km from the Temple of Poseidon and close to Passa Harbor, Asimaki, and Kavatza beaches.
This two-bedroom, one-bathroom property sleeps nine, boasts a private pool, garden, terrace, free Wi-Fi, and parking, and includes a fully equipped kitchen with a dishwasher and microwave.
Geminos Complex Villas - Cyclades
9.2 83 reviews

Geminos Complex Villas

house, Santorini
Geminos Complex Villas, a recently renovated one-bedroom villa in Kamari, Santorini, is conveniently located 1.9km from Santorini Airport, 5.8km from Ancient Thera, and close to Art Space Santorini.
This self-catering property boasts a swimming pool, jacuzzi, and private parking, offering stunning sea views from its balcony and sleeping up to two guests in comfortable accommodation with air conditioning and Wi-Fi.

Best Cyclades villas and holiday homes with a kitchen

House Of The Angels. An Old Winery Renovated And Transformed Into A Cosy House - Cyclades
9.9 174 reviews

House Of The Angels. An Old Winery Renovated And Transformed Into A Cosy House

apartment, Santorini
This charming cave dwelling is situated in the peaceful village of Finikia, just a short distance from the bustling town of Oia and the island's capital, Fira. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The villa is comprised of two spacious underground caves, offering unique and comfortable living areas. Guests can enjoy a private yard with stunning sea views, a fully equipped kitchen, air conditioning, free Wi-Fi, and a welcome package upon arrival.
Fira-cave-sleeps 13-parking-pool-pet Friendly - Cyclades
9.3 325 reviews

Fira-cave-sleeps 13-parking-pool-pet Friendly

house, Santorini
This cave house is situated in Fira, just 7.2 kilometres from Santorini Port and 11 kilometres from Ancient Thera, offering easy access to the island's main attractions. The property has received excellent ratings for cleanliness and user experience, with guests praising its very good location.
This traditional Santorini dwelling features four bedrooms and a living room, providing ample space for families or groups of friends. The house offers a range of amenities including a private pool, a jacuzzi, a garden, a terrace, air conditioning, free Wi-Fi, and private parking.
House Of Nikol - Cycladic Sensation - Cyclades
9.2 51 reviews

House Of Nikol - Cycladic Sensation

house, Mykonos
This Mykonos house rental, situated in Ano Mera, is 2.1km from Kalo Livadi Beach, 2.9km from Loulos Beach, and 8.5km from Mykonos Windmills and the Archaeological Museum of Mykonos.
The 80-square-metre property boasts two bathrooms, a private swimming pool, a garden, free parking, and free Wi-Fi; nearby activities include exploring the beaches and historical sites.
Perigiali Seaside - Cyclades
9.5 19 reviews

Perigiali Seaside

house, Lavreotiki
Perigiali Seaside is a detached holiday home situated in the peaceful village of Keratea, just a short walk from the beach and a five-mile drive from Lavrion Port and market. This property has received excellent ratings for location, cleanliness, and overall user experience.
The home offers 95 square metres of space, accommodating up to four guests in two bedrooms. Enjoy the convenience of a fully equipped kitchen, a spacious terrace with an outdoor shower, free parking, and a range of amenities including air conditioning, a washing machine, and a tennis court.

Frequently asked questions about villa rentals in Cyclades

  • What are the must-see attractions in the Cyclades, Greece?

    The Cyclades offer a wealth of must-see attractions. Iconic whitewashed villages like Oia and Fira on Santorini are renowned for their stunning caldera views. Mykonos boasts the iconic windmills and Little Venice. Delos, a uninhabited island, is a significant archaeological site, a UNESCO World Heritage site, with ancient ruins showcasing its historical importance. Naxos, the largest Cycladic island, has impressive Venetian castles like the Kastro in Naxos Town and beautiful beaches like Agios Prokopios.
  • What are the best villa rentals in Cyclades?

    Among the villa rentals in Cyclades, Anemi House & Villas, Hidden Heaven and North Santorini - A Luxury Spa Hotel are the most popular ones.

  • Are the Cyclades, Greece known for mountains, beaches, forests, or other types of landscapes?

    The Cyclades are primarily known for their dramatic volcanic landscapes, stunning beaches, and whitewashed villages clinging to hillsides. While forests are not extensive, you'll find low-lying shrubs and maquis vegetation. Mountains are a prominent feature on many islands, particularly Naxos with Mount Zas, offering hiking opportunities and panoramic views. The islands' unique geological formations, particularly the caldera on Santorini, are a key aspect of their landscape.
  • What are the best villa rentals with a pool in Cyclades?

    Anemi House & Villas, Hidden Heaven and North Santorini - A Luxury Spa Hotel are the best villa rentals with a pool in Cyclades.

  • What are the most surprising and hidden attractions in the Cyclades, Greece?

    Beyond the well-trodden paths, the Cyclades hold surprises. The secluded beaches of Koufonisia, accessible only by boat, offer pristine turquoise waters. Exploring the less-visited islands like Schinoussa or Iraklia reveals a quieter, more authentic Cycladic experience. The ancient marble quarries of Naxos, providing material for iconic structures like the Temple of Zeus in Olympia, are a fascinating historical site less known to tourists. Discovering hidden chapels nestled in the hillsides adds to the charm.
  • What are the best villa rentals with a jacuzzi in Cyclades?

    The best villa rentals with a jacuzzi in Cyclades are Anemi House & Villas, Hidden Heaven and North Santorini - A Luxury Spa Hotel.

  • What are some unique ways to learn about the culture of the Cyclades, Greece by engaging with its people?

    To truly understand Cycladic culture, engage directly with the locals. Attend a local festival, like the Panagia Portaitissa festival in Naxos, experiencing traditional music and dance. Take a cooking class and learn to prepare classic Cycladic dishes. Visit a local pottery workshop in villages like Pyrgos on Santorini, witnessing traditional craftsmanship. Simply chatting with people in tavernas or local shops can reveal insights into their daily lives and traditions.
  • What are the best villa rentals for families and kids in Cyclades?

    The best villa rentals for families and kids in Cyclades are Anemi House & Villas, Hidden Heaven and North Santorini - A Luxury Spa Hotel.

  • How much time should you set aside to thoroughly explore the Cyclades, Greece?

    A thorough exploration of the Cyclades requires significant time. At least two weeks allows for visiting several islands, exploring their towns, and enjoying their beaches. To truly immerse yourself in the culture and experience the quieter islands, a month or more would be ideal. Prioritise which islands and experiences most interest you to create a manageable itinerary.
  • What are the best pet friendly villa rentals in Cyclades?

  • Is there anything you might not think to pack for the Cyclades, Greece?

    While swimwear and sunscreen are obvious, consider packing light, comfortable walking shoes for exploring the often hilly terrain. A reusable water bottle is essential, especially during warmer months. A hat and sunglasses are crucial for sun protection. A sarong or light shawl can be useful for visiting churches or for added warmth in the evenings. Insect repellent is also a good idea.
  • What are the best villa rentals with parking in Cyclades?

    Anemi House & Villas, Hidden Heaven and North Santorini - A Luxury Spa Hotel are the best villa rentals with parking in Cyclades.

  • What cultural experiences or workshops in the Cyclades, Greece offer something different?

    Beyond typical tourist activities, consider unique experiences. Attend a traditional weaving workshop on Paros, learning about this ancient craft. Participate in a pottery class using local clay, creating your own souvenir. Take a guided hike to a remote monastery, experiencing the spiritual side of the islands. Learn about local fishing techniques by joining a boat trip with a local fisherman.
  • Are there any food festivals in the Cyclades, Greece where you can try local food?

    Specific dates vary yearly, but many islands host local festivals celebrating their produce and cuisine. Many islands hold feasts associated with religious celebrations. Look for local announcements closer to your travel dates. Many tavernas and restaurants showcase local specialities throughout the year, offering a taste of Cycladic gastronomy.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Cyclades, Greece?

    Spring brings vibrant wildflower blooms across the islands, transforming the landscape. The exact timing varies depending on rainfall. Bird migration is less pronounced than in other regions, but you may spot various species depending on the time of year. Summer brings the intense heat and the clear, calm waters perfect for swimming. Autumn offers a milder climate and fewer crowds.

Nearby regions

Best Cyclades villas and holiday homes with air conditioning

La Bella Pietra - Cyclades
9.7 27 reviews

La Bella Pietra

house, Syros-Ermoupoli
La Bella Pietra, a recently renovated 1955 property in Ermoupoli, Syros, is a short 0.6km walk from Miaouli Square and close to Asteria Beach, offering easy access to Saint Nicholas Church and the Industrial Museum of Ermoupoli.
This 58 square metre apartment sleeps two guests and features a fully equipped kitchen, air conditioning, a jacuzzi, a spa, and free Wi-Fi; its proximity to the Neorion Shipyards makes it ideal for exploring Ermoupoli's historical sites.
Sea View Houses - Cyclades
10 251 reviews

Sea View Houses

house, Santorini
This charming villa is located in Exo Gonia, a peaceful village just 2km from Kamari Beach and 3.2km from Black Beach. The property has received excellent ratings for user experience, location and cleanliness.
The accommodation is well-equipped with modern amenities, including a fully equipped kitchen, a private hot tub, a swimming pool, a spa, a terrace and a garden. Guests can enjoy breathtaking panoramic views of the Aegean Sea and relax in the quiet surroundings, while being close to local wineries and the airport.
Mazi Stin Io - Cyclades
9.8 108 reviews

Mazi Stin Io

house, Ios
The Mazi stin Io house is located in Ios Chora, a short walk from Yialos beach and less than 1 kilometre from Tzamaria beach, offering a tranquil retreat in the heart of the island's lively main town. This accommodation has received excellent ratings for its cleanliness, location and user experience.
The property is a 35 square metre house with one bathroom. It features a terrace and garden, as well as air conditioning, parking, room service and internet access, making it an ideal choice for families looking for a comfortable and convenient stay.
Πέτροκτιστο Σπίτι. Stone House - Cyclades
9.8 54 reviews

Πέτροκτιστο Σπίτι. Stone House

house, Karystos
This two-bedroom house in Ayia Kiriaki, near Karystos, is situated close to Psili Ammos beach and a short drive (approximately 5-10 km depending on the exact location within Ayia Kiriaki) from Karystos and Marmari ports.
The 24-square-metre property offers self-catering facilities including a fully equipped kitchenette, air conditioning, a garden, terrace, private parking, and Wi-Fi; sleeping up to four guests comfortably.

Best Cyclades villas and holiday homes with jacuzzi

San Constantino Boutique Villa - Cyclades
9.9 320 reviews

San Constantino Boutique Villa

house, Santorini
San Constantino Boutique Villa is located in Fira, just a short walk from the Archaeological Museum of Thera, offering stunning views of the Aegean Sea and the volcanic landscape. This property has consistently received excellent ratings for its cleanliness, location, and user experience.
The villa offers a range of modern comforts, including air conditioning, flat-screen TVs, and private bathrooms with walk-in showers. Guests can enjoy a relaxing stay with a seating area in each unit, a swimming pool, a Jacuzzi, and a garden, or explore the island with hiking trails and car rental services.
New Earth - Cyclades
9.6 21 reviews

New Earth

house, Santorini
New Earth, a self-catering property in Kamari, Santorini, is situated 1.9km from Agia Paraskevi Beach and 1.9km from Santorini (Thira) Airport.
This one-bedroom house sleeps five, boasting a terrace, garden, parking, and air conditioning; a jacuzzi (currently under maintenance) is also available, alongside free Wi-Fi and proximity to Kamari Beach (1.8km).
Karpimo Suites - Cyclades
9.3 386 reviews

Karpimo Suites

house, Santorini
Karpimo Suites is located in Exo Gonia, a village in Santorini, 5.6 kilometres from Ancient Thera and 7.2 kilometres from Santorini Port, offering a peaceful retreat away from the bustling tourist areas. The property has consistently received excellent ratings for cleanliness and user experience, as well as a very good location rating.
The accommodation features a range of modern amenities, including air conditioning, flat-screen TVs, fully equipped kitchens, and private bathrooms with walk-in showers. Guests can enjoy a private pool and patio, a garden, a terrace, a Jacuzzi, and a concierge service, as well as a continental breakfast, free Wi-Fi, and airport shuttle service.
Anemi Vine Villas - Cyclades
9.9 329 reviews

Anemi Vine Villas

house, Santorini
Anemi Vine Villas, located in Foinikiá, Santorini, offers a tranquil escape a short walk from Baxedes Beach and within 2.4km of Cape Columbo Beach and Pori Beach.
This recently renovated villa, sleeping two guests in one bedroom and one bathroom, boasts a kitchenette, air conditioning, a jacuzzi, a garden, parking, and free Wi-Fi; on-site water sports and massage services are also available.
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