Villas and Holiday homes in Cyclades

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Cyclades holiday homes
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19732 Villa rentals in Cyclades

Best Cyclades villas and holiday homes with a pool

Among the 19732 accommodations in Cyclades, here are the 4 best villas and holiday homes with a pool

Vista Del Mar Santorini (Sea View & Hot Tub Jacuzzi) - Cyclades
9.3 25 reviews
Cyclades
27/06 – 04/07
130 €/nighttotal: 910 € (7 )

Vista Del Mar Santorini (Sea View & Hot Tub Jacuzzi)

1 2
house , Santorini
Vista Del Mar Santorini, a self-catering property in Pyrgos, is conveniently located 5.6km from Santorini Port, 7km from the Archaeological Museum of Thera, and 5km from Santorini Airport.
This 42 square metre house features one bedroom, one bathroom, sleeps five guests, and boasts a private hot tub, swimming pool access, and a terrace with stunning sea views.
Sea Dream Luxury Home - Cyclades
9.9 127 reviews
Cyclades
01/08 – 11/08
588 €/nighttotal: 5880 € (10 )

Sea Dream Luxury Home

1 4
house , Santorini
This luxury villa is located in Fira, just 500 metres from the city centre and within walking distance of the Archaeological Museum of Thera and Megaro Gyzi. It has received excellent ratings for its location, cleanliness, and overall experience.
The villa offers a separate living room, a bedroom, and a fully equipped kitchen, covering 50 square metres. Guests can enjoy a private pool and terrace with stunning caldera views, along with air conditioning, a hot tub, daily room service, and a range of convenient services including car rental, airport transfers, and sightseeing tours.
Dream Villa Santorini - Cyclades
9.9 269 reviews
Cyclades
27/06 – 04/07
303 €/nighttotal: 2121 € (7 )

Dream Villa Santorini

1 2
house , Santorini
Dream Villa Santorini is located in Vourvoulos, a district on the island, just 2.6 kilometres from the Archaeological Museum of Thera and 12 kilometres from Santorini Port. The villa has received excellent ratings for location, cleanliness and overall user experience.
This property offers a comfortable and well-equipped stay with a modern kitchen, private bathroom and a terrace with views of the pool and surrounding mountains. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, and a concierge service, as well as fitness classes and car or bicycle rental.
Aregou Villas - Cyclades
9.5 237 reviews
Cyclades
15/08 – 25/08
1578 €/nighttotal: 15780 € (10 )

Aregou Villas

6 12
house , Santorini
Aregou Villas, situated in Imerovigli, Santorini, offers luxurious villas approximately 2.9km from the Archaeological Museum of Thera, 12.2km from Santorini Port, and 9km from Santorini (Thira) International Airport.
These family-friendly villas boast private pools with stunning views, a terrace/balcony, garden, free Wi-Fi, and parking, along with concierge and room service, providing a tranquil escape near key attractions.

Best Cyclades villas and holiday homes with a kitchen

Myrovi Sunset Villa - Sea View & Pool In Kanalia - Cyclades
8.8 61 reviews
Cyclades
15/08 – 25/08
824 €/nighttotal: 8240 € (10 )

Myrovi Sunset Villa - Sea View & Pool In Kanalia

5 12
house , Mykonos
Villa Boufla is located in Kanalia, a peaceful area just 3km from Ornos beach and 6km from Mykonos Town. The property has received very good user ratings, a good location rating, and an excellent cleanliness rating.
This villa offers a choice of four unique stone-built houses and suites, each with its own character. Guests can enjoy a range of amenities including a swimming pool, a garden, a spa, a restaurant, parking, and a terrace.
Nice Villas Pyrgos - Cyclades
9.2 43 reviews
Cyclades
05/09 – 12/09
124 €/nighttotal: 868 € (7 )

Nice Villas Pyrgos

1 1
house , Santorini
This Pyrgos villa, situated approximately 5km from Santorini Airport and Santorini Port, and 6km from the Archaeological Museum of Thera, offers convenient access to major island attractions.
The self-catering property features a bedroom, living room, two bathrooms, a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, jacuzzi, spa, and daily room service, accommodating up to two guests and boasting sea views from its furnished balcony.
Ktima Ioannis - Cyclades
9.9 49 reviews
Cyclades
01/08 – 11/08
156 €/nighttotal: 1560 € (10 )

Ktima Ioannis

2 4
house , Naxos and Lesser Cyclades
Ktima Ioannis is a traditional seaside country residence located on a hill, 18 kilometres from Naxos town and a 15-minute walk from the nearest beach.
This family-friendly cottage sleeps four guests across two bedrooms and one bathroom, offering internet, a kitchen with a fridge and microwave, and a garden, set within a romantic and cosy atmosphere inspired by the sea.
Dea Del Mare Complex In Front Of The Sea. - Cyclades
9.1 158 reviews
Cyclades
05/09 – 12/09
114 €/nighttotal: 798 € (7 )

Dea Del Mare Complex In Front Of The Sea.

2 1
house , Lavreotiki
Dea Del Mare, a beachfront property in Sounio, Lavreotiki, is situated near Asimaki, Passa Harbour, and Kavatza beaches, approximately 37 kilometres from Eleftherios Venizelos Airport.
This self-catering house offers air-conditioned rooms, a terrace, garden, parking, free Wi-Fi, and fully equipped kitchens including a fridge, freezer, microwave, and dishwasher; airport shuttle service is available at a cost.

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

Livadi House Tinos 2 Katwi - Cyclades
10 65 reviews
Cyclades
27/06 – 04/07
106 €/nighttotal: 742 € (7 )

Livadi House Tinos 2 Katwi

1 2
house , Tinos
Livadi House Tinos, a self-catering property in Kato Klísma, Tinos, is conveniently located within a 8.8 to 16 kilometre radius of attractions including the Megalochari Church, Costas Tsoclis Museum, and the Archaeological Museum of Tinos.
This 50 square metre one-bedroom house offers a private garden, free Wi-Fi, air conditioning, and parking, perfect for couples or solo travellers seeking a peaceful retreat.
Amazing Santorini Villa Blue Horizon Villa 1 Bedroom Outdoor Plunge Pool - Cyclades
9.4 1265 reviews
Cyclades
27/06 – 04/07
160 €/nighttotal: 1120 € (7 )

Amazing Santorini Villa Blue Horizon Villa 1 Bedroom Outdoor Plunge Pool

1 2
house , Santorini
This Santorini villa is located in Thólos, a district in Oia, just an 11-minute walk from the Naval Museum of Oia and a short drive from other popular attractions like the Archaeological Site of Akrotiri. The villa has received excellent ratings for user experience, location, and cleanliness.
The villa offers two separate bedrooms and a living room, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a private jacuzzi, air conditioning, a swimming pool, a terrace, a garden, a spa, a restaurant, a bar, and room service.
Krotiri View Paros - Cyclades
9.6 137 reviews
Cyclades
05/09 – 12/09
146 €/nighttotal: 1022 € (7 )

Krotiri View Paros

1 1
house , Paros
Krotiri View Paros is located in the village of Krotiri, offering stunning mountain views and easy access to the beaches of Livadia, Marchello, and Krios, all within a short drive. The property has received excellent ratings for user experience, location, and cleanliness.
The villa has a private balcony with access to a shared swimming pool. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, free Wi-Fi, and a spa, as well as activities like tennis and a free shuttle service.
Sofia's Seaview Villa Near Airport And Beach - Cyclades
8.9 77 reviews
Cyclades
27/06 – 04/07
114 €/nighttotal: 798 € (7 )

Sofia's Seaview Villa Near Airport And Beach

1 2
house , Spata-Artemida
This charming house is situated in Vravrona, a seaside town near Spata-Artemida, just 12 kilometres from Elefthérios Venizélos Airport and 26 kilometres from Athens. Guests have consistently rated the property highly, with excellent scores for cleanliness, location and overall experience.
The house offers one bedroom and one bathroom, providing a comfortable space for a small family or group of friends. Enjoy the convenience of a fully equipped kitchen, a relaxing terrace and a garden, ideal for enjoying the warm Greek climate.

Best Cyclades villas and holiday homes with jacuzzi

Villa Clio:beachfront Villa 70 M To Sandy Isolated Beaches & Spa Outdoor Jacuzzi - Cyclades
Cyclades
15/08 – 25/08
391 €/nighttotal: 3910 € (10 )

Villa Clio:beachfront Villa 70 M To Sandy Isolated Beaches & Spa Outdoor Jacuzzi

4 12
house , Kea
Clio & Lena, two luxurious villas in Otzias, Kea, boast private access to two secluded sandy beaches, situated 1 kilometre from Otzias village, 4 kilometres from Vourkari, and 5 kilometres from Korissia.
These two identical properties, totalling 470 square metres, offer 4 bedrooms, 4 bathrooms, and can accommodate up to 12 guests, featuring Jacuzzis, fully equipped kitchens, and stunning sea views.
Salty Apartments Sea View Naxos - Cyclades
9.2 18 reviews
Cyclades
27/06 – 03/07
199 €/nighttotal: 1194 € (6 )

Salty Apartments Sea View Naxos

2 2
house , Naxos and Lesser Cyclades
Salty Apartments Sea View Naxos is situated in Kastraki, a short walk from Glyfada Beach and within 2km of Kastraki and Pirgaki beaches, 14km from Naxos Island National Airport.
This self-catering apartment offers a fully equipped kitchen, a private patio with sea views, a hot tub, free Wi-Fi, free parking, and sleeps [number of guests, if available] with one bathroom, BBQ facilities and is pet-friendly.
Villa By Hotel Thira - Cyclades
9.5 544 reviews
Cyclades
27/06 – 03/07
232 €/nighttotal: 1392 € (6 )

Villa By Hotel Thira

2 2
house , Santorini
Villa by Hotel Thira, a two-bedroom apartment in Fira, Santorini, is conveniently located 0.4km from the Archaeological Museum of Thera, 0.3km from Megaro Gyzi, and 0.7km from the Museum of Prehistoric Thera.
This Santorini holiday rental boasts a private hot tub, swimming pool, and garden, offering guests a relaxing retreat with continental breakfast included, alongside easy access to shops, restaurants, and nearby hiking trails.
Aurum - Cyclades
10 76 reviews
Cyclades
27/06 – 03/07
220 €/nighttotal: 1320 € (6 )

Aurum

1 2
house , Santorini
This stone-built villa is located in Kamari, just 0.5km from Kamari Beach and 0.1km from the bus station to Fira, offering easy access to the area's attractions. The property has received excellent ratings for its location, cleanliness and overall experience.
The villa has one bedroom and spans 68 square metres. It offers a range of amenities including a private heated pool with jets, a fully equipped kitchen, air conditioning, Wi-Fi, and a home theatre system, perfect for a relaxing and enjoyable stay.
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