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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

Soma Wellness & Stay Concept - Cyclades
Cyclades
27/06 – 03/07
NZ$168/nighttotal: NZ$1008 (6 )

Soma Wellness & Stay Concept

1 2
house , Santorini
This studio apartment is situated 2 kilometres from Santorini International Airport and 4.2 kilometres from the Archaeological Museum of Thera, offering convenient access to key island points.
This 32 square metre studio accommodates two guests and features a kitchenette, air conditioning, WiFi, and access to a seasonal outdoor swimming pool and spa facilities.
Oia, Finikia Cave House - Cyclades
9.9 127 reviews
Cyclades
27/06 – 04/07
NZ$428/nighttotal: NZ$2996 (7 )

Oia, Finikia Cave House

2 2
house , Santorini
This cave dwelling is situated in Oia, just 1.9 kilometres from Baxedes Beach and 2.9 kilometres from Katharos Beach, offering easy access to both beautiful beaches and the historical wonders of Ancient Thera (21 kilometres) and the Akrotiri archaeological site (22.5 kilometres). The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
This charming one-bedroom cave house comfortably accommodates up to four guests, featuring a fully equipped kitchen with a fridge and microwave oven, a private terrace, and a refreshing rooftop pool and hot tub. Guests can enjoy stunning Aegean Sea views from the balcony, relax in the garden, and benefit from free Wi-Fi and parking.
W Villa Kallistrias - A Wonderful Terrace Suite With Jacuzzi - Cyclades
9.5 103 reviews
Cyclades
05/09 – 12/09
NZ$433/nighttotal: NZ$3031 (7 )

W Villa Kallistrias - A Wonderful Terrace Suite With Jacuzzi

3 1
house , Santorini
The Timedrops Santorini Villas are located in the traditional village of Emporio, a short distance from Perivolos Beach and the Santorini Airport, offering a peaceful escape from the tourist crowds. The villas have received consistently high ratings for their location, cleanliness, and overall experience.
Each villa features one to three bedrooms, a fully equipped kitchen, and a living room, providing comfortable accommodation for families or groups. Guests can enjoy a range of amenities, including private pools, air conditioning, free Wi-Fi, and a concierge service that can arrange a variety of activities and excursions.
Summer Lovers Villa - Cyclades
9.7 332 reviews
Cyclades
27/06 – 04/07
NZ$515/nighttotal: NZ$3605 (7 )

Summer Lovers Villa

1 2
house , Santorini
Summer Lovers Villa is situated in Akrotiri, a short distance from White Beach and a 15-minute walk from the Akrotiri archaeological site, offering easy access to these popular attractions. The villa has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The villa offers five bedrooms, two living rooms, and four bathrooms, providing ample space for families or groups of friends. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, sauna, spa, and a fully equipped kitchen, as well as a restaurant, bar, and fitness centre.

Best Cyclades villas and holiday homes with a kitchen

Aregou Villas - Cyclades
9.5 237 reviews
Cyclades
15/08 – 25/08
NZ$3138/nighttotal: NZ$31380 (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.
Planitis View 2 - Cyclades
9.9 62 reviews
Cyclades
27/06 – 04/07
NZ$325/nighttotal: NZ$2275 (7 )

Planitis View 2

1 2
house , Tinos
This Tinos holiday home is situated in the Panormos fishing village, a short walk from four beaches and a couple of minutes from the bus stop connecting to Chora, Tinos' main town and port.
The one-bedroom property, sleeping four, boasts a fully equipped kitchen with dishwasher and espresso machine, a terrace with bay views, and amenities including air conditioning, a washing machine, and parking; nearby activities include swimming, snorkelling, and exploring local restaurants.
Sea View Houses - Cyclades
10 248 reviews
Cyclades
27/06 – 03/07
NZ$252/nighttotal: NZ$1512 (6 )

Sea View Houses

1 2
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.
Santorinian Lava House - Cyclades
9.7 109 reviews
Cyclades
05/09 – 12/09
NZ$266/nighttotal: NZ$1862 (7 )

Santorinian Lava House

1 1
house , Santorini
Santorinian Lava House, a self-catering property in Pyrgos, Santorini, is conveniently located 5.3km from Santorini Port and 8.2km from Ancient Thera.
This 45 square metre house offers one bedroom, one bathroom, a private terrace with sea views, free Wi-Fi, air conditioning, and parking, sleeping up to two guests and including a continental breakfast.

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 essential, famed for their caldera views and stunning sunsets. Mykonos's Little Venice and windmills are equally captivating, offering a different Cycladic charm. Delos, a UNESCO World Heritage site, is a significant archaeological site with ancient ruins, offering a glimpse into the past. Exploring the beaches, from the iconic Mylopotas beach in Ios to the red beach of Santorini, is also a must.
  • 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 there aren't extensive forests, you'll find low-lying scrub vegetation and rocky terrain. Mountains are a prominent feature on many islands, most notably Santorini's caldera cliffs and the peaks of Naxos. The islands' unique geological formations, such as the cliffs of Milos, are also a key part 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 and a sense of isolation. The ancient marble quarries of Naxos, with their impressive scale and history, are a less-visited yet fascinating site. Exploring the less-populated islands like Schinoussa or Iraklia reveals a quieter, more authentic Cycladic experience, far from the crowds.
  • 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 with the locals. Attend a traditional Greek cooking class, learning to prepare local dishes like fava or tomato fritters. Visit a local taverna and chat with the owners, learning about their lives and traditions. Explore the smaller villages, where you're more likely to encounter everyday life and interact with residents. Consider staying in a family-run guesthouse for a more immersive experience.
  • 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 week allows for a good overview of a few islands, but to truly explore the Cyclades, at least two weeks are recommended. The archipelago comprises many islands, each with unique character and attractions. Allowing ample time ensures you can savour the pace of island life, explore beyond the main tourist areas and discover hidden gems.
  • What are the best pet friendly villa rentals in Cyclades?

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

    While you'll likely pack swimwear and sunscreen, consider packing light, comfortable walking shoes for exploring the often uneven paths and hills. A reusable water bottle is essential, especially during warmer months. A light jacket or shawl can be useful for cooler evenings, especially in spring and autumn. Don't forget a hat for sun protection.
  • 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 cooking classes, consider pottery workshops, learning traditional Cycladic techniques. Some islands offer weaving workshops, showcasing the local craft traditions. Participating in a local festival, if timed right, offers a unique cultural immersion. Many islands also have small museums showcasing local history and archaeology.
  • 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. These often aren't large-scale events but rather community celebrations. Information on specific festivals would need to be sought closer to your travel dates from local tourism offices.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Cyclades, Greece?

    Spring brings vibrant wildflowers, particularly on the less developed islands. Autumn offers milder temperatures, ideal for hiking and exploring. Bird migration can be observed during spring and autumn, with various species passing through. Specific migration patterns vary, and observation opportunities depend on location and timing.

Nearby regions

Best Cyclades villas and holiday homes with air conditioning

Oia Sunset House Pothitou - Cyclades
9.1 34 reviews
Cyclades
05/09 – 12/09
NZ$297/nighttotal: NZ$2079 (7 )

Oia Sunset House Pothitou

1 1
house , Santorini
Oia Sunset House Pothitou is located in the picturesque village of Oia, a short walk from Katharos Beach and within easy reach of the Naval Museum of Oia. This charming house has received very good ratings for cleanliness and user experience, and an excellent location rating.
The house is a comfortable 37 square metre space with one bedroom and one bathroom, suitable for two guests. The house is well-equipped with air conditioning, a private terrace, and a fully equipped kitchen, perfect for enjoying the stunning sunsets and relaxing outdoors.
Pink Freud Villas Santorini - Cyclades
9.7 213 reviews
Cyclades
15/08 – 25/08
NZ$3193/nighttotal: NZ$31930 (10 )

Pink Freud Villas Santorini

6 12
house , Santorini
Pink Freud Villas Santorini is located in Oia, a popular tourist destination in Santorini, 1.4 km from Baxedes Beach and 9.6 km from the Archaeological Museum of Thera. The property has received excellent ratings for location, cleanliness and user satisfaction.
These villas offer stunning sea views and a patio for enjoying the breathtaking Santorini sunsets. The villas come with a fully equipped kitchen, air conditioning, a private bathroom, and free Wi-Fi, as well as access to a swimming pool, a garden, a restaurant, a fitness centre, and a concierge service.
Agiassos Naxos Apartments - Cyclades
9.3 129 reviews
Cyclades
27/06 – 04/07
NZ$165/nighttotal: NZ$1155 (7 )

Agiassos Naxos Apartments

1 2
house , Naxos and Lesser Cyclades
Agiassos Naxos Apartments are situated in the village of Agiassos, just 2.7km from Pirgaki Beach and 17.7km from both Naxos Castle and Portara, offering a peaceful escape from the busier tourist areas. The apartments consistently receive excellent ratings for location, cleanliness and overall experience.
The apartments offer a comfortable and well-equipped base for exploring the island, with each one featuring a kitchen with a fridge and dishwasher, air conditioning, a private balcony and free Wi-Fi. Guests can also enjoy a garden, parking and stunning sea views.
Amazing Santorini Villa Blue Horizon Villa 1 Bedroom Outdoor Plunge Pool - Cyclades
9.4 1265 reviews
Cyclades
27/06 – 04/07
NZ$318/nighttotal: NZ$2226 (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.

Best Cyclades villas and holiday homes with jacuzzi

Athiri By A Terre Cave Villas - Cyclades
9.8 52 reviews
Cyclades
01/08 – 11/08
NZ$664/nighttotal: NZ$6640 (10 )

Athiri By A Terre Cave Villas

2 4
house , Santorini
The Cave Complex, situated in Oia, Santorini, is 2.1km from Baxedes Beach and 9.8km from the Archaeological Museum of Thera.
This luxurious villa boasts four bedrooms, three living rooms, a fully equipped kitchen, three bathrooms with hot tubs, a private terrace with stunning sea views, a jacuzzi, a garden, a spa, and a tennis court, accommodating large families or groups, and offering a concierge service and paid airport shuttle.
Tinos Blend Suites - Cyclades
9.9 50 reviews
Cyclades
01/08 – 11/08
NZ$885/nighttotal: NZ$8850 (10 )

Tinos Blend Suites

1 4
house , Tinos
Tinos Blend Suites are located in Agios Sostis, a tranquil village just 2 kilometres from Agios Sostis Beach and 2.5 kilometres from Agios Fokas Beach. The property has received excellent ratings for location, cleanliness and user experience.
Each villa has a private entrance and is equipped with a fully fitted kitchen, comfortable seating areas, and private bathrooms. Guests can enjoy the swimming pool, hot tub, garden and terrace, and benefit from free private parking, free Wi-Fi, and a continental breakfast.
Mykonos Ag Villas In Ftelia Beach - Cyclades
9.9 222 reviews
Cyclades
15/08 – 25/08
NZ$5150/nighttotal: NZ$51500 (10 )

Mykonos Ag Villas In Ftelia Beach

6 12
house , Mykonos
Mykonos AG Villas is located in Ftelia, just 2 kilometres from Ftelia Beach and 6 kilometres from Mykonos Windmills and the Archaeological Museum of Mykonos. This property enjoys excellent user, location, and cleanliness ratings.
The villa offers spacious accommodation with a seating area, flat-screen TV, and private bathrooms with slippers. Amenities include a fully equipped kitchen, a private hot tub, a swimming pool, a fitness centre, a bar, and a terrace with mountain and sea views.
270 Oias View - Cyclades
9.8 422 reviews
Cyclades
15/08 – 25/08
NZ$4629/nighttotal: NZ$46290 (10 )

270 Oias View

5 12
house , Santorini
270 Oias View is situated in Oia, a short distance from the village centre, offering panoramic views of the Aegean Sea and the caldera. This property has consistently received excellent ratings for user experience, location, and cleanliness.
The villa features separate bedrooms, each with a private bathroom, and a fully equipped kitchen, offering comfort and privacy. Guests can enjoy a private pool, a terrace with breathtaking views, a spa, and a restaurant, all within the property.
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