Villas and Holiday homes in Cyclades

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Cyclades villas
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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

Apartments Nina - Cyclades
9.5 146 reviews
Cyclades
17/08 – 20/08
SG$186/nighttotal: SG$558 (3 )

Apartments Nina

1 2
house , Penteli
Apartment Nina is a villa located in Penteli, just 13 kilometres from Athens City and 12 kilometres from Mati.
This family-friendly villa boasts a private terrace, a fully equipped kitchen, a hot tub, and a swimming pool, perfect for a relaxing getaway.
Sienna Eco Resort - Cyclades
9.4 186 reviews
Cyclades
17/08 – 20/08
SG$374/nighttotal: SG$1122 (3 )

Sienna Eco Resort

1 2
house , Santorini
The Sienna Eco Resort is situated in Exo Gialos, Santorini, a short distance from the beach and within a mile of restaurants and bars. The resort has excellent user and cleanliness ratings and a very good location rating.
Each villa features a fully equipped kitchen and modern bathrooms with slippers and toiletries. Guests can enjoy private pools, a spa, a fitness centre, a restaurant, a bar, and concierge service.
Casa Terra Vedema Oia - Privacy - Plunge Pool & Panoramic Sunset Terrace - Cyclades
9.8 74 reviews
Cyclades
12/07 – 15/07
SG$641/nighttotal: SG$1923 (3 )

Casa Terra Vedema Oia - Privacy - Plunge Pool & Panoramic Sunset Terrace

2 4
house , Santorini
Casa Terra Vedema, situated in Oia, Santorini, is 2.3 kilometres from Baxedes Beach and 2.9 kilometres from Katharos Beach, offering stunning city and garden views.
This 60 square metre villa sleeps four guests in two bedrooms and two bathrooms, boasting a private hot tub, swimming pool, and free Wi-Fi; airport shuttle service is available at an extra cost.
Villas Scirocco - Cyclades
9.7 151 reviews
Cyclades
12/08 – 16/08
SG$218/nighttotal: SG$872 (4 )

Villas Scirocco

1 2
house , Santorini
Villas Scirocco, situated in Fira, Santorini, is a 9-minute walk from Exo Gialos Beach and 3.2km from the Archaeological Museum of Thera, offering convenient access to local attractions and Santorini Airport (5.9km away).
This family-friendly villa boasts a private swimming pool, a spa, tennis court, and fully equipped kitchenettes, alongside room service and concierge services, providing a luxurious self-catering experience with stunning sea views from private terraces.

Best Cyclades villas and holiday homes with a kitchen

Diva Santorini Luxury Villa - Cyclades
9.8 95 reviews
Cyclades
18/07 – 25/07
SG$495/nighttotal: SG$3465 (7 )

Diva Santorini Luxury Villa

2 4
house , Santorini
Diva Santorini Luxury Villa, a recently renovated property near Santorini Airport (5km), Santorini Port (5.3km), and the Archaeological Museum of Thera (6.7km), offers luxurious accommodation in a convenient location.
This 110 square metre villa boasts two bedrooms, two bathrooms with a hot tub, a living room, an equipped kitchen, and a private terrace with stunning sea views; additional amenities include a swimming pool, jacuzzi, spa, and valet parking, alongside bike and car rental services.
La Estrella Luxury Suites - Cyclades
9.7 421 reviews
Cyclades
04/08 – 18/08
SG$419/nighttotal: SG$5866 (14 )

La Estrella Luxury Suites

1 2
house , Santorini
This villa is located in Vourvoulos, just 3km from Exo Gialos Beach and 3km from the Archaeological Museum of Thera, offering easy access to the island’s main attractions. The property has consistently received excellent ratings for its location, cleanliness, and user experience.
Each suite has its own private hot tub, perfect for enjoying the stunning Santorini sunsets. The property also features a fully equipped kitchenette, air conditioning, free Wi-Fi, and private parking.
Sunday Summer House - Cyclades
9.4 120 reviews
Cyclades
12/07 – 15/07
SG$498/nighttotal: SG$1494 (3 )

Sunday Summer House

1 4
house , Mykonos
Sunday Summer House enjoys a central Mykonos Town location, a 0.8km stroll from Agia Anna Beach, the Archaeological Museum, and Mykonos Old Port.
This 50 square metre property offers one bedroom, one bathroom, a fully equipped kitchen, air conditioning, Wi-Fi, a terrace with sea views, and a private garden; airport shuttle available.
Casa Di Volto - Cyclades
9.8 55 reviews
Cyclades
18/07 – 25/07
SG$270/nighttotal: SG$1890 (7 )

Casa Di Volto

1 4
house , Tinos
Casa Di Volto, a pet-friendly holiday home in Skáladhos, Tinos, is conveniently located 8.7km from the Megalochari Church and within a short drive of the Archaeological Museum, Costas Tsoclis Museum, and Moni Koimiseos Theotokou Kechrovouniou.
This one-bedroom, one-bathroom property boasts a private terrace with mountain views, free Wi-Fi, air conditioning, a fully equipped kitchen, and is close to walking tours and local attractions; sleeping up to two guests.

Frequently asked questions about villa rentals in Cyclades

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

    The Cyclades offer a wealth of attractions. For iconic views, you can't beat Oia's sunset in Santorini, or the Little Venice area. Delos, a uninhabited island, is a UNESCO World Heritage site with ancient ruins. Mykonos town is known for its charming Little Venice and windmills. Naxos boasts the imposing Portara, an ancient marble gateway. Each island has its own unique charm.
  • What are the best villa rentals in Cyclades?

    Among the villa rentals in Cyclades, Anemi House & Villas, Hidden Heaven and Seafront Cave Suite are the most popular ones.

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

    The Cyclades are renowned for their dramatic, whitewashed villages perched on hillsides, stunning beaches with turquoise waters, and barren, rocky landscapes. While forests are scarce, you'll find low-lying scrub vegetation and maquis. The islands' volcanic origins are evident in their unique geological formations, like the caldera in Santorini.
  • What are the best villa rentals with a pool in Cyclades?

    Anemi House & Villas, Hidden Heaven and Seafront Cave Suite are the best villa rentals with a pool in Cyclades.

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

    Many smaller islands offer hidden gems. Koufonisia's Pori beach is a stunning, secluded spot. Exploring the backstreets of Folegandros reveals charming, traditional architecture. Sifnos's pottery villages offer a glimpse into local craftsmanship. These quieter islands offer a different pace and fewer crowds than the more popular destinations.
  • 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?

    Attend a local festival, like the Panagia Portaitissa festival in Paros. Take a cooking class focusing on Cycladic cuisine. Visit a local pottery workshop in Sifnos or Naxos. Chat with shopkeepers and tavern owners – they often share stories and insights into island life. 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?

    To truly appreciate the Cyclades, at least two weeks are recommended. This allows time to explore several islands at a relaxed pace, experiencing their unique character. A shorter trip will necessitate focusing on fewer islands, potentially missing out on some 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?

    Pack light, comfortable walking shoes, as you'll likely be doing a lot of exploring on foot, especially in the villages. A reusable water bottle is essential, especially during the hot summer months. A hat and sunglasses are crucial for sun protection. Consider a light jacket or shawl for cooler evenings, especially during shoulder seasons.
  • What are the best villa rentals with parking in Cyclades?

    Anemi House & Villas, Hidden Heaven and Seafront Cave Suite 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 a traditional dance workshop. Several islands offer weaving or pottery workshops, allowing you to learn about local crafts firsthand. Some islands offer guided walks focusing on local flora and fauna, providing an educational and engaging experience.
  • Are there any food festivals in the Cyclades, Greece where you can try local food?

    While specific dates vary yearly, many islands host local food festivals throughout the summer. These often celebrate specific products, such as wine or cheese. Information on these events is usually available locally closer to the time.
  • What seasonal natural events, such as migrations or blooming periods, occur in the Cyclades, Greece?

    Spring brings vibrant wildflowers to the islands. The exact blooming period depends on the year and the specific island. Bird migration is also evident in spring and autumn. Summer brings the intense heat and clear waters, perfect for swimming.
  • What exclusive experiences are available when visiting the Cyclades, Greece?

    Private boat tours to secluded beaches or coves offer an exclusive way to explore the coastline. Luxury hotels often provide bespoke experiences, such as private wine tastings or cooking classes. Consider a private guided tour of archaeological sites for a more in-depth understanding of the islands' history.

Nearby regions

Best Cyclades villas and holiday homes with air conditioning

Villa Petros - Cyclades
9.7 36 reviews
Cyclades
18/07 – 25/07
SG$468/nighttotal: SG$3276 (7 )

Villa Petros

3 4
house , Syros-Ermoupoli
VILLA PETROS SEA SUITE is located in Megas Yialos-Nites, just 700 metres from Lankonáki Beach and a short drive from Ampela Beach. The villa has received excellent ratings for its location, cleanliness and overall user experience.
This spacious holiday home features a well-equipped kitchen, a private patio and a garden, perfect for relaxing in the Mediterranean climate. Guests can enjoy the tennis court, barbecue, free parking and free Wi-Fi, as well as the stunning sea views from the terrace.
Elia Artemida Holiday House - Cyclades
8.7 25 reviews
Cyclades
04/08 – 18/08
SG$226/nighttotal: SG$3164 (14 )

Elia Artemida Holiday House

1 2
house , Spata-Artemida
This one-bedroom apartment is located in the heart of Spata-Artemida, just 20 metres from the beach and a short walk from local amenities. Guests have consistently rated the property excellent for its location, cleanliness and overall experience.
The 80 square metre property is modern and well-equipped, featuring a spacious kitchen, private patio and garden with an outdoor shower, and air conditioning. Enjoy easy access to the beach, restaurants, and shops, as well as a 15-minute taxi ride to Athens Airport.
Nice Villas Pyrgos - Cyclades
9.2 43 reviews
Cyclades
20/06 – 27/06
SG$190/nighttotal: SG$1330 (7 )

Nice Villas Pyrgos

1 2
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.
Azalea Houses Cave Villa - Cyclades
9.7 255 reviews
Cyclades
17/08 – 27/08
SG$410/nighttotal: SG$4100 (10 )

Azalea Houses Cave Villa

1 2
house , Santorini
The Azalea Houses are located in Finikia, a charming village just 6 kilometres from the famous Oia, offering stunning views of the Aegean Sea. The property has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation features a shared terrace, a well-equipped kitchenette, and comfortable Coco-Mat beds. Guests can enjoy a range of amenities, including a swimming pool, tennis court, restaurant, and concierge services.

Best Cyclades villas and holiday homes with jacuzzi

San Constantino Boutique Villa - Cyclades
9.9 303 reviews
Cyclades
04/08 – 18/08
SG$297/nighttotal: SG$4158 (14 )

San Constantino Boutique Villa

1 2
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.
Kampanario Luxury Two-bedroom Villa With Private Jacuzzi - Cyclades
9.4 70 reviews
Cyclades
12/07 – 15/07
SG$662/nighttotal: SG$1986 (3 )

Kampanario Luxury Two-bedroom Villa With Private Jacuzzi

2 4
house , Santorini
Kampanario Luxury Villa is situated in Megalochori, a charming village just 100 metres from the main square, offering easy access to restaurants and shops, and is within 5km of the scenic cliffs of Caldera, the lively town of Fira, and Santorini Airport. The villa has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom property offers a comfortable stay for up to four guests, with a queen-size bed in one bedroom and two single beds in the attic. The villa features a terrace, a garden, a swimming pool, a jacuzzi, air conditioning, and free Wi-Fi, as well as a fully equipped kitchen and daily maid service.
Fira 2-bed Villa Sleeps 4 Hot Tub & Pet Friendly - Cyclades
9.3 188 reviews
Cyclades
12/07 – 15/07
SG$653/nighttotal: SG$1959 (3 )

Fira 2-bed Villa Sleeps 4 Hot Tub & Pet Friendly

2 4
house , Santorini
Mirinda Villa is situated in the centre of Fira, just 5km from the Archaeological Museum of Thera and 8.2km from Santorini Port, offering easy access to the island's main attractions and a peaceful atmosphere. This property has received excellent ratings for its location, cleanliness, and overall experience.
The villa has two bedrooms and offers a range of amenities including a private pool, a Jacuzzi, a terrace, a garden, and a spa. Guests can also enjoy daily room service, a restaurant, a fitness centre, and a concierge service, providing a truly luxurious and relaxing stay.
Monopati Eco Stay - Cyclades
9.4 43 reviews
Cyclades
12/07 – 15/07
SG$254/nighttotal: SG$762 (3 )

Monopati Eco Stay

1 4
house , Ikaria
Monopati Eco Villas, located in Raches, Ikaria, are 12.4 km from the Vrakades Folk Museum and 12.7 km from Kampos.
These pet-friendly villas offer guests private entrances, air conditioning, hot tubs in each en-suite bathroom, a garden, terrace, jacuzzi, free Wi-Fi, parking, and stunning sea and mountain views; Ikaria Island National Ikaros Airport is 55 km away.
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