Villa Sisyphus
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Overview
Holiday in the clouds when you vacation in Villa Sisyphus, sitting inland on the slope of the highest mountain on the Greek island of Santorini, the largest of the Cycladic islands, set in the azure waters of the Aegean Sea. This small, but oh so perfectly formed villa has one spacious double bedroom, and can comfortably accommodate up to four guests, perfect for a small family, a romantic honeymoon, or a couple of couples’ sharing. The villa is set in its own gorgeous, panoramic, sea view grounds and gardens, with a private infinity swimming pool.
The property comes with all the mod cons, including air conditioning, satellite televisions, and private parking. The one-storey, detached Villa Sisyphus is constructed out of local light stone, with picture postcard sliding doors that let in lots of natural light, which seamlessly connects the indoors with the outdoor living space. The interiors are cool and contemporary, stylishly furnished with modern pieces, adorned with original art, and decorated in a Mediterranean beach house style with lots of natural wood, and a serene colour palette of crisp whites, with shades of sea and sand.
Enter the villa where you will be welcomed by a bright and breezy open-plan living space, with doors that give access to the sea-view pool terrace. The seating area has a built-in double sofa-bed for up to two guests, footstools, and handy coffee tables, arranged facing a faux fireplace and a flat-screen satellite television. There is a fitted kitchenette with a microwave, and those must-haves espresso coffee maker and wine cooler. A dining set for four is perfect for indoor entertaining. The impressive master bedroom boasts an emperor-sized bed, a walk-in closet, a safe, and a smart TV, with access to the pool terrace. The beautiful glass-screen bathroom has a free-standing oval bathtub, a walk-in shower, and a dressing room. There is a second bathroom with a walk-in shower, hand basin, and WC.
The outside living space is just as large and lovely as indoors, with a breathtaking sweeping vista terrace. Enjoy a swim in the heated infinity pool, complete with spa jets. Relax on the deep-cushioned sun loungers sitting on the decking, and look across to see if you can see Crete. Take a seat at the outdoor dining set, where every morning you will be served a complimentary breakfast by the in-villa chef. Sit in the sunshine at the soft seating and plan your holiday with the concierge team, who can arrange almost anything for you, from helicopter and yacht charters to bespoke days to make your stay the most memorable ever.
What you should know…
- The villa can accommodate up to four guests when two sleep on the sofa bed in the living space
- Villa Sisyphus is set on the slopes of a mountainside; we highly recommend hiring a car for the duration of your stay to make the most of your holiday
- The villa comes with a whole host of incredible added-value extras, just ask your concierge who will help you arrange the most magical stay
Property Features
The Villa
Interior:
- 1 master bedroom with emperor-size bed, A/C, hairdryer, walk-in closet, safe box, Smart TV, access to the terrace, pool and sea view
- Bathroom with a stand-alone bathtub, double wash basin, walk-in shower, bidet and dressing room
- Secondary bathroom with walk-in shower, large wash basin, W/C
Kitchenette
- Living room with dining area for 4, Smart TV, indoor faux fireplace, double sofa bed which turns into a king size bed
Exterior:
- Private heated infinity swimming pool (26°C / 16 sqm. / 172 sq. ft)
- Outdoor lounge and dining areas
- Sun loungers
- Private parking
- Garden
Additional Facilities
- Bluetooth speaker
- Iron & ironing board (upon request)
- Eco-friendly mattress
- Hyper-allergenic bedding
Location
About the surrounding area of Villa SisyphusVilla Sisyphus can be found inland, set in the private grounds of a terraced estate, in the village of Pyrgos Kalistis, in the centre of the Greek island of Santorini, the largest of the Cycladic islands set in the azure waters of the Aegean Sea. Thira International Airport is a scenic nine kilometres from your holiday home. The villa has the privileged position at the highest point of the island, set in the mountainside, with the Profitis Illias Monastery above, and the village of Perissa below.
The narrow winding Cycladic streets of Pyrgos are home to a medieval castle, which you can climb to the top of and admire the views. Visit the eleventh-century church, and sample the local volcanic wines, especially the Assyrtiko.
Enjoy a day at the beach sunbathing, swimming, and snorkelling, or sample the watersports, including scuba diving, and paddleboarding. The nearest sandy shores are a fifteen minute drive to Perissa or Perivolos, with black sand and beachfront restaurants and bars, or ten kilometres south to the must see Red Beach, with its striking crimson cliffs.
Spend the day in Fira, the island’s capital, with museums, a cable car ride over the caldera, cathedrals and churches, boat trips around the island and some fabulous wining and dining. Hike the caldera rim from Fira to Oia, with panoramic views of the island.
See the blue domed church roofs of Oia, eat seafood by the sea shore in Amoudi Bay, visit the Maritime Museum, shop in the art galleries and bijou boutiques, end the day at the castle, sipping cocktails as you watch the sun set over the caldera. Go to Akrotiri, with a well preserved archaeological site, a castle with views of the caldera, and the lighthouse, best seen at sunset.
| Local Amenities | |||
|---|---|---|---|
| Nearest Airport |
Santorini
(7.5 km) |
||
| Nearest Ferry Port |
Santorini
(6.8 km) |
||
| Nearest Town/City |
Fira
(7.4 km) |
||
| Nearest Beach |
Perivolos beach
(8.5 km) |
||
| Nearest Beach |
Seaside Santorini
(8.3 km) |
||
| Nearest Beach |
Nikki Beach
(10.2 km) |
||
Getting There
How to reach Santorini island
There are two ways to reach Santorini Island: either by flight or by ferry.
By plane: The airport of Santorini (JTR) is located in the region of Kamari that is 8 km far from Thira. Santorini island is one of the most popular Greek destinations, that is why many tourists arrive on the island with direct ferries from their country. Domestic flights are available too.
By ferry: The main port of Santorini is called Athinios (JTR) and is located 9 km outside of Thira. The trip from Piraeus can last from 5 hours (if you take a speed ferry) to 9 hours (if you prefer the conventional ferry). One more thing that you should keep in mind is that Santorini is connected through various routes to the most Cyclades islands. You can easily book your ferry tickets using the link below or the booking engine.
Kids
Best Suited For: All AgesYou and your family can have a lot of fun when you stay in Villa Sisyphus, starting with your own private pool, where they can play all day, and in the village of Pyrgos, they climb the castle for fabulous island views.
The nearest beaches are a fifteen minute drive away, particularly recommended for families is Red Beach with its unique scarlet sand, and calm waters for swimming and snorkelling, and the black sands of Perissa and Perivolos, with lots of amenities, activities, and water sports for your older children, including paddleboarding and kayaking. All aboard for a day at sea, where you can enjoy cruising along the coastline.
Keep them active with a walk along the caldera rim from Fira to Oia. Saddle up for a gallop in the sands, or a donkey ride for your younger ones.
Spend the day at the Santorini Water Park in Perissa, with pools and slides for children and adults of all ages. Take a wander around the Santorini Arts Factory, hosting family-friendly events and workshops. See the Akrotiri Archeological Site and ancient ruins, then visit the cave houses for a glimpse of the island’s history. Explore Ancient Thera on Mesa Vouno mountain, with remnants of times past.
Have a day out in Akrotiri, Fira, and Oia, wander the cobbled streets, visit the museums, shop for souvenirs, and feast on local dishes in the family-friendly tavernas.
Kids Activities Close-by
- Outdoor Pursuit & Activities
- Tourist Towns & Villages
Services Available
- Chef/Cook Available
- Maid Service Available
Extras
Oliver's Extras
- Pre-Stocked Fridge Available
- Transfers Available
- Chef/Cook Available
- Maid Service Available
At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:
- Maid service/extra cleaning
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport pick-up/drop-off
- Babysitting/childcare services
Simply fill in the concierge request form or contact the Oliver’s Concierge Team.
Please note that all extras are subject to availability and must be requested in advance of the holiday (prices on request). Due to some rural/remote locations, not all services will be available at all properties. However, we will always do our best to fulfil your requests!
Included Servives
- Daily coffee capsules refill
- Welcome wine or local delicacies
- Restaurant / Club reservations (finalized 10 days before arrival)
- Travel itinerary
- Services on request
- Check-in service
- Support throughout the stay via WhatsApp
- Welcome drink upon arrival
- Daily breakfast [home-made]
- Daily espresso capsules refill
- Daily housekeeping
- Daily change of towels
- Change of linen twice a week
- Porter service
- Pool/jacuzzi freshening
| Security deposit | There is no security deposit, but should there be any damage or loss caused by you or your guests during your stay you will be liable for the cost |
| Arrival time | From 15:00 (3pm) |
| Departure time | Until 12:00 (noon) |
Terms & Conditions
These terms and conditions may be amended from time to time.
| Security deposit | There is no security deposit, but should there be any damage or loss caused by you or your guests during your stay you will be liable for the cost |
| Arrival time | From 15:00 (3pm) |
| Departure time | Until 12:00 (noon) |
| Energy costs included? | Included in the rental price |
| Linen & towels included? | Linen, bath & pool towels are included in the rental price. |
| End of stay cleaning included? | Yes and daily cleaning also included. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. |
| Smoking Allowed? | No smoking. |
| Pets welcome? | Not allowed. |
| Changeover day | Flexible. |
| Minimum stay | From 1 night |
| Internet access? | Wi-Fi connection included. |
| Pool towels included? | Included in the rental price |
| Other 2 | Due to the particular construction of the villa on a rocky cliff, for safety reasons, the villa does not have any children facilities and does not accept children. |
| Other 3 | According to law 5073/2023, the total amount of the booking does not include the Environment Tax, which is paid directly to the villa. |
| Tax | From November to February (low season): 0.5(up until 80 m2) - 4 euros (from 80 m2 and more) per villa per night. From March to October (high season): 1.5(up until 80 m2) - 10 euros (from 80 m2 and more) per villa per night. |
Rental Rates
Prices based on an occupancy of 2 people:
| Rental period | 2 Nights | 3 Nights | 4 Nights | 5 Nights | Weekly |
|---|---|---|---|---|---|
| Nov 26th 2024 - May 30th 2026 | £3,198 | £4,796 | £6,395 | £7,993 | £11,187 |
Please note that these prices/rates are a guide only and may not be correct at the current date. For an accurate quote, please enquire.
Don't miss out! Reserve now and get a full refund if you change your mind within 48hrs.
