
House holiday rentals in Pyrgos Kallistis
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Top-rated house rentals in Pyrgos Kallistis
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Popular amenities for house rentals in Pyrgos Kallistis
House rentals with a pool

STILVI SUITE
Our stay at Stilvi Suite was fantastic-very clean and well maintained. It was located on a path which made it easy to get anywhere we wished. Georgia was the perfect host, answering many questions we had and calming the media hyped concerns on area seismic activity. She made efforts to check-in with us and was so accommodating. Her recommendations were very helpful (transportation, restaurants and sailing adventure) and her candid feedback was appreciated. Beautiful sunset and relaxing in/by the pool was a plus!

Sky blue, beach villa with private pool
Our stay was wonderful. Annie made our trip extra easy by booking all our transfers and dinner reservations. She perfectly timed massages for our arrival.

Sky Dream
Lovely place, clean and modern with amazing views, great spot to just sit back and relax. Responsive hosts, all as described.

Villa Arcadia in front the sea,
In 63 years I have traveled extensively, in many countries, and this was overall the most beautiful surprise of any place my husband and I have rented. Our hosts, Vincent and Jean-Claude, were present, warm, generous and responsive, and the house and location are beyond magical. We will return every year, for certain.

Pomegranates Residence, Pera Meria
The accommodation was impeccably comfortable and in a convenient quiet location. Filyo was willing, polite and always willing to help. The wonderful view and the beautiful pool made our stay special. We will definitely choose it again and recommend it to others. ⭐️⭐️⭐️⭐️⭐️

Mykonos Cloud White Villa
Perfect stay for my group of 5! 🤍 the Villa is absolutely stunning. Moshoula and her entire team are the absolute best! Service 10/10. Highly recommended!!!

Cape Villa and Sounio
Beautiful house with incredible view and wonderful hostess

Artemis: Breathtaking view! Private Swimming Pool
It’s hard to decide which is nicer: the apartment, the sea views or the owners. All are excellent. We were staggered at how lavishly Artemis had laid on groceries for us for when we arrived. The apartment is beautiful, spacious, clean and well appointed. The AC units in every room work really well, and the netting on the windows kept unwanted bugs to a minimum. The pool is kept spotlessly clean as a matter of honour and (warranted) pride by Illyrios. The showers in the bathrooms are powerful and have plenty of hot water. The fridge-freezer is spacious and works well, as do the other quality appliances such as washing machine, kettle and microwave. The views are soothing and the area quiet. The hosts live downstairs and are very respectful of guests’ privacy whilst at the same time being available to give help or any extras you might want in the kitchen. The beds are comfy and the linen spotless. Location is great if you have a car. Don’t give it a second thought: just come!
Weekly house rentals

Lunar Sea Suite with Hot-tub and caldera view
TL;DR Stunning air bnb. Very worth it for a first visit to Santorini. Booked Catherine’s room for our first visit to Santorini and it was fantastic. The views from the air BnB are even more beautiful than the pictures and the bed was very comfortable. It also came with an actual duvet which isn’t very typical from what we’ve experienced on other islands. She also provided a lot of services and assistance during the trip such as restaurant reservations, taxis, porters to move our suitcases to/from the post office and daily cleaning of the room. Note: the route to the air BnB is a bit precarious so it might not be suitable for people who are less active. The jacuzzi also isn’t as hot as jacuzzis in the states but was still very enjoyable. Also Santorini is experiencing a water shortage so there might be bouts where the shower/tap won’t be working but it doesn’t last very long.

Villa Katerina
We had a wonderful stay at Villa Moussa — peaceful, comfortable, and surrounded by stunning views. The warm pool was perfect after swimming in the chilly ocean, and we loved relaxing in the hammock and walking down to the beach. Mike was an incredible host, sharing his favorite local spots and helping us experience Naxos in an authentic, memorable way. As three young women traveling alone, we felt completely safe and welcomed. This place made for a truly special trip — Ευχαριστούμε πολύ, Mike!

Dimitri's Stylish Island House
A stylish house with a perfect view of beautiful Hydra

Lefteris Home
Perfect stay in Milo’s! Easy to check in and communicate. The location was quiet and relaxing. Incredible to be right on the water. Would love to stay again!

Captain Elias Hydriot House
We stayed for a week and loved the place of Konstantinos. Great selection of books to read (though most of them in greek, which is understandable:)). The short walk to the harbor is easy! There is also a supermarket just 5 min walk with all the needed. The house and the interior is authentic and has many great details from Greece and Hydra. At night we moved to the terrace upstairs and had the time to enjoy the night sky and the stars. Great stay and would love to come visit again! Bohdan & Mariia

Stone Farmhouse in Groves - Sea & Mountain Views
The property was as we hoped it would be and is very accurately described. This property is clearly very popular and fully deserving of the praise it has received. The grounds are beautiful, as are the views. If you are looking for a quiet getaway I would highly recommend this accommodation but it is fairly isolated and you do need a car.

Spectacular and petite
We had an incredible stay at this beautiful house. Such a lovely well looked after vaulted living space which was clean and comfortable and in a really quiet location. The terrace was perfect with stunning views of the town roofscape and harbour where you can easily while away an afternoon watching the busy boat traffic from afar. We definitely came home fitter ;-) having climbed all the steps normally twice a day which is a good thing! Much harder to climb up again after some very good meals out! Danae was an amazing host and really responsive, even organising for mules up to the apartment to show us the way up and some treats for our arrival. We couldn’t have asked for a better experience, and we’d love to return. Would highly recommend.

ERGINA’S BOAT HOUSE
We really enjoyed our stay here as a unique and special experience. The hostess was lovely and kind. After traveling from America with two children. It was nice that she thought of us enough to have a welcome package waiting for us, including water among other treats that is often overlooked by hosts of these places. She really made us feel like family, and even with a short stay the property felt like home to us by the time we left. I would absolutely stay here or recommend this hostess to friends. If I had any complaints, it would be that the downstairs bedroom did have a staring mildew smell to it. Also, the beach did get annoyingly crowded at times. Also, for a shorter stay we did feel like we lost some time running into town to eat, but that would be true for most places around Milos. Overall, the pros far outweighed any of those relatively minor issues and my family made great memories during our stay here.
Private house rentals

Syrolia Village
We stayed at the beautiful Syrolia Village for 10 days, and as our departure drew nearer, I found myself dreading the end of each day there. Though the space is modest in size, it feels incredibly intimate and inviting—thoughtfully designed with care in every detail, from the aesthetic touches to the well-considered amenities. Jacob was a truly wonderful host, warm and attentive, making sure we felt completely at home and had everything we needed throughout our stay. His kind parents added such a heartfelt touch—bringing fresh produce and even treating us to a delicious home-cooked meal that we’ll never forget. Every part of our experience was exceptional. Thank you for a stay that was not only comfortable, but deeply memorable. P.S. The parade of kitties from the cat sanctuary next door completely stole my heart ❤️

Rastoni Milos slow living home
Amazing place in beautiful Mandrakia. Clean, modern, sea views, easy drive anywhere on the island. Super peaceful sitting on balcony with a morning coffee. Awesome host as well, thanks Niki!

Ochre Dream, Beach front & Sunset villa Naousa (2)
Wonderful place to stay in Naoussa. It’s out of the hustle and bustle but completely walkable. Close to an amazing restaurant (Piperaki Coffee-Brunch-Cocktails) and bakery (Xamilothoris). The place itself was really cool! Very unique, spacious and had beautiful outdoor seating areas. The host, concierge and housekeeper were all very helpful. Free parking on the street (no issues finding a spot right next to the place). Bonus: adorable cats in the neighbourhood.

Sunny Coast - Seaside home
Can’t say enough good things about Anna’s place. Everything you could possibly need regardless of the length of stay. Access to the secluded beach and stunning blue sea in under 90 seconds! The sunrise/sunset from the roof is gorgeous. The accommodation is even better than the photos and Anna was delightful. Really good location to have as a base for exploring this beautiful island. Truly can’t say enough great things and highly recommend staying here on your trip. We would come back in a heartbeat 🩷

Rural Kea Farmhouse
A beautiful well-novated traditional Cycladic house, in a wonderful landscape. Perfectly clean, great communication con Krysta. I simply loved it

AneSea Milos Kipos Beach
We had a wonderful stay at Anesea. The accommodation welcomed us with amazing views and a beautiful privacy and yet was still close enough to discover and explore the whole island as we desired with our hire car. There was plenty of space at the property and the outdoor entertaining, relaxing and dining space was exceptional. The concierge service was provided with great flexibility and attention to detail and reflected the passion of Andreas, Myrsine and the owner and their willingness to share local knowledge and ensure we simply had the most wonderful time. They even managed to still coordinate our half day boat trip despite challenging circumstances! You are in good hands and we would happily stay again, recommend Milos as a destination and hope to be back.

K's beach cottage
Small slice of paradise, indeed. And though it's a 10-min drive from the port area (maybe less), it's quite easy to call a taxi to go there.

Stone House in Tyros with amazing views
Everything here is amazing!!! The stone house and its interior design are of the highest design. Here you will find everything you need for a great vacation and more. The views we see from the terrace of the house, the mountains, the sea, are simply breathtaking. The most beautiful sunrise every morning is guaranteed. The host Ilias is super, worthy of 10 stars. Very hospitable, kind, helpful, will answer all your questions. He left us various foods, fruits, wine. The best host we have met in all our travels. If we ever come to the Peloponnese again, we will definitely stay at Ilia's place. Thank you very much Ilias for everything
Quick stats about house rentals in Pyrgos Kallistis
Total rentals
7.2K properties
Total number of reviews
128K reviews
Family-friendly rentals
4.4K properties are a good fit for families
Pet-friendly rentals
2K properties allow pets
Rentals with a pool
1.5K properties have a pool
Rentals with dedicated workspaces
2K properties have a dedicated workspace
Destinations to explore
- Thira Holiday rentals
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