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Cycladic house vacation rentals in Kalymnos

Find and book unique cycladic house rentals on Airbnb

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Popular amenities for Kalymnos cycladic house rentals

Family-friendly cycladic house rentals

An outdoor seating area is presented with a wooden table and cozy chairs on a covered porch. Two pendant lights hang from the ceiling, illuminating the space. The view includes a distant coastline and hills, suggesting a serene atmosphere.
Cycladic home in Astypalea
4.9 out of 5 average rating, 21 reviews

GlST

ElisabettaRating, 5 stars8 months ago
We had a great stay at Nikos's place! The house is very comfortable and clean, close to all amenities. Nikos came to pick us up at the airport and was a little with us showing us the island and giving us many directions that were very useful. He called us every day to see if we needed anything. We changed the towels and sheets in the middle of the week and cleaned the house. Nikos, you're fantastic, hello from Nadia,Laura and Elisabetta. We'll be back soon!
A charming outdoor area is framed by vibrant pink bougainvillea, offering a cozy seating arrangement with a small table and wooden chairs. A traditional clay pot and potted plants are arranged nearby, contributing to a serene atmosphere surrounded by lush greenery.
Apartment in Astypalea
4.83 out of 5 average rating, 30 reviews

Beautiful House in Chora of Astypalea

SofiaRating, 5 stars8 months ago
The apartment was perfectly located, clean, and well decorated to make it feel cozy
Superhost
The room features a neutral color palette, showcasing two single beds with decorative throws. A kitchenette area is visible with a stone accent wall. A bathroom doorway is positioned to the left, while light enters from a nearby window, enhancing the room's spacious feel.
Apartment in Masoúri
4.41 out of 5 average rating, 17 reviews

Elenis 30sm apartment with kitchen at Massouri

SophieRating, 5 stars25 months ago
Clean, comfortable and nice flat - well located. Super nice hosts - i highly recommend!!
Top guest favorite
An airy living space is presented with exposed stone walls and a smooth concrete ceiling. A rustic wooden dining table is surrounded by light-toned chairs. Natural light fills the room through large windows, creating a bright and inviting atmosphere. A cozy seating area is visible in the background.
Cycladic home in Astypalea
5 out of 5 average rating, 30 reviews

Beach Front Greek Villa, Astypalaia

M. O.Rating, 5 stars12 months ago
Wonderful house with breathtaking view of the sea. The real treat of Peggy's House is that down a stone path through Peggy's lovely garden is a beautiful beach with trees for shade and great swimming. Most days its yours (& Peggy's). The house is well stocked with pots, plates, etc. Peggy even left some homemade strawberry jam in the refrigerator and the market is a five minute walk away. We may have been the first visitors of the season so the house needed a day of airing out the rooms. All in all Peggy was helpful and welcoming - a consummate host! Astypalaia is a arid island of rocky beaches, roaming goats, and lots of bees (tasty thyme honey abounds). Its worth renting a car to visit the more remote beaches. Great dining in Livadi and Astapalea, the latter has some great bars too. Folks are very friendly. Its an island that is both rustic and in many ways quite cosmopolitan. Much to love and do here. Would happily return to Astypalaia and would stay again at Peggy's lovely home.
Guest favorite
A shaded outdoor seating area is presented, featuring a table set for meals. An umbrella provides shade, and a lush tree offers greenery, while the sea view and distant hills are visible in the background.
Home in Patmos
4.89 out of 5 average rating, 36 reviews

Garden Seaview House

EmanuelaRating, 5 stars10 months ago
Laurie's house is cozy and very beautiful, on the hill of Skala so out of the moderate traffic of the village. It has a beautiful view of the bay and offers all the necessary comforts. However, I recommend renting a car because otherwise getting around Patmos can become nerve-wracking. I hope to return to Laurie's next year and I recommend everyone go there!
A bright living area is showcased, featuring a white table with decorative elements and a blue seating area. An archway leads to a cozy nook with a large bed in the background and windows offering natural light. Wall-mounted televisions are present for entertainment.
Home in Megalo Chorio
4.64 out of 5 average rating, 14 reviews

Tilos island house

SamuelRating, 5 stars10 months ago
A functional accommodation that allows you to live to the rhythm of the village of Megalo Chorio. A means of locomotion is however better to move more freely on the island whose Katerina apartment is a great base to discover all the secrets. Katerina is a very nice person who was able to welcome us with warmth.
Guest favorite
A panoramic view of a hillside village, featuring whitewashed buildings that reflect the warm hues of the setting sun. The azure sea gently meets the horizon, with distant islands visible, creating a serene coastal atmosphere.
Cycladic home in Anafi
4.88 out of 5 average rating, 40 reviews

Anafi's House Maria Sea View up to 3 Guests

Tiziano Rating, 5 stars11 months ago
The accommodation was in a beautiful location overlooking the Chora and the sea; a beautiful terrace on which to have breakfast in the morning looking at the sea and relax in the evening lying on two comfortable sunbeds watching the moon reflected in the sea. The furnishings and supply of accessories were complete and... a shower that is hard to find in Greece (those who visit Greece know what I'm talking about). Maria was very friendly and helpful in providing us with directions on how to get around and inquiring about motorcycle or car rental; we had to interrupt the stay two days in advance due to personal problems and she helped us in any way she could. We will definitely be back because the trip and vacation are worth it. Tiziano
Top guest favorite
A view of the outdoor terrace features two white lounge chairs facing a panoramic landscape. A small table sits between them, adorned with beverages. Lush greenery and the tranquil water of the bay are visible beyond the railing, framed by surrounding hills.
Home in Patmos
4.93 out of 5 average rating, 15 reviews

'Hlia's house near the sea

MuratRating, 5 stars9 months ago
Katerina’s house is a really wonderful place. Have amazing view, you don’t want to go another place. House is super clean, beds are comfortable and Katerina thinks many details for her guests. She also take us from ferry and leave there again. This is one of our best experience at Airbnb and sure we’ll come again. Thank you Katerina 😊🙏

Cycladic house rentals with a patio

A simple white exterior is complemented by a vibrant green door, which features matching shutters. A small lantern is mounted beside the entrance. Sunlight casts a bright glow on the clean lines and smooth surfaces, enhancing the charm of the entryway.
Home in Vroutsis
4.57 out of 5 average rating, 30 reviews

Marianna's house

AnastasiosRating, 5 stars9 months ago
Very nice airbnb The room was clean fresh and modern The area is in village very familial. Very nice Marianna was very helpful and kind She was very responsive. She is an amazing host We really recommend this place if you want quiet and privacy. Thank you Marianna for everything.
Top guest favorite
A spacious studio features a bright sleeping area with a large bed adorned with neatly arranged towels. A kitchenette is visible beside a dining table with modern chairs, while a mirror and decorative wall plates add subtle character to the room.
Home in Katapola
4.95 out of 5 average rating, 22 reviews

Sweet Home III

AdèleRating, 5 stars8 months ago
We stayed at Dimitra's for several days and everything was perfect. The apartment was extremely clean and very pleasant to stay in. The view of the mountains is nice and the neighborhood is very quiet. Dimitra was always very responsive and welcoming, we felt right at home. If we go back to the island, we will definitely stay again!
A stone well is situated in the foreground, surrounded by low shrubs and flowers. A gravel path leads to a spacious white villa, which features light blue windows and doors, set against a clear blue sky. The landscape reflects a serene, natural environment.
Villa in Patmos
5 out of 5 average rating, 5 reviews

Villa Patinos, Chora, Patmos

DimetriosRating, 5 stars10 months ago
Very comfortable stay with the family on the outskirts of Chora. Convenient parking outside the home. Marianna and Ioanna were very helpful.
An aerial view showcases the villa's white exterior against the deep blue sea. Lush greenery surrounds the property, leading to the coastline. Small islands can be seen in the distance, enhancing the serene coastal landscape.
Cycladic home in Leros
4.67 out of 5 average rating, 6 reviews

Ivi Beach Front Villa, Leros

ValeriaRating, 5 stars10 months ago
The house is large and welcoming, decorated with Greek ethnic objects that contribute to make it a truly Greek experience. The roomy and airy spaces are perfect for a house that can host a lot of people and offers the possibility of community life as well as more private spaces. The only shortcoming for such a big house that can easily host 8 people is the lack of a dishwasher: something very easy to add to make the living experience really leisurely! Its location 'pied dans l'eau' is perfect for children and adults alike, especially because, after visiting most of the beaches on the island, the Vromolithos Beach remained our favorite, shaded by a gorgeous tamarisk tree! Alexander was very receptive and kind and immediately solved all our questions and issues. It was the perfect venue for the family reunion that I had so longed for, with my daughter living in Rome and my son in China! Thank you so much Ivi Artemis!
The elegant exterior of the Blue Pearls Adults Only Hotel is showcased, featuring multiple superior suites with private pools. Lush landscaping surrounds the property, illuminated by soft lights as dusk falls. The tranquil mountain backdrop enhances the serene ambiance of the luxurious setting.
Hotel room in Kos

Blue Pearls Adults only private Hot tub

Cycladic house rentals with a washer and dryer

A serene outdoor area is visible, featuring a glistening pool surrounded by comfortable sun loungers. Large umbrellas provide shade, and a peaceful view of the sea can be seen in the background, complemented by lush trees lining the shore.
Apartment in Alinda

Apartment with sea view

AristidisRating, 5 stars29 months ago
Beautiful place, super clean, exceptionally decorated with good taste, minimal and welcoming. Since we visited in winter Antonis had warmed up the room for us. Moreover he gave us the right tips for the (fewer open) places to eat and visit in winter. It was great!
Superhost
A white deck chair with a blue cushion is positioned on a stone patio, surrounded by lush green shrubs and blooming flowers. The sun illuminates the scene, and a picturesque hillside village is visible in the distance against a clear blue sky.
Home in Aegiali
5 out of 5 average rating, 23 reviews

AMORGOS VILLA HANDRAS,MANDORLO

SylvieRating, 5 stars21 months ago
Very quiet setting and great view. Close to the beautiful villages of Langkada , Tholaria and Potamos - excellent very welcoming tavernas - and departures from beautiful hikes.
A traditional stone wall features a wooden door with decorative detail and studded accents. A small window set into the wall displays potted flowers, enhancing the rustic charm. The sea can be seen in the distance, contributing to a serene atmosphere.
Cottage in Patmos
5 out of 5 average rating, 13 reviews

Manos House in Chora.

HeleneRating, 5 stars11 months ago
Excellent stay at Manos House, Popi is a perfect host, responsive, friendly , caring, she even cooked for us. It was really perfect, the island is beautiful, especially Hora where we were staying. Popi took care of us perfectly without ever being indiscreet. She's also a good ambassador to her island, she knows how to make her love. She has always given us good ideas for a visit and did not hesitate to accompany us. In short, Popi and Manolis are exceptional hosts and their home is a little paradise. We'll be back next year.
Guest favorite
Home in Lagoudi Zia
4.94 out of 5 average rating, 18 reviews

Anamnezia -Luxury Suites “Mint”

SarahRating, 5 stars11 months ago
The place is super nice! Very clean, modern and great furnished apartment, exactly our taste. The amenities were sufficient for the stay. During the stay, the apartment was cleaned once, towels and duvet covers changed. A car is recommended to reach the property and the surrounding villages. We were lucky enough to meet Fofi. A very warm and accommodating hostess who responds super quickly to concerns :) We would come back any time and had a great vacation.
Top guest favorite
A bright blue door is set within a white stone structure, framed by vibrant bougainvillea plants. Steps lead up from a stone pathway to the entrance, which is complemented by a large, textured pot filled with greenery.
Cycladic home in Tholaria
4.95 out of 5 average rating, 42 reviews

House in traditional style - Tholaria village

FlorenceRating, 5 stars10 months ago
A real little paradise with a beautiful bougainvillea, two beautiful terraces and a nice house that's well-equipped and very clean. Despina cares about her guests feeling good and it's very much appreciated. The small village of Tholaria is very nice on this wonderful island. We recommend it 100%.

Quick stats about cycladic house rentals in Kalymnos

  • Total rentals

    150 properties

  • Nightly prices starting at

    G$6,295 GYD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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