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Vacation rentals with a pool in Kalymnos

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Top-rated rentals with a pool in Kalymnos

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
A tranquil pool reflects the hues of a sunset, with clear water inviting relaxation. In the background, a mountain silhouette stands against the colorful sky, enhancing the serene seaside atmosphere.
Home in Mirties
5 out of 5 average rating, 7 reviews

Villa Katerina - Between sea & mountain

Discover luxury and privacy at our villa in Masouri ideal for up to 10 adults. This property features two separate residences that share a pool and lounge area. Residence 1 includes 2 bathrooms, a kitchen 2 bedrooms, while Residence 2 offers an open-plan space with a kitchen, bathroom, and 2 traditional Cycladic style double beds with storage. An additional independent bedroom by the pool adds extra privacy. Enjoy breathtaking sea views,sunsets,multiple verandas and chilling time by the pool!

Guest favourite
A spacious terrace features a wooden pergola, providing shade over a dining table with fresh fruit. Relaxing loungers are positioned alongside the railing, offering unobstructed views of the ocean and surrounding mountains, under a clear blue sky.
Home in Mirties
5 out of 5 average rating, 5 reviews

Amazing Villa with Ocean View

The Villa offers breathtaking ocean and mountain views that will leave you speechless. The villa boasts 2 lavish bathrooms and a convenient WC, making it an ideal choice for families or groups of friends. Its close proximity to the Grande Grotta and numerous climbing spots is a dream come true for adventure seekers. Modern amenities such as air conditioning, Wi-Fi, and a fully equipped kitchen ensure a comfortable and enjoyable stay. It's the perfect base for your next Greek Island adventure.

Top guest favourite
A private pool reflects the clear blue sky, surrounded by a spacious terrace. Sun loungers and a modern chair offer relaxation near a tray of fresh fruits and beverages. A mountain view is visible in the background, enhancing the serene outdoor setting.
Villa in Mirties
5 out of 5 average rating, 7 reviews

Sole | Mia Anasa - Luxury Suites

Dive into the private pool, soak up the sun on the terrace, and revel in panoramic views of Telendos Island and the endless sea. Ideal for families or groups craving an unforgettable escape, Sole offers two bedrooms, two bathrooms, a spacious living area, and a fully equipped kitchen. The highlight of this elegant house is undoubtedly the private pool, where you can cool off under the Mediterranean sun. Step onto the terrace to enjoy outdoor relaxing with a backdrop of stunning sea view.

Top guest favourite
An illuminated infinity pool is viewed from above, surrounded by stone-paved decking and elegant sun loungers. Trees provide a natural backdrop, and soft lighting from lanterns creates a warm ambiance, highlighting the inviting outdoor space.
Townhouse in Vathis
5 out of 5 average rating, 6 reviews

Maison Des Clementines

Maison des Clementines is built nearly 110 years ago, this sensitively restored stone guesthouse for rent and the accompanying mandarin tree orchard are to be found in the center of the green valley of Vathis. Conveniently located within a 20-min drive from the central port of Kalymnos (Pothia), a 1.2 km walk from the picturesque port of Rina and a 20-min drive from Arginonta, where the world-famous climbing routes are, one may easily explore and discover the uniqueness of this island.

A hammock gently sways above a serene swimming pool, with a panoramic view of the Aegean Sea and a mountain in the distance at sunset. The sky is painted with warm hues as the sun casts a soft glow on the water's surface.
Cycladic homes in Kalimnos
4.69 out of 5 average rating, 13 reviews

Valentine's Sunset - Luxury Villa @Kastelli

The villa has all the comforts of modern accommodation whilst offering an authentic Aegean experience. Its 2 bedrooms, equipped with premium quality bedding and each with a balcony facing the sea, invite relaxation and contemplation. It has a spacious shower, a pleasantly shaded outdoor dining area, very comfortable sunbeds, a swimming pool off course and a yoga platform. Ideally located 1.5km from Massouri, and just under the best climbing spots. Main town of Pothia 15min away.

Guest favourite
A serene outdoor area features a spacious swimming pool with clear waters, framed by palm trees and manicured gardens. Lounge chairs are positioned at poolside, and a stone building with a traditional design is visible in the background, complemented by lush greenery.
Villa in Kalimnos
5 out of 5 average rating, 10 reviews

R&G luxury accommodation Kalymnos villa

R & G Kalymnos luxury villa is a special type of accommodation. The total capacity of the complex-guests 9-10, 6-7 adults & 4 -5 children.Located at the center of the picturesque village of Pothia, in a walking distance of most of restaurants, bars and super markets. Distance of most of the beaches 10' and all the climbing routes 15' by moto or by car. There is a private swimming pool, playgrounds for the kids, basketball court, free wifi indoor and outdoor, parking on the premises.

Guest favourite
A serene view of the sunset over the sea is captured, with a distant mountain silhouetted against the vibrant sky. In the foreground, a round table holds a fruit bowl containing pineapples, adding a touch of color to the relaxing outdoor space by the private pool.
Villa in Masouri
5 out of 5 average rating, 7 reviews

The Grande Grotta Luxury Villa

Ένα από τα πιο όμορφα τοπία του «νησιού των σφουγγαράδων» και ο πιο must προορισμός για κάθε αναρριχητή ειναι το σπήλαιο Grande Grotta, στο Μασούρι- Αρμεός. Από κει πήρε και το όνομα του το κατάλυμα μας, μιας και βρίσκεται ακριβως κάτω απ' αυτο το υπέροχο σπηλαιο που σχηματίζει ένα τεράστιο ασβεστολιθικό αμφιθέατρο! Το The Grande Grotta luxury villa αποτελείται από 2 ορόφους διαθέτει 3 υπνοδωμάτια, 2 τουαλέτες, σαλόνι, κουζίνα, αυλή με ψησταριά και ιδιωτική πισίνα.

Superhost
A modern villa is set against a night sky, featuring a private swimming pool illuminated in a soft blue hue. The structure highlights a combination of stone and wooden elements, with outdoor seating visible under the warm glow of ambient lighting.
Villa in Kalymnos
4.6 out of 5 average rating, 10 reviews

Apollonas & Sibylla Villa - Luxury Stay with Pool

Discover the charm of Kalymnos at Apollonas & Sibylla Villa! Nestled in the heart of Hora, this luxurious retreat offers a private pool, amazing pool views, and space for up to 10 guests. Enjoy modern comforts, a fully equipped kitchen, and easy access to the island’s best attractions, all within a short walk or drive. Whether you seek adventure or relaxation, this villa is your perfect home away from home!

Guest favourite
A charming guest house exterior is framed by lush greenery and colorful flowers. A wooden bench with an orange knitted throw is positioned on a stone pathway, leading towards the inviting entrance of the house, where a warm glow is visible through the wooden door.
Guesthouse in Kalimnos
4.89 out of 5 average rating, 103 reviews

Tree Garden by the beach

Place of wonderful aesthetic in Kantouni, fully furnished and equiped. Guests have access to the tree garden with fruit to collect. The can also enjoy relaxing moments at the beautiful yard of the house. The house is located very close to Kantouni beach (3 minutes on foot), popular bars, restaurants and a supermarket. An ideal place for those who are looking for quality vacation time.

A bright living space features high ceilings and large windows allowing natural light. A green sofa is paired with two round wooden tables. The entrance to a private terrace is visible, along with a staircase leading to the loft area. Air-conditioning units and minimalist decor enhance the comfort.
Apartment in Kamari
5 out of 5 average rating, 3 reviews

Sea View Loft Suite with Private Plunge Pool

Escape to a stylish loft studio where comfort meets adventure. Sleep peacefully on the king-size loft bed, relax on the sofa bed, and enjoy a fully equipped kitchenette for all your needs. Step out to your private terrace with plunge pool and take in stunning views of the Aegean Sea and Telendos. Just minutes from top climbing spots and Masouri, with shops, cafes, and beaches nearby.

Guest favourite
An inviting outdoor terrace is featured, showcasing a swimming pool surrounded by stone and plush seating options. A shaded gazebo accommodates a dining setup, while a gentle sunset casts warm colors over the calm waters, creating a serene atmosphere for relaxation.
Villa in Kalymnos
4.94 out of 5 average rating, 32 reviews

Luxury home and suite "Stefanidi"

Stefanidis villas is a small villa,discrete and isolated, composed by 2 houses & a swimming pool which are mounted on the verge of a cliff. To top it you ll have a view that gladdens the heart of a man & a multicolored sunset, that its only rival is the sound of the waves that crush on the rocks. The price is for the whole villa. You will enjoy days of relaxation and ownership .

Top guest favourite
The vibrant colors of a sunset illuminate the sky, casting rays over a calm ocean. A stone wall and terracotta roof are visible in the foreground, while distant mountains frame the tranquil coastal landscape.
Home in Kalymnos
5 out of 5 average rating, 35 reviews

Elysium Villa

Seeking peace, retreat and relax in close connection with nature ? This is the ideal place to unwind and enjoy yourself. To gaze at the sparkling blue ocean. To watch glowing sunsets and breathtaking views. To do yoga on the terrace, facing the sea. To enjoy the amazing starry sky. All this, simply from this cosy house, in complete privacy.

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