
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.

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!

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.

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.

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.

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.

Serenity Bay, Pool, Sun, Sea and Magnificent View
The Serenity Bay is a house situated on the beautiful Alinda bay, just a few meters away from the beach. Enjoy the sun the sea and a breathtaking panoramic view of the Sea. The house has two bedrooms, large open-plan Kitchen/Living room, spacious outside spaces, outdoor Fire Pit, a shared swimming pool and it can sleep up to 6 people. Wireless Internet and air conditioning are available. Free Private Parking is provided. Disclaimer: The environment fee is not included in the price.

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.

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!

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.

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.

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 .

Lemon Cottage w/ Swimmingpool
A very comfortable cottage with a large double bed with open bathroom. There is a sofa/bed in the living room. Living room with kitchen and fridge Beautiful view of the Alinda, Agia Marina and the fortress . It’s a very quiet and safe location, no traffic noise. To have a car or a scooter is advisable. A 50 m2 swimming pool for your use .
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Quick stats about vacation rentals with a pool in Kalymnos
Total vacation rentals
Explore 20 vacation rentals in Kalymnos
Nightly prices starting at
Kalymnos vacation rentals start at € 51 per night before taxes and fees
Verified guest reviews
Over 20 verified reviews to help you choose
Wi-Fi availability
20 of Kalymnos vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kalymnos rentals
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