Family-friendly vacation rentals in Kalymnos

5.0 out of 5 average rating, 10 reviews

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 Myrtees

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.

Indoor spacesAccuracyBathroom

5.0 out of 5 average rating, 13 reviews

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 Kalymnos Bay

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.

Indoor spacesFamilyAir conditioning

4.99 out of 5 average rating, 107 reviews

Blue Sky Studio - Irene's Blue View

You can find us in the heart of Masouri, the climbing village, with the endless and magic view. Just a few minutes walking and you can climb on some of the most known climbing sectors as Zeus, Gerakios, Poetries, Grande grotta, Afternoon, etc. It is an apartment that honestly you can relax and have a nice time there. Finally but very important is the fantastic view we have, with the magic sunset you can admire, that really feeds with harmony and nature beauty your soul.

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 9 reviews

A heated swimming pool with turquoise water is surrounded by lush greenery and stone work. Comfortable lounge chairs are positioned beside the pool, offering views of the sea and distant hills. Bougainvillea vines cascade down a nearby wall, enhancing the serene outdoor setting.

Villa in Arginonta

Nostalgia - Petra Boutique Homes

A beautiful villa of 3 bedrooms with a 5m heated swimming pool and amazing sea view!It has modern boho style and it's ideal for people who want to relax. It has fully equipped kitchen, 3 bathrooms, living room with wood stove and a cozy loft . All bedrooms are equipped with COCO-MAT sleep products, handcrafted from natural materials. Nostalgia, is a new addition in Petra Boutique Homes with facilities and services designed to ensure more than a comfortable stay.

KitchenFamilyCleanliness

A red and white hammock is suspended under a shaded archway, overlooking lush greenery and a distant mountain peak. A small table and chairs are arranged nearby, providing a tranquil spot for relaxation, while a decorative hat is draped on the hammock.

4.97 out of 5 average rating, 37 reviews

Rocky Sunset

Welcome to our peaceful home✨ A place to slow down, relax, and soak in the beauty around you. Nestled among pine trees, with stunning views of the sea and Telendo’s sunset, it’s the perfect spot to unwind. Just a 3-minute walk brings you to the famous Masouri beach and the lively main square, so everything you need is close at hand. And for those who love adventure, the Gerakios Yellow Path climbing trail is only 500 meters away. We can’t wait to welcome you!

FamilyKitchenAccuracy

4.99 out of 5 average rating, 112 reviews

A spacious veranda is featured, with comfortable wooden seating arranged around a central table. Soft lighting creates a cozy atmosphere as the sunset casts warm hues across the landscape. The view includes a prominent mountain as a backdrop, enhancing the outdoor experience.

Guest suite in Myrtees

AMMOS & THALASSA SUITES- "AMMOS"

Newly built suite "AMMOS" with panoramic view of the area and the amazing sunset from our verandas. In the centre of Masouri, yet, in a quiet and isolated spot. Designed to accomodate families of four to five persons, with one separate bedroom and one double bedded traditional "kratthos". Kitchen is fully equipped to meet the demands of our guests. Next to "AMMOS", is also "THALASSA" suite, for four persons: www.airbnb.gr/rooms/27496967.

KitchenIndoor spacesLocation

5.0 out of 5 average rating, 40 reviews

A contemporary living area features a light-colored sectional sofa and a plush area rug. A mounted flat-screen television is located on a decorative stone wall. Steps lead to an upper level, while a streamlined white media console provides storage beneath.

Condo in Kalymnos Bay

Lia's apartment

Enjoy your vacation in the most central part of the island, in the heart of the city. Lia's apartment is just a 5-minute walk from the port and the beach. The island's central market, shops and cafes are within walking distance. Ideal location that makes it suitable for holidays all year round! Fully equipped with all amenities and with wonderful panoramic views of the port and the city. Ideal for business trips.

Indoor spacesKitchenBathroom

4.77 out of 5 average rating, 31 reviews

A two-story house is depicted with a light-colored facade and dark railings. The front features multiple windows with blue shutters and an inviting entrance door. A balcony spans the upper level, offering additional outdoor space.

Home in Kalymnos Bay

Niki's Traditional House

The two-store house located in a traditional neighborhood and is perfectly constructed for a guest wishing to experience the Kalymnian way of life. The house offers easy access to transportation, a car or a motobike, but keep in mind Kalymnos holds many staircases and alleyways so walking to and from would be the ideal form of transportation for first timers to explore the island!

KitchenIndoor spacesBeach

4.93 out of 5 average rating, 29 reviews

A cozy living space features a grey sectional sofa alongside a rustic stone fireplace. A white table sits on a patterned rug, while a staircase leads to the upper level. The room is brightened by natural light from the nearby window.

Guesthouse in Kalymnos

Kalymnos Studio just 4 two newly renovated, unique

Kalymnos Studio ..just for 2 This newly renovated traditional guest house is situated in a private closed yard in the center of Pothia only walking minutes away from the alive harbor. The studio offers all modern comfort and a big sharing yard where an outdoor sitting corner invites you for relaxation. High speed WiFi. For guests with a car we offer also private parking.

KitchenIndoor spacesCheckout

A view from a balcony reveals a lively square lined with greenery and buildings. Cars are parked along the cobblestone street, while pedestrians stroll nearby. A clear blue sky hangs above, framing the picturesque landscape of Kalymnos, with mountains visible in the distance.

4.95 out of 5 average rating, 21 reviews

PORT VIEW APARTMENTS 2 IN KALYMNOS

Welcome to Port View Apartment 2! Just a breath away from the port, this peaceful and cozy retreat offers you the perfect getaway in the heart of the city. Take a break by the harbor with its many boats and sailboats, work from the dedicated workspace, or simply relax and enjoy the beauty of Kalymnos. This charming apartment has everything you need for a comfortable stay.

Indoor spacesKitchenBeach

5.0 out of 5 average rating, 13 reviews

A private balcony is featured, showcasing a table and two lounge chairs. Scenic views of the town and surrounding mountains are visible, highlighting the landscape's natural beauty. The balcony is surrounded by a decorative railing, complementing the outdoor space.

Home in Kalymnos

Theofilos apartment

Theo home offer a stylish and modern place in the main town. It offer all the amenities for either a summer or winter stay. This places offer great views across Pothia. You are a 15 min walk from the port that offers a great selection of bar and restaurants. When you book this apartment you are offered a free transfer for arrival and departure.

Indoor spacesViewCleanliness

A serene seascape is captured at dusk, with gentle waves reflecting silvery hues under a cloudy sky. Distant boats can be seen gliding over the calm water, while the sun sets beyond the horizon, casting a soft glow across the tranquil scene.

4.98 out of 5 average rating, 118 reviews

Traditional studio with sea view

Newly set up cosy studio on the ground floor of a two –storey house located in Myrties close to the sea and rock – climbing sites. It is 17 s.m and accommodates 2 guests. It has a double bed , closet , television , internet access , air conditioner

Indoor spacesKitchenHospitality

Popular amenities for Kalymnos family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 72 reviews

A private terrace features a small jacuzzi, sun umbrella, and outdoor dining area. Stone walls create a rustic yet modern ambiance. The serene view includes mountains and the sea, enhancing the tranquil setting. Lounge chairs are arranged for comfort, inviting relaxation in the warm sun.

Cycladic home

HESTIA house - Kalymnos Aegean Sea View

KitchenIndoor spacesAmenities

4.89 out of 5 average rating, 9 reviews

A scenic view captures a sunset over the sea and mountains, showcasing vibrant hues of orange and purple in the sky. Green trees and residential structures are visible in the foreground, framed by a balcony railing that enhances the outdoor experience.

Villa in Panormos

Persephone's Villa

Indoor spacesLocationWalkability

A spacious balcony offers an unobstructed view of the sea and a mountain at sunset. The ceiling features a modern wooden design, enhancing the open-air experience. Soft lighting is positioned along the walls, adding to the ambiance without distracting from the scenic landscape.

4.67 out of 5 average rating, 3 reviews

Vauros Villages-Suite 1

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 11 reviews

An expansive rooftop terrace offers panoramic views of the Aegean Sea. Sunbeds and a lounge area are scattered throughout, complemented by a dining table surrounded by white chairs. The tranquil atmosphere is enhanced by the clear blue sky and gentle coastal breeze.

Apartment in Panormos

Almyra Seaside Grande Suite

FamilyKitchenWalkability

An open living area features a dark sofa and a round coffee table positioned on light wooden flooring. A large wall mural with floral designs adds visual interest. A staircase is visible in the background, leading to an upper level, and natural light brightens the space.

5.0 out of 5 average rating, 10 reviews

Spacious apartment with AC and jacuzzi

Indoor spacesKitchenSleep quality

A traditional stone mansion is depicted, featuring multiple stories and large wooden windows. The entrance is bordered by low stone walls and greenery. The warm exterior lights create a welcoming ambience as the evening approaches, enhancing the home's rustic charm.

Townhouse in Myrtees

5.0 out of 5 average rating, 3 reviews

Grande Grotta Apartment

Indoor spacesKitchenHospitality

A spacious living area features a light grey sectional sofa and a rustic wooden coffee table. A staircase leads to a lofted sleeping area, while a dining space with a table and chairs is visible in the background. Natural light brightens the room through large windows.

Kalymnos Suite home

KitchenNearbySleep quality

A covered outdoor seating area features a wicker sofa set with cream cushions, complemented by a wooden coffee table. Sunlight filters through the canopy, casting soft shadows on the tiled floor. Large sliding glass doors lead into a spacious interior.

Villa in Kos

Vila Leonidas (AMA)00000122062

Indoor spacesComfortCondition

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 69 reviews

A bright sleeping area features two spacious beds positioned near large windows that provide sea views. A small round table and stool sit opposite the beds. Light cream-colored tiles extend across the floor, complemented by warm yellow walls and soft, natural lighting.

Apartment in Massouri

Direct under Grande Grotta: climb and swim

Indoor spacesFamilyAir conditioning

A shaded veranda features a stylish outdoor seating arrangement with a white table surrounded by brightly colored cushions. A hammock is positioned beside it, while views of the sea and distant mountains are visible in the background, framed by vibrant bougainvillea.

5.0 out of 5 average rating, 30 reviews

Casa Azul Villa - Seafront Getaway in Kalymnos

FamilyKitchenCondition

A spacious terrace offers stunning views of the sea and mountains. Two deck chairs are positioned beside a small table, inviting relaxation while enjoying the tranquil scenery. The outdoor space features tiled flooring, and the surrounding glass railing enhances the unobstructed view.

5.0 out of 5 average rating, 33 reviews

Myrties - Panorama Escape

KitchenIndoor spacesBathroom

A balcony with a wrought iron railing offers a view of Telendos island. Two comfortable chairs are positioned around a small table with a bottle of wine, two glasses, and a plate of oranges. Soft sunset colors enhance the relaxing outdoor atmosphere.

4.87 out of 5 average rating, 15 reviews

Calma apartment. 2’ from the beach! Sleeps up to 8

FamilyIndoor spacesCondition

Cycladic home in Kalymnos Bay

A cozy living area features traditional wooden furniture with patterned cushions. A vibrant woven rug adorns the tiled floor, while soft natural light enters through multiple windows, highlighting the decor's intricate details. A chandelier adds a touch of elegance to the space.

4.91 out of 5 average rating, 58 reviews

The little house ..on the hill of Myrties !

KitchenIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 81 reviews

A calming scene is showcased with a light blue door set against a white wall. A traditional terracotta pot is positioned on a ledge, adding texture to the entryway. A lantern hangs above, providing a subtle touch of charm.

Cycladic home in Myrtees

Sophies Boutique Home

Indoor spacesFamilyCheck-in

Vibrant pink petunias are arranged in a planter, with a panoramic view of a mountain and tranquil waters in the background. The clear sky adds to the overall serenity of the scene, creating a picturesque setting.

4.97 out of 5 average rating, 36 reviews

Εftychias residence

Indoor spacesKitchenHospitality

4.88 out of 5 average rating, 33 reviews

A recently renovated home features a light-colored exterior with blue accents. A covered balcony is adorned with blue railings, offering a view of the surrounding landscape. Lush greenery is visible in the foreground, providing a contrast to the stonework at the base of the house.

Cycladic home in Skalia

"Gorgones" Mermaids Place in Kalymnos

KitchenIndoor spacesSleep quality

Family-friendly home rentals with a pool

Guesthouse in Kalymnos Bay

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.

4.89 out of 5 average rating, 110 reviews

Tree Garden by the beach

FamilyIndoor spacesBreakfast

4.92 out of 5 average rating, 75 reviews

A covered terrace area features a wooden table set for dining, surrounded by scenic views of the ocean and distant mountains. Comfortable seating options are provided, with decorative cushions enhancing the space. Sunlight filters in, illuminating the area and enhancing the serene atmosphere.

Villa in Kalymnos Bay

Kastelli Sunset Villa

FamilyIndoor spacesDecor

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.

5.0 out of 5 average rating, 10 reviews

Villa Katerina - Between sea & mountain

Indoor spacesFamilyView

5.0 out of 5 average rating, 7 reviews

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 Vathys

Maison Des Clementines

FamilyIndoor spacesBeach

An evening view captures a private pool illuminated under soft lighting, with the silhouette of Telendos island in the background. Large windows provide a glimpse of the modern interior. The colors of the sunset reflect calming tones across the serene landscape.

5.0 out of 5 average rating, 9 reviews

Regina 2 - Luxury Apartment

Indoor spacesKitchenAccess

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.

5.0 out of 5 average rating, 6 reviews

Amazing Villa with Ocean View

CheckoutViewComfort

Cycladic home in Kalymnos Bay

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.

4.93 out of 5 average rating, 15 reviews

Valentine's Sunset - Luxury Villa @Kastelli

KitchenFamilyAmenities

A serene infinity pool offers unobstructed views of the expansive sea and surrounding mountains. Two individuals are seen enjoying the space, with a calm and tranquil atmosphere highlighted by the clear blue sky and distant coastal scenery.