Family-friendly vacation rentals in Karterados

4.95 out of 5 average rating, 413 reviews

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

Cycladic home in Oia

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

FamilyIndoor spacesHot tub

4.99 out of 5 average rating, 175 reviews

A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.

Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

FamilyKitchenSleep quality

4.99 out of 5 average rating, 114 reviews

A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.

Cycladic home in Fira

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

Indoor spacesKitchenBeach

4.92 out of 5 average rating, 313 reviews

An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.

Dome in Santorini

Fira White Residence Deluxe Villa

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

FamilyIndoor spacesAmenities

Cycladic home in Santorini

A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.

4.94 out of 5 average rating, 106 reviews

La Maison Villa with Large Private Pool

Welcome to La Maison Private Villa Santorini, a peaceful 190 m² Cycladic retreat for up to 10 guests, with a main house and attached studio. Enjoy complete privacy, a large pool with underwater jets, beautiful Aegean sunrises, partial sea and garden views, Starlink Wi-Fi, outdoor dining, BBQ, a private chapel and secure parking. Just 50 metres from the beach, the villa is close to Santorini’s highlights yet away from busy tourist areas, with warm, personal hospitality.

Indoor spacesKitchenOutdoor spaces

4.87 out of 5 average rating, 328 reviews

Cave in Santorini

Mirabo Two Bedroom Maisonette with Caldera View

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

FamilyKitchenBathroom

4.93 out of 5 average rating, 222 reviews

A modern dining area features a wooden table set for four, accompanied by teal chairs. Soft lighting gently illuminates the adjoining bedroom through an archway, showcasing a spacious double bed with high-quality linens. A small potted plant adds a touch of greenery to the space.

Home in Karterados

ASPRO luxury cave house

Located at the traditional Karterados area of Santorini, our traditional cave house, fully renovated in 2018, is a place where Cycladic architecture meets the luxurious accommodation. It is ideal for couples, families, friends and travelers wishing to live the unique experience of staying in a traditional Santorini cave house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance). Instagram: aspro_santorini

Indoor spacesKitchenAir conditioning

Superhost

A serene outdoor space features a small pool illuminated in soft blue, surrounded by white cave-style walls. A comfortable seating area with cushions is visible, alongside a decorative lantern casting a warm glow, creating an inviting atmosphere for relaxation.

Villa in Karterados

4.96 out of 5 average rating, 198 reviews

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

Indoor spacesKitchenComfort

4.95 out of 5 average rating, 113 reviews

Villa in Karterados

Villa Makrilis | Spacious Villa for Groups Jacuzzi

This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 142 reviews

A light-filled living area is presented, featuring a plush sofa adorned with decorative pillows. A coffee table made of wood is positioned centrally, showcasing an assortment of snacks and drinks. A bright piece of artwork hangs on the wall, complementing the serene view visible through the open balcony door.

Home in Santorini

Kendimeno The Island Appartment to make your home

On the top floor of a two level house 5' walking from Fira center the capital of the island KENDIMENO opens its doors to our guests offering an authentic and welcoming experience in the island of Santorini. Within walking distance of less than 10 minutes you can access the main square of Fira, hype and fine restaurants, mini market in 2 minutes, bus and taxi station.

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 228 reviews

A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.

Villa in Fira

Saints Apostles Villa with private pool

Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

Indoor spacesFamilySleep quality

Cycladic home in Pyrgos Kallistis

An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.

4.96 out of 5 average rating, 308 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

FamilyIndoor spacesDecor

Popular amenities for Karterados family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 114 reviews

Courtyard Suite with Hot Tub

Indoor spacesKitchenAir conditioning

Place to stay in Vothonas

An indoor cave pool is featured, with gentle blue lighting illuminating the water. Comfortable hanging chairs are positioned nearby, and smooth stone walls create an inviting atmosphere. A small jacuzzi is also visible, adding to the unique ambiance of the space.

4.97 out of 5 average rating, 232 reviews

Mystagoge Retreat with pool,jacuzzi,cellar,hammam

KitchenFamilyQuiet

4.99 out of 5 average rating, 109 reviews

Volcan Secret Cave With Outdoor Hot Tub

KitchenFamilyAir conditioning

4.98 out of 5 average rating, 103 reviews

Windmill in Oia

Lioyerma Windmill Villa With Outdoor Hot Tub

KitchenFamilyQuiet

Superhost

A private outdoor area features a jacuzzi tub surrounded by a sun terrace. A dining table with seating for four is positioned near a cozy lounge area with cushions. Neutral-toned walls complement the space, creating a bright and open atmosphere.

4.83 out of 5 average rating, 319 reviews

il Melograno Traditional Cave House

Indoor spacesKitchenWifi

Place to stay in Merovígli

4.96 out of 5 average rating, 158 reviews

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

KitchenIndoor spacesHot tub

4.98 out of 5 average rating, 106 reviews

A serene swimming pool is framed by a smooth, curved archway. The water reflects the surrounding white walls, enhancing the tranquil atmosphere. Soft lighting creates a peaceful ambiance, and a hint of lush greenery is visible in the background under a night sky.

Villa in Santorini

Lotus Cave Villa With Heated Plunge Pool

FamilyIndoor spacesNearby

4.98 out of 5 average rating, 320 reviews

A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.

Cave in Santorini

NK Cave House Villa

KitchenIndoor spacesGrill

Family- and pet-friendly home rentals

Cycladic home in Santorini

4.98 out of 5 average rating, 211 reviews

Rizos House

FamilyKitchenNearby

4.92 out of 5 average rating, 171 reviews

An outdoor seating area is presented under a vibrant display of blooming bougainvillea. A wooden table with two chairs invites relaxation, while a hammock is positioned alongside. Light blue shutters frame the entrance, complementing the tranquil atmosphere of the space.

Cycladic home in Kamari

Kamari Traditional House | Kamares No.3

Indoor spacesKitchenNearby

An inviting outdoor area features white seating with colorful cushions, accented by soft lighting from lanterns. A view of the interior is visible through an arched doorway, showcasing a cozy living space decorated with neutral tones and warm lighting.

4.89 out of 5 average rating, 130 reviews

Volcave Suite | Cycladic Cave house in Karterados

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 472 reviews

A private terrace overlooks the caldera, featuring a round table and two wooden lounge chairs. The minimalist white surface contrasts with the blue sea and sky, enhancing the serene view of distant islands and a passing boat.

Cycladic home in Oia

Unique Architecture, the Sculptor's by Cycladica

KitchenIndoor spacesAir conditioning

4.97 out of 5 average rating, 193 reviews

An open living space features a wooden dining table surrounded by dark chairs, leading into a cozy seating area with a large sofa. The kitchen is partially visible with light wood cabinetry and modern appliances, illuminated by soft, natural light from the arched windows.

Cycladic home in Mesaria

Villa LuxL Winery Villa

Indoor spacesKitchenComfort

4.99 out of 5 average rating, 210 reviews

Cycladic home in Oia

By the Mill, Caldera, Oia

FamilyIndoor spacesBeach

Cycladic home in Megalochori

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

4.93 out of 5 average rating, 178 reviews

Antonio Caves

KitchenIndoor spacesAccuracy

Cycladic home in Pyrgos Kallistis

A traditional Cycladic house is presented, featuring whitewashed walls and a blue-domed church in the background. The exterior includes a series of steps leading to an inviting seating area, while charming doorways with light blue frames add to the serene atmosphere.

4.95 out of 5 average rating, 148 reviews

Liasto traditional cycladic house.

FamilyIndoor spacesSkiing

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 148 reviews

A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.

Villa in Santorini

Spectacular Private Mansion- Car Rental included *

FamilyIndoor spacesAmenities

4.99 out of 5 average rating, 232 reviews

A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.

Guest suite in Oia

Suite with Blue Domes View

KitchenFamilyAmenities

Cycladic home in Pyrgos Kallistis

A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.

4.95 out of 5 average rating, 275 reviews

Andromaches Villa with private pool

KitchenFamilyAmenities

Cycladic home in Episkopi Gonias

An aerial view showcases a private swimming pool with a unique shape, surrounded by lush palm trees. A sunshade offers a resting area beside the pool, which sparkles under the clear blue sky, enhancing the tranquil environment of the outdoor space.

4.97 out of 5 average rating, 119 reviews

Casa Luz, Κυκλαδίτικο σπίτι

FamilyKitchenSleep quality

Guest suite in Pyrgos Kallistis

A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.

4.96 out of 5 average rating, 203 reviews

Infinity Pool • Luxury Villa • Sea View

KitchenIndoor spacesGetting around

4.88 out of 5 average rating, 202 reviews

Apartment in Karterados

Pension George Double Studio

Indoor spacesFamilyLayout

4.95 out of 5 average rating, 265 reviews

An indoor-outdoor Jacuzzi is illuminated by candles, with soft blue water inviting relaxation. A panoramic archway frames a tranquil view of the sea, while a glass of red wine and a plate of grapes are presented nearby.

Cave in Santorini

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

KitchenIndoor spacesOutdoor spaces