Family-friendly holiday rentals in Aegean Sea

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Top-rated family-friendly rentals in Aegean Sea

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Top Guest favourite

Place to stay in Merovígli

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

Both of our Suites are designed with a harmonious blend of traditional and modern architecture boasting queen size beds and fully equipped bathrooms. Immerse your self in warm bubbling waters while taking in panoramic views of the azure sea , the dramatic caldera cliffs and the breathtaking Santorini Sunset.The cozy and cycladic designed suites are thoughtfully appointed with modern amenities and traditional touches creating a harmonious blend of romance and luxury. Sunny verandas with plunge pool jacuzzi promise romantic and tranquil moments above breathtaking views of Caldera a while the open air aera is ideal for memorable moments in the Aegean breeze.

4.96 out of 5 average rating, 158 reviews

Top Guest favourite

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

4.95 out of 5 average rating, 413 reviews

Guest favourite

A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.

Cave in Red Beach

Cueva de Olas

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

4.92 out of 5 average rating, 180 reviews

Top Guest favourite

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.

4.99 out of 5 average rating, 114 reviews

Top Guest favourite

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

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

4.99 out of 5 average rating, 232 reviews

Guest favourite

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.

4.92 out of 5 average rating, 313 reviews

Top Guest favourite

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.

Cycladic home in Santorini

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.

4.94 out of 5 average rating, 106 reviews

Top Guest favourite

Cave in Santorini

Mirabo Junior Suite with Caldera View

Mirabo Villa’s Junior Suite (maisonette style) in Firostefani is ideal for couples seeking privacy and relaxation, with a private balcony offering stunning sunset and volcano views. Ground floor: living room, large bathroom with shower, and a small corner with mini fridge, coffee machine, and kettle. Upper floor: double bedroom, small bathroom, and private balcony. Shared outdoor plunge pool available (not heated, up to 2 guests).

4.9 out of 5 average rating, 229 reviews

Top Guest favourite

A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.

Place to stay in Vothonas

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

4.96 out of 5 average rating, 296 reviews

Top Guest favourite

An outdoor terrace features two comfortable lounge chairs facing the expansive Aegean Sea. The calm waters reflect clear blue skies, while views of nearby islands enhance the serene atmosphere. A railing provides safety while allowing unobstructed sightlines of the breathtaking scenery.

Villa in Merovígli

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

Calderas Hug & Sea View 2 is a villa with two suites perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our properties, are beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

4.94 out of 5 average rating, 216 reviews

Top Guest favourite

Windmill in Oia

Lioyerma Windmill Villa With Outdoor Hot Tub

At the edge of the traditional settlement of Oia, overlooking the Caldera and the world-famous Oia sunset, stands our fully renovated traditional Windmill, originally built in 1900. This unique three-level residence is connected by internal staircases and can comfortably accommodate a couple with two children or up to four adults. Breakfast is included, and free parking is available for all guests.

4.98 out of 5 average rating, 103 reviews

Top Guest favourite

Cycladic home in Oia

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

4.99 out of 5 average rating, 210 reviews