Family-friendly holiday rentals in Oia

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Top-rated family-friendly rentals in Oia

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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
4.95 out of 5 average rating, 384 reviews

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

Top guest favourite
A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic home in Oia
4.99 out of 5 average rating, 158 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Top guest favourite
A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.
Home in Oia
4.96 out of 5 average rating, 136 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

Top guest favourite
A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.
Cave in Fira
4.87 out of 5 average rating, 302 reviews

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.

Top guest favourite
A terrace overlooks the Aegean Sea, featuring a heated jacuzzi alongside elegant seating. The sun sets on the horizon, casting a warm glow over the space. Nearby guests are seen enjoying the scenic view, enhancing the inviting atmosphere of the location.
Cycladic home in Oia
4.86 out of 5 average rating, 145 reviews

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

Top guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 216 reviews

Anemos suite -Private infinity pool & patio

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Top guest favourite
A view of the private hot tub is captured during sunset, with the sun setting over the Caldera Sea. The calm water reflects warm hues, and flowers frame the scene, enhancing the serene ambiance.
Cave in Oia
4.99 out of 5 average rating, 134 reviews

Lioyerma Cave Villa2 with Private Hot Tub

Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a Private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 3 guests(one guest on a sofa bed) Breakfast included in the price. Free Parking space

Top guest favourite
Cycladic home in Oia
4.99 out of 5 average rating, 195 reviews

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!

Top guest favourite
A serene outdoor seating area is nestled next to a private whirlpool, surrounded by whitewashed walls. Decorative elements include a potted cactus and vibrant pink flowers, adding a touch of colour. The space is bathed in natural light from the clear blue sky above.
Cave in Ia
4.89 out of 5 average rating, 240 reviews

White Cellar Cave Houses by Cycladica

The two separate, white washed cave houses are carved in the mountain in the heart of Oia, right on top of the stairs that lead to Armeni bay, connected with outdoor stairs. They are newly renovated with respect to the local building crafts and the typical Santorini architecture. They offer the classical Cycladic beauty of being simple while homey and welcoming.

Top guest favourite
Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.
Villa in Oia
5 out of 5 average rating, 152 reviews

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Guest favourite
An outdoor terrace reveals a private rooftop Jacuzzi surrounded by sunbeds and a small dining area. The stunning view of the ocean and distant lights creates a calming atmosphere, enhanced by the evening sky painted in deep blue hues.
Cycladic home in Oia
4.92 out of 5 average rating, 161 reviews

Sapphire | Diamond Luxury Suites Collection

Diamond Luxry Suites are located at Oia, Thira. Our suites have a stunning view and an exterior - rooftop - Jacuzzi, with sunbeds and umbrellas! For your comfort we have a minbar, with local soft-drinks with extra charge. Stay with us and discover why our island is one of the world's top destinations!

Top guest favourite
A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.
Home in Oia
4.93 out of 5 average rating, 390 reviews

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

Popular amenities for Oia family-friendly rentals

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Avg. price$455 SGD$466 SGD$448 SGD$449 SGD$523 SGD$647 SGD$666 SGD$688 SGD$636 SGD$446 SGD$427 SGD$478 SGD
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Quick stats about holiday rentals that are family-friendly in Oia

  • Total holiday rentals

    Explore 200 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,850 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    200 of Oia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oia rentals

  • 4.9 Average rating

    Oia stays are highly rated by guests – averaging 4.9 out of 5!

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