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Holiday rentals in Heraklia

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Top-rated holiday rentals in Heraklia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Villa
4.93 out of 5 average rating, 44 reviews

Sea&Sunset view villa | 300m from Parasporos Beach

Our cosy villa is built according to Greek Cycladic architecture. Its prime location benefits of the walking distance from the sea(about 300 m) and the close proximity to the vivid center of Parikia which is known for shopping, dinner and drinks. The villa can accommodate up to 8 guests, giving them also the opportunity to relax outdoors, since the villa offers various exterior sitting and dining spaces, including a BBQ area. It is undeniably the perfect choice for families or group of friends!

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
4.95 out of 5 average rating, 397 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
An outdoor private jacuzzi is positioned on a spacious deck, surrounded by two lounge chairs made of natural wicker. Stunning views of the Caldera gulf and distant islands are visible against a clear blue sky, creating a serene setting.
Cave
4.97 out of 5 average rating, 308 reviews

Aspa Caves studio, outdoor hot tub & caldera view!

Aspa Caves's Traditional studio, located at Oia's cliff at a very quiet area. The studio is ideal for honeymooners and for those who imagine some very special moments in Santorini. It features an outdoor private jacuzzi, a bedroom with a queen size bed (160 x 200cm), a siting area with a traditional sofa bed, dining table, kitchenette and a bathroom with shower. It also features it's own small balcony with amazing views of the Caldera gulf, volcano and Thirasia island. Size: 30 square meter

Top guest favourite
A private terrace features a heated hot tub overlooking the caldera, complemented by a small dining setup with two chairs and a table. The whitewashed buildings of Oia are visible in the background against a clear blue sky, enhancing the serene atmosphere.
Cycladic home
4.94 out of 5 average rating, 272 reviews

Apanema Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Front-Row Caldera Views Experience Santorini from the front row at Apanema Suite, a luxury cave suite in Oia offering unobstructed caldera and sunset views. Designed for guests who value privacy, refined comfort, and breathtaking scenery, this elegant suite delivers an intimate yet elevated island experience. With its prime cliffside position and authentic Cycladic design, is ideal for couples seeking a romantic escape with iconic views.

Guest favourite
The private jacuzzi is positioned on a balcony overlooking the sea, offering wide panoramic views. The scene captures two individuals enjoying the warm sunlight with the tranquil water stretching into the horizon, framed by distant islands and a clear blue sky.
Flat
4.87 out of 5 average rating, 127 reviews

Panoramic SeaView, HotTub, Top Floor| Flat Triton

Panoramic sea views and a private hot tub on your own balcony. Flat Triton, part of Enosis Apartments, is located on the top floor at the well-known Agia Anna Beach of Naxos, just steps from the long sandy shore and the crystal clear blue waters. This Cycladic-style studio features a spacious private balcony with a double pouf sunbed and open views over the Aegean Sea. A well-positioned seaside stay offering privacy, comfort, and direct access to one of Naxos’ most popular beaches.

Guest favourite
A private jacuzzi is situated under a wooden pergola, allowing for relaxation while enjoying unobstructed views of the sea. Nearby, a dining area features a wooden table and chairs, surrounded by greenery and outdoor decor. Gentle waves and the coastline are visible in the background.
Home
4.83 out of 5 average rating, 114 reviews

Zoe Junior Apartment

Villa Caterina is one house 50 m2 with spectacular view. It can accommodate 4 to 6 people. Entering by its private entrance to the enormous terrace of the villa that you enjoy your lunch/dinner by watching sunsets and sunrises. It is fully equipped has a spacious living room / sitting area that also has 2 single beds, a new kitchen with all appliances feels like home. There is also Master bedroom and a bathroom. It can be given with a guest room that can accommodate a 2 people.

Guest favourite
A bright living area features white-washed walls and a spacious seating area with decorative pillows. Two wooden stools are positioned near a dark wooden coffee table. Large windows open to stunning views of the caldera, allowing natural light to fill the space.
Guest suite
4.95 out of 5 average rating, 222 reviews

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 balcony 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.

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
4.99 out of 5 average rating, 166 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 terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave
4.99 out of 5 average rating, 157 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Top guest favourite
A hot tub is situated under a wooden pergola, offering views of a sunset illuminating the sky in warm tones. Surrounding hills and distant structures are visible, enhancing the serene atmosphere of the outdoor space.
Cycladic home
4.98 out of 5 average rating, 40 reviews

Kontoudi's House

A traditional, island house fully equipped in the center of Naxos. It is located in the picturesque village of Kato Sagri, in the settlement of Kanakari. The location of the house is an ideal base for day trips to the sights of the island, such as archaeological sites, villages, beaches and the city center!

Guest favourite
An outdoor terrace overlooks the calm sea, featuring an inviting jacuzzi surrounded by seating and potted greenery. The view reveals the blue water and dramatic cliffs of Santorini, with white-washed buildings visible on the hillside.
Home
4.92 out of 5 average rating, 113 reviews

Archon Villa by K&K (outdoor jacuzzi)

ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.

Superhost
Cycladic home

Nerea Idyllic Sunset Home , Agia Irini Paros

Indulge in a cycladic house while watching the most incredible sunsets ,only 7 minutes away from the centre of Paroikia Town. Nerea Idilic Sunset , is a three bedroom home with Private Parking , a fully equiped kitchen and balconies overlooking the Aegean Sea and Antiparos .

Popular amenities for Heraklia holiday rentals

Frequently Asked Questions

  • Where is Irakleia located?

    Irakleia is part of the Cyclades Islands in the Aegean Sea, situated between Naxos and Ios. It is known for its tranquil atmosphere and traditional island landscapes.

  • When is the best time to visit Irakleia?

    Late spring through early fall is often recommended for warm, sunny weather and minimal rainfall. Those seeking greenery and quieter atmospheres may enjoy the mild temperatures and occasional showers of early spring or late autumn.

  • What are some things to do near Irakleia?

    Travelers can explore peaceful beaches, hike scenic trails, and discover small villages known for traditional architecture around Irakleia. The island also has quiet coves, archaeological sites, and opportunities for snorkeling or boat excursions.

  • How is the weather near Irakleia?

    Irakleia has mild, wetter winters with temperatures ranging from 47–63°F (9–17°C), and mostly dry, warm summers reaching 75–96°F (24–35°C). Rain is most common from late fall to early spring, while summer days tend to be sunny and dry.

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