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Holiday rentals in Heraklia

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Top-rated holiday rentals in Heraklia

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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

Guest favourite
Villa
4.96 out of 5 average rating, 112 reviews

Naxea Villas I

A state-of-the-art 3-bedroom villa, sited on the scenic hill of Orkos, with a private pool, a stunning sea view and a breathtaking sunset view that stays with you forever. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity.

Top guest favourite
The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.
Cave
4.97 out of 5 average rating, 304 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Top guest favourite
An outdoor terrace overlooks a scenic landscape, featuring a mini pool surrounded by a stone border. A shaded pergola offers space for relaxation, complemented by vibrant plants and gravel pathways that blend seamlessly with the white walls.
Cycladic home
5 out of 5 average rating, 196 reviews

Eye of Naxos sky. Unique view and privacy.

Modern Cycladic Designed and Comfortable House with incredible light and spectacular views located in a privileged environment with one bedroom and big terrace! The house is located 2km from Naxos town on the hill, overlooking Naxos Bay with a breathtaking view. This cozy house offers you everything for your holidays! The house is built on a huge rock and you have garden, a very big terrace with barbeque, pergolas, built sofas, and your own mini pool! Recommended from Conde Nast traveller!

Top guest favourite
A view of the Aegean Sea at sunset, with warm golden reflections on the water. A ferry boat moves across the calm sea, while distant rocky islets are silhouetted against the colorful sky, creating a serene coastal landscape.
Flat
4.99 out of 5 average rating, 124 reviews

Colours of the Aegean

Μπροστά από ένα βράχο !!!... στη μέση του Αιγαίου, παρέα με το απέραντο γαλάζιο και τα μαγικά Κυκλαδίτικα ηλιοβασιλέματα, στη θέση Αγία Ειρήνη στο αριστερό ακρωτήρι του λιμανιού της Πάρου σας περιμένει μια κατοικία, λουσμένη από το φως του μοναδικού αυτού Αρχιπελάγους. Looking out on to the “Black Rock”, set in the deep blue of the Aegean Sea and enjoying breathtaking Cycladic sunsets, a roomy house awaits you. It is located in Agia Irini , bathing in the sun of this unique island.

Guest favourite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home
4.97 out of 5 average rating, 304 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

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.

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 features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite
4.98 out of 5 average rating, 226 reviews

Suite with Outdoor Plunge Pool & 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. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Top guest favourite
The historic manor house features pink stone walls, providing a rustic charm. Two blue-framed windows can be seen on the upper level, while a staircase leads to the entrance. Surrounding hills and a clear sky suggest a serene landscape.
Home
5 out of 5 average rating, 52 reviews

Kambones 1615 Ηistoric Venetian home

Kambones 1615 is a lovingly restored historic home which has been in our family for centuries. Our Venetian ancestor Michel Sanudo married into our family in the year 1615, giving the house its current form, with the  balcony doors overlooking a valley with ancient olive groves . The old furniture has been restored and every beautiful feature has been preserved. The thick stone walls make it cool in summer and warm off season . We are certified by Ecotourism Greece .

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
4.96 out of 5 average rating, 143 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 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.

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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