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Vacation rentals in Heraklia

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Top-rated vacation rentals in Heraklia

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

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Top guest favourite
An outdoor area is presented with a private jacuzzi alongside two woven lounge chairs. The expansive view showcases the tranquil sea, dotted with islands under a clear blue sky, creating a serene atmosphere.
Cave in Oia
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
An outdoor space is illuminated softly by landscape lighting, featuring a private pool with clear water. Lounge chairs line the poolside, and a shaded dining area includes a large table surrounded by chairs, all framed by views of the sea and distant mountains.
Villa in Mikri Vigla
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
A serene outdoor space is depicted, featuring a dining table with light-colored chairs. In the background, a private mini pool is visible alongside a pergola-covered lounging area. The scene showcases expansive views of the sea under a clear blue sky, framed by soft drapes.
Cycladic homes in Naxos
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!

Guest favourite
A breathtaking view showcases the serene caldera waters, dotted with islands under a clear blue sky. Iconic blue dome churches are visible among traditional white architecture, while the private plunge pool offers a tranquil spot for relaxation. Gentle waves can be seen in the distance.
Cycladic homes in Oia
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
Home in Plaka
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 private outdoor jacuzzi is featured, surrounded by white-washed walls and a clear blue sky. Two blue-domed structures rise in the background, providing a scenic view. The bubbling water of the jacuzzi creates a relaxing atmosphere, complemented by soft lounge seating nearby.
Cycladic homes in Oia
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
Guest suite in Oia
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 in Kourounochori
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 in Oia
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 serene plunge pool is visible at the edge of a terrace, with clear turquoise water reflecting the sky. In the foreground, two fluted glasses and a plate of fresh fruit sit atop the pool edge, framed by a stunning view of the Aegean Sea and distant mountains.
Cave in Oia
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.

Guest favourite
A dining area is situated at an open window, featuring a stone wall backdrop and a simple bar with two chairs. Plates of food and wine glasses are arranged on the ledge, with a view of the sea visible through the window. Natural light fills the space.
Cycladic homes in Paros
4.95 out of 5 average rating, 38 reviews

The Beach Cave 50 steps from the beach

Just 5 minutes on foot from the port, this fully renovated apartment offers modern comfort in a prime location. Everything is brand new — from the kitchen and bathroom to the furniture and decor. Ideal for travelers coming or going by ferry, the space includes Wi-Fi, Washer-Dryer , A/C and a fully equipped kitchen. Shops, cafes, and transport are all nearby. Perfect for a short stay or a few relaxing days by the sea.

Top guest favourite
A private hot tub is situated on the balcony, with clear water reflecting the soft hues of the sunset. The vast sea and caldera create a serene backdrop, while the silhouette of distant cliffs can be seen against the colorful sky.
Cave in Oia
4.99 out of 5 average rating, 147 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

Popular amenities for Heraklia vacation 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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