Vacation rentals in Perissa

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Top-rated vacation rentals in Perissa

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Guest favourite

Cycladic homes in Pyrgos Kallistis

4.99 out of 5 average rating, 214 reviews

Olyra Traditional Cave Houses

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

Oct. 15 – 22

$183 CAD per night

Guest favourite

Cycladic homes in Oia

4.95 out of 5 average rating, 290 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

Mar. 6 – 13

$1,041 CAD per night

Guest favourite

Cycladic homes in Oía

4.96 out of 5 average rating, 190 reviews

Helianthus Honeymoon House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 1/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Dec. 2 – 9

$963 CAD per night

Guest favourite

Cycladic homes in Emporio

4.97 out of 5 average rating, 150 reviews

Santorini-treasures Rockside Villa traditional

This Cycladic house, was renovated in 2023 . Located at the heart of the traditional settlement with authentic surroundings. Modern kitchen , A/C , smart TV , free WIFI ,washing machine, air dryer ,iron etc. are at your service. The totally private rooftop jacuzzi is ready, after a long day, while enjoying the breathtaking view of the village and sea. we are available for you to help with any information about restaurants, supermarket and can offer good deals for car, ATV and yacht tours.

Mar. 31 – Apr. 7

$210 CAD per night

Guest favourite

Cycladic homes in Thira

4.97 out of 5 average rating, 158 reviews

Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Mar. 23 – 30

$183 CAD per night

Guest favourite

Guest suite in Oía

4.96 out of 5 average rating, 126 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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

Oct. 29 – Nov. 5

$693 CAD per night

Guest favourite

Apartment in Oía

4.98 out of 5 average rating, 156 reviews

BLUE ART CAVES - Stellar Sun

This elegant and fully renovated suite on 2021, is perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who wants to relax. The suite has a private indoor/outdoor hottub with caldera and volcano views. Breakfast included in the price and delivered at the accommodation. The room has air condition , free wifi, coffee and tea making facilities, bath amenities and satellite TV.

Jul. 21 – 28

$1,161 CAD per night

Guest favourite

Cave in Thira

4.98 out of 5 average rating, 258 reviews

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

Mar. 1 – 8

$772 CAD per night

Guest favourite

Apartment in Oia

4.92 out of 5 average rating, 181 reviews

Oia Lucky Ruby Residence

Our Ruby Residence offers the perfect romantic getaway in Santorini, with its panoramic views and total privacy, providing the ultimate sense of relaxation overlooking the majestic caldera , world known sunset of Oia and the infinite Aegean blue. In a cozy interior space of 40m2 with a 50m2 private veranda it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy .

Nov. 12 – 19

$221 CAD per night

Guest favourite

Apartment in Kamari

4.97 out of 5 average rating, 181 reviews

Ifijenia's beach house

The house is situated in the best part of Kamari beach . A semi-private road leads you there . You can have a sunbath in the private terrace while enjoying the view of the sea. Allthough secluded , the village ,the beach, a bakery and a mini market are accessible within a 3min walk .We provide daily cleaning service and beach towels, change bath towels every day and sheets every two days.In the kitchen there is an espresso machine, espresso caps.

Oct. 19 – 26

$184 CAD per night

Guest favourite

Cycladic homes in Perissa

4.85 out of 5 average rating, 196 reviews

1 beach studio seconds from the sea

The studio consist of a small fridge convection cooker, air condition, wifi, own tilled bathroom build in wardrobe and a kitchen with a sink and marble top to prepare your summer meals and enjoy them garden around pomegranate trees pistachio trees and olive trees. We are 2 minutes walk away from the famous black sanded beach of Perissa

Nov. 18 – 25

$51 CAD per night

Guest favourite

Cave in Santorini

4.94 out of 5 average rating, 179 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Nov. 23 – 30

$624 CAD per night