Waterfront holiday rentals in Perissa

4.95 out of 5 average rating, 179 reviews

A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.

Cave in Red beach

Cueva del Pescador

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Cycladic home in Pori Beach

A sunlit terrace showcases a relaxed seating area with colorful cushions and a hanging swing chair. Potted flowers line the walls, and a light green door leads to the interior. The expansive sea view is unobstructed, adding a serene backdrop to the outdoor space.

4.88 out of 5 average rating, 147 reviews

Window towards Sunrise - Loft house

Welcome dear traveler to the Window towards Sunrise! It is one of the houses in Cybele Holistic Space located between Fira and Oia and is situated just one minute walking distance from Pori beach, where you can easily enjoy a swim any time you want. It consists of two floors and from the upper floor you can literally enjoy the sunrise, if an early bird! The house has been renovated very recently, combining traditional cycladic architecture with our personal designs and love !

Cycladic home in Imerovigli

An outdoor terrace features multiple lounge areas with sunbeds and a dining table set for breakfast. Soft cushions and towels are arranged neatly, while a breathtaking view of the Aegean Sea and volcanic island is visible in the background.

4.92 out of 5 average rating, 275 reviews

Chess House - Santorini Traditional Home

My place is a traditional Santorini home! Built on the Caldera (Cliff), into the rock, where families of the people of the sea would live, always looking out to the Aegean where their loved ones made their living.. You’ll love my place because of the impeccable view, the peace and quiet, the traditional home experience which is so rare these days.. My place is good for one or two couples or families with or without kids. Reserved parking for guests is included.

4.96 out of 5 average rating, 242 reviews

A view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.

Cycladic home in Oia

Bluedome Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Sea & Caldera Views Wake up in a stylish cave suite carved from Santorini’s volcanic cliffs, just steps from Oia’s most iconic blue-domed churches and world-famous sunset spots. Designed for couples or small families who value modern comfort, traditional Cycladic charm, and panoramic views, Bluedome Suite at Otium Villas delivers a tranquil, unforgettable Santorini experience.

Cycladic home in Akrotiri

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.

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.

4.89 out of 5 average rating, 241 reviews

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

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.

4.96 out of 5 average rating, 154 reviews

An outdoor private Jacuzzi is situated on a balcony overlooking the sea. A platter of fresh fruit and two glasses are positioned beside the Jacuzzi. The tranquil water reflects the bright blue sky, creating a serene atmosphere.

Apartment in Santorini

Neoma Luxury Suites-Private outdoor Jacuzzi & Sea View

New Moon Suite is brand new suite in front of the sea. Offers modern decoration, outdoor private Jacuzzi and a balcony with Sea View. Provides daily breakfast in the room, free WiFi, individual control air condition, it is also equipped with satellite TV 43 inch, safety box , refrigerator, kettle, coffee machine, electric steam brush and a hair dryer.

4.99 out of 5 average rating, 208 reviews

An outdoor seating area features wooden lounge chairs positioned to face the ocean, capturing a sunset view. A dining table is visible in the background. Lanterns are placed on the ground, and trees provide a natural frame against the colorful sky.

Villa in Imerovigli

Villa Aronia

This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.

4.97 out of 5 average rating, 128 reviews

A scenic view showcases traditional Cycladic architecture with whitewashed structures and striking blue domes. In the foreground, a quiet outdoor space features a small table set with fruit, while the expansive Aegean Sea and volcanic caldera are visible in the background under a clear blue sky.

Cycladic home in Oia

Evmenia Luxury Cave Villa

Evmenia Luxury Cave Villa is a spacious (75 sq. m.) self-catered home located right in the heart of the traditional settlement of Oia. The villa has a (25 sq. m.) private patio which offers an unobstructed, gorgeous, panoramic view of the magnificent Caldera and the unique crystal clear waters of the Aegean Sea.

4.94 out of 5 average rating, 122 reviews

A heated jacuzzi features glowing blue water, framed by a wooden deck. Nearby, an outdoor dining area with a table and chairs is positioned under a shaded pergola. The expansive view includes the tranquil sea and distant hills, illuminated by the evening sky.

Villa in Akrotiri

Premium Two Bedroom Villa with Jacuzzi & Sea View

The Premium Villa exudes a vintage charm with its unique architectural features and traditional design elements. The whitewashed walls and rustic tones create a warm and inviting atmosphere, while the vintage furnishings add to the overall character and authenticity of the space.

4.91 out of 5 average rating, 117 reviews

A serene outdoor terrace features a private jacuzzi surrounded by clean white walls and tiled flooring. Sun loungers are positioned nearby, and a sun umbrella provides shade. The view captures the unique architectural style of Oia, with whitewashed buildings in the background under a clear blue sky.

Home in Oia

Yposkafo Jacuzzi House

Nestled in the Caldera cliffs of Santorini, Yposkafo Jacuzzi House resides in the village of Oia. With a unique "Jacuzzi in a cave", endless horizon and sublime view of the Aegean sea, Yposkafo is an exceptional choice for couples and honeymooners.

Cycladic home in Imerovigli

An exclusive veranda is shown, featuring a plunge pool and a dining area with a round table set for four. A spacious built-in couch lines one side, while scenic views of the caldera and volcano can be observed in the background under a clear blue sky.

4.85 out of 5 average rating, 106 reviews

The Mardanza Dome House

A traditional cave house at the edge of the cliff, located at the most breath taking spot of the famous Imerovigli, Santorini. The 2 bedroom, comfortable house offers an exclusive veranda with an amazing overview of the volcano and the caldera!

Popular amenities for Perissa waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

5 out of 5 average rating, 22 reviews

Apartment in Karterádos

Aquarill

Apartment in Paralia Perivolos

4.72 out of 5 average rating, 102 reviews

'Thalassitis' coastal apartment 1

4.99 out of 5 average rating, 134 reviews

A clear view of the deep blue sea is showcased, bordered by a scenic black beach. Lush palm trees and vibrant greenery frame the foreground, while traditional white structures dot the coastal landscape, indicating a serene atmosphere.

Apartment in Kamari

Kalipso Beach House

4.88 out of 5 average rating, 17 reviews

A clear view of a private infinity pool is showcased in front of a modern white building. Adjacent to the pool, two wooden chairs are positioned on a tiled patio, with arched doorways leading into the interior spaces.

Apartment in Vothonas

Amphitrite Suite 2 (private pool)

A private outdoor heated Jacuzzi is situated under a shaded area, offering views of the Aegean Sea. The water's surface reflects the sky, with lounge chairs visible in the distance, creating a serene atmosphere for relaxation.

Apartment in Oia

Almyra Deluxe Suite with Sea View & Jetted tub

4.95 out of 5 average rating, 185 reviews

Apartment in Fira

Yposkafo Suites - Private Studio - Santorini

4.87 out of 5 average rating, 52 reviews

A wooden lounge chair is positioned beside a serene plunge pool, offering a view of a gradient sunset sky filled with warm hues. The calm water reflects the colors, creating a tranquil atmosphere.

Apartment in Oia

Deluxe Suite Sea View & Plunge Pool @Aplada Suites

4.61 out of 5 average rating, 99 reviews

A private hot tub is set against a backdrop of stunning caldera views, with the azure sky meeting the water's surface. The surrounding cliffs of Santorini are highlighted, showcasing the tradition of white buildings nestled on the hillsides, offering a serene atmosphere for relaxation.

Apartment in Imerovigli

Cave Apartment with Hot Tub by Zenith Blue

Waterfront house rentals

4.87 out of 5 average rating, 31 reviews

A modern exterior features a covered terrace with light wood furniture and a pool. The vibrant blue sky is visible, along with lush landscaping and warm sunlight creating a serene ambiance. Comfortable seating arrangements invite relaxation near the pool.

Home in Santorini

Beach front Villa Pasithea @home by the sea

A cozy sleeping area features a spacious bed adorned with neutral-colored linens. Natural light enters from the glass doors, which open to a garden view. Two towels are neatly placed on the bed, complemented by minimalistic shelving and soft lighting fixtures.

Home in Kamari

4.38 out of 5 average rating, 8 reviews

E&E small villa Santorini Kamari

4.78 out of 5 average rating, 32 reviews

The pool area is illuminated by soft lighting, revealing a clear blue swimming pool surrounded by lounge chairs. Canopies provide shaded seating spaces, with plants placed decoratively. The backdrop features a gently sloping hillside under a night sky.

Home in Vlichada

Big place for group & Pool *12

A traditional summer house is showcased against a clear blue sky, framed by a lush green landscape. The two-level structure features a warm terracotta exterior, multiple large windows, and a welcoming entrance flanked by outdoor seating areas.

Home in Baxedes - Oia

4.83 out of 5 average rating, 65 reviews

Summer House in Santorini

A dining table is set outdoors, accompanied by wooden chairs and adorned with colorful drinks and fresh fruits. A well-maintained garden area features a palm tree, while a white building with blue accents is visible in the background.

Home in Santorini

4.57 out of 5 average rating, 7 reviews

Blue Heaven Villa 33 Peaceful Santorini sea house

5 out of 5 average rating, 9 reviews

A sunlit terrace features a comfortable lounge chair beside a dining area equipped with a table and chairs. The backdrop consists of a scenic mountain landscape, with greenery accenting the space. The overall ambiance suggests a relaxing outdoor environment for guests.

Home in Perissa

DP Homes Beachside in Santorini

An open interior space is visible, showcasing a kitchen with modern appliances and light wood cabinetry. A dining table with white chairs is positioned nearby, adjacent to a blue sofa. Natural light enters through large windows, highlighting the rustic stone ceiling and tiled floor.

Home in Vourvoulos

4.8 out of 5 average rating, 76 reviews

Go Plaza Houses 1

4.9 out of 5 average rating, 68 reviews

A view opens from the interior space through wooden blue doors, leading to a sunlit patio overlooking the sea. The scene includes white walls and light-colored flooring, with natural light filling the area, enhancing the coastal ambiance.

Home in Kamari

Santorini Island Kamari Beach House

Other waterfront holiday rentals

4.9 out of 5 average rating, 10 reviews

Two wooden lounge chairs are positioned beside a plunge pool, with a small table holding a wine glass and a bottle of wine. The view overlooks the Aegean Sea and distant volcanic islands, with soft pastel hues accenting the landscape.

Villa in Oia

Little Rock Villa-Oia. Entire Cave House Oia

5 out of 5 average rating, 11 reviews

A terrace provides a charming space for relaxation, featuring a small table and two black chairs. Potted plants adorn the area, and a shade sail offers protection from the sun. The expansive view of the blue sea and distant mountains enhances the serene environment.

Cycladic home in Oia

SunUp Luxury Private Villa, Indoor Jacuzzi, Oia

5 out of 5 average rating, 19 reviews

A private terrace is highlighted, featuring a heated jacuzzi surrounded by plush seating and decorative plants. A parasol offers shade from the sun, while expansive views of the Aegean Sea and caldera are visible in the background. Relaxation and tranquility are emphasized in this serene setting.

Cave in Oia

Aristos Life Luxury Cave Villa 2

4.75 out of 5 average rating, 109 reviews

A serene outdoor space features two lounge chairs positioned beside a private pool. The scene is enhanced by a stunning sunset over the ocean, casting warm hues across the sky. A wrought-iron railing provides an elegant border to the breathtaking view.

Villa in Fira

Villa Dakoronia•Stunning caldera view Private Pool

4.91 out of 5 average rating, 78 reviews

An outdoor jetted tub is highlighted with clear blue water, overlooking the Aegean Sea. The vibrant blue sky complements the scenic backdrop of white buildings and a windmill in the distance, creating a peaceful and inviting atmosphere.

Windmill in Oia

The Sunset Windmill

Cycladic home in Santorini

A private jacuzzi overlooks the serene coastline, with the deep blue sea in the distance. Two cocktails are placed on the edge of the spa, inviting relaxation amidst a peaceful setting. The surrounding landscape features hills and traditional white houses.

4.88 out of 5 average rating, 75 reviews

Aerno, B&B cave house at Arvanitis Village

4.98 out of 5 average rating, 65 reviews

A spacious terrace overlooks the caldera, offering panoramic views of the sea and distant islands. A large table is set with comfortable seating, surrounded by decorative plants and stones. The sky is bright, reflecting on the tranquil waters below.

Cave in Oia

Elias Cave 270o Caldera View Oia Traditional