Waterfront vacation rentals in Perissa

4.91 out of 5 average rating, 166 reviews

A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.

Cave in Red beach

Cueva de Olas

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 !

4.96 out of 5 average rating, 158 reviews

A private balcony features a comfortable seating area with plush cushions and a wooden table. A view of the sea and nearby cliffs can be seen in the background, with the sun casting soft shadows across the space. Glassware and a pitcher rest on the table.

Cycladic home in Fira

Vacay Suites Queen Suite with Caldera View

Vacay Queen Suite offers an exquisite view of the caldera and the extraordinary sunset. The apartment is spacious (50m²) and fully equipment with a king size bed,living room with a double sofa bed,kichenette,dining area and private balcony. Ιdeal for couples, friends and families as well.Vacay Queen suite is seated 50m away from public parking spot and 10' away from Fira.Also there is a bus station in 150m.Plently of restaurants,cafeterias and mini markets are nearby the property.

Cycladic home in Monolithos

4.88 out of 5 average rating, 138 reviews

Sea & Sand Beachfront | Free Sunbeds & Umbrellas

Steps from the Aegean, this stylish renovated studio combines Cycladic charm with modern comfort. Located on the side of our beachfront building, it offers a refreshing side sea view and immediate access to the sand. Just 10 meters from the water, you will enjoy free reserved sunbeds and umbrellas. Part of the Beach Houses Santorini, it is situated in a quiet area, perfect for relaxed and private vacations. A peaceful sanctuary away from the noise, right on the edge of the sea.

4.87 out of 5 average rating, 256 reviews

A tranquil outdoor area features a custom hot tub accompanied by two lounge chairs. A panoramic view of the blue sea and cliffs is visible, complemented by iconic blue-domed buildings in the background. The scene is well-lit under clear blue skies.

Cycladic home in Oia

Bluedome Cavehouse by Otium Villas Santorini

Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

4.95 out of 5 average rating, 143 reviews

Cycladic home in Fira

Revelis Villa

Excellent combination of spectacular view and unique position right in the heart of Fira town. Set in a peaceful neighborhood within easy reach to the main road and all the local attractions. The spacious outdoor area overlooking the magnificent volcano view and the unforgettable Santorini sunset is the ideal spot to relax any time of the day. The villa offers a mini pool, a hot tub, 3 bedrooms, 3 bathrooms, a living room, a kitchen and an outdoor dining table.

Cycladic home in Akrotiri

An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.

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.

4.97 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, 124 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, 119 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, 108 reviews

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 rentals

5 out of 5 average rating, 22 reviews

Apartment in Karterádos

Aquarill

A modern villa is set against the backdrop of an olive grove, showcasing a blend of natural stone and contemporary architecture. Large windows reflect soft lighting, illuminating the spacious interiors. The structure's design emphasizes openness while integrating harmoniously with the surrounding landscape.

Apartment in Akrotiri

Unique Castle in The Hilltop

Apartment in Paralia Perivolos

4.72 out of 5 average rating, 102 reviews

'Thalassitis' coastal apartment 1

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)

Apartment in Σαντορίνη / Santorini

An outdoor jacuzzi is positioned on the balcony, surrounded by light-colored walls. A broad-brimmed straw hat rests on the edge of a comfortable lounge. In the background, a mountainous landscape is visible under a bright blue sky.

4.96 out of 5 average rating, 28 reviews

BeachFront Junior Suite with Private Jacuzzi / no4

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

4.86 out of 5 average rating, 56 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

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

4.95 out of 5 average rating, 121 reviews

An outdoor jacuzzi is surrounded by a spacious deck, offering a serene view of the caldera at twilight. Soft lighting reflects off the water's surface, creating a calming ambiance. The edge of the deck provides a clear line of sight to the distant lights across the water.

Home in Oia

Avax Villa by K&K (indoor & outdoor jacuzzi)

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

4.72 out of 5 average rating, 188 reviews

A private terrace features a hot tub with views of the sea and surrounding cliffs. Comfortable seating with soft pillows is placed near the edge, while a stylish basket and towels add convenience. The calming palette blends harmoniously with the serene landscape.

Home in Imerovigli

360° Caldera view Villa with hot tub & sea view

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

4.9 out of 5 average rating, 10 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

An open-air terrace features a private hot tub with panoramic views of the caldera and ocean. Minimalist outdoor furniture, including two sun loungers and a side table, provide relaxation space. A person enjoys a drink while seated nearby, framed by the stunning landscape.

Home in Imerovigli

Santorini 2 BDR Villa With Outdoor Jacuzzi & Views

Other waterfront vacation rentals

4.91 out of 5 average rating, 11 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, 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

4.99 out of 5 average rating, 67 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

Cycladic home in Firostefani

4.95 out of 5 average rating, 87 reviews

Spiti Barbara | Cave with Caldera View & Jacuzzi