Vacation rentals with outdoor seating in Santorini

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

4.95 out of 5 average rating, 363 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

A private terrace features a small jacuzzi with panoramic views of the sea. A sunbed with a cushion is positioned beside a small wooden table, inviting relaxation. Two simple chairs are placed nearby, enhancing the tranquil outdoor space against the clear blue sky.

5 out of 5 average rating, 121 reviews

Cave House with Private Heated Jacuzzi

Perched on the cliff-side nearly 400 meters above the sea. Ikia Kriton is tradition Cave House with Private Jacuzzi in Imerovigli village blessed with breathtaking views of Caldera and ideally placed to discover the whole island.Totally renovated in 2021 from an old town house,the elegant minimalist building fully embraced local architecture and traditional features whilst tastefully combining local handcrafted furniture with modern flourishes and offers abundant space to relax indoor-outdoor.

Guest favorite

A view of a private terrace showcases the sea and caldera beyond. A small round table with two chairs is positioned outside, while a whirlpool bath is visible in the foreground, framed by arched windows that enhance the bright atmosphere.

4.97 out of 5 average rating, 292 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.

Guest favorite

An inviting private jacuzzi is set within a sleek, white-walled niche, featuring soft curves and a tranquil turquoise interior. Natural light reflects off the water's surface, creating a serene atmosphere for relaxation.

4.9 out of 5 average rating, 109 reviews

Cave Suite - Oinos Luxury Suites

Located in the picturesque village of Finikia, Oinos Luxury Suites offers this historical family wine Cavern that has been renovated into a beautiful, modern Cave Suite. Featuring a king size bed & 2 sofa beds, the suite can comfortably sleep 3 adults or 2 adults with 2 children. Other features include the private terrace with Jacuzzi for private use along with sunbeds and sea views. Individually controlled A/C, Nespresso Coffee machine, Smart TV, WiFi & large bathroom with rain shower.

A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.

4.95 out of 5 average rating, 197 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

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.

4.99 out of 5 average rating, 127 reviews

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.

Guest favorite

A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.

4.98 out of 5 average rating, 295 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!

4.93 out of 5 average rating, 247 reviews

An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.

Dome

FIRA WHITE RESIDENCE DELUXE VILLA

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.

4.95 out of 5 average rating, 378 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

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.

4.99 out of 5 average rating, 132 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.

Superhost

A couple enjoys the view from the edge of a hot tub at sunset, looking towards a vibrant horizon of orange and pink. The serene water reflects the colors of the sky, creating a calming atmosphere.

4.91 out of 5 average rating, 151 reviews

Auntie's Villas - Palea

Auntie's Villas are located at Vourvoulos, one of the smallest villages in Santorini, just 600m from Imerovigli and 3 km from the island's capital, Fira. This newly constructed villa has everything you need to make your vacations unforgettable. What makes this Villa unique, are the hot tub in the terrace, combined with it's stunning sea views to the east side of the island and Cycladic architecture, along with a modern style decoration.

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.