House holiday rentals in Oia

A private pool is framed by lush greenery and colorful flowers. The space features a mix of vibrant blooms in pots and along the edges, enhancing the tranquil atmosphere. Sunlight filters through the trees, casting gentle shadows on the surrounding area.

4.96 out of 5 average rating, 156 reviews

Secret Garden, historic Oia home with private pool

Historic Santorini home,lovely large garden,private pool in the heart of Oia village! Next to caldera path, main square, shops, restaurants, away from heavy crowds. One of only large private gardens in Oia with trees, grapevine, beautiful flowers and Santorini cats. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Our other villas, Island blue, Santorini blue,Eternity& Serenity,Captains blue, Sailing blue & Sky blue,

A private yard features a shaded sitting area with pink cushions and a wooden table. A hot tub is positioned nearby, inviting relaxation. The space is surrounded by light-colored walls, creating a serene environment in a quiet setting.

4.97 out of 5 average rating, 196 reviews

Heart of Oia Private house with Jacuzzi Center Oia

Right in the heart of Oia, you will find our private house with a Hot tub. The house is all about location. The famous caldera of Oia is 150 meters away and the main bus station is just a minute away from the house. In 40 square meters, you will find a bedroom, a living room, a fully equipped kitchen, a bathroom with a rain shower, and a big private yard While in the centre of the village, the house is nestled in a quiet area so you could relax, planning the exploration of Santorini.

An outdoor seating area is adorned with a wooden bench, decorated with colorful cushions, and a low table. A hammock is suspended nearby, providing a serene spot for relaxation. The setting boasts a coastal view at sunset, enhancing the sense of tranquility.

4.85 out of 5 average rating, 157 reviews

Wine Cellar Sunrise house

Little Wine Cellar was literally used years before, for storing delicious local wine! We rebuild it, restored it, decorated it with love and a lot of personal work .....and here it is for you to enjoy it! The studio is located just above Pori beach and iit is part of Cybele Holistic Space. It is small and sweet, yet very well equipped! As the house is located between Fira and Oia a car/scooter is definitely needed in order to move around and also explore more unique places!

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.

4.96 out of 5 average rating, 136 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.

A bright and airy living space features a round dining table with four chairs and a decorative plate at the center. Large windows allow natural light to fill the room, revealing views of the sea and sky beyond. A cozy sofa and modern television complete the setting.

4.91 out of 5 average rating, 589 reviews

Divine View Collection

Our new Private cave house is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place.

A spacious living area features a comfortable gray sectional sofa complemented by a wooden coffee table. Natural light enters through multiple windows, which can be opened for fresh air. A wall-mounted television is positioned for viewing, and the stone-tiled floor adds character.

4.97 out of 5 average rating, 186 reviews

Arismari Villa, Oia

Arismari Villa is located in the village of Oia (Ia), in a quiet location just 500 meters away from its main pathway (approx. 10 min. walk through a pathway or 2 min. drive). Ammoudi Bay, as well as Katharos beach are at a walking distance. From your private terrace you will be able to enjoy the famous sunset away from all the crowds. The villa consists of one bedroom, one private bathroom, a living room with a kitchen and two private terraces.

A spacious living area is highlighted by a light grey sectional sofa, complemented by decorative pillows. Two small tables sit in front, with a potted plant adding a touch of greenery. Three woven wall hangings provide texture against the neutral backdrop.

4.91 out of 5 average rating, 135 reviews

ASPRO traditional luxury house

Located at the traditional Karterados area of Santorini, ASPRO traditional luxury house, fully renovated in 2018, is a place where Cycladic architecture meets the luxurious accommodation. It is ideal for couples, families, friends and travelers wishing to live the unique experience of staying in a traditional Santorini house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance).

A terrace features a plunge pool surrounded by tiled surfaces. A suspended chair adds a relaxing touch, with potted flowers bringing a hint of color. The view includes clear blue skies and a glimpse of distant buildings, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 193 reviews

Villa Helena Santorini- Private Plunge Pool & BBQ

Villa Helena is located in a quiet neighborhood away from the vast tourist crowds in the middle of the island at the picturesque settlement of Mesaria. The house is very close to the airport and Fira, the capital. The Villa provides two bedrooms and a cozy loft. There is also a big living room, a fully equipped kitchen, two main bathrooms, a backyard with BBQ, and a beautiful terrace with the plunge pool (not heated).

A serene scene captures two individuals enjoying bubbling waters in a plunge pool. The view extends over the caldera toward a vibrant sunset, with the Aegean Sea reflecting warm hues. Glasses are held in hand, adding to the tranquil ambiance.

4.96 out of 5 average rating, 157 reviews

Esmi Suites Santorini 1

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

A panoramic view showcases the vibrant landscape of Oia, featuring whitewashed buildings cascading down the cliffside. The deep blue sea contrasts with the rugged coastline, dotted with boats. The sky is partly cloudy, adding depth to the scene's natural beauty.

4.89 out of 5 average rating, 114 reviews

ALEA RESIDENCE by K&K

Alea Residence by K&K is a brand new house in Oia, ideal for a couple or a small group of friends. It is situated in the best spot of caldera with extraordinary view of the sea and the volcano. Its earthy colors make a contrast with the fierce beauty of the island and its cozy interior welcomes you to enjoy the unique beauty of Santorini.

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.

4.94 out of 5 average rating, 122 reviews

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.

A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.

4.92 out of 5 average rating, 386 reviews

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

Popular amenities for house rentals in Oia

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A bright bedroom is highlighted by a spacious bed draped in white sheets and an orange throw blanket. Two stylish pendant lights hang above the bed, and decorative wall niches add dimension. A large window is covered by sheer curtains, allowing natural light to filter in.

5 out of 5 average rating, 16 reviews

Sugarwhite Suite with not Heated Private Pool 1

A modern kitchen is displayed, showcasing light wood cabinetry and stainless steel appliances. A dining table is set with a few fruit items, and a bottle of wine is placed prominently. The countertops are spacious, and decorative tiles add visual interest to the walls.

4.86 out of 5 average rating, 70 reviews

Santorini Villatzio - Suite

The exterior of the villa features a modern design with natural materials. A private pool and a lounge area are highlighted under a wooden pergola. Soft outdoor lighting illuminates the villa sign, while a cozy seating arrangement invites relaxation in a landscaped environment.

5 out of 5 average rating, 9 reviews

ensō villa

An outdoor area is depicted featuring a cozy daybed with soft cushions adjacent to a private Jacuzzi. A stone wall provides privacy, while a wooden pergola offers shade. A clear blue sky enhances the serene atmosphere of this relaxing space.

5 out of 5 average rating, 23 reviews

LyMaRou Collection Suite 6, Pool & Private Hot Tub

An outdoor area features a well-maintained pool with a clear blue surface, surrounded by several lounge chairs. Lush greenery and flowering plants are visible, with expansive views of the landscape and the sea beyond, showcasing the beauty of Santorini.

4.96 out of 5 average rating, 136 reviews

AROMA CAVAS Suite with caldera view

A relaxing outdoor seating area is showcased with two patterned chairs facing the sea view. Soft curtains gently sway in the breeze, framing the space. A round table is positioned nearby, enhancing the inviting setting overlooking the calm waters and distant boats.

4.96 out of 5 average rating, 26 reviews

Le Grand Blue Villa with Private Pool & Sea View

A bright hotel room features a spacious bed, complemented by neatly arranged towels. Large sliding doors open to a balcony with sea views, allowing natural light to fill the space. Grey curtains frame the doorway, and artwork is displayed on the wall.

5 out of 5 average rating, 3 reviews

Lovely Hotel-Room 3, Sea View

An open living area features a kitchenette equipped with a refrigerator and microwave, alongside a dining table with four chairs. Soft lighting highlights the warm, earthy tones of the furnishings. A staircase leads to additional spaces, while a decorative rug adds texture to the tiled floor.

5 out of 5 average rating, 16 reviews

Unique place Pool & Beach

Weekly house rentals

A private jacuzzi is showcased on a spacious balcony, with two glasses of wine placed on a wooden tray nearby. The sunset casts a warm hue over the sky, providing a tranquil backdrop, while the water in the jacuzzi reflects the inviting colors of dusk.

4.88 out of 5 average rating, 17 reviews

Maison Kallisti • Private Jacuzzi & Panoramic View

A hot tub is set in a curved white wall space, illuminated by natural light from an open window. Wooden doors provide a warm contrast, while a small plant adds a touch of greenery. The smooth lines create a relaxing and serene atmosphere.

5 out of 5 average rating, 19 reviews

Approxi Cave: 2-Bedroom Retreat

An outdoor terrace features a shaded dining area with wooden furniture and a sun lounger. Surrounding greenery adds a natural touch, while the white walls and arched doorways contribute to a bright and open atmosphere. Clear blue skies enhance the serene setting.

4.93 out of 5 average rating, 27 reviews

NEW Lux Sea Serenity Villa 1 & prive jacuzzi

A private terrace is illuminated by soft lighting, featuring a luxurious Jacuzzi surrounded by glass railings. Two decorative lanterns rest on the edge of the terrace, providing an inviting ambiance against the dusk sky.

4.87 out of 5 average rating, 23 reviews

Nektar Sea View Jacuzzi (Ikies Filoxenia)

A private terrace features a wooden Jacuzzi surrounded by white walls, offering a sense of seclusion. A small potted plant and a bottle of wine are positioned on a wooden table, complemented by two glasses. Soft sunlight enhances the inviting atmosphere.

4.93 out of 5 average rating, 14 reviews

Aerenia Luxury Suite 8

An outdoor patio area is visible, featuring wooden dining furniture under a shaded structure. Soft lighting enhances the space as it transitions into evening. Steps lead down to an entrance framed by stone walls, surrounded by greenery and palm trees in the background.

4.92 out of 5 average rating, 13 reviews

Euphemus Cave House

The exterior of the property is shown at dusk, featuring a minimalist white structure with large windows and a wooden pergola. Subtle lighting highlights the architectural details, while a small tree enhances the outdoor space, creating an inviting atmosphere for evening relaxation.

4.91 out of 5 average rating, 11 reviews

Assyr A - Santorini Cozy Retreat

4.96 out of 5 average rating, 99 reviews

Art of Barrel

Private house rentals

A terrace offers a serene location for relaxation, featuring two bamboo chairs positioned around a concrete table. Two glasses are set atop the table, with a breathtaking sunset over distant hills and the caldera visible in the background.

4.71 out of 5 average rating, 59 reviews

Reflection Cave | Terrace with Panoramic View

A terrace space features two soft seating options beside a minimalistic table topped with decorative planters. In the background, a panoramic view of the coastline and distant hills is visible under a clear blue sky.

4.91 out of 5 average rating, 11 reviews

Nice Villa with Sunset View

5 out of 5 average rating, 5 reviews

Katerina Roussou House 1

A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.

4.93 out of 5 average rating, 27 reviews

Aethria Villa in Imerovigli

A private balcony is seen through open blue doors, featuring a small table set for two with glasses and fruit. The stunning view of the Aegean Sea extends beyond the railing, with clear skies enhancing the serene atmosphere.

4.86 out of 5 average rating, 281 reviews

Double Room in Oia with direct Sea & Caldera View

A spacious bedroom is softly illuminated by built-in lighting features highlighting the arch-shaped headboard. A neutral color palette creates a calming effect. An en-suite bathroom is visible through an archway, showing a modern design. Soft robes are neatly hung nearby.

5 out of 5 average rating, 3 reviews

Luxury Suite with Hot Tub And Caldera View

A modern sleeping area features a spacious bed with plush pillows placed against a tufted headboard. A mirrored wardrobe reflects the soft lighting above, while an artistic wall installation of flying birds adds a subtle decorative touch.

5 out of 5 average rating, 65 reviews

Small Diamond

A private jacuzzi is presented, surrounded by a stone wall. Nearby, a seating area with cushions offers comfort. A bottle of wine and two glasses are positioned next to a bowl of strawberries, enhancing the tranquil setting. Natural light adds freshness to the scene.