Holiday rentals with a pool in Vourvoulos

4.95 out of 5 average rating, 383 reviews

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.

Cycladic home in Oia

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

4.91 out of 5 average rating, 100 reviews

A serene outdoor space features a private swimming pool surrounded by a sun terrace. A white seating area with floral decor offers a relaxing spot. Large windows allow light to fill the area, while the clear blue sky enhances the tranquil ambiance.

Cycladic home in Fira

Premium Villa, Private Pool, Aegean Sea View

Located in Vourvoulos, Dream Villa is the ideal place for those who seeking privacy and tranquility. The interior area of 50 sq.m. can spaciously accommodate up to 4 people. The Villa opens to a 100 sq.m. veranda overlooking the deep blue of the Aegean Sea. Guests can enjoy the sun and the private swimming pool. Our neighborhood is quiet and unspoiled and at the same time it is close to the Fira (the capital of Santorini), Imerovigli where you can enjoy the amazing caldera views and Oia.

5 out of 5 average rating, 114 reviews

An illuminated infinity pool exudes a calming glow under the night sky, surrounded by landscaped gardens and modern outdoor seating. The villa’s exterior features stone accents and a shaded dining area, creating a serene atmosphere for relaxation.

Villa in Fira

LaNera Luxury Villa - Infinity Pool, Hot Tub, Gym

LaNera is a luxury villa built on the premises of a century old cycladic house in Firostefani, overlooking Anafi Island and Profitis Ilias mountain. Built with both new and traditional techniques, following a sustainable design philosophy and situated in 7.000 sq ft of private land features an infinity pool, 24/7 heated hot tub and gym. New for 2026: brand new premium mattresses with toppers upon request, indoor & outdoor eating and sitting spaces, BBQ and fully landscaped garden.

4.99 out of 5 average rating, 214 reviews

A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.

Guest suite in Oia

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Apartment in Pyrgos Kallistis

An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.

5 out of 5 average rating, 212 reviews

Star Infinity Suite with private heated Jacuzzi.

Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

Cycladic home in Imerovigli

An outdoor dining area features a long table set with plates and glasses. A natural stone structure provides shade, adorned with decorative shells. In the background, the sun sets over the sea, casting a warm glow on the surrounding greenery.

4.96 out of 5 average rating, 251 reviews

Sea Horizon

The time has come for me to make my own paradise available to you. Sea Horizon is the new ideal getaway for romantic holidays. Unique seaview, breathtaking sunrises! Reflecting the traditional Cycladic architecture, the villa provides the utmost in privacy and comfort. Feel like home and relax in the private swimming pool! Welcome basket with fruits and wine! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

4.96 out of 5 average rating, 136 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 Imerovigli

A hammock is elegantly positioned on a spacious terrace, overlooking an infinity swimming pool that blends with the horizon. The sun rises softly in the distance, creating a serene backdrop against the calm waters of the Aegean Sea.

4.94 out of 5 average rating, 143 reviews

Christina's Villa

Discreetly hidden between the picturesque village of Oia and the capital's heart, Fira, Christina's Villa offers a soulful atmosphere and uninterrupted views of the Aegean Sea. Located 600 meters away from the beach, welcomes its guests to experience the true island lifestyle. Unique sunrise view. Infinity swimming pool. Welcome basket with fruits and wine. We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

The image captures a private balcony featuring a jacuzzi and outdoor seating arrangement. The horizon displays a tranquil sunset over the Aegean Sea, with gentle waves reflecting vibrant hues. A distant silhouette of an island enhances the serene atmosphere.

4.99 out of 5 average rating, 114 reviews

Artemis Villas ,Caldera View, Imerovigli Santorini

Situated in Magical Imerovigli, nestled amongst traditional white washed settings on the cliffs facing Skaros, 400 meters from sea level offering panoramic, uninterrupted views of the volcanic island that is Megali Kameni, the world famous Caldera and of course the deep blue waters of the Aegean a setting that you will remember for years to come... (please be advised that the hotel is located on the caldera so they may be steps to get to your room and around )

4.99 out of 5 average rating, 147 reviews

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.

Cave in Oia

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.

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.

Place to stay in Vothonas

A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.

4.96 out of 5 average rating, 270 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

Popular amenities for Vourvoulos rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 77 reviews

A modern bathroom features a sleek, minimalist design with a curved shower wall. A circular mirror complements the neutral palette, while neatly stacked white towels are placed on a wall-mounted shelf. A showerhead is mounted overhead, enhancing functionality.

Home in Karterádos

Triple garden view(3)

5 out of 5 average rating, 23 reviews

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.

Home in Megalochori

LyMaRou Collection Suite 6, Pool & Private Hot Tub

4.96 out of 5 average rating, 136 reviews

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.

Home in Pyrgos Kallistis

AROMA CAVAS Suite with caldera view

4.78 out of 5 average rating, 32 reviews

An outdoor terrace features a private swimming pool with clear water, surrounded by comfortable lounge chairs. The horizon showcases a stunning sunset, blending warm colors over the calm sea. Soft seating areas are positioned nearby, providing a serene atmosphere for relaxation.

Home in Panagia Kalou

Santorini's Rising Sun Private Villa

4.8 out of 5 average rating, 5 reviews

A bright room features a cozy double bed with neatly arranged towels. A large glass door opens to a balcony with a table and chairs, allowing for outdoor seating. The serene view reveals the surrounding landscape, enhancing the natural light that fills the space.

Home in Fira

Lovely Hotel - Room 2, Sea View

4.96 out of 5 average rating, 26 reviews

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.

Home in Santorini

Le Grand Blue Villa with Private Pool & Sea View

4.96 out of 5 average rating, 193 reviews

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.

Home in Mesaria

Villa Helena Santorini- Private Plunge Pool & BBQ

5 out of 5 average rating, 55 reviews

A poolside area features a black wire chair and a patterned pouf, overlooking the expansive blue sea and distant island views. The clean, minimalist design highlights the serene atmosphere, while sunlight reflects off the clear water of the pool.

Home in Pyrgos Kallistis

M&D Stories Santorini

Condo rentals with a pool

4.94 out of 5 average rating, 84 reviews

A spacious sleeping area is framed by large open doors, revealing a stunning sunset view. Blue accents in the window frames complement the bright white walls. A cozy seating area with cushions rests alongside the room, enhancing the overall serene atmosphere.

Condo in Imerovigli

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

4.33 out of 5 average rating, 9 reviews

A private outdoor jacuzzi is showcased with a clear view of the inviting turquoise water. The surrounding white walls reflect sunlight, while a glass barrier enhances the openness of the space. Framing the scene, the clear blue sky contrasts with the minimalist architecture.

Condo in Perissa

L&E Two Bedroom apartment with jacuzzi

The outdoor area features a tranquil swimming pool surrounded by lounge chairs under soft lighting, creating a relaxed ambiance. The building presents a mix of traditional architecture and modern design, with multiple windows reflecting the evening light.

Condo in Fira

4.25 out of 5 average rating, 4 reviews

Akrotiri Santorini Two bedroom apartment & pool

An inviting outdoor pool is surrounded by sun loungers and shaded by large umbrellas. A dining area with wooden seating is visible in the background, framed by a stone wall and natural scenery, creating a relaxing outdoor space.

Condo in Exo Gonia

4.89 out of 5 average rating, 184 reviews

Karpimo Suites, Samarina House

4.91 out of 5 average rating, 66 reviews

A comfortable seating area is positioned near a sparkling turquoise swimming pool, surrounded by sunbeds and umbrellas. Lush greenery and colorful flowers can be observed in the background, enhancing the serene atmosphere of the outdoor space.

Condo in Oia

Junior Suite Hot Tub Garden View "Baxedes"

5 out of 5 average rating, 3 reviews

An infinity pool extends towards the horizon, where the deep blue sea meets the sky. A vibrant yellow drink rests on the ledge beside the pool, reflecting the serene atmosphere of the surroundings.

Condo in Fira

Blue Apartment Eos Villa Imerovigli

A light-filled room features a spacious bed with a neutral-colored quilt. A framed landscape artwork is displayed above the bed. Nightstands with lamps are placed on either side, along with a contemporary sink and an open shelf, enhancing the minimalist aesthetic.

Condo in Paralia Perissa

4.66 out of 5 average rating, 29 reviews

Ground Floor Room 30 meters from Perissa Beach

An indoor swimming pool with shimmering turquoise water flows through a cave-styled design. Soft light filters through an archway at the far end, creating an ethereal atmosphere. The surrounding walls exhibit smooth, neutral tones, enhancing the tranquil setting.

Condo in Fira

4.43 out of 5 average rating, 7 reviews

Offer!!! Cave Pool Villa

Other holiday rentals with a pool

4.91 out of 5 average rating, 23 reviews

Villa in Imerovigli

Deluxe Villa with Private Pool

A private balcony offers a table and two comfortably woven chairs, overlooking a shared swimming pool and the expansive Aegean Sea. The clear sky enhances the calming atmosphere and the minimalist white architecture can be seen in the background.

4.96 out of 5 average rating, 68 reviews

Petra Suite - Seven Suites complex

5 out of 5 average rating, 51 reviews

A traditional windmill structure stands prominently, surrounded by lush green hills. The bean-shaped swimming pool reflects the clear blue sky. A shaded pergola offers a relaxing retreat, while a hammock invites leisurely moments. Vibrant flowers add color to the serene outdoor space.

Windmill in Imerovigli

Blue Windmill Villa with Private Heated Pool

Cycladic home in Vourvoulos

A light and airy dining area features a cozy seating arrangement with neutral-toned cushions. A white table is set with glassware and a potted plant, while a wall-mounted TV provides entertainment. Natural light fills the space through the nearby door.

4.97 out of 5 average rating, 63 reviews

D' amigos Superior Cave House with outdoor hottub

A private outdoor pool is surrounded by white walls, creating an intimate space. A sunbed with rolled towels is positioned beside the pool, with a small plant accentuating the area. Comfortable seating is present, fostering relaxation and leisure.

5 out of 5 average rating, 28 reviews

Suite with Pool | Rose

Cycladic home in Vourvoulos

The villa's exterior is characterized by a minimalist white facade, with large windows reflecting the evening light. A spacious pool sits in the foreground, surrounded by a stone patio, while a shaded outdoor dining area is positioned nearby, inviting relaxation.

5 out of 5 average rating, 74 reviews

Beautiful Villa Rodakes with Stunning Sea Views

Cycladic home in Vourvoulos

A serene view features a heated jacuzzi pool surrounded by minimalist design elements. A small potted plant sits on a table, contrasting with the blue sea and clear sky in the background. A stone wall frames the scene, enhancing the tranquil setting.

5 out of 5 average rating, 45 reviews

Panthea Suite Santorini - Private pool

A serene outdoor space features a tranquil swimming pool surrounded by smooth stone walls. Sun loungers are positioned nearby, with light-colored cushions resting atop. A glimpse of an interior area showcases a neutral-toned room visible through an opening, adding to the inviting atmosphere.