Vacation rentals in Monolithos

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Top-rated vacation rentals in Monolithos

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Top guest favorite

An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Top guest favorite

A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.

Guest suite in Oía

4.97 out of 5 average rating, 173 reviews

Suite with Outdoor Plunge Pool & 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. This suite features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at about 23 km.

Guest favorite

A serene evening scene showcases a private plunge pool with illuminated turquoise water. Soft lighting surrounds a spacious terrace, featuring comfortable lounge chairs. The horizon displays a gradient of colors as the sun sets, providing a peaceful backdrop over the traditional village.

Cycladic home in Pirgos Kallistis

4.92 out of 5 average rating, 254 reviews

Sensation Villa with outdoor heated plunge pool

Μια όμορφη βίλα στο κέντρο του παραδοσιακού χωριού Πύργος Καλλίστης, 250μ από τον κεντρικό χώρο στάθμευσης του χωριού Πύργος και 300μ από την κεντρική πλατεία του χωριού Πύργος. 5χλ. Από τα Φηρά, 7χλ. Από το διεθνές αεροδρόμιο της Σαντορίνης και 5χλμ. Από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική βεράντα με θερμαινόμενη plunge πισίνα και θέα στην Περίσσα, το Περιβόλο, το Ακρωτήρι και ένα τμήμα της Καλντέρας.

Top guest favorite

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 Thera

4.99 out of 5 average rating, 129 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.

Cave in Thira

4.98 out of 5 average rating, 297 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!

Top guest favorite

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 in Thira

4.93 out of 5 average rating, 250 reviews

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.

Top guest favorite

A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.

Cave in Thera

4.86 out of 5 average rating, 288 reviews

Cave House Mirabo Sea Volcano View Accommodates 5

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

Top guest favorite

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

4.99 out of 5 average rating, 136 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.

Top guest favorite

A cozy outdoor seating area is visible, featuring a round table and two chairs beneath a large umbrella. The stunning backdrop showcases a tranquil seascape at dusk, with soft hues of orange and purple in the sky reflecting over the calm water.

Apartment in Monolithos

4.92 out of 5 average rating, 137 reviews

Tzannis Cave House

In Monolithos, in front of the sea, you will find yourself in a nautical cave of the oldest of the island. The enchanting but also wild beauty of the landscape will travel you and give you nice moments. The cave of Tzannis have a bedroom, a living room with a kitchen and a sofa that can also be used as a bed, bath and yard so that you can sit and enjoy your wine. Within 10 minutes you will find a mini market, taverns and bus stasion.

Top guest favorite

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.

Place to stay in Vothonas

4.96 out of 5 average rating, 264 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.

Guest favorite

An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.

Cave in Thira

4.95 out of 5 average rating, 113 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Top guest favorite

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.

Home in Imerovigli

4.96 out of 5 average rating, 147 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.