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Holiday rentals in Monolithos

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Top-rated holiday rentals in Monolithos

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Top guest favourite
A spacious outdoor sleeping area is positioned against a stunning coastal backdrop. The scene features a simple, modern setup with large cushions resting on a concrete platform, providing a direct view of the horizon and the expansive sea.
Villa
5 out of 5 average rating, 103 reviews

Santorini Sky | The Lodge *Most Unique*

SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

Top guest favourite
A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.
Villa
4.89 out of 5 average rating, 142 reviews

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Top guest favourite
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
4.99 out of 5 average rating, 148 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 favourite
An outdoor seating area is presented under a vibrant display of blooming bougainvillea. A wooden table with two chairs invites relaxation, while a hammock is positioned alongside. Light blue shutters frame the entrance, complementing the tranquil atmosphere of the space.
Cycladic home
4.92 out of 5 average rating, 155 reviews

Kamari Traditional House | Kamares No.3

Traditional accommodation in Kamari-Santorini fully renovated in 2019 and surrounded by an old grand bougainvillea. The location is just 2 minutes’ walk from the center of Kamari and 500 meters (5 minutes) from the famous black beach Kamari. Guests can find everything near, from restaurants, snacks, coffees and bars. The area is traditional style mostly among locals. Our house is ideal for families with children and couples. Clean, simple and functional made with love for you.

Top guest favourite
A serene bedroom features a spacious bed dressed in soft linens. Large sliding doors open to stunning ocean views, while natural light fills the room. Decorative items, including bottles and a vase, are placed on a minimalist shelf, enhancing the calming atmosphere.
Cycladic home
4.94 out of 5 average rating, 163 reviews

Shelly Beach House: Authentic Sunrise Beachfront

Experience the island's raw beauty at Shelly Beach House, a unique beachfront rental located on the tranquil Avis Beach. Situated close to the famous Kamari black pebble beach, our location offers an off-the-beaten-path sanctuary for those who wish to discover the hidden gems of Santorini. Here, you will witness the authentic islander life, designed for the independent traveler where you enjoy the sea, into a local heritage that remains untouched by time.

Top guest favourite
A private courtyard features a heated jacuzzi and a dining set with two chairs and a small table. The white walls and large windows create a bright, airy environment. A potted plant adds a touch of greenery against the minimalist backdrop.
Cave
5 out of 5 average rating, 133 reviews

Demeter Cave House – Luxury Adults-Only Cave House

Perfect for honeymoons, anniversaries, or a romantic escape. Demeter Cave House is Santorini’s award-winning couples’ hideaway where Cycladic tradition meets calm, contemporary design. Set in Pyrgos, a lively village with a great local vibe, you’re moments from sunset bars and tavernas without the intensity of Fira or Oia - yet still tucked away in your own private cave house, with a jacuzzi and huge terrace. Authentic. Private. Perfectly placed.

Top guest favourite
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
4.99 out of 5 average rating, 147 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 favourite
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.
Cycladic home
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.

Top guest favourite
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
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.

Superhost
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.
Home
4.91 out of 5 average rating, 136 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).

Superhost
An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.
Cycladic home
4.82 out of 5 average rating, 108 reviews

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

Guest favourite
An outdoor terrace features a private Jacuzzi overlooking the sea. Two lounge chairs are positioned beside the Jacuzzi, and a dining table with seating for four is also present. Clear blue skies and calm waters create a tranquil backdrop.
Flat
4.97 out of 5 average rating, 146 reviews

Neoma Luxury Suites-Private outdoor Jacuzzi & Sea View

Full Moon Suite is brand new suite in front of the sea. Offers modern decoration, outdoor private Jacuzzi and a balcony with Sea View. Provides daily breakfast in the room, free WiFi, individual control air condition, it is also equipped with satellite TV 43 inch, safety box , refrigerator, kettle, coffee machine, electric steam brush and a hair dryer.

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