Holiday houses 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 in Pyrgos Kallistis
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
Cycladic home in Monolithos
4.93 out of 5 average rating, 114 reviews

Sea & Sun | Beachfront Luxury - Full Sea View

Newly renovated Cycladic studio located directly on Agia Paraskevi beach. Enjoy a peaceful, private vacation away from the noise, yet only a 10-15 min walk from vibrant Kamari’s restaurants and shops. This elegant home combines traditional style with modern comfort, offering immediate beach access and high-end amenities. Perfect for those seeking tranquility and the soothing sound of the Aegean Sea. Experience the best of Santorini beachfront living in a serene and sophisticated setting.

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 in Kamari
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
Apartment in Santorini, South Aegean
5 out of 5 average rating, 137 reviews

LightBlueWindow/Superior Apartment 50m from Beach

Ideal location just 50 meters from Kamari beach, near the finest hotels, bars and restaurants.The neighbourhood is quiet and everything you need is in a very short distance.Plenty of mini markets and supermarkets around, local bus station 3 min walk, public parking near the property.The apartment is fully renovated in a combination of a very welcoming modern and traditional Santorinian design.This apartment consist of one with fully equipped kitchen) and one private bathroom.

Top Guest favourite
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.
Apartment in Pyrgos Kallistis
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.

Top Guest favourite
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 Fira
4.87 out of 5 average rating, 302 reviews

Two Bedroom Maisonette with Caldera View

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 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 in Vothonas
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 in Pyrgos Kallistis
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 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, 138 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 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 in Vothonas
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
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 in Santorini
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

Top Guest favourite
A serene plunge pool jacuzzi is visible on a private terrace, with undulating water reflecting the soft hues of the sunset. The Aegean Sea and dramatic caldera cliffs create a stunning backdrop, enhancing the tranquil atmosphere as the sun sets on the horizon.
Place to stay in Imerovigli
4.96 out of 5 average rating, 124 reviews

Esmi Suites Santorini 2

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.

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