Holiday rentals in Mesaria

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Top-rated holiday rentals in Mesaria

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Top guest favourite
A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.
Villa in Santorini
4.99 out of 5 average rating, 139 reviews

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Top guest favourite
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
4.95 out of 5 average rating, 398 reviews

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

Top guest favourite
A private terrace features a small jacuzzi with panoramic views of the sea. A sunbed with a cushion is positioned beside a small wooden table, inviting relaxation. Two simple chairs are placed nearby, enhancing the tranquil outdoor space against the clear blue sky.
Cycladic home in Imerovigli
5 out of 5 average rating, 138 reviews

Cave House with Private Heated Jacuzzi

Perched on the cliff-side nearly 400 meters above the sea. Ikia Kriton is tradition Cave House with Private Jacuzzi in Imerovigli village blessed with breathtaking views of Caldera and ideally placed to discover the whole island.Totally renovated in 2021 from an old town house,the elegant minimalist building fully embraced local architecture and traditional features whilst tastefully combining local handcrafted furniture with modern flourishes and offers abundant space to relax indoor-outdoor.

Top guest favourite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Imerovigli
4.99 out of 5 average rating, 166 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Top guest favourite
A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 265 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Top guest favourite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home in Fira
4.99 out of 5 average rating, 109 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

Top guest favourite
A private swimming pool is illuminated at dusk, surrounded by sleek stone walls and a contemporary structure. Two sunbeds with an umbrella are positioned beside the pool, creating a serene outdoor space. Warm lighting from the building enhances the inviting atmosphere.
Townhouse in Mesaria
4.88 out of 5 average rating, 77 reviews

Golden Moments Santorini Villa Opera

Private swimming pool and private interior hot tub.A place (95sqm) designed to live your dream vocations. In the entrance there is the kitchen (30sqm) including iroko wood cupboards, a round table with four chairs, with access to the balcony (35sqm) and the private pool (20sqm) 2 sunbeds with a umbrella. The bedroom (20sqm), which is lighted by a porcelain chandelier and lights made by blown glass, with access to the balcony with your private pool (20sqm) overseeing the sea.

Guest favourite
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 Fira
4.92 out of 5 average rating, 304 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 favourite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 226 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 additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring 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 approximately 23 km.

Top guest favourite
A hot tub is shown in the foreground, with bubbles gently rising to the surface. Two glasses and a bottle of sparkling drink are placed on the edge, while wicker chairs are visible in the background, framed by scenic views of the hillside and village.
Villa in Exo Gonia
4.91 out of 5 average rating, 152 reviews

Blue Soul Luxury Villa

Blue Soul Luxury Villa is a sanctuary of elegance in the heart of Exo Gonia. Nestled on the hillside towards Pyrgos, it offers breathtaking views of the Aegean Sea, the village, and the rolling landscapes. Its highlight - a four seat hot tub - invites you to unwind in pure bliss. Thoughtfully designed with curated décor and a seamless blend of comfort and style, the villa promises a unique and tranquil escape, where every detail enhances your Santorini experience.

Guest favourite
Cave in Fira
4.87 out of 5 average rating, 318 reviews

Mirabo 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.

Guest favourite
A spacious living area features a built-in sofa adorned with two decorative pillows. An adjacent sleeping area is partially visible, showcasing a double built-in bed with neutral bedding. Soft ambient lighting is provided by wall-mounted fixtures, emphasizing the smooth white walls and arched doorways.
Flat in Mesaria
4.93 out of 5 average rating, 207 reviews

RadiantSantorini Junior Cave Suite With Jacuzzi

Junior suite is a traditional top-hill cavehouse with a double built-in bed and two built in sofa beds which combines luxury and high level privacy. With contemporary local interior design, soft lighting and great attention to detail, the Junior Suite provides the warmth, cleanliness and extra space for a perfect holiday experience. An outdoor heated jakuzzi and a stand-alone terrace will add relaxation to your summer dream.

Popular amenities for Mesaria holiday rentals

When is the best time to visit Mesaria?

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Avg. price$165 SGD$161 SGD$188 SGD$160 SGD$167 SGD$188 SGD$204 SGD$222 SGD$180 SGD$171 SGD$180 SGD$158 SGD
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Frequently Asked Questions

  • What are the best places to stay in Mesaria?

    Mesaria has traditional Cycladic homes, family-run guesthouses, and restored villas nestled among vineyards. Staying near the village center places you close to local bakeries, quiet lanes, and authentic tavernas.

  • What are the best things to do in Mesaria with kids?

    Families often explore local churches, walk charming streets filled with whitewashed houses, and sample sweets at village bakeries. A hands-on visit to a nearby pottery studio can be engaging for children.

  • What are some of the best things to do in Mesaria?

    Explore Cycladic lanes lined with traditional homes, sample fresh pastries and wines, or join a local cooking experience. Visiting historic churches and art shops reveals layers of Mesaria’s culture.

  • How is the weather in Mesaria?

    Mesaria has warm, dry summers around 75–96°F (24–35°C), and mild winters with occasional rain, typically between 47–63°F (9–17°C). Spring and autumn are comfortable, making outdoor activities pleasant.

  • When is the best time to visit Mesaria?

    Late spring and early autumn are often recommended for moderate temperatures, mild breezes, and smaller crowds. Summer draws those interested in festivals and lively outdoor gatherings.

  • What are the best places to visit in Mesaria?

    Frequently suggested sights include local mansions known for neoclassical architecture, whitewashed churches, and family-run bakeries. Artisans’ studios and quiet squares create inviting spaces to wander.

  • What are some hiking trails in Mesaria?

    Walkers can follow trails linking Mesaria with nearby villages, passing vineyards, chapels, and volcanic landscapes. Trails tend to be moderate and wind through peaceful countryside and traditional settlements.

  • What are some family activities we can do in Mesaria?

    Gather for a cooking class focused on Greek recipes, join a guided walk to explore Mesaria’s history, or browse local artisans’ shops together. Seasonal events sometimes host music or dance performances suitable for all ages.

  • What are some of the best day trip ideas from Mesaria?

    Explore nearby villages with historic churches and traditional architecture, sample wines at local vineyards, or visit black sand beaches for a relaxed afternoon. Ancient sites and museums around Santorini enrich the island experience.

  • Are there any pet friendly accommodations available in Mesaria?

    Mesaria has a range of stays that welcome pets, including guesthouses and self-catering homes. Many hosts are happy to provide tips for nearby walks and pet-friendly outdoor spaces.

  • What are some local tips for visiting Mesaria?

    Start your mornings with fresh pastries from a local bakery, and carry a reusable water bottle for warmer days. Sunset walks through the quiet lanes reveal everyday village life and hidden chapels.

  • What is Mesaria known for?

    Mesaria is known for Cycladic architecture, winding alleys, and its role as a historic wine-producing village. Characteristic blue-domed churches and neatly kept courtyards are found throughout the area.

  • What are the best hidden gems to explore in Mesaria?

    Seek out tucked-away chapels decorated with frescoes, artisan bakeries crafting unique local sweets, and shaded courtyards where residents gather. Small art studios and workshops highlight creative local traditions.

  • What are the best foods to try in Mesaria?

    Frequently suggested tastes include tomato fritters, Santorini fava, and fresh seafood dishes prepared with local spices. Many visitors enjoy sweets like baklava and local pastries at neighborhood bakeries.

  • What should I bring for a trip to Mesaria?

    Pack lightweight layers for warm days, a light jacket for cooler evenings, comfortable shoes for stone-paved lanes, and sun protection year-round. Bringing a reusable bag is useful for local markets.

  • What is the nightlife in Mesaria like?

    Mesaria has a relaxed nightlife scene, with cafes, mellow bars, and outdoor tavernas hosting music on occasion. For those seeking more vibrant venues, nearby towns have dance clubs and late-night spots.

  • What are the most popular events or festivals in Mesaria?

    Mesaria is known for vibrant summer religious festivals, which often combine church celebrations with music, dancing, and shared meals. Seasonal fairs in the village may highlight local craftwork and traditional foods.

  • Are there family friendly vacation rentals in Mesaria?

    Mesaria has vacation rentals suited for families, featuring private courtyards, multiple bedrooms, and kitchens to prepare shared meals. Many are set near playgrounds, bakeries, and village squares.

Quick stats about holiday rentals in Mesaria

  • Total holiday rentals

    Explore 310 holiday rentals in Mesaria

  • Nightly prices starting at

    Mesaria holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    300 of Mesaria holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Mesaria rentals

  • 4.9 Average rating

    Mesaria stays are highly rated by guests – averaging 4.9 out of 5!

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