Vacation rentals in Mesaria

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Quick stats about vacation rentals in Mesaria

  • Total vacation rentals

    Explore 300 vacation rentals in Mesaria

  • Nightly prices starting at

    Mesaria vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    290 of Mesaria vacation 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!

Top-rated vacation rentals in Mesaria

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earth homes in Emporio
4.96 out of 5 average rating, 112 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

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 homes in Oia
4.95 out of 5 average rating, 402 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 spacious rooftop terrace features a heated Jacuzzi surrounded by sunbeds. The stunning view showcases the Caldera and Aegean Sea at sunset, with colorful skies and the scenic cliffs of Fira in the background.
Cycladic homes in Fira
4.99 out of 5 average rating, 143 reviews

Three bedroom Villa with two Caldera View Jacuzzi

This luxury villa has the best location and feature specious terraces with famous view of Caldera and Aegean sea .Roof top terrace have heated Jacuzzi and comfortable sun-lounges.There is outdoor furniture next to Jacuzzi where you can enjoy breakfast and dinner with unforgettable view . Daily breakfast and cleaning make your stay comfortable .Each bedroom have private bathroom . In a walking distance you will find restaurants,bars, museums and supermarkets.Food delivery available.Free wi-fi

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 homes in Imerovigli
5 out of 5 average rating, 141 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, 170 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 homes in Pyrgos Kallistis
4.95 out of 5 average rating, 269 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 private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.
Guest suite in Pyrgos Kallistis
4.95 out of 5 average rating, 197 reviews

Vista Dall Alto | Sunset Views & Private Pool

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

Guest favourite
Earth homes in Mesaria
4.96 out of 5 average rating, 163 reviews

Marla Villas - Cave House

Marla Villas is located in the traditional settlement of Mesaria. That means it is truly beautiful and peaceful and quiet but NO cars allowed. If you rent a car, you can park at the main road which is 4-5 min walking distance. If you rent a scooter, you might find a parking next to the house, but if not, 3-4 min walking I think is ok. It's an old cave house, fully renovated in 2017. In the neighborhood there are many traditional buildings and houses and the security is on high level.

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 homes 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 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
4.99 out of 5 average rating, 222 reviews

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.

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, 156 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.

Top guest favourite
Cave in Fira
4.87 out of 5 average rating, 322 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.

Popular amenities for Mesaria vacation rentals

When is the best time to visit Mesaria?

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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.

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