Vacation rentals in Mesaria

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Top-rated vacation rentals in Mesaria

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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
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, 247 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 tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic homes in Oia
4.99 out of 5 average rating, 158 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

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, 218 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 private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.
Home in Oia
4.96 out of 5 average rating, 136 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

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, 307 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.

Guest favourite
An indoor cave pool is featured, with gentle blue lighting illuminating the water. Comfortable hanging chairs are positioned nearby, and smooth stone walls create an inviting atmosphere. A small jacuzzi is also visible, adding to the unique ambiance of the space.
Place to stay in Vothonas
4.97 out of 5 average rating, 213 reviews

Mystagoge Retreat with pool,jacuzzi,cellar,hammam

Mystagoge Retreat is a unique traditional house, which can accommodate up to four people. A private heated indoor cave pool with jacuzzi, a hammam and a wine cellar 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 and a dining area.

Superhost
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.
Apartment in Mesaria
4.93 out of 5 average rating, 206 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.

Superhost
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 Fira
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 favourite
An infinity plunge pool is framed by a large white arch, offering views of the caldera and Aegean Sea. Sun loungers are positioned nearby, inviting relaxation. The pool's clear turquoise water reflects the blue sky above, creating a serene atmosphere.
Cycladic homes in Akrotiri
4.99 out of 5 average rating, 183 reviews

Spilia suite - Ultimate private pool & patio

This exclusive suite features a completely private cave heated pool and secluded yard, ensuring full discretion and serenity. Ideal for guests who value privacy, it also offers a breathtaking, unobstructed view of the sea, caldera, and volcanoes, a truly unique Santorini experience. Daily breakfast is included and served in your suite. Daily cleaning service available.

Top guest favourite
A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.
Cycladic homes in Exo Gonia
4.98 out of 5 average rating, 124 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

Top guest favourite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic homes in Pyrgos Kallistis
4.96 out of 5 average rating, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

Popular amenities for Mesaria vacation rentals

When is the best time to visit Mesaria?

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Avg. price$155 CAD$186 CAD$180 CAD$170 CAD$179 CAD$201 CAD$218 CAD$237 CAD$193 CAD$183 CAD$193 CAD$169 CAD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Mesaria?

    Mesaria has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cycladic house rentals in Mesaria?

    Experience the best of Mesaria with our cycladic house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Mesaria?

    Four-legged friends are welcome in Mesaria. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Mesaria?

    Yes! Work meets play with ease at over 90 vacation rentals in Mesaria featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Mesaria apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 apartment rentals with pools in Mesaria, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Mesaria have air conditioning?

    Absolutely! We offer over 70 house rentals with air conditioning in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Mesaria have a kitchen?

    Absolutely! We offer over 30 villa rentals with a kitchen in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Mesaria have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • Do cycladic house rentals in Mesaria have free parking?

    Absolutely! We offer over 20 cycladic house rentals with free parking in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Mesaria?

    Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with wifi, over 70 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 11,680 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

    120 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    300 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!

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