Holiday rentals in Mesaria

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Top-rated holiday rentals in Mesaria

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Top guest favourite
An outdoor terrace features a private heated Jacuzzi and sun loungers, framed by traditional Cycladic architecture. Soft, neutral tones are complemented by gentle lighting. A wooden ladder leans against the wall, leading to the upper level, while distant white buildings create a scenic backdrop.
Cycladic home in Oia
4.95 out of 5 average rating, 316 reviews

Helianthus Honeymoon Hideaway House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

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, 375 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
An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.
Villa in Pyrgos Kallistis
4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa | #1 in Santorini

SPECIAL 2026 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

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 Boutique Residences, and the Ferry Port at approximately 23 km.

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, 244 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 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 in Fira
4.99 out of 5 average rating, 143 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.

Top guest favourite
A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.
Cave in Fira
4.98 out of 5 average rating, 305 reviews

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

Superhost
A private terrace features a heated jacuzzi surrounded by white walls and stylish outdoor furniture. A blue sunbed is seen with a straw hat placed on top. A dining table and chairs are positioned nearby, with a large umbrella providing shade.
Serviced apartment in Mesaria
4.9 out of 5 average rating, 156 reviews

Radiant Santorini Superior Cave Suite With Jacuzzi

Combining luxury and comfort, the Superior Suite is a vacationer’s dream come true. A traditional cavehouse with a two level layout and built-in double beds in both bedrooms. Decorated with exquisite taste, soft lighting and great attention to detail, creates just the right atmosphere and provides the warmth, cleanliness and extra space for a perfect holiday experience. An outdoor heated jacuzzi in the private terrace will add relaxation to your summer dream.

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.
Serviced 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.Greek breakfast (only from local fresh products) is served every morning.

Guest favourite
A bright living area features a spacious sectional sofa adorned with colorful cushions. A circular coffee table is positioned in front, and views of the sea are visible through large windows, allowing natural light to illuminate the room. A sleek kitchen area is visible in the background.
Villa in Karterádos
4.94 out of 5 average rating, 103 reviews

Makrilis private relax villa

This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.

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.

Guest favourite
A private jacuzzi is situated outdoors, surrounded by smooth stone walls and whitewashed architecture. Comfortable wooden loungers and a table are positioned nearby, with a shaded area providing relief from the sun. The expansive view showcases the clear blue sky and the distant Aegean Sea.
Cycladic home in Fira
4.89 out of 5 average rating, 112 reviews

NG Grand Gem Private Jacuzzi

Welcome to our Hidden Gem in Fira Kontochori, blending traditional charm with modern comforts. Our cave house accommodates up to 6 guests, featuring a well-equipped kitchen, cozy bedroom, and a living room with additional sleeping options. The bathroom offers a harmonious blend of traditional aesthetics and modern fixtures. Outside, a spacious garden with wooden tables, a private jacuzzi, and Aegean Sea views await you.

Popular amenities for Mesaria holiday rentals

When is the best time to visit Mesaria?

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Avg. price$144 SGD$172 SGD$167 SGD$158 SGD$166 SGD$186 SGD$202 SGD$220 SGD$179 SGD$150 SGD$163 SGD$150 SGD
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Frequently Asked Questions

  • Do apartment rentals in Mesaria have free parking?

    Absolutely! We offer over 50 apartment rentals with free parking in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Mesaria have a kitchen?

    Absolutely! We offer over 50 apartment rentals with a kitchen in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • 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 cave rentals in Mesaria?

    Experience the best of Mesaria with our cave rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Mesaria vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 120 vacation homes with pools in Mesaria, available on Airbnb. Make a splash and soak up the sun in style!

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

    Enhance your stay in our Cave Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • Do apartment rentals in Mesaria have wifi?

    Absolutely! We offer over 60 apartment rentals with wifi in Mesaria. Enjoy a tailored experience with all the comforts you desire.

  • Do dome rentals in Mesaria have air conditioning?

    Absolutely! We offer over 10 dome rentals with air conditioning in Mesaria. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Mesaria

  • Total holiday rentals

    Explore 320 holiday rentals in Mesaria

  • Nightly prices starting at

    Mesaria holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,080 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

    120 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    310 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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