
Holiday rentals with breakfast in Santorini Caldera
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Santorini Caldera
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Olyra Traditional Cave Houses
The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

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.

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

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

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.

Historic cave house, the old bakery by Cycladica
The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

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.

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.

Cave Villa With Heated Plunge Pool & Caldera View
A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Anemos suite -Private infinity pool & patio
Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

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.
Popular amenities for rentals with breakfast in Santorini Caldera
House rentals with breakfast

Nice Villa with Sunset View

Latipi House

R 3251 Caldera view suites with outdoor hot tub

Yposkafo Jacuzzi House

Ainos Cave II

Luxury Suite with Hot Tub And Caldera View

M&D Stories Santorini

3 DAUGHTERS(2)
Apartment rentals with breakfast

Pure Lava

"The Cliff Reflections" queen room with sea view

Classic Room with Village View

Suite with Pool | Rose

Atalos Suites Double room+ breakfast/ shared pool

Honeymoon Suite with Caldera View and Hot Tub

Sunrise Haven – Cozy B&B Apartment

Crocus apartment minutes walk from caldera
Bed and breakfast rentals with breakfast

Cycladic home private pool & Breakfast Akrotiri

Junior Suite Infinity pool & sea view BRILLIANCE

3 Caves suite with Hot-Tub and Caldera View in Oia

Oia bed and breakfast for 2 & swimming pool

House for 4 included car, breakf (Heated Pool)

Tholos Arched Villa, Jacuzzi, Sea View

Caldera View Private Deluxe Suite with Jacuzzi

Thea Cave suite with private terrace and hot tub
Destinations to explore
- Cythera Holiday rentals
- Athens Holiday rentals
- Santorini Holiday rentals
- Pyrgos Kallistis Holiday rentals
- Saronic Islands Holiday rentals
- Evvoías Holiday rentals
- Mykonos Holiday rentals
- Regional Unit of Islands Holiday rentals
- Rhodes Holiday rentals
- East Attica Regional Unit Holiday rentals
- Chalkidiki Holiday rentals
- Thira Holiday rentals
- Hotel rooms Santorini Caldera
- Rentals with a fireplace Santorini Caldera
- Flat rentals Santorini Caldera
- Rentals with outdoor seating Santorini Caldera
- Cave rentals Santorini Caldera
- Family-friendly rentals Santorini Caldera
- Smoking-friendly rentals Santorini Caldera
- House rentals Santorini Caldera
- Rentals with a hot tub Santorini Caldera
- Pet-friendly rentals Santorini Caldera
- Rentals with a patio Santorini Caldera
- Rentals with a washing machine and dryer Santorini Caldera
- Rentals with pools Santorini Caldera
- Luxury rentals Santorini Caldera
- Villa rentals Santorini Caldera
- Rentals with beach access Santorini Caldera
- Cycladic house rentals Santorini Caldera
- Rentals with breakfast Greece




