
Vacation rentals with breakfast in Oia
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Top-rated breakfast rentals in Oia
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SantoriniParadise: HELIOS cave house, sunset view!
HELIOS Cave house is a roomy, well-lit, romantic love nest! In the heart of old Oia, it offers an unobstructed view of Oia's famous sunsets! That is why SISTERHOOD OF THE TRAVELLING PANTS was filmed just there! It features 2 double beds, a sofa bed, a corner sofa & a red stylish bathtub. There is a little, cozy yard and from SANTORINI PARADISE HOUSES' private rooftop you enjoy amazing sunsets & the Ammoudi port. Jacuzzi for 3 persons is available on Tuesday, Thursday & Saturday, just 2 min away

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

Fisherman's Cave House by Spitia Santorini
Discover an authentic Santorini experience at Fisherman's Cave House, a meticulously restored traditional cave offering a truly unique stay. Perched directly on the caldera cliff in the heart of Oia, the Cave House provides breathtaking panoramic views of the Aegean Sea, the iconic Caldera, and the world-renowned Santorini sunset from its private outdoor plunge pool. Accommodating up to 5 guests, it blends traditional Cycladic charm with modern luxury, creating an unforgettable island escape.

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.

Stellar Sun Suite-1BR/Hot-Tub/Sea View
This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture , making it the perfect choice for those who want to relax. The suite is aprox 37 sm, features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, a smart TV and queen size bed.

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.

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.

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.

Blue Sky Suite with jacuzzi and caldera view
The team of Kaleidoscope Cave Houses proudly welcomes two brandly new suites to the Kaleidoscope family in the picturesque Oia village. The Blue Sky Suite, carved into the unique caldera cliff is a fully renovated suite which is located literally in 'the heart' of Oia with breathtaking views over the caldera cliffs and the Aegean Sea. The other listing is the white dome suite with plunge pool and caldera view.

Lioyerma Cave Villa & Hot Tub
Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 2 adults with a kid(on a folded bed). Breakfast included in the price. Free parking space

Deluxe Villa with outdoor Jetted Tub & Sea View
Villa Paride is the luxury honeymoon suite, with private balcony and breath taking caldera-volcano view! Can accommodate till 2 persons. Totally renovated on 2019, with king size bed, new fully equipped kitchen, new bathroom with shower. Balcony with breath taking ocean-caldera-volcano view! Terrace with sun chairs, outdoor private heated pool / jet tube, umbrellas. FREE fast WI-FI

The Exotic Cave Suite with Hot Tub and Sea View
Discover a modern cave house with a hot tub, set in a privileged and secluded spot overlooking captivating views. Enjoy luxurious comfort beneath the villa’s signature tall palm tree and embrace the exotic atmosphere where sun, sea, and breeze come together in perfect harmony.
Popular amenities for Oia breakfast rentals
House rentals with breakfast

Nice Villa with Sunset View

Latipi House

Captain's Mansion amazing view & private pool

My rental homes - caldera suite outdoor jacuzzi, t

Yposkafo Jacuzzi House

M&D Stories Villa Santorini

3 DAUGHTERS(2)

Sea View Villa with Jacuzzi & Plunge Pool
Apartment rentals with breakfast

Pure Lava

"The Cliff Reflections" queen room with sea view

Suite with Pool | Rose

Honeymoon Suite with Caldera View and Hot Tub

Crocus apartment minutes walk from caldera

Sunrise View Retreat – B&B Apartment

Classic Cave Suite at Enalion Suites

AMAZING STUDIO IN PRIVATE VILLA
Bed and breakfast rentals with breakfast

Superior Suite with Caldera View- Imera Vista

Junior Suite Infinity pool & sea view BRILLIANCE

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

Honeymoon Suite with Outdoor Heated Jacuzzi

Thea Cave suite with private terrace and hot tub
When is the best time to visit Oia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$114,669 GYD | G$86,420 GYD | G$65,286 GYD | G$60,682 GYD | G$69,680 GYD | G$82,654 GYD | G$83,072 GYD | G$90,187 GYD | G$91,233 GYD | G$67,797 GYD | G$63,193 GYD | G$75,748 GYD |
| Avg. temp | 12°C | 12°C | 14°C | 17°C | 22°C | 27°C | 30°C | 30°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about vacation rentals with breakfast included in Oia

Total vacation rentals
Explore 220 vacation rentals in Oia

Nightly prices starting at
Oia vacation rentals start at G$20,925 GYD per night before taxes and fees

Verified guest reviews
Over 11,060 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
220 of Oia vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oia rentals

4.9 Average rating
Oia stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with breakfast Greece
- Aghia Anna beach
- Schoinoussa
- Anafi
- Agios Georgios Beach
- Plaka beach
- Golden Beach, Paros
- Santa Maria
- Mikri Vigla Beach
- Perívolos
- Nisí Síkinos
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Museum Of Prehistoric Thira
- Ancient Thera
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- Castle of Sifnos
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
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