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Vacation rentals in Oia

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Top-rated vacation rentals in Oia

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Top guest favorite
Cycladic home in Oia
4.95 out of 5 average rating, 368 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 favorite
Apartment in Oia
4.96 out of 5 average rating, 171 reviews

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

Top guest favorite
Cave in Oia
4.96 out of 5 average rating, 281 reviews

Aspa Caves studio, outdoor hot tub & caldera view!

Aspa Caves's Traditional studio, located at Oia's cliff at a very quiet area. The studio is ideal for honeymooners and for those who imagine some very special moments in Santorini. It features an outdoor private jacuzzi, a bedroom with a queen size bed (160 x 200cm), a siting area with a traditional sofa bed, dining table, kitchenette and a bathroom with shower. It also features it's own small balcony with amazing views of the Caldera gulf, volcano and Thirasia island. Size: 30 square meter

Top guest favorite
Guest suite in Oia
4.97 out of 5 average rating, 175 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 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.

Top guest favorite
Apartment in Oia
4.98 out of 5 average rating, 230 reviews

BLUE ART CAVES - Stellar Sun Suite with Hot-tub

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite 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, and a smart TV.

Top guest favorite
Cycladic home in Oia
4.98 out of 5 average rating, 116 reviews

Sanctuary Vista House

Escape to our enchanting Santorini retreat with unparalleled sunset vistas. Nestled in the heart of Santorini, our cozy abode offers a romantic haven for couples seeking a memorable getaway. Enjoy the mesmerizing views from your private terrace as the sun paints the sky in hues of gold and crimson. Immerse yourself in the charm of Santorini with our meticulously curated space, designed for comfort and relaxation .Experience the magic of Santorini at our unique retreat .

Top guest favorite
Home in Oia
4.95 out of 5 average rating, 133 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.

Guest favorite
Cave in Oia
4.95 out of 5 average rating, 381 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Guest favorite
Cave in Oia
4.99 out of 5 average rating, 139 reviews

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.

Guest favorite
Cycladic home in Oia
4.95 out of 5 average rating, 170 reviews

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.

Guest favorite
Cycladic home in Oia
4.85 out of 5 average rating, 256 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Discover unparalleled luxury at our villa in Oia, Santorini. With breathtaking views of the caldera and impeccable design, our spacious accommodations offer a perfect blend of comfort and elegance. Enjoy a private hot tub, attentive hospitality from our dedicated staff, and the convenience of being located in the heart of Oia. Experience the epitome of relaxation and indulgence in this stunning retreat.

Top guest favorite
Cave in Oia
4.99 out of 5 average rating, 131 reviews

Lioyerma Cave Villa2 with Private 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 3 guests(one guest on a sofa bed) Breakfast included in the price. Free Parking space

Popular amenities for Oia vacation rentals

Quick stats about vacation rentals in Oia

  • Total rentals

    700 properties

  • Nightly prices starting at

    G$2,093 GYD before taxes and fees

  • Total number of reviews

    39K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    200 properties have a pool

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 160 vacation rentals in Oia featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oia?

    Four-legged friends are welcome in Oia. Choose from more than 90 vacation rentals for guests traveling with pets.

  • Are there Oia vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 180 vacation homes with pools in Oia, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Oia?

    Oia has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do aparthotel rentals in Oia have air conditioning?

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

  • Do bed and breakfast rentals in Oia have wifi?

    Absolutely! We offer over 30 bed and breakfast rentals with wifi in Oia. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in private suite rentals in Oia?

    Experience the best of Oia with our private suite rentals, starting at about $410 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Bed And Breakfast Rentals in Oia?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. Greece
  3. Oia