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Holiday Rentals in Oia

Find the holiday rentals that appeal to you the most

The best holiday rentals in Oia

Check out our pick of great holiday rentals in Oia

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 1,184 reviews
    From
    US$244
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 135 reviews
    From
    US$301
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 108 reviews
    From
    US$336
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 175 reviews
    From
    US$327
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 379 reviews
    From
    US$372
    1 night, 2 adults
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 138 reviews
    From
    US$834
    1 night, 2 adults
  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 233 reviews
    From
    US$322
    1 night, 2 adults
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 532 reviews
    From
    US$311
    1 night, 2 adults
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 203 reviews
    From
    US$671
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 169 reviews
    From
    US$183
    1 night, 2 adults
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 118 reviews
    From
    US$209
    1 night, 2 adults
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 250 reviews
    From
    US$341
    1 night, 2 adults
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 384 reviews
    From
    US$167
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 117 reviews
    From
    US$801
    1 night, 2 adults
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 130 reviews
    From
    US$145
    1 night, 2 adults
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 128 reviews
    From
    US$267
    1 night, 2 adults
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 350 reviews
    From
    US$153
    1 night, 2 adults
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 768 reviews
    From
    US$230
    1 night, 2 adults
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 298 reviews
    From
    US$398
    1 night, 2 adults
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 121 reviews
    From
    US$282
    1 night, 2 adults

Most booked holiday rentals in Oia and surroundings in the past month

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Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 768 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 426 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 470 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 569 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,183 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 532 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 949 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 379 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 572 reviews

Popular with guests booking holiday rentals in Oia

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 571 reviews

Holiday Rentals with swimming pools in Oia and nearby

Located within the Oia Caldera district in Thólos, Elegant Santorini House 1 Bedroom Villa Caldera View-Outdoor Hot has air conditioning, a balcony, and mountain views.

From US$609.15 per night
Scored out of 10, guest rating 1.0
Bad - What previous guests thought, 1 review

Elegant Santorini House Villa Serenity Caldera View Outdoor Hot Tub is a property with a private pool, located in Thólos, within just 2 km of Katharos Beach and 1 km of Naval Museum of Oia.

From US$1,342.24 per night

Situated within the Oia Caldera district in Thólos, Elegant Santorini House 3 Bedroom Villa Caldera View-Outdoor Hot has air conditioning, a patio, and mountain views.

From US$914.32 per night

Boasting air-conditioned accommodation with a patio, Elegant Santorini House 2 Bedroom Villa Caldera View Hot-Tub is set in Thólos.

From US$731.22 per night

Set within the Oia Caldera district in Thólos, Elegant Santorini House 1 Bedroom Villa Caldera View-Outdoor Hot has air conditioning, a patio, and mountain views.

From US$476.95 per night

Boasting air-conditioned accommodation with a private pool, mountain view and a balcony, Luxury Santorini Villa 1 Bedroom Villa Stunning Sea Views & Outdoor Jacuzzi is situated in Thólos.

From US$479.97 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 572 reviews

Perched on the cliffs of Oia, Alexander’s Suites offers traditional cave-style accommodations with breathtaking views of the Caldera and the Aegean Sea.

From US$160.39 per night

Santo Margarita

Oia
Swimming pool
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 194 reviews

Featuring a terrace with garden views, an infinity pool and a garden, Santo Margarita can be found in Oia, close to Baxedes Beach and 12 km from Archaeological Museum of Thera.

From US$102.40 per night

These holiday rentals in Oia and nearby have options with free cancellation

Yposkafo Jacuzzi House

Oia
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews

Situated within the Oia Caldera district in Oia, Yposkafo Jacuzzi House has air conditioning, a patio, and city views. It is set 1.2 km from Katharos Beach and features a concierge service.

From US$300.78 per night

Hermes Cave House by Oias Local Cave Houses

Oia
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 62 reviews

Featuring air-conditioned accommodation with a patio, Hermes Cave House by Oias Local Cave Houses is set in Oia.

From US$132.79 per night

Oias Local Cave Houses

Oia
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Located in Oia in the Cyclades region, Oias Local Cave Houses features a terrace.

From US$308.45 per night

Kore Cave House by Oias Local Cave Houses

Oia
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 61 reviews

Located in Oia, less than 1 km from Katharos Beach and 14 km from Archaeological Museum of Thera, Kore Cave House by Oias Local Cave Houses provides air-conditioned accommodation with a patio and free...

From US$160.84 per night

Sunset Queen in Oia

Oia
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 93 reviews

Located in Oia, less than 1 km from Katharos Beach and 15 km from Archaeological Museum of Thera, Sunset Queen in Oia provides air-conditioned accommodation with a balcony and free WiFi.

Oia Mansion

Oia
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 17 reviews

Featuring air-conditioned accommodation with a balcony, Oia Mansion is located in Oia. It is set 1.1 km from Katharos Beach and provides a 24-hour front desk.

From US$961.56 per night

THE A COLLECTION by K&K

Oia
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 57 reviews

Featuring sea views, THE A COLLECTION by K&K features accommodation with balcony, around 1.9 km from Katharos Beach. There is a private entrance at the villa for the convenience of those who stay.

From US$164.90 per night

Angel Cave Houses

Oia
Free cancellation options available
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 322 reviews

Situated in Oia Village, Angel Cave Houses offers panoramic views over the Caldera and the Aegean Sea. The property offers accommodation with free WiFi access and private terraces.

From US$207.94 per night

Highly rated holiday rentals in Oia and nearby

ALSAKI SUITE by K&K

Oia
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 51 reviews

Located in Oia, 1.2 km from Katharos Beach and 15 km from Archaeological Museum of Thera, ALSAKI SUITE by K&K provides accommodation with amenities such as free WiFi and a flat-screen TV.

From US$111.74 per night

Ammos Oia Mansion

Oia
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 77 reviews

Boasting air-conditioned accommodation with a private pool, pool view and a balcony, Ammos Oia Mansion is situated in Oia. A hot tub and a car rental service are available for guests.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 31 reviews

Located in Oia Village, Poseidon Mansion Sunset offers a hot tub. It features a fully equipped and tastefully decorated unit with free WiFi access and views of the Aegean Sea and the caldera.

From US$447.45 per night

White Cave House

Oia
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 87 reviews

Featuring a hot tub, White Cave House is located in Oia. A hot tub and a car rental service are available for guests.

From US$191.03 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 134 reviews

Perched on Caldera Cliff in the scenic Oia Village, the traditionally-built Villa Ariadni Cave Houses in Oia elegantly decorated apartments with free WiFi and panoramic views over the Aegean Sea.

From US$128.90 per night
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 53 reviews

The recently renovated Elias Cave House 270o Caldera View Oia is located in Oia, near Katharos Beach and Naval Museum of Oia.

From US$413.42 per night

Thetis Cave Houses

Oia
8.0+ review score
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 67 reviews

With inner courtyard views, Thetis Cave Houses has accommodation with a kitchenette set in Oia. There is a private entrance at the holiday home for the convenience of those who stay.

From US$170.53 per night

Merovigliosso

Imerovigli
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 259 reviews

Merovigliosso is situated in the stunning Imerovigli. It offers a sun terrace and a small swimming pool with sunbathing area and partial views of the Caldera and Aegean Sea.

From US$169.90 per night

Enjoy breakfast in Oia and nearby

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 379 reviews

Nestled in Imerovigli, the family and couple-friendly Aqua Luxury Suites complex offers upscale Suites and Villas in an inspiring setting and features Caldera and Volcano sea views.

From US$360.10 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 28 reviews

Built in traditional Cycladic architecture, Santorini Mansion at Imerovigli is centrally located in the village. It features accommodation with views of the caldera and the volcano.

From US$376.84 per night

Smarula Villa

Firostefani
Breakfast options
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 132 reviews

Located in Firostefani, 3.5 km from Volcano, Smarula Villa features air-conditioned rooms with views of the Aegean Sea. Facilities include a sun terrace and free WiFi access.

From US$108.58 per night

Hill Suites

Fira
Breakfast options
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 374 reviews

Set in Fira, Hill Suites offers accommodation with a terrace and a cave house built suite. Complimentary WiFi is provided. All units feature air conditioning and a satellite flat-screen TV.

From US$183.86 per night

Amera Suites

Fira
Breakfast options
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 265 reviews

Located in Fira and only 2.7 km from Exo Gialos Beach, Amera Suites provides accommodation with sea views, free WiFi and free private parking. With pool views, this accommodation features a patio.

From US$130.18 per night

Sea Dream Luxury Home

Fira
Breakfast options
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 22 reviews

Right in the centre of Fira, situated within a short distance of Archaeological Museum of Thera and Megaro Gyzi, Sea Dream Luxury Home offers free WiFi, air conditioning and household amenities such...

From US$203.11 per night

Thera Villas

Fira
Breakfast options
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 101 reviews

Providing sea views and free WiFi, Thera Villas provides accommodation well located in the centre of Fira, within a short distance of Archaeological Museum of Thera, Megaro Gyzi and Museum of...

1809 Villa by Thireas

Fira
Breakfast options
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 34 reviews

Located in Fira, this Cycladic-style villa features a terrace with an outdoor hot tub and panoramic views over the volcano and the Aegean Sea. The air-conditioned unit is 400 metres from Megaro Gyzi.

From US$582.56 per night

FAQ about holiday rentals in Oia

Holiday rentals that guests love in Oia

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Avg. price/night: US$507.26
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 28 reviews
Everything was perfect, Sophia Privilege willage is a beauty place. Many details : the view of the village, the furnitures, the rooms, the internal pool is amazing, etc.
Guest review by
Juan
Family with young children
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 76 reviews
The stay was amazing! The two villas we stayed in were beautifully decorated. The beds were very comfortable and the AC was strong. Host left us homemade cheese pies and wine to enjoy.
Guest review by
Andrea
Group
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 68 reviews
The location of the villa was excellent. The view is breathtaking. Love the vibe and the shopping.
Guest review by
Shirley
Family with young children
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 384 reviews
We stayed in the 2-bedroom villa for 4 of us. Beautifully decorated rooms, comfortable beds and bathrooms. Lovely large lounge with fridge, kettle and coffee machine. We had a nice terrace where breakfast was served and our own plunge pool. Located in the small peaceful village of Filikia near Oia where there was a choice of 3 or 4 lovely tavernas within a couple minutes walk.
Guest review by
Elizabeth
Family with young children
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 58 reviews
Excellent location with stunning views! We had an incredible stay at Noelia Suites. The host Elena went above and beyond, her recommendations for restaurants and activities were excellent. The suite is so lovely and the jacuzzi on the rooftop gives you privacy and outstanding views. The suites are only a short walk to Oia - 10mins and out of the crowds! I would highly recommend a stay in one of these two villas.
Guest review by
Panagiotis
Young couple
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,184 reviews
Anemoessa Villa is a very nice hotel. Tha staff was very friendly and helpful.
Guest review by
Pou Kei
Family with young children