List your home
Apply filters
£ to

Holiday homes 24

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Greece Clear
  • Cyclades Clear
  • Santorini Clear
  • Oia Clear

Location

  • All locations

more +

less -

Also consider

Coastal Cottages
222 properties
Luxury Villas
2684 properties

Filters applied: Horse riding (24)

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
24 Results   |  

Excellent 5/5 

24 Photos

from £234 / night

£1636 - £3577 / week

View

Holiday cave house accommodation

Santorini / Oia

Cave house / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £234 / night

£1636 - £3577 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub We give attention to the details and love to honor our guests by providing personalized hosting!  …see more


5 Jun 2013

5/5

"Best Vacation Ever!!!"

Last month we stayed at White Pearl Villas. It was the best vacation of our life! The island was beautiful and the cave house incredible! It was very romantic with magnificent view over the sea and th… More


20 Aug 2012

5/5

"really great place"

Had an amazing experience with white pearl villas. The view was spectacular, the location was beautiful, price was good and the land lady, Katerina was best hostess EVER! We had clean towels everyday,… More


30 Aug 2012

5/5

"White Pearl Grand Villa in Santorini, location incantevole"

Sono stata a Santorini con mio marito e una coppia di cari amici nel mese di agosto 2012 e, per godere della vista della Caldera, abbiamo alloggiato a White Pearl Grand Villa, una bellissima cave hous… More

Thank you so much for your kind words! It's our pleasure to know you enjoyed your holidays in our villa! Hope to see you again soon!

See all reviews Continue

Excellent 5/5 

17 Photos

from £146 / night

£1022 - £2392 / week

View

Holiday cave house rental

Santorini / Oia

Cave house / 1 Bedroom / sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £146 / night

£1022 - £2392 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tub We give attention to the details and love to honor our guests by providing personalized hosting!  …see more


28 Oct 2014

5/5

"Oia, an amazing place were we felt suspended in time"

We stayed for two weeks in our fantastic cave house overlooking the volcano and sea. A 5 minute walk to the centre of Oia, breathtaking views, comfortable and spotlessly clean home. Very well equipped… More


26 Oct 2013

5/5

"A room with a view!"

We enjoyed a fabulous 4 nights here. We had been looking forward to a little time out to refresh our souls where we could enjoy privacy, quietness and beauty. We got it all and more! The views are … More


25 Oct 2013

5/5

"Beautiful beyond description!"

White Pearl Villa is centrally located in Oia with a nice view of Caldera. The bus stop to get to the beach and Fira is just a strone's throw away. (Very Convenient!) There are supermarkets and re… More

See all reviews Continue

17 Photos

from £147 / night

£1023 - £1137 / week

View

Oia holiday studio rental

Santorini / Oia

Studio / sleeps 2

1 night min stay

Add to shortlist

from £147 / night

£1023 - £1137 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Heart of Caldera with a unique panoramic view over the sea and the volcano. The pool completes the ideal scenery offering ultimate relaxation facing the breathtaking view over the high steep slope,  …see more

Featured properties

Excellent 5/5 

22 Photos

from £212 / night

£1482 - £4982 / week

View

Oia holiday villa rental

Santorini / Oia

Villa / 4 Bedrooms / sleeps 7

Excellent 5/5 

1 night min stay

Add to shortlist

from £212 / night

£1482 - £4982 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
luxury house in Oia house with caldera view Oia Santorini Luxury villa in Oia Santorini luxury villa for wedding in Oia Santorini house for families in Santorini house for friends in Santorini  …see more


15 Jun 2015

5/5

"the perfect house"

Poseidon mansion is a great place to stay, unique design and a view from the balcony that is just breathtaking! Large bedrooms and spacious living room! the best point of the house is the outdoor jac… More

See all reviews Continue

Excellent 5/5 

42 Photos

Santorini / Oia

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £219 / night

£1533 - £2446 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious villa, endless sunset view, privacy, relaxed atmosphere, comfortable residence, perfect location, quiet, excellent accommodation,exceptional sea views, swimming pool, near to the beach, garden.Villa, 3 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 6-8) Villa  …see more


18 Dec 2014

5/5

"The best place for relaxation"

We stay for five days at villa EMERALD. Everything was perfect. The location, was so quiet, away from the crowds, but so close to the village. The sunset view was excellent and we enjoyed so much th… More

See all reviews Continue

Very Good 4.5/5 

36 Photos

from £237 / night

£1659 - £3015 / week

View

Oia holiday villa rental

Santorini / Oia

Villa / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £237 / night

£1659 - £3015 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious villa, endless sunset view, privacy, relaxation, comfortable residence, perfect location, quiet, excellent accommodation,exceptional sea views, private outdoor heated hydromassage spa, swimming pool, beach. 4 Bedrooms +Convertible bed(s), 2 Baths, (Sleeps 8) V  …see more


24 Oct 2014

5/5

"Perfect location and setting"

If you are looking for a quiet villa, where everynight you can watch the famous Oia sunset from the jacuzzi then this is your perfect place. It is a 10 minute walk to the pictureesque bay of Amoudi w… More


9 Apr 2014

5/5

"We had the filling of been at our home"

We had grate time with friends and the house and location supported that. Elelgant and relaxing made us to fill like to be at our home. Recommended for inside and outside ...… More


19 Nov 2013

5/5

"Excellent Villa"

Oia is considered to be the artistic capital of the island and probably the most picturesque, postcard perfect village on Santorini, inviting you with its narrow, cobbled streets, with jewel-like shop… More

See all reviews Continue

20 Photos

Santorini / Oia

Apartment / 2 Bedrooms / sleeps 3

1 night min stay

Add to shortlist

from £187 / night

£1307 - £1421 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Heart of Caldera with a unique panoramic view over the sea and the volcano. The pool completes the ideal scenery offering ultimate relaxation facing the breathtaking view over the high steep slope,  …see more

Very Good 4/5 

17 Photos

Santorini / Oia

Studio / sleeps 2

Very Good 4/5 

1 night min stay

Add to shortlist

from £122 / night

£853 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Heart of Caldera with a unique panoramic view over the sea and the volcano. The pool completes the ideal scenery offering ultimate relaxation facing the breathtaking view over the high steep slope,  …see more


15 Jun 2015

4/5

"What a view"

I was unfortunately unwell during my recent visit.If you have to get sick the sunlounge by the pool is the best hospital bed imagineable.In busy times the 6 lounges will be hotly sought after but wasn… More

See all reviews Continue

20 Photos

Santorini / Oia

Apartment / 2 Bedrooms / sleeps 3

1 night min stay

Add to shortlist

from £163 / night

£1137 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Heart of Caldera with a unique panoramic view over the sea and the volcano. The pool completes the ideal scenery offering ultimate relaxation facing the breathtaking view over the high steep slope,  …see more

19 Photos

from £225 / night

£1574 - £3863 / week

View

Oia holiday villa rental

Santorini / Oia

Villa / 2 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £225 / night

£1574 - £3863 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Armeni Luxury Villas is a complex of three luxurious autonomous villas: Galini, Galatia and Glafki, which have been named after the three Nereid Nymphs (deities of the sea) of the Greek mythology of the same name. All villas offer the comforts of a modern  …see more

10 Photos

from £78 / night

£544 - £1151 / week

View

Holiday b&b in Oia

Santorini / Oia

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £78 / night

£544 - £1151 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Heliophos is a unique collection of restored and renovated historical cave houses located in Oia's Finikia, a tranquil neighborhood which was once a medieval village of Santorini.  …see more

14 Photos

Santorini / Oia

B&B / 2 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £254 / night

£1774 - £4092 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Armeni Luxury Villas is a complex of three luxurious autonomous villas: Galini, Galatia and Glafki, which have been named after the three Nereid Nymphs (deities of the sea) of the Greek mythology of the same name. All villas offer the comforts of a modern  …see more

14 Photos

Santorini / Oia

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £205 / night

£1431 - £3520 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Armeni Luxury Villas is a complex of three luxurious autonomous villas: Galini, Galatia and Glafki, which have been named after the three Nereid Nymphs (deities of the sea) of the Greek mythology of the same name. All villas offer the comforts of a modern  …see more

13 Photos

from £152 / night

£1059 - £2662 / week

View

Oia holiday villa rental

Santorini / Oia

Villa / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £152 / night

£1059 - £2662 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
seaview, oia center, fira center,Katharos beach,  …see more

24 Photos

from £340 / night

£2376 - £5723 / week

View

Oia holiday villa rental

Santorini / Oia

Villa / 2 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £340 / night

£2376 - £5723 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
seaview, oia center, fira center,Katharos beach,  …see more

100 Photos

from £447 / night

£3125 - £9055 / week

View

Holiday villa rental

Santorini / Oia

Villa / 3 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £447 / night

£3125 - £9055 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
seaview, oia center, fira center,Katharos beach,  …see more

15 Photos

from £146 / night

£1022 - £2146 / week

View

Holiday villa rental

Santorini / Oia

Villa / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £146 / night

£1022 - £2146 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
santorini, caldera, view, hot tub, oia, privacy, cave, sea, volcano We give attention to the details and love to honor our guests by providing personalized hosting!  …see more

Excellent 5/5 

45 Photos

Santorini / Oia

Villa / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £184 / night

£1284 - £2489 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious villa, endless sunset view, privacy, relaxed atmosphere, comfortable residence, perfect location, quiet, excellent accommodation,exceptional sea views, swimming pool, near to beach, parking, WiFi.2 Bedrooms + Sofa bed(double size), 2 Baths, (Sleeps 4-6). Villa  …see more


4 Feb 2014

5/5

"Great stay highly recommended"

Our holidays in Santorini were just awesome, from the beginning to the end. The villa is highly recommendable, everything you need and more. A great view to the famous Santorini΄s sunset is just one … More


29 Jan 2014

5/5

"An escape to paradise"

We stayed at these beautiful villas! This was such a relaxing and magical vacation and the complex of Oia Sunset Villas has the most breathtaking view of Santorini’s Sunset, which you can see from … More


25 Oct 2014

5/5

"une semaine parfaite à Santorin"

Nous avons passé 7 jours, 8 nuits, dans la maison "Pente". Il s'agit d'une propriété proposant une petite dizaine de maisons, construites dans le style local, avec différentes capacités. Nous y a… More

See all reviews Continue

Excellent 5/5 

37 Photos

Santorini / Oia

Villa / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £184 / night

£1284 - £2489 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious Villa, endless sunset view, private outdoor hydro massage spa, swimming pool, unique comfortable residence, perfect location, quiet, traditional, excellent accommodation, relaxed atmosphere. Villa, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6) Villa "  …see more


24 Aug 2015

5/5

"Tremendous Vacation"

My wife and I gave ourselves a trip to Santorini for our 40th birthdays. With a four year old in tow, we weren't able to stay in any of the cliff hotels so we found Oia Sunset Villas and we didn't mis… More


16 Oct 2014

5/5

"“The brochure pictures didn't lie .....”"

We were so looking forward to staying in this villa and we were amazed how beautiful it was with great views of the sea and the sunset. The villa had everything you would want or need to make our st… More


9 Apr 2015

5/5

"Uniquely beautiful place on earth!"

We came early in the season but found OIA to be a wonderful place to explore as well as the whole island of Santorini. The views from our Villa were spectacular - a field of daisies down to a lovely l… More

See all reviews Continue

Excellent 5/5 

34 Photos

Santorini / Oia

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £200 / night

£1398 - £2645 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious villa, endless sunset view, privacy, relaxation, comfortable residence, perfect location, quiet, excellent accommodation,exceptional sea views, private outdoor heated hydromassage spa, common use swimming pool.3 Bedrooms + Convertible bed, 2 Baths, (Sleeps 6)  …see more


9 Apr 2014

5/5

"Absolutely nice"

Grate moments at a peacfull elegant house with grate suroundings. We wish to come back again soon xxx… More

See all reviews Continue

Excellent 5/5 

39 Photos

from £297 / night

£2073 - £3554 / week

View

Oia holiday villa rental

Santorini / Oia

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £297 / night

£2073 - £3554 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious villa, endless sunset view, privacy, relaxation, comfortable residence, perfect location, quiet, excellent accommodation,exceptional sea views, private outdoor heated hydromassage spa, swimming pool, beach3 Bedrooms +Convertible bed(s), 2 Baths, (Sleeps 6-8) S  …see more


20 May 2014

5/5

"Perfect vacation"

My family of four (children ages 9 and 6) stayed at Swinging Sunset Villa for 11 nights. I have nothing but the highest recommendations. Booking was simple. We had flight problems and arrived a day… More


4 Jul 2013

5/5

"Perfect Spot!"

Hi, The swinging sunset villas are amazing, the location for us was perfect, just a short walk into Oia. The villas are kept very clean, upon arrival Rebecca, the lady who looks after daily mainten… More

See all reviews Continue

Excellent 5/5 

24 Photos

Santorini / Oia

Villa / 2 Bedrooms / sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £243 / night

£1699 - £2597 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
A newly built villa complex in Oia with unique views over the most famous Greek sunset. Built right on the very edge of Oia and Santorini the complex of villas offers both the serenity and privacy for guests to relax as well as a close proximity to the c  …see more


23 Jul 2015

5/5

"Perfect location for a perfect stay in Santorini!"

Beautiful villas with private pool in Oia, the most beautiful place to watch Santorini's sunsets. The villas are just outside the center in a perfect position to enjoy relax and quietness. Refined int… More

See all reviews Continue

24 Photos

from £243 / night

£1699 - £2597 / week

View

Holiday villa rental

Santorini / Oia

Villa / 2 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £243 / night

£1699 - £2597 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A newly built villa complex in Oia with unique views over the most famous Greek sunset. Built right on the very edge of Oia and Santorini the complex of villas offers both the serenity and privacy for guests to relax as well as a close proximity to the c  …see more

24 Photos

from £191 / night

£1335 - £2074 / week

View

Holiday villa accommodation

Santorini / Oia

Villa / 2 Bedrooms / sleeps 2

1 night min stay

Add to shortlist

from £191 / night

£1335 - £2074 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
A newly built villa complex in Oia with unique views over the most famous Greek sunset. Built right on the very edge of Oia and Santorini the complex of villas offers both the serenity and privacy for guests to relax as well as a close proximity to the center of Oia wit  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page