Villas with a pool Santorini | Apartments to rent with swimming facilities | Holiday Lettings

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Santorini

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239 Holiday homes

Filters applied: Swimming pool (240)

Travellers going to Santorini are booking June dates now. Secure your holiday home today and have the perfect trip.

(14) Excellent 

20

Holiday villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Fantastic villa in the village of Exogonia, private pool, sun terraces, sunrise views to the beach resort of Kamari and the island of Anafi, 2 double bedrooms both en suite, sleeps 6 (sofa bed in lounge), all new furniture and features.  …see more

from £220 / night

£1141 - £2150 / week

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from £220 / night

(28) Excellent 

24

Exo Gonia holiday villa rental

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Located in the peaceful residential village of Exo Gonia, Cavern House Helios is ideally located for exploring Santorini with the beaches of Kamari and the island's capital Fira both within just 15 minutes' drive. The award-winning taverna Metaximas is just a  …see more

from £125 / night

£695 - £1495 / week

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from £125 / night

(43) Excellent 

24

Villa rental in Fira

Santorini / Fira

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“One of the best rentals we ever stay in.” This rental was in a great location.It had breath taking views.Every morning we just would go out and sit on one of our many patios.Memo and Joanna was like family to us we hated to leave them,We would just si  …see more

from £246 / night

£1720 - £3562 / week

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from £246 / night

5

Holiday villa in Fira

Santorini / Fira

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Inspired by the black volcanic nature and infused with traditional Cycladic architecture, the Day Dream Luxury Suites are the perfect combination of minimal design, true style and pure luxury. Pamper yourself in one of its infinity pools or Jacuzzis and gaze at the hori  …see more

from £479 / night

£3347 / week

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from £479 / night

27

Holiday home with shared pool in Perivolos

Santorini / Perivolos

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
A beautiful semi-detached house-apartment, constructed with high standard materials and stone, offers an ideal environment for couple, families and/or groupf of friends that aim to enjoy summer holidays in a peace and quiet environment only 300 meters from the famous bl  …see more

from £119 / night

£829 - £952 / week

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from £119 / night

38

Holiday villa with swimming pool in Exo Gialos Thias

Fira / Exo Gialos Thias

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Sienna Resort offers the perfect setting for a relaxing holiday to be with friends or family. The Villas are located in Exo gialos, in a private and quiet area (2km from the centre of Fira), close to the beaches and local attractions. Each villa at Sienna Resort off  …see more

from £386 / night

£3948 / week

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from £386 / night

(25) Excellent 

13

Holiday villa in Fira

Santorini / Fira

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
If you want to enjoy the tranquility and breathtaking views offered by the caldera, without leaving the center and the market of Fira you're in the right spot.Serenity Suites in Santorini is a small cluster of elegant suites, located between the capital of  …see more

from £281 / night

£1930 - £2851 / week

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from £281 / night

30

Holiday studio with shared pool in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The main advantage is the location due to the easy access on the beach, shops, beach bars, 24 hours open supermarkets and since Kamari is well connected bus with Fira town (every 15minutes) and the rest of the island. The bus service is very frequent.  …see more

from £40 / night

£277 - £1044 / week

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from £40 / night

(35) Excellent 

25

Villa rental in Exo Gonia with swimming pool

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
3 double bedrooms, 2 bathrooms, spa pool, full kitchen, sun terrace, courtyard, sea views, airport transfers 24 hours per day, convenient access to all parts of the island, air con, free wifi, linen, beach and bath towels supplied, local information pack provided<br  …see more

from £175 / night

£895 - £1895 / week

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from £175 / night

(3) Excellent 

19

Home rental in Monólithos with swimming pool

Santorini / Monólithos

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful house with character, big private pool, 100m. from the beach.<br />Ideal for wedding parties , family anf friends's reunions.  …see more

from £290 / night

£1930 - £3027 / week

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from £290 / night

22

Studio rental in Kamari with shared pool

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Studio is located at the eastern part of the island, at the Village Kamari.The amazing beach of Kamari is only 30 meters from the studios. The welcoming and comfortable studio it is 25sq meters with 3 single beds- or we can make the 2 singles one double(flexible)-  …see more

from £40 / night

£277 - £1044 / week

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from £40 / night

7

Holiday villa in Fira

Santorini / Fira

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Inspired by the black volcanic nature and infused with traditional Cycladic architecture, the Day Dream Luxury Suites are the perfect combination of minimal design, true style and pure luxury. Pamper yourself in one of its infinity pools or Jacuzzis and gaze at the hori  …see more

from £136 / night

£952 / week

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from £136 / night

38

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The main advantage is the location due to the easy access on the beach, shops, beach bars, 24 hours open supermarkets and since Kamari is well connected bus with Fira town (every 15minutes) and the rest of the island. The bus service is very frequent  …see more

from £40 / night

£277 - £1044 / week

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from £40 / night

(1) Excellent 

20

Holiday home with shared pool in Mesaria

Santorini / Mesaria

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly
Featuring an outdoor pool and sun terrace, Santorini Traditional Suites offers pet-friendly accommodation in the traditional village of Vothonas. The scenic Kamari beach is located within 3.5 km of the property. Free Wifi is available throughout. Each unit opens to a te  …see more

from £88 / night

£615 / week

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from £88 / night

(1) Excellent 

15

Holiday villa with swimming pool in Emborio

Santorini / Emborio

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
insolito villa santorinivilla in santoriniprivate villa with swimming pool santoriniaccommodation in Santorini<br />houskeeping service is every 3 days, included linen and towels change  …see more

from £185 / night

£1290 / week

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from £185 / night

31

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The studio is only 30 meters away from the black sand Kamari beach with crystal clear deep blue water.The main advantage is the location due to the easy access on the shops, beach bars, 24h market and well connected bus with Fira town.<br />Here you can find a qui  …see more

from £40 / night

£277 - £1044 / week

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from £40 / night

26

Kamari holiday studio rental

Santorini / Kamari

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The studio is only 30 meters away from the black sand Kamari beach with crystal clear deep blue water.The main advantage is the location due to the easy access on the shops, beach bars, 24h market and well connected bus with Fira town.<br />Here you can find a qui  …see more

from £40 / night

£277 - £829 / week

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from £40 / night

(12) Excellent 

23

Holiday villa in Megalochori

Santorini / Megalochori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“The perfect retreat, private but not isolated, in a traditional Greek village.” Lovely villa with modern kitchen & bathrooms. The villa is secluded but not isolated with tavernas within a few steps. A lovely bakery is situated at the top of the lane.  …see more

from £202 / night

£1224 - £1926 / week

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from £202 / night

(1) Excellent 

15

Perissa holiday studio rental

Santorini / Perissa

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
The villas are uniquely located in a large green garden full of palm trees and flowers. Waking up you will enjoy the tweets of the birds, and the serenity of the space. Even in the busiest months, the location is peaceful and serene. Ideal to travellers seeking rest.<  …see more

from £47 / night

£326 - £449 / week

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from £47 / night

35

Kamari holiday studio rental

Santorini / Kamari

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
The studio is only 30 meters away from the black sand Kamari beach with crystal clear deep blue water.The main advantage is the location due to the easy access on the shops, beach bars, 24h market and well connected bus with Fira town.<br />Here you can find a qui  …see more

from £40 / night

£277 - £891 / week

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from £40 / night

(2) Excellent 

15

Villa rental in Fira with indoor pool

Santorini / Fira

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spectacular Villa with excellent service staff !!” My wife and I visited Day Dream Villas with family & friends for holiday. We truly enjoyed the beautiful and romantic suites, and the superior service provided by Stefanos, Aria and Elianna surpassed  …see more

from £439 / night

£3071 / week

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from £439 / night

(5) Excellent 

14

Imerovigli holiday studio rental

Santorini / Imerovigli

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
“best views and location on Santorini” I traveled to Santorini with a group of friends last summer and we all stayed at Hara's Houses. There is nothing like waking up in the morning to the beautiful site of the Aegean outside your room. The view cann  …see more

from £141 / night

£983 / week

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from £141 / night

(1) Excellent 

16

Holiday b&b rental

Santorini / Perissa

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Hosts Zoi Metaxa and John Lutfey specialize in unique, relaxing, comfortable accommodations with a personal touch, and are committed to making your stay a memory that you will cherish forever.<br />SPICY BEACH APARTMENTS is a cozy complex of 7 apartments that is c  …see more

from £44 / night

£527 - £790 / week

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from £44 / night

(1) Excellent 

23

Holiday studio with shared pool in Perissa

Santorini / Perissa

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A beautifuly decorated studio located in a large green oasis, only 5min walk away from the beautiful black beach of Perissa Santorini. Spacious for 2 people, features a kitchenette with all equipment to cook and shared pool at the garden. You will enjoy the serenity of  …see more

from £47 / night

£326 / week

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from £47 / night

(5) Very Good 

23

Holiday studio with shared pool in Imerovigli

Santorini / Imerovigli

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
“Absolutely beautiful!” This was an amazing rental with one of the most spectacular views I have ever seen. Really good value for money and within 15 minute walking distance to town. Great local bakery around the corner too, selling delicious Greek pas  …see more

from £141 / night

£983 / week

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from £141 / night

(10) Excellent 

14

Holiday villa with swimming pool in Pyrgos

Santorini / Pyrgos

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly
Villa Deus is a Magnificent Traditional Cave House, built a century ago,situated in a spectacular location., (below the village of Pyrgos,in the quiet,residential area of Exo Gonia, officially designated by the E.U. as a "Protected Traditional Settlement".).  …see more

from £606 / night

£4123 / week

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from £606 / night

26

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A Villa ideal for those who seeking privacy and tranquility. Our neighborhood is quiet and unspoiled but close to the center of the island and its traditional village. The Villa is located high on a cliff at Vourvoulos village, with a stunning view of the Aegean, away f  …see more

from £176 / night

£1053 - £1755 / week

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from £176 / night

(19) Excellent 

25

Holiday villa rental

Santorini / Mesaria

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A Cycladic Villa in Santorini island Aleria Villa in Santorini island consists various blue tones combined with traditional cycladic elements, along with the venetian influence in its minimal modern and authentic traditional style, are perspectives designed for the di  …see more

from £264 / night

£1843 / week

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from £264 / night

(1) Excellent 

27

Holiday villa with swimming pool in Emporio

Santorini / Emporio

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The most unique and life-changing vacation experience awaits you! Located in one of the largests settlements in Santorini, Emporio, this Traditional Residence has it’s own donkey and chicken farms for you tend to! This four bedroom estate is ideal for a large fam  …see more

from £403 / night

£2678 - £5738 / week

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from £403 / night

14

Holiday villa with swimming pool in Mesaria

Santorini / Mesaria

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Drops of Hospitality Heaven! Three brand new, luxurious villas built like they dropped down from heaven! Welcome to Drops Villas, in the picturesque village of Vothonas in Santorini. In a serene location, in the heart of the island, surrounded by windmills and with sea  …see more

from £158 / night

£1106 / week

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from £158 / night

(7) Excellent 

24

Holiday guest house with swimming pool in Perissa

Santorini / Perissa

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent property, excellent service, breathtaking views!” This is an excellent property in one of the most beautiful islands in Greece. Very clean and well-equiped rooms, great decoration, breathtaking views, great hospitality of the owner Nichola  …see more

from £571 / night

£3992 - £5527 / week

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from £571 / night

7

Holiday villa rental

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Glafki Ambassador Villa is a gorgeous villa of  …see more

from £272 / night

£1904 / week

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from £272 / night

(2) Excellent 

22

Holiday villa rental

Santorini / Imerovigli

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Heart of Santorini … Passion, lust love and desire… Tempt to glance at White Sky villa. Get a taste of what it feels like to come and slide into blue sky dreams in a place of myth and legend, there where the sea meets the sky and getting away from it all,  …see more

from £176 / night

£1053 - £4737 / week

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from £176 / night

15

Holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
The Studio is located at the eastern part of the island, at the Village Kamari.The amazing beach of Kamari is only 30 meters from the studio.The welcoming and comfortable studio is 25sq meters with 4 single beds.Is clean and bright equipped with everything you need to s  …see more

from £40 / night

£277 - £1044 / week

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from £40 / night

(3) Excellent 

44

Home rental in Mesaria with swimming pool

Santorini / Mesaria

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Zafira Residence welcomes you in a unsurpassed combination of Nature beauty, Cycladic minimalism and ultra-modern design. This-one-of-a-kind villa was built in 2016 and offers the opportunity to encounter the experience of ‘’Santorini Island’’ in  …see more

from £220 / night

£1536 / week

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from £220 / night

14

Villa rental in Vlychada with swimming pool

Santorini / Vlychada

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Aleva is in a distance of just 2 km from the fishing village of Bali where all the amenities can be found such as beautiful bays and sandy beaches. The town of Rethymno is 32 km. and the distance of the villa from Heraklion International airport is just 55 km.  …see more

from £308 / night

£2150 / week

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from £308 / night

16

Holiday villa with swimming pool in Fira Firostefani

Santorini / Fira Firostefani

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
Large windows at the entrance allow the light to reach deep inside the rooms. The villa interior consists of three spacious bedrooms, three bathrooms, a comfy living room and a fully-equipped kitchen and can accommodate up to six persons.<br />The outdoor area of  …see more

from £2193 / night

£15351 / week

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from £2193 / night

24

Holiday villa in Akrotiri

Santorini / Akrotiri

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
On this land, blessed by the gods, Akrotiri Private Residence is an architectural jewel perched on the hills of Akrotiri. The villa’s aesthetics harmoniously combine the island’s ancient history with modern demand for luxury and comfort. Built in an area of  …see more

from £2193 / night

£15351 - £35615 / week

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from £2193 / night

(1) Excellent 

7

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly
Please note that all bed linen and towels are provided for you.Maid cleaning service is provided on a daily basis.Change of linen twice per week.There is a laundry service available, please ask the owners if you wish to use this at all.  …see more

from £237 / night

£1658 / week

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from £237 / night

(9) Excellent 

24

Villa rental in Fira Firostefani with swimming pool

Santorini / Fira Firostefani

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Exceptional. The service and accomodations exceeded our expectations in every way!” The SeaHorse was everything we expected and more. The staff was wonderful!! They catered to our every need in a pleasant,efficient way making us feel so welcome. Th  …see more

from £1667 / night

£11667 / week

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from £1667 / night