Watersports holiday villas and apartments Santorini | Holiday Lettings

Close

View larger map

Also consider

Europe Holidays
419759 properties
Greece Holidays
16205 properties
Coastal Cottages
222 properties
Luxury Villas
2684 properties
Villas Oia
165 properties
Villas Fira
79 properties
Villas Imerovigli
68 properties
Apartments Perissa
47 properties
Megalochori
45 properties
Mesaria
37 properties
Pyrgos
36 properties
Akrotiri
26 properties
Apartments Kamari
26 properties
Villas Firostefani
22 properties
Vourvoulos
21 properties
Emporio
17 properties
Fira Firostefani
11 properties
Exo Gonia
10 properties
Emborio
7 properties
Monólithos
6 properties
Perivolos
5 properties
Karterádhos
5 properties

Santorini

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

127 Holiday homes

Filters applied: Water sports (127)

(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 £212 / night

£1102 - £2077 / week

Book View

from £212 / night

(11) 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 £195 / night

£1183 - £1861 / week

Book View

from £195 / 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 £238 / night

£1662 - £3441 / week

Book View

from £238 / night

(10) Excellent 

23

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great Apartment with Wonderful View of the Sea!” Great apartment, exactly what I was looking for in a long-term rental. Located on Monolithos Beach, with beautiful views of the sea & magnificent sunrises. Loved being here in the winter as it was quiet  …see more

from £81 / night

£403 - £784 / week

Book View

from £81 / night

(12) Excellent 

16

Holiday villa in Emborio

Santorini / Emborio

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
3 double bedrooms, 2 bathrooms, living area with dining facilities, full kitchen, roof terrace, courtyard, sea views, quiet, restored, traditional, plasma TV DVD.  …see more

from £170 / night

£1017 - £1653 / week

Book View

from £170 / 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.Ideal for wedding parties , family anf friends's reunions.  …see more

from £280 / night

£1865 - £2924 / week

Book View

from £280 / night

(6) Very Good 

22

Holiday home in Megalochori

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“Excellent accomodation in a typically Greek village” The villa is well furnished, very clean with a fully equipped kitchen. Dont forget your Cd's & Dvd's if you fancy a night in, the villa has all the multi media you need plus excellent wifi. The loc  …see more

from £81 / night

£424 - £848 / week

Book View

from £81 / night

(3) Very Good 

11

Kamari holiday home rental

Santorini / Kamari

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
The Ammos Summer House is a Santorinian house that is located at the village of Kamari only 200 meters from the organized beach. It consists of one master bedroom, a second bedroom, one bathroom with shower, a well equipped kitchen and a large living room area. It is an  …see more

from £111 / night

£772 - £1306 / week

Book View

from £111 / night

(2) Excellent 

43

Holiday home in Emporio

Santorini / Emporio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Shades of White is a newly constructed , traditional complex of apartments located in the Village of Emporio.Fira the capital of Santorini is 7 klm away and the famous black beaches of Perivolos & Perissa are only 2 klm.The complex of Shades of White overl  …see more

from £106 / night

£742 - £1272 / week

Book View

from £106 / 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

Enquire View

from £125 / 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 £39 / night

£267 - £1009 / week

Book View

from £39 / 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 £39 / night

£267 - £1009 / week

Book View

from £39 / night

(2) Excellent 

11

Holiday home in Emborio

Santorini / Emborio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Nestled at the peaceful medieval village of Emporio, Mesana stone houses occupy a beautiful spot at the foot of the rocky hill, which leads to the castle “Kasteli” that dates back the 13th century. These unique authentic stone houses were constructed from local mate  …see more

from £98 / night

£683 - £801 / week

Book View

from £98 / night

(2) Excellent 

25

Holiday villa in Megalochori

Santorini / Megalochori

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Air conditioning
Nereids private villa is located in Megalochori Santorini. Nereids is a 300 years old canava cave houses complex restored by the Nomicos family and named after the goddesses of the sea. Three houses Meliti, Alia and Nimertis (located in the lower terrace of the complex)  …see more

from £170 / night

£1780 - £3204 / week

Book View

from £170 / night

51

Holiday studio in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
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 4 single beds- or we can make the 2 singles one double (on request)  …see more

from £39 / night

£267 - £1009 / week

Book View

from £39 / 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.Here you can find a quiet,safe and  …see more

from £39 / night

£267 - £861 / week

Book View

from £39 / 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 providedcar and  …see more

from £175 / night

£895 - £1895 / week

Enquire View

from £175 / night

(6) Excellent 

23

Holiday home in Pyrgos

Santorini / Pyrgos

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“A superb villa in a wonderful location with breathtaking views” A beautifully fitted out traditional villa with wonderful panoramic views across the island and the sea. Sunsets to die for! Comfortable, cool and spacious. Would highly recommend. Well l  …see more

from £112 / night

£782 - £1307 / week

Book View

from £112 / 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.The outdoor area of Villa Aura i  …see more

from £2119 / night

£14831 / week

Book View

from £2119 / night

23

Holiday home with swimming pool in Megalochori

Santorini / Megalochori

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Air conditioning
Vigneti Luxury Villa is located in the picturesque village of Megalochori Santorini. It is a 2 story traditional Cycladic building renovated in 2016 and it has a beautiful view of the vineyards, the Megalochori caldera, the ancient windmills of Emporeio, the villages of  …see more

from £255 / night

£1780 / week

Book View

from £255 / 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 £373 / night

£3814 / week

Book View

from £373 / night

(1) Very Good 

18

Holiday studio in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
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  …see more

from £39 / night

£267 - £1009 / week

Book View

from £39 / night

23

Mesaria holiday villa rental

Santorini / Mesaria

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
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 £136 / night

£950 / week

Book View

from £136 / night

32

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 £39 / night

£267 - £1009 / week

Book View

from £39 / night

(3) Excellent 

33

Fira holiday villa rental

Santorini / Fira

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Ask owner if suitable for children
Our service is discreet, with an excellent concierge on hand to offer personalized service.  …see more

from £721 / night

£5043 / week

Book View

from £721 / 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 £272 / night

£1865 - £2755 / week

Book View

from £272 / night

(9) Average 

24

Fira Firostefani holiday home rental

Santorini / Fira Firostefani

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
“Best of Both Views” Odysseys House was perfect! The location was fabulous! You have all you need just a short walk from the house. From the house you have a view of one side of the island, walk across the street and you have the beautiful view of the  …see more

from £43 / night

£162 - £746 / week

Book View

from £43 / 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 £39 / night

£267 - £1009 / week

Book View

from £39 / night

(4) Excellent 

67

Villa rental in Fira Firostefani

Santorini / Fira Firostefani

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Morfes Private Residence is for couples only or for a small family.  …see more

from £348 / night

£2433 / week

Book View

from £348 / night

(29) Excellent 

27

Holiday home in Megalochori

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“memorable holidays” Very nice stay. The whole village is one of the most picturesque villages in the Greek islands, where all the houses – most of them recently renovated with colorful Cycladic style gardens - are set amphitheatrically around the cen  …see more

from £255 / night

£1780 / week

Book View

from £255 / night

(3) Excellent 

17

Holiday home in Fira

Santorini / Fira

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Air conditioning
“Amazing villa with stunning views” The villa is beautiful and has stunning views out over the sea. Location is quiet and only a short walk into the main part of Fira (although this is up hill and along a fairly busy road!). High quality facilities and  …see more

from £128 / night

£763 / week

Book View

from £128 / 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.Here you can find a quiet,safe and  …see more

from £39 / night

£267 - £801 / week

Book View

from £39 / night

(2) Excellent 

56

Holiday villa with golf nearby in Fira

Santorini / Fira

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
Iokasti private villa nestled at the heart of the city center in Fira opens her doors for the first time beginning of January 2016. The name “Iokasti” derives from the ancient Greek times and represents something beautifully decorated. Iokasti is a fully renovated  …see more

from £145 / night

£1009 / week

Book View

from £145 / 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.Here you can find a quiet,safe and  …see more

from £39 / night

£267 - £1009 / week

Book View

from £39 / night

21

Holiday home with swimming pool in Monólithos

Santorini / Monólithos

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful house near the beach with large, private, swimming pool and garden.Ideal for family and friend reunions.The houses are ideal for wedding parties-we had already a few, as read in the reviews.  …see more

from £153 / night

£1009 - £2365 / week

Book View

from £153 / night

(18) Excellent 

26

Megalochori holiday villa rental

Santorini / Megalochori

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
Private, peaceful locationConvenient access to all parts of islandSeparate, suite sleeps 2Airport/port transfers 24 hours3 large terraces: Main, Pool and Roof TerraceDouble barbecue and dining space for 12 on Main Terraceparking for 3 carsAir conditioned  …see more

from £370 / night

£1995 - £5500 / week

Enquire View

from £370 / night

(1) Excellent 

24

Holiday villa letting

Santorini / Imerovigli

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Kisiris Villa located in Imerovigli Village.Away from the crowd and yet, so close to town ( 2km ) , it is a cool heaven of relaxation in one of Greece's most vibrant islands. It makes the perfect base to explore the nearby tourist attractions of the island.Villa Kisiri  …see more

from £339 / night

£2367 - £4212 / week

Book View

from £339 / night

(5) Very Good 

23

Holiday villa in Akrotiri

Santorini / Akrotiri

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Nestked in Akrotiri, the split-level Zen Villa features a private pool and a sun terrace with panoramic views over the Aegean Sea, the Caldera and the Volcano. The Cycladic-style villa offers free WiFi throughout and includes a room with fitness equipment. Fitted with  …see more

from £323 / night

£2373 - £3560 / week

Book View

from £323 / night

27

Holiday apartment in Emporio

Santorini / Emporio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Shades of White is a newly constructed , traditional complex of apartments located in the Village of Emporio.Fira the capital of Santorini is 7 klm away and the famous black beaches of Perivolos & Perissa are only 2 klm.The complex of Shades of White overl  …see more

from £85 / night

£653 - £1039 / week

Book View

from £85 / night

(4) Excellent 

14

Holiday cave house accommodation

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Car not necessary
Luxury living, Jacuzzi, Stunning views in Caldera Oia, sea, volcano, privacy, balcony, amenities, hot tubWe give attention to the details and love to honor our guests by providing personalized hosting!  …see more

from £272 / night

£1899 - £4272 / week

Book View

from £272 / night

Top Destination reviews

Raki Cave
Fabulous

This cave house was amazing. It is only a few minutes walk from the main square in Fira with all of its bars and restaurants. The cave is an ideal base for getting around the island - the main bus station is less than 5 minutes walk so getting to a … see more
Rodothea on the Beach- Santorini-Monolithos
Great Apartment with Wonderful View of the Sea!

Great apartment, exactly what I was looking for in a long-term rental. Located on Monolithos Beach, with beautiful views of the sea & magnificent sunrises. Loved being here in the winter as it was quiet, though the buses only run three times a day. L … see more
Adams on the Beach, Santorini, Monolithos
Lovely apartment - recommended

We spent a week in this lovely apartment. It was beautifully clean and comfortable. We loved the view over the sea and spent many mornings and evenings relaxing there. … see more
Fava Eco Residences - Helios Suite
Most Beautiful Villa with an amazing view

We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, local shops and even bus stops. I would defi … see more
Fava Eco Residences - Helios Suite
Most Beautiful Villa with an amazing view

We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, local shops and even bus stops. I would defi … see more
ANEMOLIA VILLA
High quality accommodation on the lovely island of Santorini

This house suited us very well. Everything was perfect. Location - walking distance to bars, restaurants and shops. Centrally located for visiting the sites of Santorini recommended by Spyridoula. Cleanliness - perfect; just like your own house … see more