Vacation Rentals with Pool in Santorini

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Filtering by: Swimming pool

340 vacation rentals

(2) Very Good 

40

Courtyard of the Stars Villa, renovated 19th c winery

Santorini / Emporio

Emporio villa

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child Friendly

Price per night from

$398

Price per night from

$398

(20) Excellent 

32

ANTELMI VILLA CALDERA FIROSTEFANI

Santorini / Firostefani

Firostefani villa

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$909

Price per night from

$909

10

HELIOS EXCLUSIVE POOL VILLA

Santorini / Oia

Oia villa

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$851

Price per night from

$851

(6) Excellent 

37

VERY SPACIOUS - View - cave house for 6 people - jacuzzi - 3bdr: Spiti Barbara

Santorini / Firostefani

Firostefani house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 24 mi
  • Swimming pool

Price per night from

$534

Price per night from

$534

40

Ramni House with Pool and Beach by Thireon

Santorini / Oia

Oia villa

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$1,080

Price per night from

$1,080

(32) Excellent 

28

LOCATION LOCATION LOCATION-PRIVATE POOL with views to INFINITY- House/Villa

Santorini / Imerovigli

Imerovigli villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly
“Awesome, Beautiful - Villa Santorini” Our family stayed at Villa Santorini for a week in august 2013. Before our arrival the owners communicated with detail what to expect, things to see and even helped us with travel information for our stop-over in
…see more

Price per night from

$625

Responds fast!
avg. 3 hours 49 minutes

Price per night from

$625

(16) Very Good 

21

Rodakas Hotel, Family Friendly Rent, 12 guests occupancy .

Santorini / Akrotiri

Akrotiri hotel apartment

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“An amazing weekend with an amazing host!” The service was amazing! Maria took such good care of us. As a piece of advice always take her advice, she could have gotten us a rental car for 50 euro, but we ended up trying to do it on our own and it cost
…see more

Price per night from

$177

Price per night from

$177

(7) Excellent 

23

Holiday Villa in Fira, Santorini

Santorini / Fira

Fira villa

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$443

Responds fast!
avg. 2 hours 15 minutes

Price per night from

$443

12

The Sun Suite

Santorini / Vlichada

Vlichada house

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$69

Responds fast!
avg. 3 hours 29 minutes

Price per night from

$69

27

Red Cliff Villa

Santorini / Akrotiri

Akrotiri villa

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

Price per night from

$637

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$637

(2) Excellent 

23

Ammos Oia Mansion

Santorini / Oia

Oia villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$623

Price per night from

$623

(7) Excellent 

24

BLUEDOME CAVEHOUSE OIA SANTORINI

Santorini / Oia

Oia villa

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$727

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$727

(13) Very Good 

46

Luxury Villa at Oia with amazing view and pool

Santorini / Oia

Oia villa

3 9 3 nights min

  • 3 bedrooms
  • sleeps 9
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Discover this Jewel” After sailing around the Greek Islands on a charter we decided on a land holiday in the beautiful Oia. We are a group of 2 familes 8 persons from the moment our host met us at our transport everything we done to settle us into o
…see more

Price per night from

$657

Price per night from

$657

(6) Excellent 

9

Felicity Villas - Victoria

Santorini / Kamari

Kamari villa

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$398

Price per night from

$398

9

Livas Villa (1 bedroom), sea view, private pool & free car rental

Cyclades / Santorini

Santorini villa

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool

Price per night from

$227

Price per night from

$227

(14) Very Good 

42

ABELOMILOS EXCLUSIVE VILLA

Santorini / Imerovigli

Imerovigli villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$182

Price per night from

$182

(2) Excellent 

25

Eolia Villas Superior Villa The Sensation Of An

Santorini / Pyrgos

Pyrgos villa

4 11 3 nights min

  • 4 bedrooms
  • sleeps 11
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$624

Price per night from

$624

11

Double room with pool

Santorini / Perissa

Perissa room

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Car not necessary

Price per night from

$57

Price per night from

$57

31

Guest House Zephyros

Santorini / Fira

Fira villa

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$264

Price per night from

$264

(7) Excellent 

19

Hector Cave house

Santorini / Oia

Oia cave house

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$455

Price per night from

$455

(3) Average 

18

Double room with pool

Santorini / Perissa

Perissa room

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$57

Price per night from

$57

(42) Excellent 

71

Mansion Sophia in Santorini- Car & Private Transfer included

Santorini / Megalochori

Megalochori villa

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
“Perfect Spot!” Mansion Sophia is not just well-appointed; it is elegant and at the perfect spot in Santorini. Located so close to the best beaches of the island and all the beautiful attractions like the excavations of akrotiri, yet enjoyably quiet aw
…see more

Price per night from

$292

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$292

23

Guest House Livas

Santorini / Vourvoulos

Vourvoulos villa

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$298

Price per night from

$298

(2) Very Good 

14

Family friendly , Boutique hotel , in Santorini

Santorini / Akrotiri

Akrotiri hotel apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$89

Price per night from

$89

(8) Excellent 

30

White Cave Private Villa

Santorini / Pyrgos

Pyrgos villa

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$398

Price per night from

$398

48

Winery Villa

Santorini / Finikia

Finikia villa

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$343

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$343

(1) Excellent 

13

Timedrops Santorini Byzantine Villa

Santorini / Emporio

Emporio villa

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$171

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$171

(2) Excellent 

35

By the Mill, Caldera, Oia - private, spacious, sunset and volcano views

Santorini / Oia

Oia villa

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$658

Price per night from

$658

(8) Excellent 

26

270 Oia's View House III, private swimming pool, Sunset view

Santorini / Oia

Oia villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$489

Price per night from

$489

(2) Excellent 

12

Santorini Villa The Birds Apartments for 5 with Free Car

Santorini / Perissa

Perissa apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$137

Price per night from

$137

(6) Excellent 

21

Tramountana Villa (3 bedrooms), sea view, private pool, and free car rental

Santorini / Vourvoulos

Vourvoulos villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool

Price per night from

$591

Price per night from

$591

(7) Excellent 

70

Eos Santorini villa with private pool

Santorini / Imerovigli

Imerovigli villa

9 20 min stay varies

  • 9 bedrooms
  • sleeps 20
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly
“Excellent place and great hosts” A very nice place to stay and great view of the Airport side of Santorini. The breakfast was located at the main hotel around 5 minutes away but was good food. The owners were very helpful with any questions about thi
…see more

Price per night from

$1,027

Price per night from

$1,027

24

Mansion Sophia

Santorini / Megalochori

Megalochori house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$336

Price per night from

$336

24

Timedrops Santorini Pirate Luxury Villa

Santorini / Emporio

Emporio villa

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Ask about pets

Price per night from

$159

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$159

16

Villa Happiness Drops

Santorini / Vothonas

Vothonas villa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

Price per night from

$159

Price per night from

$159

(7) Excellent 

30

270 Oia's View Cavehouse VII private swimming pool, sunset view

Santorini / Oia

Oia villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$284

Price per night from

$284

17

Windmill Villas - Master Blue Windmill

Santorini / Imerovigli

Imerovigli villa

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$341

Price per night from

$341

(2) Excellent 

12

Romantic Villa Expansive View - Car included

Santorini / Mesaria

Mesaria villa

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$387

Price per night from

$387