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8,612 Vacation rentals

Filters applied: Private pool

(6) Excellent 

38

Vacation villa in Italy

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 98 mi
  • Swimming pool
  • Child friendly
This fabulous 5 Bedroom - 5 Bathroom Villa dates back to the XVIIIth century and lies on the hill of "Poggio Imperiale", one of the most exclusive residential areas of the city of Florence. Being only one mile away from Porta Romana square, a renowned "gate" into the …see more

from $563 / night

$5,176 - $6,712 / week

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from $563 / night

(4) Excellent 

39

Vacation home rental

Fivizzano / Pieve San Paolo

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Private garden
Our large detached family villa is set in the heart of the idyllic Tuscan hamlet of Po, situated high in the hills just outside Fivizzano. With breathtaking views across the mountains it is the perfect location to relax away from it all. The newly renovated villa comp …see more

from $237 / night

$1,653 - $1,749 / week

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from $237 / night

(1) Excellent 

31

Vacation farmhouse rental

Castellammare del Golfo / Scopello

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Interior 6-room house 280 m2 on 2 levels, on the ground floor: large living/dining room with open fireplace and TV, exit to the garden. 1 double bedroom with open fireplace and bath/bidet/WC, exit to the garden. 1 room with 2 beds. Kitchen (oven). Sep. WC. Upper floor: …see more

from $171 / night

$1,138 - $2,986 / week

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from $171 / night

(9) Excellent 

33

Home rental in Italy with swimming pool

Province of Imperia / Apricale

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
Perched on the upper ridge of the charming hill town of Apricale, this villa has been fully restored and equipped for the ideal Mediterranean holiday. With breathtaking poolside views of the Val Nervia and surrounding villages, the villa offers high quality living with …see more

from $286 / night

$2,003 / week

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from $286 / night

(13) Excellent 

10

Vacation townhouse with swimming pool in Italy

Province of Siena / Sovicille

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
The farm, in the organic farm, is located in San Giusto a Balli in the heart of Montagnola, a hilly area west of the city of Siena in Tuscany, wooded and full of springs, and for its historic natural features and art is a Site of Community Interest. The farm is in an ex …see more

from $126 / night

$881 / week

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Responds fast!
avg. 3 hours 55 minutes

from $126 / night

(1) Excellent 

33

Italy Vacation villa rental

Province of Florence / Florence

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This wonderful recently renovated 4BR/3.5BA villa sits on top of a hill and is part of a 20 hectares biological farm, immersed in the most beautiful typical Tuscan landscape. A luxury private swimming pool as well as a private lake and the most amazing direct views on …see more

from $588 / night

$4,926 - $5,447 / week

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from $588 / night

(3) Excellent 

27

Vacation home in Italy

Province of Arezzo / Anghiari

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the …see more

from $216 / night

$2,380 / week

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from $216 / night

(1) Excellent 

35

Vacation villa with swimming pool in Italy

Loro Ciuffenna / Malva

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to the historic R …see more

from $195 / night

$1,373 - $2,689 / week

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from $195 / night

(31) Excellent 

19

Vacation villa rental

Cefalu / Sant'Ambrogio

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
This three bedroom villa is situated in Sant'Ambrogio, near Cefalu on the northern coast of Sicily. With a private swimming pool, sundeck and spectacular panoramic sea views, this is a truly breathtaking holiday location. The mature gardens, packed with palm trees, offe …see more

from $115 / night

$801 - $3,158 / week

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from $115 / night

(5) Excellent 

25

Vacation villa in Italy

Province of Teramo / Atri

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Modern, spacious villa, with magnificent, open views of the Gran Sasso and Maiella mountain ranges, close by, rolling hills, plus a distant view of the Adriatic sea. The accommodation is all on one level, with 3 large bedrooms, one of which has an en-suite bathroom, …see more

from $169 / night

$1,178 - $2,067 / week

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from $169 / night

(3) Excellent 

21

Home rental in Italy with swimming pool

Province of Terni / Giove

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 78 mi
  • Swimming pool
  • Child friendly
The property lies on the outskirts of the small town of Giove. It offers some very good walks locally and there are bicycles available at the house to use. It lies 1 km from the village of Giove (5 minutes by car or a 15-minute walk), there are different facilities avai …see more

from $172 / night

$1,145 - $1,431 / week

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from $172 / night

(6) Very Good 

25

Villa rental in Italy with swimming pool

Province of Verona / Torri del Benaco

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Big villa in a very green residential area, on two floors, 270 sqm, furthermore 2 wonderful panoramic terraces and a cellar. Silent, unforgettable view, surrounded by its garden full of trees. Ground floor: 3 double bedrooms, 1 single room, 2 bathrooms, large kitchen, …see more

from $391 / night

$2,735 - $5,092 / week

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from $391 / night

(16) Excellent 

29

Home rental in Italy with swimming pool

Ostuni / Casalini

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The ideal location for your stay in the stunningly beautiful Ostuni region. The charming and ancient trullo is the integral and heart of this 3 bedroom villa which has its of your own private swimming pool set in its own private garden! You are only 5 min from the city …see more

from $128 / night

$893 / week

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Responds fast!
avg. 32 minutes

from $128 / night

(7) Excellent 

28

Abruzzo Vacation villa rental

Province of Pescara / Moscufo

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool
Lovingly restored and built by a local architect and artisans, the Villa has many original features typical of the region whilst at the same time every effort has been made to provide all modern home comforts with the added advantage of both air conditioning and central …see more

from $219 / night

$1,531 - $2,296 / week

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from $219 / night

(29) Very Good 

Certificate of Excellence

26

Italy Vacation home rental

Province of Naples / Pompeii

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Independent Dependence composed by KITCHEN - BATHROOM - BEDROOM - PRIVATE POOL - PRIVATE JACUZZI - PRIVATE PARKING. The accommodation is very close to the city center and all the tourist attractions that Pompeii can offer you (see in picture all the useful distances to …see more

Certificate of Excellence

from $58 / night

$401 - $521 / week

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Responds fast!
avg. 1 hour 31 minutes

from $58 / night

(7) Excellent 

30

Italy Vacation villa rental

Province of Perugia / Citta di Castello

6 15 min stay varies

  • 6 bedrooms
  • sleeps 15
  • min stay varies
  • Nearest beach 200 mi
  • Swimming pool
  • Child friendly
Sterlinghe is an ideal destination for two or more families wanting their own exclusive villa, but don't want to live on top of each other. There are three double beds in the main Villa with a further three bedrooms in the neighbouring self contained Villetta. Sitti …see more

from $211 / night

$1,314 - $5,063 / week

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from $211 / night

(45) Excellent 

Certificate of Excellence

22

Vacation villa in Puglia

Province of Lecce / Cutrofiano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Free air-conditioning and wi-fi, a family-sized kitchen with dishwasher, a second bedroom with convertible king-sized bed or two singles, and a completely private pool (June-September) - 'Casa della Mora' is a beautifully restored villa set in the heart of the Salento c …see more

Certificate of Excellence

from $22 / night

$160 - $1,310 / week

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Responds fast!
avg. 1 hour 35 minutes

from $22 / night

(1) Excellent 

36

Vacation home in Italy

Sinalunga / Rigomagno

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Hilly and panoramic position. Portion of an ancient farmhouse on the hills that dominate the picturesque medieval village of Rigomagno and much of the broad valley of the Chiana. In this area, the hills are covered for most of olive trees, interrupted here and there by …see more

from $107 / night

$745 / week

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from $107 / night

(11) Excellent 

26

Vacation villa with swimming pool in Italy

Muravera / Costa Rei

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A beautiful luxury Villa to rent in Sardinia, 2 miles from the best sea side in the World with the mountains all around. Tranquil yet 5 minutes drive from the shops, restaurant, "Agriturismo", Pizzerias and the Yatching Club harbour where you can hire boat or go for an …see more

from $381 / night

$2,661 - $4,441 / week

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avg. 2 hours 34 minutes

from $381 / night

(1) Excellent 

19

Vacation villa with swimming pool in Italy

Province of Siena / Cetona

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The Pollaiolo Palace is a XVI century building that occupies a dominant position in Cetona and the Chiana Valley. It is located at a height of about 350 meters above sea level, in an approximately 18-hectare estate surrounded by olive oil products and excellent wines. I …see more

from $799 / night

$5,590 / week

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from $799 / night

33

Vacation farmhouse with swimming pool in Italy

Province of Palermo / Polizzi Generosa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This typical old Sicilian farmhouse has recently been tastefully restored to meet all your modern day needs but at the same time keeping a little of yesteryear in mind. The L shaped building faces out onto the original cobbled pavement that is shaded by the fig …see more

from $161 / night

$1,122 - $1,602 / week

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from $161 / night

(1) Excellent 

49

Italy Vacation villa rental

Province of Terni / Avigliano Umbro

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
The property lies 1 km from the village of Avigliano Umbro, 20 km south of the lovely Umbrian town of Todi, 40/50 kms from the well known cities of Spoleto/Orvieto and 110 kms northern Rome. It's a detached villa with private garden and pool, the whole property is for p …see more

from $264 / night

$1,602 - $2,575 / week

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from $264 / night

10

Vacation apartment in Italy

Province of Perugia / Saragano

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“La voliera” apartment (sleeps 2): is located in an independent building close to the wine cellars, has a living-dining room with a kitchen area, 1 bedroom with a skylight window , 1 bathroom (with shower). The apartments, inside the farm, is nestled in the quiet hills …see more

from $64 / night

$356 - $572 / week

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from $64 / night

(2) Excellent 

19

Vacation trullo with swimming pool in Italy

Province of Bari / Castellana Grotte

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
A luxurious and spacious self catering property with iconic trulli cones, a private swimming pool and WiFi set in a tranquil Puglian countryside of olive groves, fruit trees and stone walls. Restored to a very high standard and tastefully furnished to provide the creatu …see more

from $212 / night

$1,480 - $3,380 / week

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from $212 / night

(58) Excellent 

38

Italy Vacation villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside. Now restored to perfect …see more

from $458 / night

$3,204 - $5,149 / week

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Responds fast!
avg. 3 hours 35 minutes

from $458 / night

(6) Excellent 

25

Villa accommodation in Italy with swimming pool

Province of Ascoli Piceno / Carassai

4 9 1 night min

  • 4 bedrooms
  • sleeps 9
  • 1 night min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
A well furnished villa with a private swimming pool and stunning views. Peaceful and relaxing surroundings where you can while away the hours around the pool or from the beautiful terrace, eating and drinking the local produce whilst admiring the wonderful surroundings …see more

from $192 / night

$1,339 / week

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from $192 / night

17

Vacation apartment in Italy

Province of Pesaro and Urbino / Urbino

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
Nestled in the heart of Montefeltro, between Pesaro and Urbino, the Cell Country House is a family-friendly location, in close contact with nature, surrounded by an estate of 10 hectares of protected wildlife area.The apartments are equipped with every comfort, are made …see more

from $74 / night

$558 / week

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from $74 / night

(5) Excellent 

48

Vacation villa in Italy

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti region, this magnificent 9 BD - 9 BA Villa dates back to the XVII century and is part of the Nozzole wine-estate, where some of Tuscany’s most representative wines are produced. Being just 4 miles away from the picturesque villag …see more

from $975 / night

$7,394 - $16,835 / week

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from $975 / night

(14) Excellent 

36

Villa rental in Italy with swimming pool

Italian Riviera / Sarzana

4 7 7 nights min

  • 4 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
VILLA ORTENSIA Sleeps 2 to 7: 4 bedrooms, 3 bathrooms Comfortably sleeping 2 to 7 persons, this old, converted farmhouse, lies on the border between eastern Liguria and northern Tuscany, just a stone's throw from the Cinque Terre. It has been carefully restored and r …see more

from $246 / night

$1,717 - $3,410 / week

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from $246 / night

(3) Excellent 

17

Vacation home with swimming pool in Tuscany

Province of Lucca / San Ginese

4 12 1 night min

  • 4 bedrooms
  • sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Rustico è una casa terratetto, esposta al sole con giardino e piscina privati, ideale per chi cerca tranquilità e riposo. Rustico si trova a solo 10km da Lucca e 30km da Pisa, è a 5mn in macchina dall autostrada. Possibilità di fare delle passeggiate in campagna. Posto …see more

from $69 / night

$481 / week

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Responds fast!
avg. 3 hours 6 minutes

from $69 / night

(28) Excellent 

33

Vacation villa with swimming pool in Tuscany

Province of Arezzo / Poppi

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace. Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the su …see more

from $229 / night

$1,145 - $3,204 / week

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from $229 / night

(1) Excellent 

31

Vacation villa in Italy

Todi / Asproli

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Enjoy your perfect holidays in the heart of Italy. Discover amazing small restaurants and wineries, just relax yourself by the pool with view of green hills. This country villa, with private swimming pool, is located within a wonderful and exclusive borgo complex compos …see more

from $491 / night

$3,433 / week

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from $491 / night

(17) Excellent 

24

Italy Vacation apartment rental

Province of Pisa / Volterra

6 6 7 nights min

  • 6 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 35 mi
  • Swimming pool
The house sits atop a hill 230 meters above sea level. Thanks to its dominant position, allows a complete 360 ​​degree view from the metalliferous hills, the majestic Volterra, to the Apuan Alps. It 'a place very suitable for families with children or anyone who wants t …see more

from $109 / night

$761 - $1,002 / week

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from $109 / night

(37) Excellent 

25

Vacation villa with swimming pool in Sardinia

Province of Olbia-Tempio / Santa Teresa Gallura

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Villa Carina is perfect for a relaxing holiday in this beautiful part of Sardinia, with stunning views over the islands of Maddalena. Situated in a lovely private residential area enjoying the luxury of a private swimming pool (open from May until November) with views …see more

from $161 / night

$1,030 - $2,083 / week

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from $161 / night

(1) Excellent 

22

Home rental in Italy with swimming pool

Province of Arezzo / Anghiari

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A Tuscan farmhouse located 5km from the medieval town Anghiari and 10km from the Roman town Sansepolcro. The town of Anghiari is nicely situated in the heart of the Upper Tiber Valley (Alta Valtiberina). Officially listed as “Uno dei Borghi piú belli d'Italia” (one of t …see more

from $211 / night

$1,474 - $2,607 / week

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from $211 / night

(2) Excellent 

18

Puglia Vacation b&b rental

Province of Bari / Locorotondo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Set on 2 floors with 2 independent entrances, with a private veranda furnished with table and chairs. A spacious and sophisticated residence with 2 double bedrooms, 1 daybed, 2 bathrooms (one is ensuite bathroom) and kitchen. Free Wi-Fi Internet connection. Upper floor …see more

from $69 / night

$458 - $1,637 / week

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from $69 / night

14

Vacation farmhouse with swimming pool in Italy

Province of Latina / Cisterna di Latina

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The residential center consists of bright apartments on the ground floor with double entrance and porch with sitting area. Equipped with 2/3 or 4 beds are equipped with bathroom with shower, TV, free WI-FI, air conditioned, equipped kitchen and pantry stocked with the n …see more

from $75 / night

$521 / week

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Responds fast!
avg. 3 hours 50 minutes

from $75 / night

(5) Excellent 

26

Home rental in Italy with swimming pool

Arezzo / Capolona

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
cottage newly renovated in open countryside surrounded by olive groves 2 steps from Arezzo and the Casentino, the house has a large kitchen equipped with appliances and utensils, 5 spacious 4 bathrooms and a typical living room. Excellent overview, large private outdoor …see more

from $149 / night

$1,145 / week

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from $149 / night

(17) Very Good 

28

Villa rental in Italy with swimming pool

Alghero / Salondra

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Villa Romantica is a location recommended for those people that are looking for privacy and tranquility. The villa, very stylish home with antique wooden forniture and paintings, is situated in the middle of a 1000m garden with antique typical sardinian and fruits tr …see more

from $143 / night

$1,087 - $3,032 / week

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Responds fast!
avg. 57 minutes

from $143 / night

30

Apartment rental in Italy with swimming pool

Nardo / Santa Caterina

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Comfortable new apartment attached to an ancient Villa restored 7 years ago, within an area where you find the most beautiful and elegant villas constructed in the 19th century. Surrounded by a forest of pines and within 800 meters from the stunning sea and beaches, it …see more

from $103 / night

$859 - $1,291 / week

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Responds fast!
avg. 3 hours 57 minutes

from $103 / night