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8,549 Vacation rentals

Filters applied: Private pool

29

Villa rental in Italy with swimming pool

Province of Florence / San Godenzo

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
If you are a big family or a large group of friends, the ideal place to spend your holidays in full relax and confort is this elegant property with exclusive swimming pool and garden that can accommodate 12+1 people, composed by an independent Villa and a nice dependan …see more

from $510 / night

$3,514 / week

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Responds fast!
avg. 2 hours 53 minutes

from $510 / night

(1) Very Good 

23

Vacation farmhouse with swimming pool in Italy

Elba Island / Campo nell'Elba

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
CasaScala è un tipico casale elbano , immerso nella natura e nei suggestivi panorami della macchia mediterranea dell'Isola d'Elba. Dista 2 km dal centro di Marina di Campo, dista 1500 mt daslla spiaggia sabbiosa di Marina di campo. Tra le più rinomate località dell'Isol …see more

from $102 / night

$714 / week

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Responds fast!
avg. 2 hours 59 minutes

from $102 / night

(2) Excellent 

31

Lazio Vacation farmhouse rental

Province of Rome / Palombara Sabina

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
The country house is surrounded by greenery, near the medieval town of Palombara Sabina, and surrounded by a big garden with trees. The 150m² comprise four bedrooms, two bathrooms, a small and a large living room, and a fully-equipped kitchen. Two of the bedrooms have …see more

from $98 / night

$590 - $1,447 / week

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from $98 / night

(12) Excellent 

45

Vacation villa with swimming pool in Italy

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • sleeps 18
  • 1 night min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
For weddings, please find the conditions at the bottom of this page... Villa Benedetta is a beautiful historic residence that has been for many years the beating heart of the Folonari family, a renowned name in the Italian wine panorama. Dating back to the early 1800, …see more

from $788 / night

$7,141 - $13,488 / week

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from $788 / night

(12) Excellent 

15

Vacation farmhouse with swimming pool, golf nearby in Italy

Perugia / San Giovanni del Pantano

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Ranca is a spacious 2 bedroom Umbrian farmhouse. It has 2 large bedrooms and bathrooms, a spacious living room and a very well equipped kitchen. Both the kitchen and living room lead onto private garden terraces, both furnished for outdoor eating and enjoying stunning …see more

from $131 / night

$737 - $1,530 / week

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from $131 / night

(1) Excellent 

32

Tuscany Vacation guest house rental

Province of Pistoia / Pontepetri

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
We called it 'Old Inn Le Panche' to emphasise the building's history that is lost in ancient times, when pilgrims from Northern Europe stopped here, along the banks of the river Reno, on their way towards Rome. We restored it in 2010 in order to make it a cosy and comfo …see more

from $227 / night

$1,020 - $1,700 / week

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Responds fast!
avg. 2 hours 14 minutes

from $227 / night

(18) Very Good 

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 $143 / night

$2,135 / week

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Responds fast!
avg. 41 minutes

from $143 / night

(2) Excellent 

29

Vacation villa with swimming pool in Italy

Province of Rieti / Selci

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Villa La Pazziella is great for a family vacation,for an absolutely relaxation period in a real quite and still unspoiled country ,and although being in a rural area is a perfect base to visit Rome,( 45 minutes by car , )and all the most interesting places of Latium …see more

from $202 / night

$1,409 / week

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from $202 / night

(9) Excellent 

16

Vacation villa with swimming pool in Lake Como

Lake Como / Lenno

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Apartment in a wonderful villa built at the beginning of the XVIII century. Villa Casanova, which has been also the residence of a Bishop, has been recently renovated with a particular regard to the antique furniture and “frescoes” dating back to the first half of 1800. …see more

from $901 / night

$5,635 / week

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from $901 / night

(1) Excellent 

23

Vacation farmhouse in Italy

Province of Lucca / Corfino

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
The farmhouse is situated in the mountain resort village of Corfino, with spectacular views from the house and large pool. A small, separate house a few yards away can also be rented, increasing the capacity to 9 people. The accommodation and pool have been created wi …see more

from $142 / night

$902 - $1,810 / week

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from $142 / night

11

Italy Vacation apartment rental

Province of Arezzo / Sansepolcro

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The beauty and the Green Tuscan countryside backdrop to Antico Borgo de ' Romolini Sansepolcro in the province of Arezzo, a village of 3 ancient farmhouses have been completely renovated, where, with antique furnishings and finishes, you can relive the fascination of th …see more

from $89 / night

$620 / week

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from $89 / night

(10) Excellent 

34

Vacation home with swimming pool in Italy

Province of Pistoia / Pescia

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
From Casa Speri (10 adults and 2 infants) it's so easy to make daytrips to Florence,Pisa (45 km), Pistoia, Vinci (30km) Lucca (15 km) Montecatini and Collodi (7 km) Then coming home, you relax on the loungers at you private pool and while the children are playing. Start …see more

from $421 / night

$2,943 / week

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from $421 / night

42

Villa rental in Lazio with indoor pool

Santa Marinella / Santa Severa

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Holidays in a spacious villa with access to the beach and the sea, car parking in the enclosed courtyard for three cars, air conditioning in the bedrooms, wi fi, internet, barbecue, large kitchen. A guest part of a beautiful modern house with five bedrooms with the balc …see more

from $306 / night

$2,041 - $3,287 / week

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Responds fast!
avg. 2 hours 56 minutes

from $306 / night

(35) Excellent 

19

Vacation villa rental

Cefalu / Sant'Ambrogio

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • 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 $114 / night

$794 - $3,129 / week

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from $114 / night

(7) Excellent 

39

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 $561 / night

$4,166 - $6,689 / week

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from $561 / night

(9) 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 $214 / night

$1,336 - $5,150 / week

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from $214 / night

(2) Excellent 

23

Villa rental in Tuscany with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa "Casale San Casciano" is a 200 sqm independent villa, which can comfortably accommodate up to 12 people. The Villa overlooks a little lake beside the property and it is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and s …see more

from $462 / night

$3,231 / week

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from $462 / 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 $972 / night

$7,368 - $15,755 / week

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from $972 / night

(15) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $124 / night

$868 / week

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Responds fast!
avg. 3 hours 32 minutes

from $124 / night

(3) Excellent 

26

Vacation b&b in Lombardy

Province of Lecco / Casatenovo

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The Stable House is the ideal place to stay if you enjoy a typical restored country home. The Stable house is part of the Villa Mapelli Mozzi complex; it is a separate house facing the ancient 1600 courtyard that used to be a monastery. Casatenovo is situated in the hi …see more

from $91 / night

$632 / week

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Responds fast!
avg. 2 hours 18 minutes

from $91 / 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 $215 / night

$2,018 / week

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from $215 / night

(29) 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 $227 / night

$1,134 - $3,287 / week

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from $227 / night

25

Vacation villa with indoor pool in Puglia

Castrignano del Capo / Santa Maria di Leuca

5 11 1 night min

  • 5 bedrooms
  • sleeps 11
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa degli Ulivi is a luxurious and elegant villa, surrounded by a scenery and breathtaking views. Very cozy and stylish, both the exterior and interior are of great value. Additional services available on request, as boat rentals, Babysitting service, private chef and …see more

from $972 / night

$6,801 / week

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from $972 / night

(10) Excellent 

16

Vacation villa in Italy

Province of Massa Carrara / Fivizzano

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Nearest beach 46 mi
  • Swimming pool
  • Child friendly
Villa Rosa is an 18th century farmhouse which has been restored by Sophie and Luca to a high standard into a beautiful home. The Villa is situated in the hills of Northern Tuscany, in a region called Lunigiana, a land rich of history, culture and culinary tradit …see more

from $306 / night

$2,141 / week

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from $306 / night

(4) Very Good 

14

Umbria Vacation villa rental

Province of Perugia / Citta di Castello

5 14 7 nights min

  • 5 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
"Borghetto di Pedana" is an ancient stone-farmhouse recently restored, with its small church too. Surrounded by trees, cultivated hills with olive trees and vineyard, it's set on a hilltop with a beautiful panoramic view on the surrounding countryside. It'ss in country …see more

from $340 / night

$2,381 / week

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Responds fast!
avg. 2 hours 23 minutes

from $340 / night

16

Lazio Vacation villa rental

Province of Rieti / Rocca Sinibalda

3 13 1 night min

  • 3 bedrooms
  • sleeps 13
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Private garden
Villa among the beautiful hills of Sabina, spectacular landscape, 10 minutes from the lago del turano. Ideal for those who love relaxing in natural surroundings with amenities such as: internal fireplaces, barbecue, wood oven and outdoor Jacuzzi ... What's better than a …see more

from $312 / night

$1,020 - $2,925 / week

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from $312 / night

(8) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $223 / night

$1,557 - $2,335 / week

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Responds fast!
avg. 1 hour 46 minutes

from $223 / 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 $454 / night

$3,174 - $5,327 / week

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Responds fast!
avg. 3 hours 24 minutes

from $454 / night

(1) Excellent 

27

Italy Vacation apartment rental

Province of Pescara / Catignano

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Romantic, scenic, historic delicious Italy is all contained within Abruzzo's boarders. The "House of the Sun 'is on the outskirts of the village of Catignano (only 1400 inhabitants) between the mountains of the Apennines and the Adriatic coast in the unspoilt Italian re …see more

from $51 / night

$284 - $578 / week

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Responds fast!
avg. 55 minutes

from $51 / night

(6) Very Good 

20

Puglia Vacation trullo rental

Province of Taranto / Martina Franca

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Beautifully renovated five cone Trullo situated in large grounds with a private pool on an elevated site offering fabulous 360 degree views of the Itria valley. Inside the property boasts three double bedroom, three bathrooms as well as a snug with a sofa bed so as to a …see more

from $195 / night

$1,233 - $2,335 / week

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from $195 / night

(1) Excellent 

48

Italy Vacation villa rental

Cilento and Vallo di Diano National Park / Santa Lucia, Cilento

2 7 3 nights min

  • 2 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Angelina is surrounded by the green hills of the beautiful Cilento region. The villa is in a quiet area and enjoys plenty of privacy. The only sound you will hear in the evenings is flowing water and a grasshopper or two. The 19th century villa has been renovated …see more

from $165 / night

$1,151 / week

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from $165 / night

(1) Excellent 

41

Vacation apartment with swimming pool, golf nearby in Italy

Lake Como / Oliveto Lario

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Nestled in a beautiful setting of nature and landscape of the Orobie Pre-Alps forget the everyday thoughts and start your break !! Among elegant olive trees and the crystal clear water in Villa Maria, time seems to stand still, to cradle you in the better off you will d …see more

from $229 / night

$1,598 / week

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Responds fast!
avg. 2 hours 31 minutes

from $229 / night

(16) Excellent 

Certificate of Excellence

39

Vacation farmhouse with swimming pool in Tuscany

Province of Lucca / Sant'Andrea di Compito

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 27 mi
  • Swimming pool
Casale dell’ Uliveto is located in the beautiful Tuscan hills above St. Andrea di Compito. Quiet and peaceful, yet only 15 minutes drive from the centre of Lucca with its countless bars and restaurants. With three double and one twin bedroom, the farmhouse is ideal for …see more

Certificate of Excellence

from $251 / night

$1,752 - $2,141 / week

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from $251 / night

(1) Excellent 

45

Italy Vacation farmhouse accommodation

Province of Siena / Montalcino

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The country House The Hips is located a few Km far from Montalcino, easy to reach from the Brunello provincial road and it is tucked away among a splendid natural environment. A typical tuscan cypress road leads to the structure: a 17TH century tower house on three leve …see more

from $374 / night

$2,619 / week

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from $374 / night

(7) Very Good 

10

Villa rental in Italy with swimming pool

Province of Perugia / Pietralunga

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Banditelle holiday villa - nothing less than enchanting. Relax by the pool and luxuriate, soak in the stunning scenery and solitude. Alternatively, venture out from your personal paradise and the very best of Italian culture, history and hospitality awaits. The town of …see more

from $163 / night

$1,103 / week

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from $163 / night

(6) Excellent 

30

Vacation apartment with swimming pool in Tuscany

Lucca / Maggiano

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
Between vines and olive trees we offer an apartment of 100 square meters. with large living area complete with living area / TV, dining area, kitchen and fireplace. From the living area it leads directly to the garden and a rooftop terrace overlooking the valley. It has …see more

from $91 / night

$635 / week

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Responds fast!
avg. 1 hour 31 minutes

from $91 / 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 $167 / night

$1,167 - $2,047 / week

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from $167 / night

(1) Excellent 

24

Italy Vacation farmhouse rental

Province of Trapani / Mazara del Vallo

6 22 min stay varies

  • 6 bedrooms
  • sleeps 22
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The ' Baglio Sciacca ' with all its beauty and history stands more than 120 years as one of the most beautiful, traditional and picturesque locations of the region. Among the rustling of the leaves of olive trees and the scents of citrus, in a cool place just 3 km from …see more

from $340 / night

$2,834 - $5,214 / week

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from $340 / night

(8) Excellent 

26

Vacation villa rental

Cortona / Montecchio

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the characteristic Tuscan hills with olive groves and vineyards. Both the pool and the attic, boast spectacular panoramic views of the countryside with Corto …see more

from $324 / night

$2,267 - $3,967 / week

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from $324 / night

(4) Excellent 

45

Vacation villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano Val di Pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered …see more

from $1,615 / night

$11,306 / week

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from $1,615 / night