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26,249 Vacation rentals

Filters applied: Swimming pool

(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 $1,606 / night

$11,243 / week

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from $1,606 / night

(10) Excellent 

33

Home rental in Italy with swimming pool

Province of Imperia / Apricale

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • 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 $226 / night

$1,578 - $1,973 / week

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from $226 / night

(1) Excellent 

23

Vacation apartment with shared pool in Umbria

Umbertide / Pierantonio

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
Pantano As Santa Chiara is nestled in a valley, this unique situation means that although Pantano is on the top floor of the house, it has its own independent gated entrance at ground level leading onto a luxurious 40 square metre fenced private terrace. The vie …see more

from $112 / night

$781 / week

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from $112 / night

(19) Very Good 

Certificate of Excellence

19

Italy Vacation villa accommodation

Province of Siena / San Gimignano

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
Podera collinella is ideally situated in a beautiful rural location with fabulous panoramic 360 degree views. The villa is a newly renovated 16th century converted farmhouse with a light & open feel. It has all 21st century amenities with well equipped bathrooms & kitch …see more

Certificate of Excellence

from $102 / night

$709 - $1,224 / week

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Responds fast!
avg. 2 hours 22 minutes

from $102 / 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

(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 $166 / night

$1,159 - $2,034 / week

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from $166 / night

(11) Excellent 

25

Home rental in Puglia with swimming pool

Province of Brindisi / Ceglie Messapica

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Holidays in Italy: Roman stone ceiling, 3 meter ceiling height and a typical Italian architecture characterize this spacious property in the heart of Puglia, which has been restored and expanded in 2014 and, 2015. The well-kept vacation home offers space for up to 8 peo …see more

from $121 / night

$845 - $1,746 / week

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Responds fast!
avg. 2 hours 54 minutes

from $121 / night

35

Vacation b&b in Lazio

Province of Rome / Campagnano di Roma

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 61 mi
  • Swimming pool
The Smiling Oak is a B&B composed of 2 suites, 2 rooms and one apartment. SUNFLOWER APARTMENT includes a double room with a double bed, a double room with 2 single beds, a private bathroom, a living room, a kitchen and a private garden. The Smiling Oak is open all year. …see more

from $284 / night

$1,020 / week

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from $284 / night

16

Vacation villa in Italy

Province of Bologna / Granarolo dell'Emilia

7 12 5 nights min

  • 7 bedrooms
  • sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Farmhouse close to Bolonia city (20 minutes by car) Safe place for family with childreen. The perfect place where you can relax at the owner's swimming pool, or spend a day to visit one of the monumental towns: Florence, Venezia, Modena, Reggio Emilia, Ferrara, Ravenna …see more

from $203 / night

$1,421 / week

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Responds fast!
avg. 1 hour 33 minutes

from $203 / night

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 $508 / night

$3,494 / week

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Responds fast!
avg. 2 hours 53 minutes

from $508 / 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

(3) Excellent 

25

Apartment rental in Italy with shared pool

Province of South Tyrol / Lana

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Many beautiful moments together to create a whole: luck! Whether sports enthusiasts or connoisseurs - here everyone gets their Kosten.Ob you are lounging by the sun's rays, dip your feet in the pool, or jogging breathe fresh clean air - through our unique location best …see more

from $77 / night

$537 / week

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from $77 / night

(1)  

27

Italy Vacation farmhouse rental

Magione / Sant'Arcangelo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Agriturismo in tiny village close to the most famous cities of art of both Tuscany and Umbria 2 Room, living room with divan beds, kitchenette corner, balcony, bathroom with shower, double bedroom and divan bed 50 mq. Country House - Trattoria Enoteca. In a sm …see more

from $54 / night

$372 / week

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from $54 / night

22

Vacation apartment with shared pool in Italy

Marina di Gioiosa Ionica / Gioiosa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Calabria is located at the Southern tip of Italy so has a great climate all year round. The apartment is just a 5 minute drive to the beach but with a coastline of approximately 850 km, there are plenty to choose from! Shops, bars and restaurants are a short walk away. …see more

from $40 / night

$284 / week

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from $40 / night

(12) Excellent 

26

Vacation villa with swimming pool in Italy

Muravera / Costa Rei

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • 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 $386 / night

$2,696 - $3,851 / week

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Responds fast!
avg. 2 hours 26 minutes

from $386 / night

(2) Excellent 

36

Italy Vacation farmhouse rental

Province of Pescara / Vicoli

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 35 mi
  • Swimming pool
  • Child friendly
Casa Lavanda is a beautiful renovated farmhouse with swimmingpool(8x4m) in the Abruzzo countryside. The pool is cleaned twice a week. A selection of inflatables is provided. It is located at the end of a country road in the commune of Vicoli (Pescara province). This lo …see more

from $192 / night

$1,261 - $1,655 / week

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from $192 / night

19

Vacation villa with swimming pool in Italy

Citta di Castello / San Leo Bastia

9 20 7 nights min

  • 9 bedrooms
  • sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The Villa, furnished and decorated with extreme care, in a perfect harmony between luxury and simplicity, is situated on the green hills of Umbria and Tuscany. There is a swimming pool in the landscaped gardens. Large open-plan living area: 2 sofa, 4 armchairs. In t …see more

from $451 / night

$3,156 - $3,269 / week

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from $451 / 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 $558 / night

$4,142 - $6,651 / week

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from $558 / night

(1) Very Good 

38

Vacation apartment with shared pool in Italy

Acqualagna / Acqualagna

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 42 mi
  • Swimming pool
Standing in a quiet garden of olive trees and roses, this farmhouse enjoys superb views of the valley, as far as the hills and the Apennine mountains.The building has a large loggia and verandah, furnished with tables, chairs and sofas on which to relax outdoors as you …see more

from $144 / night

$1,003 - $2,085 / week

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from $144 / night

14

Vacation apartment with shared pool in Italy

Province of Alessandria / Tagliolo Monferrato

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Immersed in the heart of the Alto Monferrato, Spring Villa offers apartments and rooms with suites in a romantic and charming landscape between hills and sunny vineyards. Ideal starting point (30/60 minutes) from the sea of Genoa, terme di Acqui, Portofino, Camogli in a …see more

from $159 / night

$635 / week

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from $159 / 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 $226 / night

$1,127 - $3,269 / week

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from $226 / night

(7) 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 $232 / night

$1,623 / week

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from $232 / 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

(3) Excellent 

24

Vacation apartment with shared pool in Italy

Province of Florence / Tavarnelle Val di Pesa

2 7 5 nights min

  • 2 bedrooms
  • sleeps 7
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Peace and tranquility in the Chianti, in the heart of Tuscany between Florence and Siena, near Badia a Passignano and the medieval villages of San Donato, Panzano and Greve in Chianti. The apartment, recently renovated, is part of an old farmhouse complex located on a h …see more

from $158 / night

$1,071 / week

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from $158 / 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

7

Home rental in Italy with shared pool

Province of Olbia-Tempio / Olbia

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The Stazzo is the typical rural house of Gallura of the last century. It is a large apartment renovated, just 15km to Olbia. It can easily accomodate a family of 4 or a copy. It is ideal for a relaxing holiday between sea and countryside. The swimming pool is in common …see more

from $85 / night

$592 / week

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from $85 / night

11

Vacation apartment with shared pool in Italy

Province of Florence / Rufina

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Among the rolling hills of Chianti Rufina, enjoying the colors of woods and vineyards, this large and comfortable apartment, part of a farmhouse recently renovated within the Agritourism Colognole, can comfortably accommodate up to 8 people. Consisting of 4 bedrooms, 2 …see more

from $345 / night

$1,127 / week

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from $345 / night

(16) Very Good 

13

Vacation apartment with shared pool in Italy

Isola d'Ischia / Forio

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
ISCHIA in casale in pietra hiring apartments elegantly furnished. Available large Mediterranean garden with Succulents, palms and lemons with 2 swimming pools, 1 thermal hydromassage with 38 degrees. Within walking distance of the bus stop to the various beaches, superm …see more

from $29 / night

$198 / week

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from $29 / night

55

Vacation farmhouse with swimming pool in Italy

Volterra / Ulignano

9 22 min stay varies

  • 9 bedrooms
  • sleeps 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful independent villa with private pool situated only 7 km away from the charming medieval town of Volterra. This property, is surrounded by a large garden and offers nicely furnished interiors. The location, in the heart of Tuscany is in easy reach to the most …see more

from $1,035 / night

$7,248 - $12,077 / week

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Responds fast!
avg. 3 hours 57 minutes

from $1,035 / night

(11) Excellent 

37

Vacation villa rental

Montalcino / San Giovanni d'Asso

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
An old historic family house with a large hanging garden and fenced swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso (Community of Montalcino), in the Siennese countryside: the comfort to be in a village and the privacy of a place hidde …see more

from $885 / night

$6,199 - $7,890 / week

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Responds fast!
avg. 2 hours 54 minutes

from $885 / 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

(15) Excellent 

31

Farmhouse rental in Tuscany with shared pool

Volterra / Villamagna

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
The farmhouse "La Fonte" is situated in the heart of the Tuscany hills near Volterra and Saint Gimignano, only 1 km far from the little village with shops called Villamagna (you can go easily by walk). Outside there is a swimming pool, a children's play-ground, a BBQ a …see more

from $91 / night

$496 - $880 / week

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from $91 / night

(2) Excellent 

12

Italy Vacation townhouse rental

Province of Grosseto / Montemassi

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
La rosa dei venti is located within the grounds of the farm, cultivated mainly Ristella vineyards and olive groves and is located at the foot of the medieval village of Montemassi in about 200 meters above sea level, in a setting of olive trees, typical of the Maremma g …see more

from $96 / night

$671 / week

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from $96 / night

(2) Excellent 

27

Vacation apartment with shared pool in Italy

Nardo / Santa Maria al Bagno

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
"Ludovica" is a new residence with panoramic swimming pool on the terrace , overlooking the sea of Santa Maria al Bagno, a few kilometers from Gallipoli, in a quiet location. The residence has 6 apartments from 5 sleeps, composed of: 2 bedrooms (ont double and one trip …see more

from $119 / night

$828 / week

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from $119 / night

17

Italy Vacation villa rental

Citta di Castello / San Leo Bastia

10 20 6 nights min

  • 10 bedrooms
  • sleeps 20
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The Villa, furnished and decorated with extreme care, in a perfect harmony between luxury and simplicity, is situated on the green hills of Umbria and Tuscany (in the summer season air-conditioning is not necessary because of the micro-climate). There is a swimming pool …see more

from $3,044 / night

$3,044 / week

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from $3,044 / night

(2) 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 $580 / night

$5,365 / week

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from $580 / 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

23

Vacation b&b with swimming pool in Lombardy

Province of Pavia / Pavia

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
In an 18th century farmhouse, renovated respecting the original style with wooden beams and terracotta floors on the ground floor we have a B&B a large triple room with possibility of extra bed, kitchen and bathroom with shower and fireplace. Located in the historic cen …see more

from $130 / night

$846 / week

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from $130 / night

(2) Excellent 

26

Trentino-Alto Adige ski condo to rent.

Province of South Tyrol / Castelrotto

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Ski
  • Child friendly
Holidays on the farm of Kofler. Relax, enjoy, enjoy. A great and fully equipped apartment, sunbathing area with swimming pool, Garden hut with barbecue, loving host and a great Empfehlungsprgramm your stay in South Tyrol are waiting for you. We would be happy to see yo …see more

from $55 / night

$440 - $629 / week

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from $55 / night