Vacation homes - vacation rentals

Close

View larger map

Also consider

Apartments Tuscany
25,284 properties
Villas Sicily
15,202 properties
Lazio
10,625 properties
Villas Puglia
8,815 properties
Campania
6,851 properties
Villas Sardinia
6,336 properties
Apartments Lombardy
6,129 properties
Apartments Veneto
4,644 properties
Apartments Umbria
3,724 properties
Villas Liguria
2,943 properties
Apartments Piedmont
2,461 properties
Holiday homes Marche
2,031 properties
Emilia-Romagna
1,861 properties
Apartments Calabria
1,537 properties
Trentino-Alto Adige
1,250 properties
Villas Abruzzo
1,162 properties
Friuli Venezia Giulia
700 properties
Basilicata
569 properties
Valle d'Aosta
389 properties
Molise
153 properties

Italy

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

23,820 Vacation rentals

Filters applied: Swimming pool

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 $160 / night

$637 / week

Book View

from $160 / night

(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

Book View

from $563 / night

10

Vacation apartment with shared pool in Italy

Province of Livorno / Campiglia Marittima

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
Alta Maremma. Very calm. Immersed in the green, 5 hectares of land with olive, oak and fruit trees. Sea, Tuscan Archipelago islands. archaeological and spa area. Center Val di Cornia parks. Large terrace of 30 sqm ,,, Alta Maremma. Very calm. Immersed in the green, 5 he …see more

from $74 / night

$512 - $1,024 / week

Book View

from $74 / night

(5) Excellent 

24

Trullo rental in Italy with swimming pool

Province of Brindisi / Ostuni

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
This Beautiful Trullo complex is ideal for large families and groups of friends looking for a getaway from it all break in the beautiful Puglian countryside. The Trullo is situated near the summer capital of Ostuni (known as the white city) which boasts the liveliest ba …see more

from $496 / night

$3,115 - $6,548 / week

Book View

from $496 / night

(18) Excellent 

36

Italy Vacation cottage rental

Montepulciano / Gracciano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa …see more

from $114 / night

$637 - $2,344 / week

Inquire View

from $114 / 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

Book View

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

Book View

from $171 / night

19

Italy Vacation villa rental

Province of Salerno / Acquavena

6 16 7 nights min

  • 6 bedrooms
  • sleeps 16
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Stone's Southern Italian villa with two outbuildings and a swimming pool; six bedrooms and five bathrooms. The house is situated on the main road of the characteristic village of Acquavena. The main villa 200 sqm offers a spectacular sea view of the gulf of Policastro f …see more

from $210 / night

$1,468 - $2,105 / week

Book View

from $210 / night

114

Villa rental in Umbria

Province of Perugia / Assisi

5 12 4 nights min

  • 5 bedrooms
  • sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Assisi residence is located in the green heart of Umbria, immersed in the Monte Subasio Park, just 4 km from the city of Assisi where San Francesco and Santa Chiara were born and died. Assisi is the ideal crossroads to visit the many beautiful cities of the surrou …see more

from $592 / night

$4,129 - $8,219 / week

Book View

from $592 / night

(7) Very Good 

26

Vacation apartment with shared pool in Tuscany

Province of Pisa / Volterra

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
We are immersed in the peace and tranquility of the countryside but only 5 minutes drive from Volterra. We have a large apartment that has been created by renovating the ground floor of the cottage where the Giovannini family has always lived and carried on the traditio …see more

from $91 / night

$637 / week

Book View

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 $216 / night

$2,380 / week

Book View

from $216 / night

(4) Excellent 

43

Vacation farmhouse rental

Province of Cuneo / Feisoglio

4 10 5 nights min

  • 4 bedrooms
  • sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden
New for 2017..... Swimming Pool, Trampoline, Tree Swings, and Climbing Ropes...... Feli Kitchen....pre-ordered local authentic Food Hampers. (see below) A beautiful, newly restored stone farmhouse situated in a private and tranquil location, surrounded by hazelnut gro …see more

from $210 / night

$1,469 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from $210 / night

(4) Very Good 

8

Vacation apartment with shared pool in Italy

Arzachena / Porto Cervo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Description from the owner Located in Porto Cervo - Liscia di Vacca - and inserted in an exclusive residential complex with a swimming pool that faces our terrace. It is only a 200 meters short walking distance to the nearby sandy beach. Practical and comfortable …see more

from $244 / night

$1,707 - $3,413 / week

Book View

from $244 / night

33

Villa rental in Campania with indoor pool, tennis court

Isola d'Ischia / Forio

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Luxury Villa with descent to the sea, swimming pool, SPA, tennis, billiards wake up surrounded by nature, feel on a desert island, this is the feeling you get when you stay in. A 3000 square meters between the forest of Oaks at Punta Caruso and the sea and descend to t …see more

from $407 / night

$2,844 - $8,531 / week

Book View

from $407 / night

36

Vacation apartment in Italy

Bosa / Porto Alabe

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
The apartments of the villa '' From Grandfather Pippi '' are located in a small village '' Porto Alabe in the tourist area of ​​Bosa (5 km from Bosa) ... The apartments offer a fantastic panoramic view of Porto Alabe beach It is located just 10 meters away, reachable th …see more

from $126 / night

$626 - $1,820 / week

Book View

Responds fast!
avg. 32 minutes

from $126 / night

(2) Excellent 

52

Vacation villa with shared pool in Italy

Province of Asti / Cellarengo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
House with large garden shared. Games for children in the garden. It consists of three bedrooms: one bedroom with double bed, a bedroom with double bed, a room with a single bed. Possibility of adding a cot camping for children under 5 years or single bed. Large living …see more

from $114 / night

$797 - $876 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from $114 / 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 $55 / night

$376 / week

Book View

from $55 / night

(3) Very Good 

13

Vacation apartment with shared pool in Italy

Province of Perugia / Collazzone

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Three rooms apartment (living room + 2 bedrooms) with panoramic view located at the "Country House Casal Cerqueto" complex, wich lays in the Torre Burchio estate and covers 600 hectares of a hilly area rich in Mediterranean vegetation and olive groves, just 10 minutes a …see more

from $108 / night

$646 / week

Book View

from $108 / 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 $585 / night

$4,897 - $5,415 / week

Book View

from $585 / night

(24) Excellent 

22

Vacation villa rental

Alghero / Salondra

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
Villa Champagne is a new house, beautiful and modern. Every thing is well-finished and stylish. On the first floor you will enjoy a huge bright living room, with four french windows from which you see a wonderful sea panorama and moreover you will enjoy the beautiful te …see more

from $108 / night

$1,081 - $4,550 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from $108 / night

30

Villa rental in Veneto with shared pool

Province of Treviso / Cimadolmo

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
vittorio veneto holidays! It 'a stylishly renovated farmhouse by a clever architect, the atmosphere of the house, the pool, the garden in the middle of a vineyard is very exciting. People 10/12 Country House Bonacin Villa, 180m² 5 Bedrooms, Sleeps 11+2 4 Bathrooms Thi …see more

from $137 / night

$797 - $1,934 / week

Book View

from $137 / night

7

Vacation home rental

Province of Benevento / San Marco dei Cavoti

5 12 1 night min

  • 5 bedrooms
  • sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
The landlord Bellavista, in San Marco dei Cavoti, in Calisi, 21, is completely renovated home that offers modern comforts for demanding customers who want to spend a holiday in complete relaxation. From the pool, nothing of the plant automation is left to chance. From t …see more

from $35 / night

$239 / week

Book View

from $35 / night

(27) Excellent 

22

Vacation b&b with shared pool in Italy

Province of Olbia-Tempio / Olbia

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 18 mi
  • Swimming pool
THE PRICE SHOWED IS FOR TWO ADULTS Hidden inside a huge area, surrounded by Mediterranean plants and granitic rocks, Isole di Pietra, welcomes its guests for a relaxing holiday and encounter with nature. Only 15 kms from Olbia and the beautiful beaches is ideal for fami …see more

from $91 / night

$637 / week

Book View

from $91 / night

19

Vacation villa in Tuscany

Province of Siena / Pienza

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the S …see more

from $208 / night

$1,456 - $2,730 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $208 / night

(28) Excellent 

37

Vacation villa with swimming pool in Italy

Province of Lucca / Bagni di Lucca

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 68 mi
  • Swimming pool
  • Child friendly
Casa Zola is a comfortable and stylish place to spend some quality time in Italy. It blends a high standard of modern day comfort and functionality with the original “Stile Liberty” design of the 1930s. You will enjoy spectacular views of the Lima valley and the surroun …see more

from $182 / night

$1,138 - $1,707 / week

Book View

from $182 / night

11

Vacation apartment with shared pool in Italy

Montecatini Val di Cecina / Ponteginori

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Lovely apartment for 2 guests of 60 sqm, located in the medieval village called "Castello Ginori di Querceto" between Volterra and the Etruscan Coast. The apartment is on the second floor with wooden-beam ceilings and a beautiful view on the Cecina Valley. It is compo …see more

from $80 / night

$626 / week

Book View

from $80 / 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 $168 / night

$1,171 - $2,055 / week

Book View

from $168 / night

21

Home rental in Italy with shared pool

Valledoria / La Muddizza

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The apartment is near Valledoria Muddizza The town, in the province of Sassari. It 'a comfortable apartment, located on the second floor of a new residential complex, only ten apartments. A remote controlled gates outlines the common use area, with parking (with allocat …see more

from $69 / night

$478 - $717 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from $69 / night

(5) Excellent 

19

Vacation farmhouse with swimming pool in Italy

Province of Grosseto / Giuncarico

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Country house with 2 bedrooms, large living room and kitchen and a bathroom. With wood burning fireplace and the ability to accommodate newborns. Large garden and private pool in a corner. the owners will ofriranno a meal with its organic products. We offer you a relaxi …see more

from $108 / night

$757 - $2,230 / week

Book View

from $108 / night

15

Vacation apartment with shared pool in Lake Como

Lake Como / Pianello del Lario

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
A luxury retreat on Lake Como! Situated in the peaceful semi-rural village of Pianello, along the desirable western shore of Lake Como, this beautifully furnished holiday property features luxury contemporary accommodation over two floors, with a spacious modernist ope …see more

from $163 / night

$984 - $1,439 / week

Book View

from $163 / 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

Book View

Responds fast!
avg. 2 hours 34 minutes

from $381 / night

15

Vacation apartment with shared pool in Lake Maggiore

Lake Maggiore / Brezzo di Bedero

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
Apartment with stunning panoramic view on lago Maggiore, with covered terrace-balcony, private pool, garden and tennis court (available for residents only) 1 bedroom, modern apartment (sleeps 2-4). Private parking. Flatscreen TV. The apartment is part of an internationa …see more

from $114 / night

$717 / week

Book View

from $114 / night

44

Vacation villa with swimming pool in Italy

Province of Siena / Castellina In Chianti

6 13 1 night min

  • 6 bedrooms
  • sleeps 13
  • 1 night min
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti Classico region, this wonderful 6 BD – 5 BA Villa dates back to the 15th century and is strategically located with a short distance from the lively village of Castellina in Chianti. Surrounded by an exceptionally beautiful landsc …see more

from $634 / night

$4,437 - $6,768 / week

Book View

from $634 / night

(4) Excellent 

24

Farmhouse rental in Italy with shared pool

Province of Florence / Greve in Chianti

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
The Estate name is Villa Calcinaia, property of one of the most famous florentine noble families, the counts Capponi, the Villa in the centre of the 600 acre estate is their summer home since 1524. The farmhouses do all have a breathtaking view over the Chianti Classico …see more

from $114 / night

$797 - $6,279 / week

Book View

from $114 / night

48

Vacation home in Tuscany

Province of Lucca / Barga

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
Delightful Rustic Villa in the heart of the Garfagnana Valley, overlooking the Apuan National park, close to Lucca, Pisa and Florence. La Rocca is a beautiful old detached Tuscan farmhouse, lovingly restored to provide a comfortable holiday home for up to 6 people. …see more

from $204 / night

$1,085 / week

Book View

from $204 / 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

Book View

from $799 / night

(9) Excellent 

19

Farmhouse rental in Italy with swimming pool

Citta di Castello / San Leo Bastia

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Tegolaio is a beautifully converted tobacco barn, with landscaped gardens and a large swimming pool with roman steps. It has been fully renovated to a very high standard, but retains original features and decorated with a homely feel. Tegolaio, offers 4 upstairs bedroom …see more

from $300 / night

$2,098 / week

Book View

from $300 / night

24

Vacation barn in Tuscany

Province of Lucca / San Martino in Freddana

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Immersed in the green of the hills of Lucca, in the Tower, "the barn" is a typical Tuscan farmhouse, where you can spend your holiday in total relaxation. This rustic, stands on a small hill in the Centre of Val Freddana, a very quiet and away from any source of noise. …see more

from $228 / night

$1,593 - $2,048 / week

Book View

from $228 / night

8

Vacation home with shared pool in Italy

Pantelleria / Scauri, Pantelleria

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Dammuso by 2 people placed inside a private and protected area where they insist other units with which it shares the use of a swimming pool, a hot tub, a large panoramic gazebo and other pleasant common spaces where, if desired, make new friendships and pleasant. Enjoy …see more

from $130 / night

$910 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from $130 / night

(4) Excellent 

12

Italy Vacation b&b rental

Garda / Sedena

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The ideal place for those who enjoy nature and appreciate the beauty of the past, but want all the comforts of the present. Our B&B is in an old farmhouse of the ' 600 still perfectly preserved and is Sedena, small fraction of Lonato del Garda in the province of Brescia …see more

from $148 / night

$873 - $2,142 / week

Book View

Responds fast!
avg. 1 hour 16 minutes

from $148 / night