Villas with a pool Italy | Apartments to rent with swimming facilities | Holiday Lettings

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Italy

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25,275 Holiday homes

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Travellers going to Italy are booking June dates now. Secure your holiday home today and have the perfect trip.

(13) Excellent 

22

Italy holiday villa rental

Province of Salerno / Albanella

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Fantastic villa in wonderful location.” This was our second stay at Villa Con Vista - stayed here last year as well. Spacious and airy, beautifully decorated, extremely well equipped and spotlessly clean. Tranquil location in rural Italy. Ideal for a  …see more

from £132 / night

£702 - £2106 / week

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from £132 / night

(2) Average 

18

Holiday apartment with shared pool in Italy

Province of Salerno / Castellabate

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Liberti is a large privately owned villa run by a local (English speaking) Italian family, situated in the fishing village of San Marco di Castellabate, in the beautiful and unspoiled Cilento National Park. The villa has a beautiful swimming pool and is set in a l  …see more

from £88 / night

£702 - £834 / week

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from £88 / night

(4) Excellent 

31

Holiday farmhouse with shared pool in Italy

Province of Chieti / Roccascalegna

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
Masserie di Marsilio is a secluded, private borgo (historical village) tucked away in the foothills of the Majella mountains in the little known region of Abruzzo After a five year restoration, we opened in 2015 with a range of accommodation in traditional stone buil  …see more

from £108 / night

£746 - £1271 / week

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from £108 / night

Featured properties

(24) Excellent 

33

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £151 / night

£1053 - £2457 / week

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from £151 / night

54

Holiday villa with swimming pool in Italy

Province of Como / San Fedele Intelvi

6 16 3 nights min

  • 6 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Child friendly
Soak up heavenly inspiration and escapism, with your very own Lake Como complex! Enjoying a beautiful, secluded mountainous setting, and just a short drive from the vibrant lake cities, this private villa complex offers the ultimate getaway for large family get-togethe  …see more

from £415 / night

£2895 - £3685 / week

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from £415 / night

(22) Excellent 

19

Italy holiday farmhouse rental

Lucca / Piana di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
“Great villa for the whole family” We visited Casa Boccina for the second time in June. It is such a great villa to take all the family on holiday. There are plenty of recreational facilities provided to keep eveyone occupied. Our Grandchildren enjoyed  …see more

from £350 / night

£2000 - £3600 / week

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from £350 / night

(16) Excellent 

22

Italy holiday cottage rental

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Everything we wanted: excellent villa with lovely pool, beautiful countryside views and welcoming owners.” La Casa Dei Nonni was above and beyond our expectations. The location within the Tuscan hillside village of Monteguidi was easy to find from the  …see more

from £132 / night

£790 - £1185 / week

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from £132 / night

(14) Excellent 

24

Holiday apartment in Tuscany

Province of Pisa / Volterra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
“Beautiful apartment in a stunning part of the world” We had an absolutely brilliant stay here. The holiday began with being picked up by Jill, there was a little bit of confusion with which apartment we were staying at but it was all in good spirits a  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

(12) Very Good 

26

Italy holiday apartment rental

Province of Verona / Lazise

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
“Excellent accomodation in a stunning location. I've already recommended it to friends.” The accomodation and the pool area were absolutely superb. It was well equipped and everything was spotlessly clean and it felt like a home from home rather than a  …see more

from £84 / night

£527 - £1193 / week

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from £84 / night

(5) Very Good 

26

Italy holiday apartment let

Agrigento / San Leone

5 3 1 night min

  • 5 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
pool within the proprieties, 'possibility' of cycling, nearby beach, nearby shops ristorantri, neighbors, nearby archaeological sites.  …see more

from £44 / night

£308 - £541 / week

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from £44 / night

20

Holiday villa with swimming pool in Emilia-Romagna

Province of Forli-Cesena / Tredozio

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
This villa built in the mid 18th century and recently restored is separated into two large apartments, each covering an entire floor of the villa that can be used together or as separate apartments. A deconsecrated chapel (see our ref. i5.513) from the same p...  …see more

from £104 / night

£726 - £1411 / week

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from £104 / night

(4) Excellent 

26

Jesolo / Jesolo Lido

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £62 / night

£430 / week

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from £62 / night

11

Province of Sassari / La Muddizza

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £71 / night

£308 - £422 / week

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from £71 / night

(46) Excellent 

25

Holiday home with shared pool in Italy

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“So good we came back in 2013 - Terrific Villa, Pool, Views & Airconditioning” A lovely traditional style Villa, extremely well appointed with the luxury of Airconditioned bedrooms - which meant a comfortable nights sleep for all. With two young childr  …see more

from £90 / night

£625 - £900 / week

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from £90 / night

18

Italy holiday apartment rental

Baschi / Acqualoreto

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
History, art, architecture, wine and food - its all here to enjoy. Combine your holiday with visiting amazing cities with all they have to offer and soak up the rural way of life - tradition is strong here and many times you will feel like you have stepped back in time  …see more

from £84 / night

£584 / week

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from £84 / night

(2) Excellent 

15

Province of La Spezia / Pignone

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

 …see more

from £110 / night

£764 / week

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from £110 / night

(3) Excellent 

22

Province of Rome / Velletri

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

 …see more

from £71 / night

£492 - £922 / week

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from £71 / night

(2) Excellent 

30

Holiday 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 km
  • Swimming pool
  • Child friendly
“A beautiful Villa in a stunning unspoilt part of Italy” We had the most wonderful stay at La Pazziella. Rossanna, (Marisa,the owners represntative), was so helpful and friendly on arrival and gave us a tour of the villa and some great information on  …see more

from £126 / night

£878 - £1404 / week

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from £126 / night

(4) Excellent 

54

Province of Olbia-Tempio / Budoni

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

 …see more

from £66 / night

£439 - £746 / week

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from £66 / night

20

Holiday apartment with shared pool in Italy

Province of Lecce / Arnesano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
Dependance located within easy striking distance of fascinating baroque town of Lecce. Accomodation immersed in a beautiful garden with a swimming pool. The apartment includes a living cum dining area with kitchenette and a bathroom.  …see more

from £84 / night

£581 - £986 / week

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from £84 / night

(5) Excellent 

49

Province of Palermo / Partinico

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £132 / night

£878 / week

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from £132 / night

(25) Very Good 

24

Holiday villa in Sicily

Province of Messina / Taormina

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Beautiful view and posh apartment!” We loved this place. Francesco was helpful and available. The caretakers were available if we needed them and were friendly. They helped us out in a bind when we needed a quiet place to stay and responded quickly en  …see more

from £201 / night

£1404 - £2808 / week

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from £201 / night

24

Lake Como holiday villa rental

Lake Como / Tremezzina

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Take on the best of Tremezzo, with this Central Lake villa for 12! With its stylish open plan appeal, 2 private gardens, 2 outdoor pools and infinite alfresco dining opportunities, this 6 bed 4 bath Villetta complex allows family and friends to soak up a luxury Lake Co  …see more

from £602 / night

£4211 - £5965 / week

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from £602 / night

(3) Very Good 

30

Home rental in Tuscany with shared pool

Orbetello / Ansedonia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A special place for an excellent holiday” We spent a wonderful holiday, the house was well finished and functional, Located near the ancient Roman city of " Cosa", a pine forest for cyclingr and a sandy beach of 7 km . We made excursion to the Island  …see more

from £76 / night

£527 - £1321 / week

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from £76 / night

(22) Excellent 

19

Holiday villa rental

Cefalu / Sant'Ambrogio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“This was a perfect spot to relax and enjoy beautiful views.” We loved his house and the location was perfect. We enjoyed the peacefulness of Sant Ambrogio and the proximity to Cefalu and Castelbueno along with beautiful views from each level of the h  …see more

from £100 / night

£700 - £2420 / week

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from £100 / night

7

Province of Verona / Lavagno

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £106 / night

£527 - £746 / week

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from £106 / night

(2) Excellent 

16

Province of Verona / Malcesine

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool

 …see more

from £58 / night

£406 - £829 / week

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from £58 / night

(4) Excellent 

26

Apartment rental in Calabria with shared pool

Province of Reggio Calabria / Sant'Ilario dello Ionio

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The airports of Lamezia and Reggio Calabria are approximately 90 minutes away.  …see more

from £80 / night

£560 / week

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from £80 / night

(3) Excellent 

22

Province of Lucca / Lammari

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £193 / night

£878 - £1492 / week

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from £193 / night

20

Holiday apartment with shared pool in Italy

Lake Maggiore / Maccagno

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Paradise found! Situated in a stunning brand new residence along the tranquil Maccagno shore, this beautiful first floor apartment (ID 745) has 3 bedrooms and will sleep 6 guests. Facilities include a brand new Lake view Lido with outdoor swimming pool and Jacuzzi.  …see more

from £271 / night

£1350 - £1955 / week

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from £271 / night

(4) Excellent 

24

Italian Riviera / Loano

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £97 / night

£676 / week

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from £97 / night

(1) Very Good 

26

Holiday 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
  • Swimming pool
  • Child friendly
Beautifully appointed accommodation. Luxury kitchen/diner with Italian designer furniture. Chromed kitchen table with matching dining chairs. Stitched leather sofa in lounge with Flat screen TV/Blu player. Views from balconies of rolling hills and a view of the sea.<  …see more

from £28 / night

£200 - £300 / week

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from £28 / night

13

Province of Ancona / Arcevia

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £83 / night

£579 - £799 / week

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from £83 / night

(1) Excellent 

19

Holiday apartment in Lake Como

Lake Como / Pianello del Lario

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Enjoying a sunny and elevated hillside location this luxury penthouse holiday property is ideal for enjoying a tranquil stay in the semi-rural surroundings of Pianello, whilst also being close to the central lake attractions and activities!  …see more

from £144 / night

£720 - £939 / week

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from £144 / night

(4) Excellent 

24

Province of Turin / San Secondo di Pinerolo

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

 …see more

from £75 / night

£500 - £720 / week

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from £75 / night

(42) Excellent 

19

Holiday apartment with shared pool in Italy

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
“A wonderful holiday home” Stayed at Azzurra in June and had the most wonderful holiday. We were a group of 3 couples, the home was spotlessly clean, very well furnished and the views, well.. they are just amazing, better than the photos show!! The o  …see more

from £200 / night

£1084 - £1584 / week

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from £200 / night

(26) Excellent 

20

Holiday farmhouse in Italy

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“The house made ​​us cry when we got there” We had the perfect stay at this house. We were 9 friends from sweden and one infant. The pool area was perfect, the house was fantastic and the views were stunning! The hosts also gave us an experience of  …see more

from £308 / night

£1579 - £2720 / week

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from £308 / night

(14) Excellent 

24

Home rental in Italy with shared pool

Island of Capri / Anacapri

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A wonderful holiday apartment in delightful location,” We know Capri well and so were assured of at least a great holiday- but it exceeded our high expectations. This little place is so lovely. If you are on a budget, getting about Capri by 'bus is ea  …see more

from £220 / night

£1229 - £1579 / week

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from £220 / night

(13) Excellent 

20

Holiday villa with swimming pool in Umbria

Todi / Montenero

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“Great Stay in a beautiful place” We arrived at Le Logge in the late afternoon and immmediatly we remained astonished from the amazing view and the beauty of the guest house. At our arrival the owners were very kind and offered us a typical welcome d  …see more

from £198 / night

£1229 - £1667 / week

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from £198 / night

(14) Excellent 

19

Italy holiday villa rental

Province of Taranto / Martina Franca

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Lovely tranquil location and perfect for exploring Puglia” We stay at the Trullo which was small for a family of 4 but beautifully designed and a very relaxing base from which to explore Puglia. The location is lovely and with great attention to detai  …see more

from £88 / night

£571 - £1536 / week

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from £88 / night