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Holiday rentals with a pool in Italy

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Italy

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Guest favourite
Home in Prato
Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our purple or turquoise apartment, there might still be availability. Purple: https://www.airbnb.com/rooms/plus/6867164 Turquoise: https://www.airbnb.com/rooms/plus/9430389 When we moved to Italy in 2008, we bought a couple of old country houses, and renovated them into spacious (90 m2, 900 sqft) luxurious gems. As we enjoy a nice house with a good atmosphere we ensured that the house is built with materials that represent Italy as it was, with: travertine floors, large beams from chestnut wood, exposed stone work, sinks crafted from local quarried stone ('pietra serena') etc.. During our travels through Italy we could not find modern, fresh, all comfort included houses and a good atmosphere for rent. Therefore, we decided to build it ourselves and we are ready to share our place with our guests. Our property has 3 similar sized houses that can of course be rented for a group of people. In total we can accommodate 6 persons. When you want to share meals there is ample room to seat everyone around the big table in one of the apartments or of course in the garden. You will find us in a small hamlet called Prato in the comune of Monte S.Maria Tiberina, 2 km from the border with Tuscany in the North of Umbria, in an area very close to the Marche. We value easy access. Our house is in a little village and as there is an asphalt road to the village, there is no need to drive for kilometers on a white (gravel) road to reach us. The next town, Città di Castello, is an easy 20 minutes drive. Here you can find everything you need from shops to food to restaurants and museums. Every apartment is built to be a separate unit, you have complete privacy with a private terrace and private entrance. The house is equipped with everything you may want on a holiday; Netflix, (free) wireless Internet throughout the whole house, a washer/dryer, air-conditioning in the bedrooms and mosquito nets on all windows and doors to give you a good night rest. For guests that are coming in autumn, winter or early spring we have a nice fireplace in the living room that also heats the radiators throughout the whole house. A plunge pool (3x7 m) is available for the guests from half May till half September. Your private terrace gives you all the privacy you'd want. There are no hidden costs. All costs are included in the price: end cleaning, electricity, heating (gas and/or firewood), bed linen (towels for every day should you want that) etc. We can help you make your stay as relaxed as possible. We know the area, speak Italian, provide recomendations and make bookings if needed. Umbria is renowned for its wine and food alike. Indulge in the picturesque surroundings and the wonderful gastronomy of the region. The area is a great place for outdoor activities including walking, cycling, playing golf, or horseback riding. Public transport does not come to our location. You will need a car; you can rent one from any of the agencies at the airports you can use to fly in. The Perugia airport is the closest by at 50 min, but also Firenze, Bologna, Pisa or Rome are all close by, with the furthest a 2,5 hour drive. When you want to dine out we offer a taxi service (for a small fee) where we bring you to the restaurant and pick you up again (in the villages surrounding our place). This way you can enjoy the food, wine (maybe a little grappa) etc. without having to worry about drinking and driving. In case you don't want to go out at all, we can prepare a gourmet dinner served in your own apartment for you as well. Naturally, breakfast or lunch won't be a problem either. On the day of your arrival, the first necessities will be waiting for you and if you want, we will get you the groceries you may need up front (just let us know what).
16–23 Oct
$246 SGD per night
4.98 out of 5 average rating, 109 reviews
Superhost
Home in Florence
TREEhouse/casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the Duomo and 30' from Siena. Come and live with us; enjoy our olive trees, the kitchen garden and our family life style away from the working rhythm. By providing wifi only in the communal courtyard we suggest our guests to utilize internet only when is really needed. Taking a break from been connected with elsewhere and enjoy the 'here and now' could be our best present to you!
18–25 Aug
$360 SGD per night
4.89 out of 5 average rating, 711 reviews
Guest favourite
Home in Ostuni
I SETTE CONI - TRULLO EDERA
A renovated trullo in a peaceful location in the countryside with a beautiful view on the valley. It's a trullo with an authentic style, most of the interiors are recycled or old furniture reinvented in a modern and functional way. Has 1 double bedroom and 1 sofabed in the living room.A newly renovated bathroom with shower,a fully equipped kitchen,washing machine and lots of space outdoor (one terrace accessible from the bedroom and another area on the other side with bbq,hammock, swing).
28 Sep – 5 Oct
$292 SGD per night
4.93 out of 5 average rating, 255 reviews

Popular amenities for Italy rentals with a pool

House rentals with a pool

Guest favourite
Home in Localita' Pievescola
Antico Borgo Ripostena – no. 8 Casa Vecchia
6–13 Oct
$248 SGD per night
4.93 out of 5 average rating, 143 reviews
Guest favourite
Home in Orvieto
Vineyards Paradise
10–17 Feb
$415 SGD per night
5.0 out of 5 average rating, 174 reviews
Guest favourite
Home in Anghiari
Casa Rosmarino Eco-Wellness Country Home
21–28 Feb
$404 SGD per night
4.99 out of 5 average rating, 188 reviews
Guest favourite
Home in Volterra
Podere Collina
28 Nov – 5 Dec
$357 SGD per night
4.92 out of 5 average rating, 157 reviews
Guest favourite
Home in Sorana
Tuscan Nature Views From Casa Gave
23–30 Mar
$107 SGD per night
4.96 out of 5 average rating, 239 reviews
Guest favourite
Home in Castellina In Chianti
relaxation among the vineyards of Chianti1-IlVillinoFarmhouse
25 Oct – 1 Nov
$195 SGD per night
4.78 out of 5 average rating, 283 reviews
Guest favourite
Home in San Martino
Casa Bada - Barn
22–29 Dec
$288 SGD per night
4.95 out of 5 average rating, 170 reviews
Superhost
Home in Roccella
Masseria del Paradiso
22–29 Nov
$50 SGD per night
4.88 out of 5 average rating, 163 reviews
Guest favourite
Home in Castel di Tusa
Romantic escape for ❤️❤️lovers.......
8–15 Apr
$192 SGD per night
4.98 out of 5 average rating, 167 reviews
Superhost
Home in Anghiari
Tuscan dream in the ancient Tobacco's villa, sauna
15–22 Oct
$466 SGD per night
4.88 out of 5 average rating, 121 reviews
Guest favourite
Home in Contura
Holiday Home with Pool near the Beach
20–27 Sep
$163 SGD per night
4.83 out of 5 average rating, 120 reviews
Guest favourite
Home in Positano
"The Ali on the sea, Positano, wellness and relaxation"
15–22 Aug
$1,239 SGD per night
4.99 out of 5 average rating, 126 reviews

Apartment rentals with a pool

Guest favourite
Apartment in Noce
Vergianoni estate nestled in the Chianti with a pool
15–22 Dec
$171 SGD per night
5.0 out of 5 average rating, 109 reviews
Guest favourite
Apartment in Villasanta
Modern Apartment with Pool - "Cara Brianza"
28 Oct – 4 Nov
$91 SGD per night
4.97 out of 5 average rating, 117 reviews
Guest favourite
Apartment in arezzo
Explore Nature in Downtown Chianti Vigneti
1–8 Nov
$310 SGD per night
4.97 out of 5 average rating, 197 reviews
Guest favourite
Apartment in Asciano
Apartment Loggiato 3 in Tuscany near Siena
7–14 Oct
$113 SGD per night
4.91 out of 5 average rating, 110 reviews
Superhost
Apartment in Perledo
LAKE OF CÔME EXCEPTIONAL AND WONDERFUL VIEW
28 Oct – 4 Nov
$332 SGD per night
4.81 out of 5 average rating, 214 reviews
Guest favourite
Apartment in Perledo
Resort Style Apartment with Lake Views
14–21 Feb
$540 SGD per night
4.95 out of 5 average rating, 326 reviews
Guest favourite
Apartment in Taormina
Queen's House - Panoramic Flat in Taormina
31 Dec – 7 Jan
$394 SGD per night
4.9 out of 5 average rating, 103 reviews
Superhost
Apartment in Rignano sull'Arno
Apt for six, swimming pool, wi-fi, rooftop terrace
3–10 May
$253 SGD per night
4.88 out of 5 average rating, 116 reviews
Guest favourite
Apartment in Desenzano del Garda
Chlorophyll location facing Lake 017067-CNI-00263
3–10 Dec
$149 SGD per night
4.98 out of 5 average rating, 251 reviews
Guest favourite
Apartment in Palermo
To the terrace of Tomasi di Lampedusa
9–16 Feb
$400 SGD per night
5.0 out of 5 average rating, 174 reviews
Superhost
Apartment in Faggeto Lario
Stunning views and swimming pool
26 Sep – 3 Oct
$181 SGD per night
4.93 out of 5 average rating, 222 reviews
Guest favourite
Apartment in Taormina
Oikos Taormina sea view apartment with shared pool
9–16 Apr
$388 SGD per night
4.87 out of 5 average rating, 135 reviews

Home rentals with a private pool

Guest favourite
Villa in Vezzano Ligure
Beautiful stone farmhouse of the '600 with swimming pool surrounded by nature
12–19 Mar
$437 SGD per night
4.93 out of 5 average rating, 175 reviews
Guest favourite
Trullo in Ostuni
Trullo Apulia: swimming pool, jacuzzi & steam room
24–31 May
$321 SGD per night
4.93 out of 5 average rating, 151 reviews
Guest favourite
Flat in Cefalù
Mediterranean Apartment with Breathtaking Views
19–26 Jan
$343 SGD per night
4.95 out of 5 average rating, 154 reviews
Guest favourite
Cottage in San Filippo A Ponzano
Stone House with Exclusive Pool Codilungo in Chianti
14–21 Dec
$408 SGD per night
4.98 out of 5 average rating, 169 reviews
Guest favourite
Trullo in Ceglie Messapica
Historic Villa and Trullo With a Private Pool
7–14 Oct
$619 SGD per night
4.95 out of 5 average rating, 105 reviews
Guest favourite
Villa in San Ginese di Compito
Farmhouse , pool, 13 px. Lucca 10km
15–22 Nov
$787 SGD per night
4.99 out of 5 average rating, 109 reviews
Guest favourite
Villa in Conca dei Marini
Blue Dream Amalfi Coast - Watch the Boats Drift
7–14 Aug
$526 SGD per night
4.98 out of 5 average rating, 113 reviews
Guest favourite
Loft in Olgiate Molgora
New open space pool & sauna
8–15 Nov
$271 SGD per night
4.94 out of 5 average rating, 174 reviews
Guest favourite
Trullo in Ostuni
Villa Agave Ostuni with Pool
8–15 Feb
$656 SGD per night
4.93 out of 5 average rating, 89 reviews
Superhost
Treehouse in Ostuni
The Trullo of Bread, a dream treehouse suspended among olive trees
22–29 Apr
$175 SGD per night
4.67 out of 5 average rating, 15 reviews
Luxe
Villa in Avola
Contrada
28 Aug – 4 Sep
$1,324 SGD per night
4.88 out of 5 average rating, 8 reviews
Superhost
Villa in Alessano
Villa Dimora Sighé: holidays, smartworking, Puglia
26 Sep – 3 Oct
$251 SGD per night
4.88 out of 5 average rating, 40 reviews

Destinations to explore