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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.

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Home in Florence

4.88 out of 5 average rating, 765 reviews

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!

Guest favourite

Rental unit in Milano

4.97 out of 5 average rating, 215 reviews

Skylinemilan com

Experience the Milanese spirit in this amazing penthouse with contemporary lines and fine materials, equipped with a STEAM ROOM and a huge terrace overlooking the Milan skyline. The penthouse has a living room, a separate and equipped kitchen, 2 double suites each with en suite bathroom and king size beds as well as 2 foldaway single beds in living room and a third bathroom with steam room. There is a veranda on the large terrace with jacuzzi tub, outdoor shower and wonderful 360° view of Milan

Guest favourite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 192 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Guest favourite

Townhouse in Positano

4.99 out of 5 average rating, 162 reviews

Le Ali Sul Mare, near elevator, few steps,parking

LE ALI SUL MARE is a typical Amalfi Coast house on two levels located in one of the most beautiful and panoramic area of Positano, the quiet,the view, the turquoise of the sea and the blue of the sky make it unique in its kind. The house is well equipped with all comforts to make your stay as pleasant as possible, consists of one large bedroom upstairs with bathroom en suite, one mezzanine bedroom downstairs with a large bathroom a spacious living room, big kitchen and a spa room.Parking also.

Guest favourite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 187 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Guest favourite

Home in Prato

4.98 out of 5 average rating, 125 reviews

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 turquoise apartment, there might still be availability. Turquoise: https://www.airbnb.com/rooms/plus/9430389

Guest favourite

Villa in Brenzone sul Garda

4.99 out of 5 average rating, 142 reviews

Dream view, infinity pool, privacy & nature. Villa

One-of-a-kind contemporary villa featured on Condé Nast Traveler. Infinity pool with breathtaking view. Property located in a rather isolated spot on the hills, immersed in the wild, away from the crowds. Exclusivity/privacy. Pool heating available in September, October, March, April, May, June; it can bring the water temperature up to a maximum of 26 / 27 Celsius degrees and depending on the weather conditions the water temperatures may vary between 23 - 27 Celsius

Guest favourite

Cottage in Olbia

5 out of 5 average rating, 108 reviews

S'ispantu = "la meraviglia " Natural-atmosphere

Il nostro cottage ha ingressi privati per ogni camera da letto inoltre c è una grande cucina professionale open space a vostra disposizione in esterno abbiamo due terrazze con dei tavoli per le cene estive e dei divani comodi per il vostro relax il panorama è bellissimo , da un lato del cottage potete ammirare uno scorcio di mare e dall altro lato le bellissime montagne di granito di San Pantaleo un bellissimo villaggio di artisti a pochi km

Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 235 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Guest favourite

Tower in Fiesole

4.94 out of 5 average rating, 179 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Guest favourite

Home in Maccagno con Pino e Veddasca

4.98 out of 5 average rating, 506 reviews

Lake Whirlpool Sauna Panoramic Pool Panorami

Welcome to Il Giardino delle Ninfe Wellness Suite Apartment The small " Resort " for Two, where you can celebrate special occasions, or enjoy your vacation in an intimate and refined environment. Spend special moments and create unique memories in a retreat of " Luxury and Relax " for you and the loved one you chose to bring with you.

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 346 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Italy rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Pistoia

4.91 out of 5 average rating, 127 reviews

dependance in villa Toscana

Guest favourite

Home in Castellina in Chianti

4.98 out of 5 average rating, 100 reviews

StageROOM03 -Chianti Idillic Country living

Guest favourite

Home in San Martino

4.95 out of 5 average rating, 196 reviews

Casa Bada - Barn

Guest favourite

Home in Pompeii

4.95 out of 5 average rating, 236 reviews

In Villam temporary house

Guest favourite

Home in Lecce

4.99 out of 5 average rating, 140 reviews

Oasi Gorgoni Charming House & Pool

Guest favourite

Home in Ostuni

4.93 out of 5 average rating, 266 reviews

I SETTE CONI - TRULLO EDERA

Guest favourite

Home in Lipari

4.98 out of 5 average rating, 171 reviews

Anoeta casetta eoliana lipari, pool,hot tub,sauna

Home in Anghiari

4.88 out of 5 average rating, 132 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

Apartment rentals with a pool

Guest favourite

Apartment in Faggeto Lario

4.93 out of 5 average rating, 239 reviews

Stunning views and swimming pool

Guest favourite

Apartment in Teodorano

4.96 out of 5 average rating, 207 reviews

The ruin Teodorano, in the relaxing nature.

Guest favourite

Apartment in Taormina

4.92 out of 5 average rating, 142 reviews

Queen's House - Panoramic Flat in Taormina

Guest favourite

Apartment in Perledo

4.95 out of 5 average rating, 355 reviews

Resort Style Apartment with Lake Views

Guest favourite

Apartment in Menaggio

4.92 out of 5 average rating, 115 reviews

Sant'Andrea Penthouse

Guest favourite

Apartment in San Gimignano

4.95 out of 5 average rating, 121 reviews

Adalberto Apartment inside the Manor of Fulignano

Guest favourite

Apartment in Palermo

5 out of 5 average rating, 203 reviews

To the terrace of Tomasi di Lampedusa

Guest favourite

Apartment in Desenzano del Garda

4.98 out of 5 average rating, 299 reviews

Clorofilla Fronte Lago cinIT017067C231CQ2LSW

Home rentals with a private pool

Guest favourite

Villa in Castiglion d'orcia

4.97 out of 5 average rating, 100 reviews

Wp Relais Borgo Vignalunga

Guest favourite

Home in San Casciano in Val di pesa

4.83 out of 5 average rating, 86 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Guest favourite

Villa in Impruneta

4.99 out of 5 average rating, 89 reviews

Chianti Villa w/heated pool on Florentine hills

Guest favourite

Cottage in Barberino Tavarnelle

4.98 out of 5 average rating, 185 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Guest favourite

Rental unit in Cefalù

4.95 out of 5 average rating, 175 reviews

Mediterranean Apartment with Breathtaking Views

Guest favourite

Loft in Olgiate Molgora

4.94 out of 5 average rating, 194 reviews

New open space pool & sauna

Guest favourite

Villa in Porto Cesareo

5 out of 5 average rating, 43 reviews

Contemporary Beach Villa with Pool and Gardens

Guest favourite

Villa in Noto

4.96 out of 5 average rating, 23 reviews

Artfully Renovated Stone House Overlooking the City of Noto

Destinations to explore