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Vacation 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, 767 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!

Rental unit in Milano

4.97 out of 5 average rating, 223 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

Villa in Castellammare del Golfo

4.91 out of 5 average rating, 110 reviews

Casa Saleiman | Art | Nature | Charme

Sicily, its nature, simplicity of shapes and colors, remind me of the beauty that Claude Monet, Vincent van Gogh, Gustav Klimt, Joaquin Sorolla, lay in their canvases. Casa Saleiman embodies the charme of Sicily, with breathtaking views of Gulf of Castellammare, Zingaro Reserve, Scopello's Tonnara and its faraglioni, and the island of Ustica, at a glance. No better place to build it. Stone, Wood, Iron, old handicrafts, and Time, Water, Sun, Salt and Wind have done the main job. I only met them.

Townhouse in Positano

4.99 out of 5 average rating, 169 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.

Home in Prato

4.98 out of 5 average rating, 128 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

Castle in Ferrano

4.99 out of 5 average rating, 182 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Cottage in Monopoli

4.91 out of 5 average rating, 194 reviews

Al Chiasso 12 - Ancient hot tub dwelling

Relax in an ancient and quiet residence, centrally located, a few meters from the fantastic Portavecchia beach of Monopoli. Far from traffic and crowds, with a private outdoor area, whirlpool and air conditioning, the house offers a welcoming atmosphere, in typical Apulian style, in the heart of the charming old town. On foot you can visit all the hidden corners and discover the most characteristic beaches of the city.

Villa in Taormina

4.96 out of 5 average rating, 101 reviews

VILLA LOU Taormina Private Villa Panoramic Pool

VILLA LOU TAORMINA Private Villa with Panoramic Sea View Pool A beautiful villa with an astonishing view on the Mediterranean will welcome you in Taormina, the pearl of the Ionian sea The villa has a furnished terraces facing the sea where you can relax and dine and guests have exclusive use of a beautiful private swimming pool ..surrounded by a large garden with palms and superb exotic plants

Tower in Fiesole

4.95 out of 5 average rating, 183 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.

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 363 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.

Vacation home in Mascali

4.97 out of 5 average rating, 131 reviews

Panoramic Etna villa with sea view pool

Exclusive villa on Etna, 550 meters above sea level, located in Puntalazzo-Mascali. It is 45 km from Catania airport and 35 km from Taormina. Large green spaces with barbecue area, swimming pool and view of the Ionian coast. The interior includes a large bedroom with kitchen and appliances, bathroom, air conditioning and Wi-Fi connection.

Farm stay in Pisa

4.99 out of 5 average rating, 277 reviews

Closing estate in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Vacation rentals for every style

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Convenient locations with everyday essentials

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Intimate homes. inviting architecture

Popular amenities for Italy rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Badolato

5 out of 5 average rating, 101 reviews

Dependance in winery house with pool

Home in Saragano

4.94 out of 5 average rating, 125 reviews

La piazzetta in the medieval castle of Saragano

Home in Roccella

4.88 out of 5 average rating, 196 reviews

Masseria del Paradiso

Home in Castellina in Chianti

4.98 out of 5 average rating, 104 reviews

StageROOM03 -Chianti Idillic Country living

Home in San Martino

4.95 out of 5 average rating, 202 reviews

Casa Bada - Barn

Home in Pompeii

4.95 out of 5 average rating, 238 reviews

In Villam temporary house

Home in Monopoli

4.9 out of 5 average rating, 124 reviews

COSMO SUITE with private pool

Home in Lipari

4.98 out of 5 average rating, 172 reviews

Anoeta casetta eoliana lipari, pool,hot tub,sauna

Condo rentals with a pool

Condo in Asciano

4.91 out of 5 average rating, 140 reviews

Apartment Loggiato 3 in Tuscany near Siena

Condo in Teodorano

4.95 out of 5 average rating, 212 reviews

The ruin Teodorano, in the relaxing nature.

Condo in Perledo

4.95 out of 5 average rating, 363 reviews

Resort Style Apartment with Lake Views

Condo in Menaggio

4.92 out of 5 average rating, 123 reviews

Sant'Andrea Penthouse

Condo in San Gimignano

4.95 out of 5 average rating, 123 reviews

Adalberto Apartment inside the Manor of Fulignano

Condo in Palermo

5 out of 5 average rating, 210 reviews

Alla terrazza di Tomasi di Lampedusa

Condo in Recco

4.99 out of 5 average rating, 274 reviews

The Painter's House

Condo in Desenzano del Garda

4.98 out of 5 average rating, 308 reviews

Clorofilla Fronte Lago cinIT017067C231CQ2LSW

Home rentals with a private pool

Home in San Casciano in Val di pesa

4.83 out of 5 average rating, 88 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Cottage in Barberino Tavarnelle

4.98 out of 5 average rating, 186 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Farm stay in arezzo

4.98 out of 5 average rating, 221 reviews

Explore nature in the center of Vigneti Chianti

Rental unit in Cefalù

4.96 out of 5 average rating, 181 reviews

Mediterranean Apartment with Breathtaking Views

Loft in Olgiate Molgora

4.94 out of 5 average rating, 194 reviews

New open space pool & sauna

Villa in Porto Cesareo

5 out of 5 average rating, 45 reviews

Contemporary Beach Villa with Pool and Gardens

Villa in Torrenova

4.95 out of 5 average rating, 82 reviews

Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views

Villa in Noto

4.96 out of 5 average rating, 23 reviews

Artfully Renovated Stone House Overlooking the City of Noto

Destinations to explore