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Vacation rentals in Italy

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Top-rated vacation rentals in Italy

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Florence

4.89 out of 5 average rating, 722 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!

Oct. 23 – 30

$444 CAD per night

Guest favourite

Apartment in Florence

4.9 out of 5 average rating, 801 reviews

Apartment in the heart of Florence

Typical Florentine house on 2 floors, renovated maintaining all the canyons of its historical period, it is in harmony with the neighborhood of S.Lorư. Not suitable for those who love modern environments, full of experiences to live and see. A stone's throw from the central market, where you can find the best of Tuscan cuisine and shop while being surrounded by many shops. Next to the Medici Chapels,and a five-minute walk from the cathedral of S.Maria in Fiore,it is in the heart of Florence!!

Apr. 1 – 8

$207 CAD per night

Guest favourite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 181 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

Feb. 20 – 27

$580 CAD per night

Guest favourite

Apartment in Montepiano

5.0 out of 5 average rating, 183 reviews

Holiday house Pra di Brëc "Nonni Pierino&Ermelinda"

Pra di Brëc is our dream that became true. We have restructured our grandparents’ home and we would like to offer you an experience characterized by simplicity and hospitality, to understand and appreciate the value of the family we grew up with. We have combined tradition and design, maintaining the original structure of the house and re-using the materials available in the old house . We have combined these antique materials (and objects) with a modern thought of aesthetics and comfort.

Oct. 16 – 23

$277 CAD per night

Guest favourite

Home in Ostuni

4.93 out of 5 average rating, 255 reviews

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).

Oct. 14 – 21

$345 CAD per night

Guest favourite

Farm stay in Sillico

4.97 out of 5 average rating, 138 reviews

Romantic stay where Tuscany meets the sky!

The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Dec. 14 – 21

$185 CAD per night

Guest favourite

Apartment in Riva

4.86 out of 5 average rating, 397 reviews

Luxurious. Lovely view.

Apartment overlooking the lake, new and luxurious, in residence with swimming pool open in the summer from June 7 to September 22 (in case of good weather the pool could be opened in advance and closed later than a week), tennis court, bowling alley and park (use included in the price) . Extraordinary view. Parking. Own parking space. 150 meters from the center of the medieval village of Riva di Solto. Three-room apartment + bathroom + 2 terraces.

Sep. 24 – Oct. 1

$219 CAD per night

Guest favourite

Bed and breakfast in Pelago

4.92 out of 5 average rating, 202 reviews

DELUXE Tenuta Risalpiano Room

Our deluxe rooms are ideal for couples stays, couples with children who want to enjoy the beauty of the hills. Thanks to their large size ranging from 23 to 26 square meters, they can have triple occupancy with the addition of a third bed. The rooms are equipped with a private bathroom with shower and bidet, closet or closet room with dresser to store clothes in complete safety. Among the comforts, TV, Wi-Fi, courtesy kit, minibar (for a fee).

Oct. 18 – 25

$186 CAD per night

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

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. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov. 30 – Dec. 7

$219 CAD per night

Apartment in Rome

4.87 out of 5 average rating, 282 reviews

Lovely indipendent house surrounded with greenery

Indipendent 40square meter apartment, just renewed, furnished roof garden, in a independent complex, really quiet and completely surrounded with greenery. The neighborhood is very quiet and well served by public transportation, walking distance from Villa Pamphilj, 2km from Gianicolo an Trastevere, 6km from the Vatican and from downtown. Fiumicino Airport is very easy to get to and Porta portese market is very close.

Apr. 12 – 19

$97 CAD per night

Guest favourite

Cabin in San Martino D'alpago

4.96 out of 5 average rating, 162 reviews

Luxurious chalet with sauna and outdoor jacuzzi

The "Casera" lodge has been recently built and offers luxury, wellness, nature and relax, located in Chies d'Alpago, The Chalet is equipped with every comfort and furnished with particular attention to detail. Perfect for a couple or a family or groups of friends who want to experience nature without ever having to give up modern comforts such as wifi, web TV, sauna and tub outdoors.

Oct. 23 – 30

$429 CAD per night

Guest favourite

Apartment in Tremosine sul Garda

4.96 out of 5 average rating, 135 reviews

Dimora Natura-Riserva Naturale Valle di Bondo

Nature is what we are. Staying in the Valle di Bondo Nature Reserve, among large meadows and green woods that dominate Lake Garda, is harmony. Away from the crowds, 600m altitude, but close to the beaches (only 9km), Tremosine sul Garda offers breathtaking views, a rural culture and a lot of healthy sport. Pet-friendly means we accept pets, but most importantly, we love them.

Oct. 18 – 25

$261 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes, inviting architecture

Villas

Luxurious estates for the ultimate escape

Popular amenities for Italy vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Italy

Guest favourite

Vacation home in Poggibonsi

4.95 out of 5 average rating, 110 reviews

Vittoria Chianti Vacations 🍇🍷

Jan. 4 – 11

$159 CAD per night

Guest favourite

Farm stay in Barga

5.0 out of 5 average rating, 102 reviews

Agriturismo PURO - Charme Design House in Tuscany

Jan. 5 – 12

$351 CAD per night

Guest favourite

Home in Orvieto

5.0 out of 5 average rating, 181 reviews

Vineyards Paradise

Mar. 16 – 23

$495 CAD per night

Guest favourite

Earth homes in Terrasini

4.95 out of 5 average rating, 76 reviews

Container Suite - Suspended between land and sea

Oct. 10 – 17

$250 CAD per night

Guest favourite

Farm stay in Pierantonio

4.96 out of 5 average rating, 71 reviews

La Stalla - Casa San Gabriel

Jan. 27 – Feb. 3

$186 CAD per night

Tower in Gombola

4.86 out of 5 average rating, 84 reviews

Tower house Gombola

Mar. 13 – 20

$228 CAD per night

Guest favourite

Villa in Montecucco

5.0 out of 5 average rating, 19 reviews

Villa Angiolina

Mar. 18 – 25

$1,336 CAD per night

Guest favourite

Cottage in San Gimignano

4.96 out of 5 average rating, 49 reviews

The Green House in Tuscany

Mar. 16 – 23

$314 CAD per night

Destinations to explore