Holiday rentals near Montemaggiore Wine & Countryhouses
We found 3,881 holiday rentals — enter your dates for availability
If you are looking to stay near Montemaggiore Wine & Countryhouses, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Montemaggiore Wine & Countryhouses
Showing deals for:15 Aug - 22 Aug
Image gallery for ancient tuscany House with character with garden and swimming pool
9.89.8 out of 10 rating
Exceptional
(28 reviews)
ancient tuscany House with character with garden and swimming pool
Capolona, Tuscany
8% off
Price is AU$13,414
AU$13,414
AU$1,916 per night
includes taxes & fees
Image gallery for Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia
Pienza, Tuscany
9% off
Price is AU$8,423
AU$8,423
AU$1,203 per night
includes taxes & fees
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
1010 out of 10 rating
Exceptional
(10 reviews)
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
San Giovanni d'Asso, Provincia di Siena
10% off
Price is AU$22,921
AU$22,921
AU$3,274 per night
includes taxes & fees
Image gallery for Il Saragio open space in the Tuscan countryside
1010 out of 10 rating
Exceptional
(4 reviews)
Il Saragio open space in the Tuscan countryside
Montepulciano, Toscana
9% off
Price is AU$1,256
AU$1,256
AU$179 per night
includes taxes & fees
Image gallery for Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
1010 out of 10 rating
Exceptional
(25 reviews)
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Arezzo, Toscana
5% off
Price is AU$2,181
AU$2,181
AU$312 per night
includes taxes & fees
Image gallery for SIGNORELLI HOUSE soundproofed apartment in the historic center
1010 out of 10 rating
Exceptional
(8 reviews)
SIGNORELLI HOUSE soundproofed apartment in the historic center
Cortona, Tuscany
28% off
Price is AU$5,139
AU$5,139
AU$734 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(50 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is AU$2,710
AU$2,710
AU$387 per night
includes taxes & fees
Image gallery for Villa with private pool, whirlpool, sauna and last minute discounts
8.48.4 out of 10 rating
Very good
(9 reviews)
Villa with private pool, whirlpool, sauna and last minute discounts
Foiano della Chiana, Arezzo
23% off
Price is AU$11,015
AU$11,015
AU$1,574 per night
includes taxes & fees
Image gallery for The Old Fashion House
1010 out of 10 rating
Exceptional
(5 reviews)
The Old Fashion House
Cortona, Provincia di Arezzo
8% off
Price is AU$1,823
AU$1,823
AU$260 per night
includes taxes & fees
Image gallery for Piano Nobile downtown Montepulciano
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Piano Nobile downtown Montepulciano
Montepulciano, Tuscany
18% off
Price is AU$8,603
AU$8,603
AU$1,229 per night
includes taxes & fees
Image gallery for Dolce Casa 2 Summary:
1010 out of 10 rating
Exceptional
(14 reviews)
Dolce Casa 2 Summary:
Arezzo, Tuscany
15% off
Price is AU$1,354
AU$1,354
AU$193 per night
includes taxes & fees
Image gallery for Casina in authentic Tuscany
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Casina in authentic Tuscany
Cortona, Tuscany
5% off
Price is AU$1,270
AU$1,270
AU$181 per night
includes taxes & fees
Image gallery for WI FI FIBER Cozy Studio with "Trunk"
1010 out of 10 rating
Exceptional
(24 reviews)
WI FI FIBER Cozy Studio with "Trunk"
Montepulciano, Provincia di Siena
20% off
Price is AU$786
AU$786
AU$112 per night
includes taxes & fees
Image gallery for Villa Maria 3 floors (detached - garage)
1010 out of 10 rating
Exceptional
(5 reviews)
Villa Maria 3 floors (detached - garage)
Sinalunga, Provincia di Siena
11% off
Price is AU$1,512
AU$1,512
AU$216 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
1010 out of 10 rating
Exceptional
(18 reviews)
Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
Montalcino
9% off
Price is AU$2,545
AU$2,545
AU$364 per night
includes taxes & fees
Image gallery for Cortona Suite: The palace with frescoes - Cortona's Frescos Palace
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cortona Suite: The palace with frescoes - Cortona's Frescos Palace
Cortona, Provincia di Arezzo
14% off
Price is AU$4,159
AU$4,159
AU$594 per night
includes taxes & fees
Image gallery for Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Pergine Valdarno, Tuscany
13% off
Price is AU$1,965
AU$1,965
AU$281 per night
includes taxes & fees
Image gallery for Casa gli Ulivi: New cozy apartment, a few kilometers from Montepulciano.
1010 out of 10 rating
Exceptional
(13 reviews)
Casa gli Ulivi: New cozy apartment, a few kilometers from Montepulciano.
Montepulciano, Siena
13% off
Price is AU$1,587
AU$1,587
AU$227 per night
includes taxes & fees
Image gallery for La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
1010 out of 10 rating
Exceptional
(10 reviews)
La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
Cavriglia, Toscana
8% off
Price is AU$2,424
AU$2,424
AU$346 per night
includes taxes & fees
Image gallery for Agriturismo Il Palazzo Casa Florence
1010 out of 10 rating
Exceptional
(5 reviews)
Agriturismo Il Palazzo Casa Florence
Pergine Valdarno, Tuscany
13% off
Price is AU$1,797
AU$1,797
AU$257 per night
includes taxes & fees
Image gallery for Casa Mafalda con vista , a soli 9 minuti da Montalcino
9.99.9 out of 10 rating
Exceptional
(259 reviews)
Casa Mafalda con vista , a soli 9 minuti da Montalcino
Montalcino, Provincia di Siena
9% off
Price is AU$1,993
AU$1,993
AU$285 per night
includes taxes & fees
Image gallery for Tuscany as it once was
1010 out of 10 rating
Exceptional
(25 reviews)
Tuscany as it once was
Cortona, Tuscany
9% off
Price is AU$1,324
AU$1,324
AU$189 per night
includes taxes & fees
Image gallery for Residence Le Chiuse -Casa Gialla
1010 out of 10 rating
Exceptional
(5 reviews)
Residence Le Chiuse -Casa Gialla
Montevarchi
13% off
Price is AU$1,327
AU$1,327
AU$190 per night
includes taxes & fees
Image gallery for Special offer Newly renovated fine detached villa with fireplace.
8.68.6 out of 10 rating
Excellent
(11 reviews)
Special offer Newly renovated fine detached villa with fireplace.
Castelnuovo Berardenga, Tuscany
9% off
Price is AU$1,288
AU$1,288
AU$184 per night
includes taxes & fees
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Find the best place to stay - Montemaggiore Wine & Countryhouses
Gellino - Country house with private swimming pool in Valdichiana, Tuscany
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sleeps 2 · 1 bedroom · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Villa in Sinalunga with 1 bedrooms sleeps 4
Sleeps 4 · 1 bedroom · 1 bathroom
Tuscany as it once was
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Casa di Campagna Colline Senesi San Giovanni in Poggio - app. Twilight Siena
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated rentals - Montemaggiore Wine & Countryhouses
Loved Our Stay In Montepulciano
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Beautiful stay
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Private villa with private pool close to Montisi.
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Great place
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
The highlight of our travels in Tuscany
1010 out of 10
Exceptionalexceptional
118 reviews(118 reviews)
Rustic Charm
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value