Holiday rentals near Montemaggiore Wine & Countryhouses
We found 3,961 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:17 Oct - 24 Oct
Image gallery for Charming Villa with swimming pool in the heart of Tuscany
1010 out of 10 rating
Exceptional
(25 reviews)
Charming Villa with swimming pool in the heart of Tuscany
Cortona
5% off
Price is NZ$17,190
NZ$17,190
NZ$2,456 per night
includes taxes & fees
Image gallery for Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
1010 out of 10 rating
Exceptional
(32 reviews)
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
Castelnuovo Berardenga, Tuscany
14% off
Price is NZ$16,239
NZ$16,239
NZ$2,320 per night
includes taxes & fees
Image gallery for Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
1010 out of 10 rating
Exceptional
(22 reviews)
Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
Cortona, AR
23% off
Price is NZ$1,829
NZ$1,829
NZ$261 per night
includes taxes & fees
Image gallery for Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
1010 out of 10 rating
Exceptional
(19 reviews)
Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Castelnuovo Berardenga, Provincia di Siena
14% off
Price is NZ$22,144
NZ$22,144
NZ$3,163 per night
includes taxes & fees
Image gallery for Case Ginezzo: The Farm and the Refuge. Cortona
8.68.6 out of 10 rating
Excellent
(9 reviews)
Case Ginezzo: The Farm and the Refuge. Cortona
Cortona, Tuscany
9% off
Price is NZ$7,635
NZ$7,635
NZ$1,091 per night
includes taxes & fees
Image gallery for Beautifully restored 16th C farmhouse w/ exclusive pool, woodlands, olive groves
1010 out of 10 rating
Exceptional
(39 reviews)
Beautifully restored 16th C farmhouse w/ exclusive pool, woodlands, olive groves
Cortona, Toscana
5% off
Price is NZ$2,852
NZ$2,852
NZ$407 per night
includes taxes & fees
Image gallery for FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
1010 out of 10 rating
Exceptional
(19 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
9% off
Price is NZ$10,542
NZ$10,542
NZ$1,506 per night
includes taxes & fees
Image gallery for Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Cortona, Tuscany
18% off
Price is NZ$5,693
NZ$5,693
NZ$813 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
8% off
Price is NZ$1,475
NZ$1,475
NZ$211 per night
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
9% off
Price is NZ$2,028
NZ$2,028
NZ$290 per night
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool
1010 out of 10 rating
Exceptional
(22 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
9% off
Price is NZ$2,275
NZ$2,275
NZ$325 per night
includes taxes & fees
Image gallery for "Gabolandia", a holiday home in Cortona
9.49.4 out of 10 rating
Exceptional
(6 reviews)
"Gabolandia", a holiday home in Cortona
Cortona, Tuscany
8% off
Price is NZ$2,328
NZ$2,328
NZ$333 per night
includes taxes & fees
Image gallery for Typical Tuscan Residence near the farm la Vialla
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Typical Tuscan Residence near the farm la Vialla
Capolona, Toscana
8% off
Price is NZ$1,353
NZ$1,353
NZ$193 per night
includes taxes & fees
Image gallery for Romantic cottage on a farm with a view of Cortona
1010 out of 10 rating
Exceptional
(8 reviews)
Romantic cottage on a farm with a view of Cortona
Cortona, Tuscany
5% off
Price is NZ$2,656
NZ$2,656
NZ$379 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
5% off
Price is NZ$14,409
NZ$14,409
NZ$2,058 per night
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is NZ$4,236
NZ$4,236
NZ$605 per night
includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is NZ$1,908
NZ$1,908
NZ$273 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 NZ$2,624
NZ$2,624
NZ$375 per night
includes taxes & fees
Image gallery for Luxury Villa in Monticchiello, your heaven in Tuscany
1010 out of 10 rating
Exceptional
(52 reviews)
Luxury Villa in Monticchiello, your heaven in Tuscany
Pienza, Toscana
17% off
Price is NZ$1,639
NZ$1,639
NZ$234 per night
includes taxes & fees
Image gallery for Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Civitella in Val di Chiana, Province of Arezzo
8% off
Price is NZ$4,090
NZ$4,090
NZ$584 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
12% off
Price is NZ$1,438
NZ$1,438
NZ$205 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is NZ$2,934
NZ$2,934
NZ$419 per night
includes taxes & fees
Image gallery for Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
1010 out of 10 rating
Exceptional
(63 reviews)
Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
Castelnuovo Berardenga, Toscana
14% off
Price is NZ$4,141
NZ$4,141
NZ$592 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Montemaggiore Wine & Countryhouses
Showing deals for: 13 Oct - 16 Oct
Villa Ceppeto, Best Of Tuscany at Brand New Nest
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$729
NZ$729
for 3 nights, 1 apartment
NZ$243 per night
includes taxes & fees
Villa in Sinalunga with 1 bedrooms sleeps 4
Sleeps 4 · 1 bedroom · 1 bathroom
The current price is NZ$1,243
NZ$1,243
for 3 nights, 1 villa
NZ$414 per night
includes taxes & fees
Tuscany as it once was
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is NZ$721
NZ$721
for 3 nights, 1 apartment
NZ$240 per night
includes taxes & fees
Residence Il Palazzo_Casa Siena
Sleeps 5 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is NZ$705
NZ$705
for 3 nights, 1 home
NZ$235 per night
includes taxes & fees
Casa di Campagna Colline Senesi San Giovanni in Poggio - app. Twilight Siena
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,483
NZ$1,483
for 3 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Holiday home with private pool, WiFi, private garden, Chianti Classico, Siena
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is NZ$1,399
NZ$1,399
for 3 nights, 1 home
NZ$466 per night
includes taxes & fees
Top rated rentals - Montemaggiore Wine & Countryhouses
Our Favourite Villa Ever in Cortona
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Secret Val D’Orcia
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Fabulous Experience
1010 out of 10
Exceptionalexceptional
52 reviews(52 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