![](https://a0.muscache.com/im/pictures/d6ce61b5-87e5-4f45-b54d-42f2f7ef9a55.jpg)
Vacation home rentals in Montalcino
Find and book unique vacation home rentals on Airbnb
Top-rated vacation home rentals in Montalcino
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montalcino vacation home rentals
Family-friendly vacation home rentals
![](https://a0.muscache.com/im/pictures/76886617/bb5d5ca3_original.jpg?im_w=720)
Vacation home in San Gimignano
4.75 out of 5 average rating, 190 reviewsSan Gimignano, Montegonfoli SIX
![](https://a0.muscache.com/im/pictures/558671ea-a135-41a6-aa8a-ce8628e06787.jpg?im_w=720)
Vacation home in Montelupo Fiorentino
4.86 out of 5 average rating, 139 reviewsLoretta - Holiday home in the heart of Tuscany
![](https://a0.muscache.com/im/pictures/miso/Hosting-5289825/original/b8f80b1e-fc4e-400b-a7ed-3054ab3687cc.jpeg?im_w=720)
Vacation home in Centro Storico
4.83 out of 5 average rating, 299 reviewsLa Gabbia del Grillo <Anna Maria> (A-04)
![](https://a0.muscache.com/im/pictures/69744964/a97a178d_original.jpg?im_w=720)
Vacation home in Centro Storico
4.83 out of 5 average rating, 762 reviewsVisitflorentiapartment - Borgo La Croce Suite
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTkwMzIyNDU%3D/original/061c6b6d-bb2d-4902-8446-3e72a81d0305.jpeg?im_w=720)
Vacation home in Chianciano Terme
4.94 out of 5 average rating, 64 reviewsCharming Cottage Montepulciano, Jacuzzi & Hot Tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-51903703/original/a81a6889-b8dd-4515-95d5-6e53bc23918e.jpeg?im_w=720)
Vacation home in Passignano sul Trasimeno
5 out of 5 average rating, 8 reviewsAntico Casale Tiravento - App. with balcony
![](https://a0.muscache.com/im/pictures/miso/Hosting-483374/original/7f96b9dc-b1a0-4ba6-85b7-e62cf428f8b6.jpeg?im_w=720)
Vacation home in Loro Ciuffenna
4.94 out of 5 average rating, 31 reviews"Loggiato" (Porch) 2/4p, terrace, pool, garden
![](https://a0.muscache.com/im/pictures/a1e053dc-413e-4524-a5a3-a9c903840634.jpg?im_w=720)
Vacation home in Siena
4.98 out of 5 average rating, 40 reviewsApartment in historic Villa in Siena_"LE CONTRADE"
Vacation home rentals with a patio
![](https://a0.muscache.com/im/pictures/miso/Hosting-52662044/original/1d0be3f9-bb1f-4e87-886e-2663316b28ac.jpeg?im_w=720)
Vacation home in Bagno a Ripoli
4.87 out of 5 average rating, 142 reviewsI Rosai apartment on the Florentine hills
![](https://a0.muscache.com/im/pictures/miso/Hosting-757015902357288207/original/8091ae6c-4b80-4dab-b88b-dd8d581420cb.jpeg?im_w=720)
Vacation home in Cantagallina
5 out of 5 average rating, 28 reviewsIl Tiglio, two pax flat between Umbria and Tuscany
![](https://a0.muscache.com/im/pictures/miso/Hosting-51660918/original/8e586c1d-b210-4897-84eb-7bdd65104af1.jpeg?im_w=720)
Vacation home in Orvieto
5 out of 5 average rating, 64 reviewsCasa Isla, near Orvieto, amazing views + pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-562158812048167322/original/8824c695-5dc0-4b8f-8857-b78a7046d336.jpeg?im_w=720)
Vacation home in Rosennano
5 out of 5 average rating, 34 reviewsHOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
![](https://a0.muscache.com/im/pictures/miso/Hosting-829757253691621012/original/b7506b27-25e0-43d2-b23e-acad066ee275.jpeg?im_w=720)
Vacation home in I Castagni
4.92 out of 5 average rating, 13 reviewsGorgeously restored tranquil farmhouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-640357102947194968/original/8c16b2eb-eb21-4ab2-8348-af5965d3df35.jpeg?im_w=720)
Vacation home in Baschi
5 out of 5 average rating, 8 reviewsDimora "Luna" - Norma Umbrian Country House
![](https://a0.muscache.com/im/pictures/miso/Hosting-577935363365462973/original/b82c7127-044e-421a-8ae7-797d624615c7.jpeg?im_w=720)
Vacation home in Gaiole in Chianti
4.94 out of 5 average rating, 16 reviewsThe Piccola Villa of Borgo Argenina
![](https://a0.muscache.com/im/pictures/2a879063-2aa5-4669-b414-741e3921742f.jpg?im_w=720)
Vacation home in Passignano sul Trasimeno
5 out of 5 average rating, 6 reviewsCottage with Lake View-Lea
Vacation home rentals with a washer and dryer
![](https://a0.muscache.com/im/pictures/f73fc88d-5929-4148-8243-51d74049ec55.jpg?im_w=720)
Vacation home in Centro Storico
4.92 out of 5 average rating, 204 reviewsMelarancio Residence
![](https://a0.muscache.com/im/pictures/miso/Hosting-636882182374109237/original/9480e5b7-03db-41ed-8dbb-d6ce138016ae.jpeg?im_w=720)
Vacation home in Centro Storico
4.95 out of 5 average rating, 141 reviewsTOSCANELLA LOFTED ROOM MADREPERLA
![](https://a0.muscache.com/im/pictures/f426e9d3-77c9-414d-b71c-b898f1fa0ccf.jpg?im_w=720)
Vacation home in Castelnuovo Berardenga
4.77 out of 5 average rating, 133 reviewsYour ideal holidays in Tuscany, near Siena!
![](https://a0.muscache.com/im/pictures/miso/Hosting-891247517813237592/original/2473ccf1-ed9b-4867-9852-f79556be341e.jpeg?im_w=720)
Vacation home in Poggibonsi
4.95 out of 5 average rating, 21 reviewsApp.Cavallo - Megognano,2/A
![](https://a0.muscache.com/im/pictures/miso/Hosting-896808415979522438/original/7a9c2cff-f3a5-4b53-8fab-10fcc025b766.jpeg?im_w=720)
Vacation home in Montemerano
4.93 out of 5 average rating, 14 reviewsCasa Monteme, modern loft with a view of the Maremma
![](https://a0.muscache.com/im/pictures/e1449672-1f1f-4276-a607-0b380f669f3a.jpg?im_w=720)
Vacation home in Centro Storico
4.88 out of 5 average rating, 64 reviewsThe Florentine Terrace
![](https://a0.muscache.com/im/pictures/miso/Hosting-53874009/original/9812a821-77d8-47d6-8586-dc6b79553fc8.jpeg?im_w=720)
Vacation home in Tavarnelle Val di Pesa
4.92 out of 5 average rating, 86 reviewsLa Casa di Nada Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-44310597/original/187d02ad-fd2d-4fdd-a34a-3b88f08c9700.jpeg?im_w=720)
Vacation home in Casole d'Elsa - Siena
4.96 out of 5 average rating, 24 reviewsElegant farm stay immersed in nature, Terra
Destinations to explore
- Vacation home rentals Rome
- Vacation home rentals Italy
- Vacation home rentals Italy
- Vacation home rentals Florence
- Vacation home rentals Tuscany
- Bed and breakfasts Montalcino
- Luxury rentals Montalcino
- Farmstay rentals Montalcino
- Smoking-friendly rentals Montalcino
- Rentals with breakfast Montalcino
- Rentals with outdoor seating Montalcino
- Kid-friendly rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Rentals with a washer and dryer Montalcino
- Rentals with a patio Montalcino
- Rentals with a hot tub Montalcino
- Family-friendly rentals Montalcino
- Rentals with a fireplace Montalcino
- Monthly Rentals Montalcino
- Apartment rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with a fire pit Montalcino
- Fitness-friendly rentals Montalcino
- Rentals with pools Montalcino
- Condo rentals Montalcino
- House rentals Montalcino
- Vacation home rentals Province of Siena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes