Montalcino Holiday Rentals
Apartment
- Tuscany
- ·
- Montalcino
- 0.36 mi to center
10.0Exceptional
(56 Reviews)
3 Bedrooms
2 Baths
6 Guests
1615 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
£292/Night
7 Nights - £2,043
House
- Tuscany
- ·
- Montalcino
- 4.66 mi to center
10.0Exceptional
(18 Reviews)
3 Bedrooms
3 Baths
6 Guests
269.1 ft²
- Parking
- Balcony/Terrace
View- Kitchen
£84/Night
7 Nights - £592
Bed & Breakfast
- Montalcino
- ·
- Sant'Angelo In Colle
- 0.11 mi to center
10.0Exceptional
(71 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Air Conditioner
Internet
£175/Night
7 Nights - £1,222
Cottage
- Montalcino
- ·
- Camigliano
- 0.45 mi to center
10.0Exceptional
(49 Reviews)
3 Bedrooms
2 Baths
6 Guests
1292 ft²
Private Pool- Parking
Pool
Ocean View
£485/Night
7 Nights - £3,398
Villa
- Tuscany
- ·
- Montalcino
- 0.18 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
6 Baths
8 Guests
4305.56 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£507/Night
7 Nights - £3,548
Villa
10.0Exceptional
(46 Reviews)
2 Bedrooms
1 Bath
6 Guests
915 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£175/Night
7 Nights - £1,225
Apartment
10.0Exceptional
(32 Reviews)
3 Bedrooms
2 Baths
6 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
£196/Night
7 Nights - £1,372
New
Villa
- Tuscany
- ·
- Montalcino
- 1.38 mi to center
10.0Exceptional
(25 Reviews)
4 Bedrooms
3 Baths
6 Guests
3250 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£590/Night
7 Nights - £4,132
Villa
- Montalcino
- ·
- San Giovanni d'Asso
- 0.46 mi to center
10.0Exceptional
(14 Reviews)
6 Bedrooms
8 Baths
12 Guests
8374 ft²
- Private Pool
- Breakfast
- Parking
- Pool
£2,064/Night
7 Nights - £14,448
Luxury Holiday Rentals in Montalcino
Over 797+ Luxury Holiday Rentals in or Near Montalcino
Villa
- Montalcino
- ·
- Argiano
- 0.63 mi to center
1 Bedroom
1 Bath
- Pool
- Air Conditioner
Child Friendly
Laundry
£6,252/Night
7 Nights - £43,763
Villa
- Tuscany
- ·
- Montalcino
- 2.76 mi to center
12 Bedrooms
1 Bath
24 Guests
5920 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£5,427/Night
7 Nights - £37,991
House
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1529 ft²
- Breakfast
- Parking
- Pool
- Ocean View
£4,864/Night
7 Nights - £34,051
House
3 Bedrooms
3 Baths
6 Guests
1679 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£4,829/Night
7 Nights - £33,800
House
3 Bedrooms
1 Bath
6 Guests
1679 ft²
- Breakfast
- Pool
- Balcony/Terrace
- Kitchen
£4,796/Night
7 Nights - £33,570
House
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
Pet Friendly
£4,743/Night
7 Nights - £33,204
House
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
£4,727/Night
7 Nights - £33,087
Resort
8.0Excellent
(1 Review)
3 Baths
6 Guests
1679 ft²
- Breakfast
- Parking
- Pool
- Ocean View
£4,676/Night
7 Nights - £32,729
House
- Tuscany
- ·
- Montalcino
- 3.92 mi to center
12 Bedrooms
12 Baths
24 Guests
5802 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
£3,181/Night
7 Nights - £22,267
Top-Rated Holiday Rentals with a Pool in Montalcino
Over 488+ The Best Private Villas and Holiday Rentals in Montalcino with a Pool
Hotel
- Montalcino
- ·
- Poggio alle Mura
- 0.13 mi to center
10.0Exceptional
(130 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
Spa
£877/Night
7 Nights - £6,139
Hotel
- Tuscany
- ·
- Montalcino
- 1.39 mi to center
10.0Exceptional
(86 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
£436/Night
7 Nights - £3,054
Other
- Tuscany
- ·
- Montalcino
- 0.66 mi to center
10.0Exceptional
(81 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£202/Night
7 Nights - £1,413
Hotel
- Montalcino
- ·
- Castiglione del Bosco
- 0.05 mi to center
10.0Exceptional
(79 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Spa
£1,456/Night
7 Nights - £10,194
Hotel
- Tuscany
- ·
- Montalcino
- 3.91 mi to center
10.0Exceptional
(23 Reviews)
26 Baths
1204.36 ft²
Oceanfront- Hot Tub
EV Charge Station- Parking
£193/Night
7 Nights - £1,350
Villa
10.0Exceptional
(13 Reviews)
5 Bedrooms
6 Baths
10 Guests
2583 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£702/Night
7 Nights - £4,912
Villa
- Tuscany
- ·
- Montalcino
- 3.70 mi to center
10.0Exceptional
(11 Reviews)
7 Bedrooms
11 Baths
14 Guests
4844 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
£530/Night
7 Nights - £3,712
Villa
- Montalcino
- ·
- Camigliano
- 0.51 mi to center
10.0Exceptional
(9 Reviews)
5 Bedrooms
3 Baths
9 Guests
3229 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£1,016/Night
7 Nights - £7,112
Villa
Private Villa with WIFI, private pool, A/C, TV, pets allowed, panoramic view, close to Montepulciano
10.0Exceptional
(9 Reviews)
5 Bedrooms
6 Baths
10 Guests
2583 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£651/Night
7 Nights - £4,559
Pet-Friendly Holiday Rentals in Montalcino
Over 464+ Pet-Friendly Holiday Rentals in or Near Montalcino
Villa
- Tuscany
- ·
- Montalcino
- 3.65 mi to center
10.0Exceptional
(9 Reviews)
7 Bedrooms
8 Baths
14 Guests
5382 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£498/Night
7 Nights - £3,487
Apartment
- Tuscany
- ·
- Montalcino
- 3.31 mi to center
10.0Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
9 Guests
1076.39 ft²
- Parking
- Balcony/Terrace
- View
- Internet
£43/Night
7 Nights - £301
Bed & Breakfast
- Tuscany
- ·
- Montalcino
- 0.13 mi to center
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Kitchen
- Internet
- Pet Friendly
£156/Night
7 Nights - £1,093
Apartment
- Tuscany
- ·
- Montalcino
- 1.49 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
3 Guests
861 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£250/Night
7 Nights - £1,749
Apartment
10.0Exceptional
(5 Reviews)
9 Bedrooms
7 Baths
18 Guests
663.77 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£123/Night
7 Nights - £859
Apartment
- Tuscany
- ·
- Montalcino
- 1.49 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
969 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£261/Night
7 Nights - £1,825
House
- Tuscany
- ·
- Montalcino
- 0.15 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Parking
- Pool
- Air Conditioner
- Internet
£610/Night
7 Nights - £4,271
Apartment
- Tuscany
- ·
- Montalcino
- 1.41 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
3 Guests
861 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£242/Night
7 Nights - £1,691
Villa
- Tuscany
- ·
- Montalcino
- 1.88 mi to center
10.0Exceptional
(3 Reviews)
14 Bedrooms
9 Baths
26 Guests
- Pool
- Kitchen
- Pet Friendly
- Child Friendly
£2,719/Night
7 Nights - £19,034
Large Holiday Rentals and Private Villas in Montalcino
Over 207+ Large Holiday Rentals and Private Villas in or Near Montalcino
Villa
- Tuscany
- ·
- Montalcino
- 3.67 mi to center
10.0Exceptional
(2 Reviews)
7 Bedrooms
8 Baths
14 Guests
4844 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
£502/Night
7 Nights - £3,515
House
- Montalcino
- ·
- Montisi
- 0.14 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
6 Baths
10 Guests
3444.45 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
£349/Night
7 Nights - £2,442
Villa
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Internet
£305/Night
7 Nights - £2,137
Villa
Wonderful private villa with private pool, A/C, WIFI, TV, patio, panoramic view, close to Montalcino
- Montalcino
- ·
- San Giovanni d'Asso
- 0.25 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
8 Baths
12 Guests
8374 ft²
- Private Pool
- Breakfast
- Parking
- Pool
£1,974/Night
7 Nights - £13,822
Villa
10.0Exceptional
(2 Reviews)
7 Bedrooms
6 Baths
14 Guests
4305.56 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£815/Night
7 Nights - £5,704
Villa
10.0Exceptional
(1 Review)
11 Bedrooms
9 Baths
22 Guests
- Private Pool
- Breakfast
- Parking
- Pool
£1,371/Night
7 Nights - £9,596
Villa
- Montalcino
- ·
- Montisi
- 0.17 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
1830 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£469/Night
7 Nights - £3,286
Villa
- Tuscany
- ·
- Montalcino
- 4.91 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
9 Guests
3229 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£382/Night
7 Nights - £2,678
Villa
- Montalcino
- ·
- Montisi
- 0.57 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
549 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£296/Night
7 Nights - £2,072
Wheelchair Accessible Holiday Homes in Montalcino
Over 20+ Wheelchair Accessible Holiday Homes in or Near Montalcino
House
9.9Exceptional
(282 Reviews)
8 Bedrooms
8 Baths
24 Guests
344.45 ft²
- Oceanfront
- Breakfast
- EV Charge Station
- Parking
£256/Night
7 Nights - £1,792
Resort
- Tuscany
- ·
- Montalcino
- 0.17 mi to center
10.0Exceptional
(1 Review)
1 Bath
2 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
£255/Night
7 Nights - £1,783
House
- Montalcino
- ·
- Tavernelle
- 0.05 mi to center
9.4Exceptional
(668 Reviews)
12 Bedrooms
3 Baths
6 Guests
269.1 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
£231/Night
7 Nights - £1,616
House
- Tuscany
- ·
- Montalcino
- 2.76 mi to center
9.8Exceptional
(160 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
£187/Night
7 Nights - £1,312
House
- Tuscany
- ·
- Montalcino
- 1.94 mi to center
9.3Exceptional
(482 Reviews)
11 Bedrooms
4 Baths
8 Guests
419.79 ft²
- Oceanfront
- Hot Tub
- Breakfast
- EV Charge Station
£277/Night
7 Nights - £1,937
Bed & Breakfast
- Tuscany
- ·
- Montalcino
- 0.13 mi to center
1 Bedroom
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
£266/Night
7 Nights - £1,865
Apartment
- Tuscany
- ·
- Montalcino
- 3.82 mi to center
9.2Exceptional
(210 Reviews)
17 Bedrooms
17 Baths
32 Guests
862.46 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£67/Night
7 Nights - £472
House
9.1Exceptional
(709 Reviews)
28 Bedrooms
23 Baths
68 Guests
411.86 ft²
- Oceanfront
- Breakfast
- EV Charge Station
- Parking
£357/Night
7 Nights - £2,497
House
- Montalcino
- ·
- Vergelle
- 0.02 mi to center
9.1Exceptional
(63 Reviews)
7 Bedrooms
6 Baths
24 Guests
699.65 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
£103/Night
7 Nights - £721
Montalcino Private Villas and Holiday Homes Under $200
Over 250+ Montalcino Private Villas and Holiday Homes Under $200
House
- Tuscany
- ·
- Montalcino
- 0.15 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
£119/Night
7 Nights - £830
Villa
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
914.93 ft²
- Parking
- Pool
- View
- Internet
£129/Night
7 Nights - £904
Bed & Breakfast
- Tuscany
- ·
- Montalcino
- 0.29 mi to center
10.0Exceptional
(40 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
£146/Night
7 Nights - £1,023
Apartment
- Tuscany
- ·
- Montalcino
- 0.29 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
538 ft²
- Parking
- Ocean View
- View
- Kitchen
£125/Night
7 Nights - £873
Apartment
- Montalcino
- ·
- San Giovanni d'Asso
- 0.24 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
861.11 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£102/Night
7 Nights - £717
Apartment
- Montalcino
- ·
- Torrenieri
- 0.20 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
£87/Night
7 Nights - £612
House
- Montalcino
- ·
- Sant'Angelo In Colle
- 0.23 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
646 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£147/Night
7 Nights - £1,029
Apartment
- Tuscany
- ·
- Montalcino
- 0.31 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
269 ft²
- Breakfast
- Balcony/Terrace
- Kitchen
- Internet
£147/Night
7 Nights - £1,028
Apartment
- Montalcino
- ·
- San Giovanni d'Asso
- 0.21 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
1 Bath
8 Guests
1292 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£121/Night
7 Nights - £846
Instantly Bookable Holiday Homes in Montalcino
Over 366+ Instantly Bookable Holiday Homes in or Near Montalcino
New
House
- Tuscany
- ·
- Montalcino
- 0.29 mi to center
10.0Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
2691 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£388/Night
7 Nights - £2,713
Apartment
- Tuscany
- ·
- Montalcino
- 0.04 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
753 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£129/Night
7 Nights - £902
House
- Tuscany
- ·
- Montalcino
- 0.18 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
5 Baths
8 Guests
4306 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£703/Night
7 Nights - £4,924
Apartment
- Tuscany
- ·
- Montalcino
- 0.49 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Internet
- Pet Friendly
£221/Night
7 Nights - £1,547
New
House
- Montalcino
- ·
- San Giovanni d'Asso
- 0.17 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
5 Guests
1421 ft²
- Private Pool
- Parking
- Pool
- Ocean View
£291/Night
7 Nights - £2,038
House
- Montalcino
- ·
- San Giovanni d'Asso
- 0.28 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
5 Guests
1399 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£287/Night
7 Nights - £2,010
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
5 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£233/Night
7 Nights - £1,628
Apartment
- Tuscany
- ·
- Montalcino
- 0.27 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
£196/Night
7 Nights - £1,370
Apartment
- Tuscany
- ·
- Montalcino
- 0.41 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
194 ft²
- Breakfast
- Balcony/Terrace
- Kitchen
- Internet
£118/Night
7 Nights - £823
Book a Last Minute Place to Stay in Montalcino
About Casai's Private Villas and Holiday Rentals in Montalcino
Discover more than 806 vacation rentals available in Montalcino. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Montalcino.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Montalcino, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Montalcino. On average, places to stay near Montalcino offer 1094.61 ft², with nightly prices averaging £371.
With Casai, finding and comparing holiday rentals in Montalcino is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Montalcino
| Type | Count |
|---|---|
| Holiday Apartments | 290 |
| Vacation Homes | 243 |
| Villas | 145 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in Montalcino
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Montalcino.
Top Attractions Around Montalcino, IT
Casai offers a large selection of top attractions around Montalcino . Research things to do on your vacation before you visit Montalcino.
Other Places to Stay in Montalcino, IT
Frequently Asked Questions About Montalcino?
What are the top holiday rentals in Montalcino?
With numerous options available in Montalcino, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Montalcino:
- Castello Banfi - Il Borgo - Relais et Chateaux
- Villa Le Prata - Residenza del Vescovo
- Il Burellino Wine & Resort
- Castiglion del Bosco, A Rosewood Hotel
- Dimora delle Muse
- Unique Views From Inside The Town Of Montalcino
- Charming farmhouse with private pool among Brunello vineyards A real Escape!
- Castelmuzio - Detached house with private pool
- B&B Porta Castellana
- Enjoy a Classic Tuscan Hill Town holiday—now with AC!
How many holiday rentals have private pools in Montalcino?
Discover a selection of holiday rentals with private pools near Montalcino with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Villa "Casa Luisa" very welcoming apartment, pets are allowed
- Castello di Velona Resort, Thermal SPA & Winery
- Holiday apartment with terrace, air conditioning and internet
- Wonderful private villa with WIFI, private pool, TV, veranda, panoramic view, close to Montepulciano
Which holiday homes in Montalcino are best for families?
If you're searching for a family-friendly holiday home in Montalcino, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Montalcino:
- Brunello di Montalcino Apartment Farmhouse Bonacchi
- Agriturismo Pascianella Appartamento bel tramonto
- Corte Francigena - Apartments
How many Casai.uk holiday rentals are available in Montalcino?
As of 2026, Casai boasts over 806 properties listed in the Montalcino area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Montalcino.
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