House holiday rentals in Montescudaio
Find and book unique houses on Airbnb
Top-rated house rentals in Montescudaio
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Montescudaio
House rentals with a pool
Home in Florence
4.89 out of 5 average rating, 722 reviewsTREEhouse/casaBARTHEL
23–30 Oct
Home in San Martino
4.95 out of 5 average rating, 176 reviewsCasa Bada - Barn
10–17 Feb
Home in Localita' Pievescola
4.93 out of 5 average rating, 147 reviewsAntico Borgo Ripostena – no. 8 Casa Vecchia
7–14 Apr
Home in San Miniato
4.91 out of 5 average rating, 102 reviewsPrivate villa/swimming pool in Tuscany
11–18 Jan
Home in Volterra
4.92 out of 5 average rating, 159 reviewsPodere Collina
14–21 Dec
Home in Rietine
4.85 out of 5 average rating, 185 reviewsGaiole in Chianti Poggio Casabianca
11–18 Oct
Home in Gaiole In Chianti
4.85 out of 5 average rating, 220 reviewsCharming estate with views
6–13 Dec
Home in Lecchi in Chianti
4.97 out of 5 average rating, 114 reviewsCasa di Lyndall - Entire house with exclusive pool
31 Oct – 7 Nov
Weekly house rentals
Home in Palaia
4.93 out of 5 average rating, 167 reviewsAL CASTELLO DELLA MONTACCHITA WHOLE APARTAMENT
30 Sept – 7 Oct
Home in Florence
4.95 out of 5 average rating, 175 reviewsGigallino, in the countryside, close to Firenze
22 Feb – 1 Mar
Home in Fiesole
4.99 out of 5 average rating, 148 reviews"La limonaia" - Romantic Suite
22–29 Aug
Home in Radda in Chianti
4.92 out of 5 average rating, 103 reviewsCasa Dante
8–15 Apr
Home in Montalcino
4.97 out of 5 average rating, 113 reviewsCasa delle Giuggiole
20–27 Jul
Home in Sienna
4.9 out of 5 average rating, 292 reviewsAmazing Cott. in the heart of Siena
14–21 Mar
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 249 reviewsCasa Al Poggio & Chianti view
16–23 Feb
Home in Tigliano
4.95 out of 5 average rating, 143 reviewsIl Fienile di Tigliano (ex barn in Vinci-Florence)
25 Oct – 1 Nov
Private house rentals
Home in Caldine, Fiesole
4.94 out of 5 average rating, 121 reviewsIndependent loft on the Florence's Hills
18–25 Feb
Home in Siena
4.79 out of 5 average rating, 742 reviewsLittle heaven on the hills
25 Nov – 2 Dec
Home in Bagno a Ripoli
4.99 out of 5 average rating, 134 reviewsLa casa dei caprioli eco house
19–26 Jun
Home in Montescudaio
4.96 out of 5 average rating, 91 reviewsOpen space immersed in nature
7–14 Dec
Home in Casale marittimo
4.95 out of 5 average rating, 62 reviewsLa Baciosa, an unforgettable view.
25 Dec – 1 Jan
Home in Guardistallo
4.78 out of 5 average rating, 27 reviewsIndependent house with garden
8–15 Mar
Home in Montacatini val di Cecina
4.85 out of 5 average rating, 39 reviewsRomantic Tuscan town house with breathtaking views
21–28 Jan
Home in Riparbella
4.92 out of 5 average rating, 12 reviewsGorgeous cottage with infinity pool
7–14 Feb
Destinations to explore
- House rentals Italy
- Lakehouse rentals Italy
- Treehouse rentals Italy
- Earth house rentals Italy
- Guest house rentals Italy
- Beach house rentals Italy
- Townhouse rentals Italy
- Tiny house rentals Italy
- Tiny house rentals Florence
- House rentals Florence
- Townhouse rentals Florence
- Tiny house rentals Tuscany
- Townhouse rentals Tuscany
- Guest house rentals Tuscany
- Beach house rentals Tuscany
- House rentals Tuscany
- Earth house rentals Tuscany
- Tiny house rentals Tuscany
- Townhouse rentals Tuscany
- Guest house rentals Tuscany
- Beach house rentals Tuscany
- House rentals Tuscany
- Earth house rentals Tuscany
- House rentals Bologna
- Monthly Rentals Montescudaio
- House rentals Province of Pisa
- Tiny house rentals Province of Pisa
- Townhouse rentals Province of Pisa
- 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