
Vacation rentals near Montespertoli City Hall
We found 9,446 vacation rentals — enter your dates for availability
Choose the perfect vacation home that's close to Montespertoli City Hall. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as parking and air conditioning. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Montespertoli City Hall
Showing deals for:Nov 7 - Nov 14
Image gallery for Typical Tuscan Countryside Cottage near Florence

1010 out of 10 rating
Exceptional
(28 reviews)
Typical Tuscan Countryside Cottage near Florence
Bagno a Ripoli, Tuscany
7% off
Price is CA $252
CA $252
CA $2,079 total
CA $2,079 total
includes taxes & fees
Image gallery for Cozy newly renovated 4 Bdr Villa with garden in Florence, great central location

9.89.8 out of 10 rating
Exceptional
(55 reviews)
Cozy newly renovated 4 Bdr Villa with garden in Florence, great central location
Florence, Toscana
5% off
Price is CA $952
CA $952
CA $8,012 total
CA $8,012 total
includes taxes & fees
Image gallery for Holiday home in the Florentine Chianti half an hour from Florence

9.89.8 out of 10 rating
Exceptional
(57 reviews)
Holiday home in the Florentine Chianti half an hour from Florence
Montespertoli, Toscana
10% off
Price is CA $361
CA $361
CA $2,757 total
CA $2,757 total
includes taxes & fees
Image gallery for Holiday house with private pool and fenced garden

1010 out of 10 rating
Exceptional
(57 reviews)
Holiday house with private pool and fenced garden
Volterra, Toskana
10% off
Price is CA $402
CA $402
CA $3,444 total
CA $3,444 total
includes taxes & fees
Image gallery for Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa

1010 out of 10 rating
Exceptional
(147 reviews)
Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
Castellina in Chianti, Tuscany
13% off
Price is CA $661
CA $661
CA $5,121 total
CA $5,121 total
includes taxes & fees
Image gallery for Beautifully restored farmhouse in Greve, heart of Chianti

9.89.8 out of 10 rating
Exceptional
(26 reviews)
Beautifully restored farmhouse in Greve, heart of Chianti
Greve in Chianti, Chianti
5% off
Price is CA $833
CA $833
CA $6,436 total
CA $6,436 total
includes taxes & fees
Image gallery for Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

9.89.8 out of 10 rating
Exceptional
(103 reviews)
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Impruneta, Tuscany
10% off
Price is CA $1,048
CA $1,048
CA $10,114 total
CA $10,114 total
includes taxes & fees
Image gallery for a dream vacation in Tuscany

1010 out of 10 rating
Exceptional
(41 reviews)
a dream vacation in Tuscany
San Casciano in Val di Pesa, Tuscany
10% off
Price is CA $352
CA $352
CA $2,687 total
CA $2,687 total
includes taxes & fees
Image gallery for Renovated gorgeous villa in Florence. Walking distance to all sites.

9.89.8 out of 10 rating
Exceptional
(49 reviews)
Renovated gorgeous villa in Florence. Walking distance to all sites.
Florence, Tuscany
10% off
Price is CA $789
CA $789
CA $6,815 total
CA $6,815 total
includes taxes & fees
Image gallery for Historic building with unique view of Pontevecchio

1010 out of 10 rating
Exceptional
(20 reviews)
Historic building with unique view of Pontevecchio
Florence, Città Metropolitana di Firenze
19% off
Price is CA $452
CA $452
CA $3,835 total
CA $3,835 total
includes taxes & fees
Image gallery for BIOAGRITURISMO PODERE MONTISI - Eco-Green living near Florence in Tuscany

1010 out of 10 rating
Exceptional
(44 reviews)
BIOAGRITURISMO PODERE MONTISI - Eco-Green living near Florence in Tuscany
Calenzano, Toscana
5% off
Price is CA $174
CA $174
CA $1,557 total
CA $1,557 total
includes taxes & fees
Image gallery for Farmhouse in chianti with swimming pool " Foresta 2"

8.48.4 out of 10 rating
Very good
(11 reviews)
Farmhouse in chianti with swimming pool " Foresta 2"
Castellina in Chianti, Tuscany
10% off
Price is CA $287
CA $287
CA $2,301 total
CA $2,301 total
includes taxes & fees
Image gallery for "Le Porte San Frediano 2: Florentine Elegance at a stone's throw from the Heart of the City"

1010 out of 10 rating
Exceptional
(32 reviews)
"Le Porte San Frediano 2: Florentine Elegance at a stone's throw from the Heart of the City"
Florence, Tuscany
19% off
Price is CA $304
CA $304
CA $2,531 total
CA $2,531 total
includes taxes & fees
Image gallery for A wonderful country house in the heart of Chianti

9.89.8 out of 10 rating
Exceptional
(22 reviews)
A wonderful country house in the heart of Chianti
Greve in Chianti, Toscana
5% off
Price is CA $165
CA $165
CA $1,353 total
CA $1,353 total
includes taxes & fees
Image gallery for House with character in typical medieval borgo on the Chianti Classico hills

9.69.6 out of 10 rating
Exceptional
(49 reviews)
House with character in typical medieval borgo on the Chianti Classico hills
Montespertoli, Tuscany
16% off
Price is CA $263
CA $263
CA $2,167 total
CA $2,167 total
includes taxes & fees
Image gallery for Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

1010 out of 10 rating
Exceptional
(107 reviews)
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
San Gimignano, SI, Italy
10% off
Price is CA $789
CA $789
CA $6,129 total
CA $6,129 total
includes taxes & fees
Image gallery for Florence Loft - Near Duomo

9.89.8 out of 10 rating
Exceptional
(34 reviews)
Florence Loft - Near Duomo
Florence, Toscana
19% off
Price is CA $295
CA $295
CA $2,514 total
CA $2,514 total
includes taxes & fees
Image gallery for Farmhouse in Authentic Tuscany

1010 out of 10 rating
Exceptional
(24 reviews)
Farmhouse in Authentic Tuscany
Lamporecchio, Toscana
5% off
Price is CA $114
CA $114
CA $959 total
CA $959 total
includes taxes & fees
Image gallery for The One and Only: NEW ROYAL SUITE with PRIVATE TERRACE OVERLOOKING FLORENCE

9.69.6 out of 10 rating
Exceptional
(45 reviews)
The One and Only: NEW ROYAL SUITE with PRIVATE TERRACE OVERLOOKING FLORENCE
Florence, Toscana
15% off
Price is CA $285
CA $285
CA $2,478 total
CA $2,478 total
includes taxes & fees
Image gallery for Panoramic Suite near Duomo and Station

1010 out of 10 rating
Exceptional
(25 reviews)
Panoramic Suite near Duomo and Station
Florence, Toscana
20% off
Price is CA $255
CA $255
CA $2,156 total
CA $2,156 total
includes taxes & fees
Image gallery for Under the stars, Surrounded by greenery a stone's throw from the center of Florence.

9.89.8 out of 10 rating
Exceptional
(102 reviews)
Under the stars, Surrounded by greenery a stone's throw from the center of Florence.
Florence, Toscana
5% off
Price is CA $167
CA $167
CA $1,388 total
CA $1,388 total
includes taxes & fees
Image gallery for Luxury Villa in the Florentine hills

9.89.8 out of 10 rating
Exceptional
(141 reviews)
Luxury Villa in the Florentine hills
Florence, Tuscany
5% off
Price is CA $303
CA $303
CA $2,475 total
CA $2,475 total
includes taxes & fees
Image gallery for Full of light Cottage Flat Garden view of XVIII Century Palace with Doorman

9.69.6 out of 10 rating
Exceptional
(61 reviews)
Full of light Cottage Flat Garden view of XVIII Century Palace with Doorman
Florence, Toscana
8% off
Price is CA $557
CA $557
CA $4,835 total
CA $4,835 total
includes taxes & fees
Image gallery for Romantic Apartment With Garden 2 Minutes' Walk From Pitti Palace

9.89.8 out of 10 rating
Exceptional
(123 reviews)
Romantic Apartment With Garden 2 Minutes' Walk From Pitti Palace
Florence, Toscana
5% off
Price is CA $167
CA $167
CA $1,525 total
CA $1,525 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Montespertoli City Hall
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
san gimignano apartment in historical center, courtyard and fast free wifi
Sleeps 4
9.69.6 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Holiday house with private pool and fenced garden
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
FABULOUS 8BR-8.5BA VILLA W PRIVATE HEATED POOL IN PRIME LOCATION NEAR FLORENCE!
Sleeps 16 · 8 bedrooms · 8+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Sleeps 29 · 9 bedrooms · 9+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Sleeps 12 · 5 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Top rated rentals - Montespertoli City Hall
Lovely and relaxing holiday
1010 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
Super appartement in een prachtige locatie waar je helemaal tot rust kan komen.
Lore B.
Stayed Jul 2025
Birthday Celebration in Tuscany
1010 out of 10
Exceptionalexceptional
107 reviews(107 reviews)
Booked this villa for a 5-night stay with family & friends. The villa was exactly as expected, the views of San Gimignano from the property are so much better than the photos can capture! The owner, Alessandro, was accommodating, easy to contact, and responsive to our requests. Ensuite bathrooms in all bedrooms was an awesome feature we all appreciated. Would definitely recommend!
MK P.
Stayed Jun 2025
Duomo apartment
1010 out of 10
Exceptionalexceptional
236 reviews(236 reviews)
Location was perfect, bed was comfortable and Luca was a gem.
Bonnie A.
Stayed May 2025
Wonderful stay!
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Such a beautiful place, the outdoor areas were great and really well thought out. Inside was impeccably maintained and clean. Every detail was thought out. The area is convenient for day trips so location was lovely. Luca was incredibly helpful and responsive. Super nice man! What a great stay!
Tammy T.
Stayed May 2025
Charming Villa
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Beautiful country setting on a hill near Poggibonsi with a stunning view of San Gimignano. Good restaurants in Poggibonsi about 9 kilometres away. You must book winery visits in advance Very well appointed villa, especially the kitchen. Enjoyed our week in May
Randy R.
Stayed May 2025
Amazing location!
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
The Villa was simply stunning. There were 8 of us and we all felt we had plenty of space. The pool was glorious and with the surrounding countryside it was just so peaceful and relaxing. The kitchen was great to cook in for our family dinners. The walk to the bus seemed longer than 1 mile but, once you got to the bus, it was a quick ride into the heart of Florence. We found the transit super easy to navigate, when compared to other places in Europe we have stayed, and so we were able to take day trips to Bologna, Pisa, Verona, Siena and San Gimignano. Marinella was super helpful and, had she not been around, we would not have been able to find a van to get us to the airport for our next flight without her help. We would definitely stay at the villa again if we came back to Florence.
Rebecca J.
Stayed Apr 2025
Fantastic Tuscan getaway
1010 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
Great apartment in a picturesque, ancient walled village in the heart of wine country. Perfect location for exploring Tuscany (rental car a must), with excellent local restaurants to enjoy upon your return in the evening. Cindy is an amazing host, very responsive and helpful. She’s also a fantastic cook, and her private cooking lesson was a highlight of the trip.
Bruce T.
Stayed Apr 2025
Fantastic stay for 4 weeks
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
We spent 4 weeks in this house .The owner was very helpfull the house was top notch If You want to ear the silence it is one of the best place
House was what were expected and more
I recommand this house for people need to relax in peace and calm A special Thanks to the MAMMA
Pierre B.
Stayed Jun 2024
- 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, yards and more
- More for lessMore space, more privacy, more amenities — more value