Vacation rentals in Montespertoli

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Top-rated vacation rentals in Montespertoli

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Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 355 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Dec 18 – 25

G$22,974 GYD per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 130 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to 1600 located in the beautiful hills of Chianti in Tuscany. The apartment is furnished in the perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and thoughtful and handcrafted furnishings that will make you enjoy a unique stay. In the large outdoor courtyard you will find at your disposal a large pool on a panoramic terrace with wonderful views of the hills and vineyards with unique sunsets.

Nov 11 – 18

G$35,301 GYD per night

Guest favorite

Home in Montespertoli

4.83 out of 5 average rating, 138 reviews

Sunny Beauty

Tranquillità - Bellezza - Relax. Siamo nel Chianti, San Gimignano, Firenze, Siena, Volterra e Pisa non sono lontane. Bellezza e cose straordinarie ci circondano, nonché buon cibo genuino, soprattutto ottimo vino e ottimo olio. Casa completamente ristrutturata. Nota: Ci potete trovare su Google maps. Negozi chiudano alle 20.00 Sono una guida turistica del territorio, ho studiato Arte e canto. Vi auguro un buon soggiorno a casa mia, arredata con amore e col obiettivo di farvi stare bene.

Feb 17 – 24

G$13,888 GYD per night

Guest favorite

Apartment in Montespertoli

4.93 out of 5 average rating, 101 reviews

La Chicchera, ground floor apt with panoramic view

La Chicchera è un appartamento recentemente rinnovato e curato nei minimi dettagli in una via molto tranquilla del centro di Montespertoli, un paesino nel cuore del Chianti e a breve distanza da Firenze e da tutte le altre città d'arte della Toscana. Facilmente raggiungibili a piedi minimarket, bar, farmacie, ristoranti, negozi, banche; a pochi passi anche le fermate dell’autobus. Saremo felici di accogliervi e poter far parte del vostro soggiorno in Toscana con consigli e suggerimenti!

Aug 17 – 24

G$16,526 GYD per night

Guest favorite

Guest suite in Montespertoli

4.97 out of 5 average rating, 180 reviews

Cozy suite overlooking Chianti 20 km to Florence

With breathtaking views over the valley and vineyards! In a small rural village in the splendid Chianti countryside just 20 minutes drive from Florence in a strategic position to visit Florence, Siena and all of Tuscany. Car needed. Romantic, welcoming, panoramic pergola with wonderful views over the valley, totally independent, WI-FI, free parking. In typical Tuscan rural building, internal steps, fireplace, king size bed, large wall shower, kitchenette. Dog welcome.

Oct 27 – Nov 3

G$19,897 GYD per night

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 217 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Nov 13 – 20

G$56,279 GYD per night

Guest favorite

Apartment in Montespertoli

4.89 out of 5 average rating, 159 reviews

Nice tuscan house with private pool and freedom

This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house. It is well connected to the most important Tuscan cities. Nearby you can find very typical nice reatsurants and you can have very good wine-/oil- and cheese-tasting in typical locations. Sanitization with Ozone technology for Viruses, bacteria and molds.

Jan 19 – 26

G$30,247 GYD per night

Guest favorite

Villa in Montespertoli

4.93 out of 5 average rating, 145 reviews

Colonica in the Chianti

Beautiful portion of farmhouse immersed in Chianti with beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). the house is halfway between Montespertoli and San Casciano (7km).

Apr 28 – May 5

G$50,166 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Dec 13 – 20

G$33,256 GYD per night

Guest favorite

Cabin in Montespertoli

4.94 out of 5 average rating, 126 reviews

The little house in the garden

Posto ideale per rilassarsi in campagna, fra le bellissime colline del Chianti, immersi in un bellissimo giardino con alberi da frutta, e olivi. Nello stesso giardino la casa dei proprietari. Siamo a 4 chilometri dal centro abitato di Cerbaia. Per arrivare alla casa c'è un tratto di circa 1 chilometro di strada sterrata facilmente percorribile

Mar 25 – Apr 1

G$19,665 GYD per night

Guest favorite

Home in Certaldo

4.91 out of 5 average rating, 110 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

Apr 16 – 23

G$101,900 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 203 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Jan 6 – 13

G$30,003 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Montespertoli vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Montespertoli's top sights

Coop Montespertoli17 locals recommend

Castello Sonnino6 locals recommend

Ristorante Bistrot Lo Zero7 locals recommend

I' Fico Lesso7 locals recommend

Tuscany by Bike9 locals recommend

Ristorante PerBacco Di Cinelli Laura3 locals recommend

Other great vacation rentals in Montespertoli

Guest favorite

Cottage in Montespertoli, Florence

4.91 out of 5 average rating, 116 reviews

Country House with garden and wifi

Mar 30 – Apr 6

G$26,497 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 156 reviews

A Big Dream in a Little Tower.

Nov 6 – 13

G$176,575 GYD per night

Guest favorite

Farm stay in Siena

4.98 out of 5 average rating, 221 reviews

Typical Tuscan Country House WITH A/C

Apr 5 – 12

G$24,664 GYD per night

Guest favorite

Apartment in Poggibonsi

4.98 out of 5 average rating, 183 reviews

Laura Chianti Vacanze

Mar 25 – Apr 1

G$19,706 GYD per night

Guest favorite

Home in Gambassi Terme

4.99 out of 5 average rating, 116 reviews

Il Fienile, luxury apartment on Tuscan hills

Mar 29 – Apr 5

G$42,664 GYD per night

Guest favorite

Condo in Montespertoli

4.96 out of 5 average rating, 25 reviews

Casa "La Chicca del Chianti"

Jan 21 – 28

G$14,347 GYD per night

Guest favorite

Farm stay in Montespertoli

4.86 out of 5 average rating, 37 reviews

Country home Stalla di Feo near Florence

Sep 11 – 18

G$29,411 GYD per night

Superhost

Farm stay in Montespertoli

4.94 out of 5 average rating, 18 reviews

Il Melograno, apartment in farmhouse for 4 people with a garden in the heart of Chianti

Jun 20 – 27

G$22,020 GYD per night

Show all

Quick stats about vacation rentals in Montespertoli

Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
G$12,512 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Montespertoli?
Yes! Work meets play with ease at over 10 vacation rentals in Montespertoli featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Montespertoli?
Experience the best of Montespertoli with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Montespertoli?
Four-legged friends are welcome in Montespertoli. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there Montespertoli vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Montespertoli, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Montespertoli?
Montespertoli has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Montespertoli have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Montespertoli. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Montespertoli

Top-rated vacation rentals in Montespertoli

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Montespertoli vacation rentals

Stay near Montespertoli's top sights

Other great vacation rentals in Montespertoli

Cottage in Montespertoli, Florence

Tower in Fiesole

Farm stay in Siena

Apartment in Poggibonsi

Home in Gambassi Terme

Condo in Montespertoli

Farm stay in Montespertoli

Farm stay in Montespertoli

Quick stats about vacation rentals in Montespertoli

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Montespertoli?

How much does it cost to stay in apartment rentals in Montespertoli?

Are there pet-friendly vacation rentals in Montespertoli?

Are there Montespertoli vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Montespertoli?

Do apartment rentals in Montespertoli have wireless internet?

Destinations to explore