A historic bridge over a calm river at twilight, reflecting the surrounding buildings.

Cottages in Province of Florence

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Top Cities in Province of Florence

A town with terracotta-roofed buildings, a prominent church with a bell tower, and rolling hills in the background.
CottagesCottages

Fiesole

Fiesole

Our top choices for Province of Florence cottages

Exterior

1. Relaxing vacation on the hills of Chianti, view of Florence, 35 minutes away

Relaxing vacation on the hills of Chianti, view of Florence, 35 minutes away
San Casciano In Val di Pesa
9.4 out of 10, Exceptional, (20 reviews)
"Elizabeth went above and beyond our expectations. More than a Host, more like a long, lost friend, helpful, knowledgeable, helped us to embrace the Tuscany culture. We liked it so much. We plan on another trip in the near future. "
United States
Randy H.
Relaxing vacation on the hills of Chianti, view of Florence, 35 minutes away
Exterior

2. Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities

Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
montespertoli
9.8 out of 10, Exceptional, (32 reviews)
"Great location for Tuscany sites (although down a gravel track), superb host, excellent stay."
United Kingdom
Jason H.
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Exterior

3. Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle

Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Montespertoli
9.6 out of 10, Exceptional, (21 reviews)
"Extraordinarily beautiful location, very helpful and attentive host. The two-bedroom apartment is a little odd, with one bathroom (sink, bidet, toilet) at the end of the hall, and a second “bathroom” (consisting only of a shower)accessible only by way of one of the bedrooms!"
United States
Claiborne, Fredericka, and Elizabeth T.
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Exterior

4. Our charming Tuscan Cottage

Our charming Tuscan Cottage
Toscana
10.0 out of 10, Exceptional, (1 review)
"If you're looking for a quaint, chill stay in Chianti - this is an AMAZING option. This is exactly the reset my family needed after the hustle and bustle of Florence. The grounds are very natural and beautiful. The pool was very well kept and extremely clean. The hosts were helpful and friendly. There is an active B&B on the property, so you may need to share the overall grounds/pool but there is plenty of space! I look forward to visiting Il Borghetto again in the future. Can't recommend this...
United States
Ryan M.
Our charming Tuscan Cottage
Outdoor dining

5. Exceptionally pretty cottage with pool, views, in walking distance from Panzano

Exceptionally pretty cottage with pool, views, in walking distance from Panzano
Greve in Chianti
10.0 out of 10, Exceptional, (46 reviews)
"Superb location / great scenery Lucrezia is a welcoming hostess "
Canada
Martin
Exceptionally pretty cottage with pool, views, in walking distance from Panzano
Exterior

6. Beautiful 1-bedroom cottage with garden and views over olive groves, pool

Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Barberino Val d'Elsa
9.2 out of 10, Wonderful, (7 reviews)
"Country setting with beautiful views. Low key and a good place to unplug. Good restaurants and villages near by. Simon was helpful and we enjoyed our stay."
United States
Laura H.
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Exterior

7. Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti

Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti
Tavarnelle Val di Pesa
9.2 out of 10, Wonderful, (16 reviews)
"Fantastische locatie rustig en mooi uitzicht. Veel privacy. Het huis zelf is van binnen wat verouderd. Maar alles is aanwezig"
Netherlands
Irma v.
Villa il Borraccio. Dependance Begonia, piscina con vista sui colli del Chianti
Outdoor dining

8. Charming Farmhouse with Private Pool among Vineyards

Charming Farmhouse with Private Pool among Vineyards
Passo dei Pecorai - Greve in Chianti
9.6 out of 10, Exceptional, (51 reviews)
"Lovely charming bill, great host in an excellent location. Lovely our comfy stay here and the villa itself has all the amenities and services one would ever need. The winery also produces some great wines as well! Would definitely recommend, thank you"
Singapore
Ronald C.
Charming Farmhouse with Private Pool among Vineyards
Exterior

9. Cottage Gelsomino near Fiorenze, San Gimignano, Siena...

Cottage Gelsomino near Fiorenze, San Gimignano, Siena...
Gambassi Terme
9.0 out of 10, Wonderful, (16 reviews)
"Nous avons passons de très bonnes vacances, l'appartement est bien situé... Proche de san Gimignano qui est un très joli village, proche de Sienne, Florence. Miria et Carlo nous ont très bien accueilli. Maison conforme à la description. Prévoir le nécessaire pour les moustiques car végétation proche de la location. Le seul petit bémol dans cette location est le matelas du lit 2 places qui pour moi est trop mou (ressort) Ne convient pas pour tous les dos... 😁."
France
emilie b.
Cottage Gelsomino near Fiorenze, San Gimignano, Siena...
Outdoor dining

10. Stone house with private exclusive infinity pool in Chianti

Stone house with private exclusive infinity pool in Chianti
Barberino Val d'Elsa
10.0 out of 10, Exceptional, (6 reviews)
"A beautiful location with excellent facilities and wonderful restaurants close by. Emanuela was a lovely host and made sure we felt welcome and at home. Our grandchildren (7 & 10) loved the pool and we all thoroughly enjoyed our stay. GRAZIE MILLE"
United Kingdom
PETER K.
Stone house with private exclusive infinity pool in Chianti
Cottage | Pool | Outdoor pool

11. Tuscan Cottage With 2 Pools

Tuscan Cottage With 2 Pools
Tavarnelle Val di Pesa
Tuscan Cottage With 2 Pools
Exterior

12. Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two

Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Montespertoli
9.8 out of 10, Exceptional, (10 reviews)
"Apart from the spacious,well equipped cottage and overall calm and relaxing environment with great pool and outdoor eating area, Marzio, Adela and Mauro were the perfect hosts providing us with very practical advice on what to see and do in the region. Cellole is also very well situated to explore the region, half way between Florence and Sienna it allowed us to visit these cities or explore the many medieval fortress villages close by. The cooking course we did was a real highlight. My daughter...
United Kingdom
Anna Z.
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Property grounds

13. Villa Vestra in Vinci holiday home

Villa Vestra in Vinci holiday home
Vinci
10.0 out of 10, Exceptional, (18 reviews)
"Perfect place!"
United States
Edyta
Villa Vestra in Vinci holiday home
Property grounds

14. Aurora, 3 bedroom house with air conditioning, wifi, garden and shared pool

Aurora, 3 bedroom house with air conditioning, wifi, garden and shared pool
Vinci
10.0 out of 10, Exceptional, (1 review)
"We had everything we needed for our stay. Everything was very clean. Hosts were lovely and welcoming. Would recommend for families and small friend groups."
United States
Shannon K.
Aurora, 3 bedroom house with air conditioning, wifi, garden and shared pool
Property grounds

15. Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Montespertoli
Il Melograno, Chianti apartment in farmhouse for 4 people with garden
Outdoor dining

16. Luxury ApartmentHouse with character

Luxury ApartmentHouse with character
Londa
10.0 out of 10, Exceptional, (1 review)
"We spent our honeymoon here with the whole family in July 2026. We had three fully equipped apartments; every detail had been considered. All the apartments are beautifully furnished, and the property is wonderful. The hosts are very friendly and helpful. Our two children (aged 7 and 8 months) had everything they needed. We enjoyed wonderful evenings with breathtaking views and the most beautiful sunsets. It was simply magical. Thank you !!!"
United States
Julia S.
Luxury ApartmentHouse with character
Property grounds

17. La Quercia, apartment with garden for 6/8 people in the heart of Chianti

La Quercia, apartment with garden for 6/8 people in the heart of Chianti
Montespertoli
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful 7 day stay. The location is perfect. It is an easy drive to all the towns in Tuscany. The property is beautiful and quiet. The views are amazing. Patrizia was a great host and very helpful with restaurant and winery recommendations."
United States
Mark S.
La Quercia, apartment with garden for 6/8 people in the heart of Chianti
House | View from property

18. Farmhouse in Chianti With Pool and Terrace

Farmhouse in Chianti With Pool and Terrace
Castelfiorentino
Farmhouse in Chianti With Pool and Terrace
House | View from property

19. Hideaway Near San Gimignano

Hideaway Near San Gimignano
Castelfiorentino
Hideaway Near San Gimignano
Exterior

20. Beautiful 1-bedroom cottage with garden and views over olive groves, pool

Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Barberino Val d'Elsa
Beautiful 1-bedroom cottage with garden and views over olive groves, pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Province of Florence Hotel Reviews

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Great location. Walking distance to main attractions."
Gina 2-night trip
Posted 3 hours ago
Grand Hotel Cavour

Frequently asked questions

How much do cottages in Province of Florence cost?
Cottages in Province of Florence range between and per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Province of Florence?
Take a look at our 59 cottages in Province of Florence and lock in your favorite. Whether you're planning a family vacation or a weekend with friends, your perfect stay is clicks away with Expedia.
Why book your cottage in Province of Florence with Expedia?
We think that traveling should be hassle-free, so if you're looking for cottages in Province of Florence at a nice price, Expedia has got your back. Save money and stay in a low-cost option surrounded by nature, or book an upscale cottage to really pamper your favorite people.
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