50 Best Tuscany Apartments on Holiday Lettings - Villas

Close

View larger map

Also consider

Province of Florence
7,192 properties
Province of Siena
4,517 properties
Province of Arezzo
3,680 properties
Province of Lucca
3,083 properties
Province of Pisa
2,167 properties
Province of Grosseto
1,883 properties
Province of Livorno
1,398 properties
Province of Pistoia
759 properties
Province of Massa Carrara
478 properties
Province of Prato
89 properties
Maremma
5 properties

Tuscany

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

24,988 Vacation rentals

(6) Excellent 

38

Vacation villa in Tuscany

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Nearest beach 98 mi
  • Swimming pool
  • Child friendly
This fabulous 5 Bedroom - 5 Bathroom Villa dates back to the XVIIIth century and lies on the hill of "Poggio Imperiale", one of the most exclusive residential areas of the city of Florence. Being only one mile away from Porta Romana square, a renowned "gate" into the …see more

from $563 / night

$5,176 - $6,712 / week

Book View

from $563 / night

10

Vacation apartment with shared pool in Tuscany

Province of Livorno / Campiglia Marittima

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
Alta Maremma. Very calm. Immersed in the green, 5 hectares of land with olive, oak and fruit trees. Sea, Tuscan Archipelago islands. archaeological and spa area. Center Val di Cornia parks. Large terrace of 30 sqm ,,, Alta Maremma. Very calm. Immersed in the green, 5 he …see more

from $74 / night

$512 - $1,024 / week

Book View

from $74 / night

(18) Excellent 

36

Tuscany Vacation cottage rental

Montepulciano / Gracciano

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa …see more

from $114 / night

$637 - $2,344 / week

Inquire View

from $114 / night

(4) Excellent 

39

Vacation home rental

Fivizzano / Pieve San Paolo

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Private garden
Our large detached family villa is set in the heart of the idyllic Tuscan hamlet of Po, situated high in the hills just outside Fivizzano. With breathtaking views across the mountains it is the perfect location to relax away from it all. The newly renovated villa comp …see more

from $237 / night

$1,653 - $1,749 / week

Book View

from $237 / night

(1) Excellent 

12

Vacation villa in Tuscany

Marciana / Procchio

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden
The apartment is located in a property of about one hectare surrounded by palm trees, pine trees and lawn. The distance from the beach is about 200m with a comfortable pedestrian access; You can also reach the village of Procchio (supermarket, pharmacy, bars, banks etc …see more

from $114 / night

$794 / week

Book View

from $114 / night

(1) Excellent 

12

Vacation apartment in Tuscany

Volterra / Villamagna

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
Spacious apartment, fully accessible, located on the ground floor of an ancient Tuscan farmhouse of the nineteenth century, which was part of the prestigious Fattoria San Giovanni di Villamagna, a small fraction of the beautiful and ancient city of Volterra.La Holiday A …see more

from $148 / night

$1,036 / week

Book View

from $148 / night

14

Vacation farmhouse rental

Province of Grosseto / Sorano

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 65 mi
  • Child friendly
  • Air conditioning
The cherry tree is immersed in the beautiful green hills of the Maremma hinterland, at 5 km from Sorano. The facility consists of two houses and another building with four apartments, with the pool. The apartment is located on the ground floor and consists of a double b …see more

from $91 / night

$381 / week

Book View

from $91 / night

(7) Very Good 

26

Vacation apartment with shared pool in Volterra

Province of Pisa / Volterra

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
We are immersed in the peace and tranquility of the countryside but only 5 minutes drive from Volterra. We have a large apartment that has been created by renovating the ground floor of the cottage where the Giovannini family has always lived and carried on the traditio …see more

from $91 / night

$637 / week

Book View

from $91 / night

35

Vacation apartment in Lucca

Province of Lucca / Lucca

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
This lovely apartment is in the heart of Lucca. Entrance is on the ground floor, 15 steps and you reach the apartment. It is really spacious and comfortable. It has a separate fully equipped kitchen (oven, dish washer, toaster, dishes, boiler, microwave, coffee machi …see more

from $81 / night

$485 / week

Book View

Responds fast!
avg. 43 minutes

from $81 / night

(3) Excellent 

27

Vacation home in Tuscany

Province of Arezzo / Anghiari

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the …see more

from $216 / night

$2,380 / week

Book View

from $216 / night

23

Vacation apartment in Tuscany

Province of Pisa / Montecatini Val di Cecina

3 7 5 nights min

  • 3 bedrooms
  • sleeps 7
  • 5 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Pet friendly
Apartment bright and very well furnished in a farmhouse in the Tuscan countryside. On the ground floor kitchen, dining room and a large porch. On the first floor 3 bedrooms, two doubles and a single, with a wonderful view and the ground floor kitchen, living room and a …see more

from $68 / night

$476 / week

Book View

from $68 / night

18

Vacation home in Tuscany

Province of Florence / Impruneta

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
Apartment nestled in the Chianti hills, 3 minutes away from the main square, the famous Basilica of Santa Maria all'Impruneta and the catering and transport services. It is a 40-minute drive from the city of Florence, the Tuscan capital. Impruneta is a town very famous …see more

from $40 / night

$251 / week

Book View

from $40 / night

(1) Excellent 

33

Tuscany Vacation villa rental

Province of Florence / Florence

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This wonderful recently renovated 4BR/3.5BA villa sits on top of a hill and is part of a 20 hectares biological farm, immersed in the most beautiful typical Tuscan landscape. A luxury private swimming pool as well as a private lake and the most amazing direct views on …see more

from $585 / night

$4,897 - $5,415 / week

Book View

from $585 / night

(2) Very Good 

10

Tuscany Vacation apartment rental

Province of Pisa / Pisa

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 19 mi
  • Child friendly
  • Car not necessary
The spacious apartment is located in the historic center of Pisa , a short walk from Lungarno and Piazza dei Miracoli . There are two large living rooms, dining room , kitchen with access to the terrace , three bedrooms - two double bedrooms and a single room, where we …see more

from $160 / night

$1,081 / week

Book View

Responds fast!
avg. 1 hour 37 minutes

from $160 / night

19

Vacation villa in Pienza

Province of Siena / Pienza

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the S …see more

from $208 / night

$1,456 - $2,730 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from $208 / night

(8) Very Good 

43

Vacation apartment in Tuscany

Province of Florence / Montelupo Fiorentino

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 80 mi
  • Child friendly
  • Private garden
Nice apartment located on the ground floor of an 'old farmhouse, with a big garden for the guests and a covered parking space included in the stem. The apartment has a nice porch furnished with deck chairs, table and chairs where you can stay and have lunch. Near Vinci, …see more

from $91 / night

$635 / week

Book View

from $91 / night

(21) Excellent 

47

Vacation townhouse in Tuscany

Province of Florence / Pontassieve

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 127 mi
  • Child friendly
  • Ask about pets
The agriturismo le Pialle, surrounded by greenery and quiet of the beautiful Tuscan countryside, a stone's throw from Florence is the perfect place to relax away from the bustle of the city. From here you can easily visit Florence and other cities of Tuscany with trips …see more

from $68 / night

$454 - $1,088 / week

Book View

from $68 / night

(2) Excellent 

16

Home rental in Tuscany

Province of Lucca / Massarosa

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
La casa è situata sulle colline di Corsanico (Massarosa) ed è circondata da un uliveto secolare liberamente accessibile, esposta a sud verso il mare. La proprietà non è provvista di recinzione ma la casa ed il giardino intorno risultano sopraelevati e sufficientemente d …see more

from $69 / night

$455 / week

Book View

from $69 / night

(28) Excellent 

37

Vacation villa with swimming pool in Tuscany

Province of Lucca / Bagni di Lucca

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 68 mi
  • Swimming pool
  • Child friendly
Casa Zola is a comfortable and stylish place to spend some quality time in Italy. It blends a high standard of modern day comfort and functionality with the original “Stile Liberty” design of the 1930s. You will enjoy spectacular views of the Lima valley and the surroun …see more

from $182 / night

$1,138 - $1,707 / week

Book View

from $182 / night

11

Vacation apartment with shared pool in Tuscany

Montecatini Val di Cecina / Ponteginori

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Lovely apartment for 2 guests of 60 sqm, located in the medieval village called "Castello Ginori di Querceto" between Volterra and the Etruscan Coast. The apartment is on the second floor with wooden-beam ceilings and a beautiful view on the Cecina Valley. It is compo …see more

from $80 / night

$626 / week

Book View

from $80 / night

(24) Very Good 

16

Vacation apartment in Tuscany

Florence / San Marco, Florence

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
" Situated in the heart of Florence, a spacious apartment on the ground floor with an internal courtyard, where you can sit and enjoy a meal in the open air, in a very quiet and peacefull location.It is close to Piazza S.Marco and the main sites are in easy walking dist …see more

from $91 / night

$581 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from $91 / night

(5) Excellent 

19

Vacation farmhouse with swimming pool in Tuscany

Province of Grosseto / Giuncarico

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Country house with 2 bedrooms, large living room and kitchen and a bathroom. With wood burning fireplace and the ability to accommodate newborns. Large garden and private pool in a corner. the owners will ofriranno a meal with its organic products. We offer you a relaxi …see more

from $108 / night

$757 - $2,230 / week

Book View

from $108 / night

20

Vacation apartment in Florence

Province of Florence / Florence

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Small but intensely charming loft in the heart of Florence, inside a Renaissance palace. This elegant two-room loft features on 1 bedroom (or 2 single beds if needed), 1 very comfortable sofa bed, 1 bathroom with bathtub / shower, a closet and wardrobe, a well-equipped …see more

from $113 / night

$786 / week

Book View

from $113 / night

17

Tuscany Vacation penthouse rental

Province of Florence / Florence

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
The apartment is incredibly bright because it is surrounded by Windows overlooking the entire city, and enjoys the exposure to the Sun throughout the day. Located on the top floor of a very ancient building (5th floor without elevator). We are in the heart of Florence, …see more

from $126 / night

$876 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from $126 / night

44

Vacation villa with swimming pool in Tuscany

Province of Siena / Castellina In Chianti

6 13 1 night min

  • 6 bedrooms
  • sleeps 13
  • 1 night min
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti Classico region, this wonderful 6 BD – 5 BA Villa dates back to the 15th century and is strategically located with a short distance from the lively village of Castellina in Chianti. Surrounded by an exceptionally beautiful landsc …see more

from $634 / night

$4,437 - $6,768 / week

Book View

from $634 / night

(4) Excellent 

24

Farmhouse rental in Tuscany with shared pool

Province of Florence / Greve in Chianti

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
The Estate name is Villa Calcinaia, property of one of the most famous florentine noble families, the counts Capponi, the Villa in the centre of the 600 acre estate is their summer home since 1524. The farmhouses do all have a breathtaking view over the Chianti Classico …see more

from $114 / night

$797 - $6,279 / week

Book View

from $114 / night

(6) Excellent 

27

Tuscany Vacation home rental

Marciana / Procchio

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
La Rosa dei Venti is a cosy, rustic two-storey newly restored is tastefully decorated. The ground floor consists of a small living room with folding wall table and a cube bed for one person, a full kitchenette. The stairs lead to the first floor consisting of a double b …see more

from $69 / night

$444 - $933 / week

Book View

Responds fast!
avg. 3 hours 13 minutes

from $69 / night

48

Vacation home in Barga

Province of Lucca / Barga

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
Delightful Rustic Villa in the heart of the Garfagnana Valley, overlooking the Apuan National park, close to Lucca, Pisa and Florence. La Rocca is a beautiful old detached Tuscan farmhouse, lovingly restored to provide a comfortable holiday home for up to 6 people. …see more

from $204 / night

$1,085 / week

Book View

from $204 / night

(1) Excellent 

19

Vacation villa with swimming pool in Tuscany

Province of Siena / Cetona

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The Pollaiolo Palace is a XVI century building that occupies a dominant position in Cetona and the Chiana Valley. It is located at a height of about 350 meters above sea level, in an approximately 18-hectare estate surrounded by olive oil products and excellent wines. I …see more

from $799 / night

$5,590 / week

Book View

from $799 / night

24

Vacation barn in San Martino in Freddana

Province of Lucca / San Martino in Freddana

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
Immersed in the green of the hills of Lucca, in the Tower, "the barn" is a typical Tuscan farmhouse, where you can spend your holiday in total relaxation. This rustic, stands on a small hill in the Centre of Val Freddana, a very quiet and away from any source of noise. …see more

from $228 / night

$1,593 - $2,048 / week

Book View

from $228 / night

(1) Excellent 

18

Vacation studio in Tuscany

Elba Island / Rio Nell'Elba

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Child friendly
  • Pet friendly
Beautiful studio complete with all the essential to spend your holidays as well as the sea 180 meters from its level in order to enjoy the cool on hot summer evenings d. The apartment is suitable for families and couples. It consists of single area of ​​35 square meters …see more

from $40 / night

$285 - $364 / week

Book View

from $40 / night

(5) Excellent 

56

Tuscany Vacation villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Have a look at the Villa on : https://youtu.be/vwqYL3DhZ-0 Beautiful villa surrounded by olive groves on the hills of Lucca. The villa is very spacious and comfortable and is the ideal place for a holiday with your family. You can relax into the nature or swim in the …see more

from $172 / night

$1,202 - $2,503 / week

Book View

from $172 / night

(3) Excellent 

23

Vacation farmhouse with golf nearby in Tuscany

Province of Florence / Vinci

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Villa Chiara, a wonderful house, furnished in a rustic style, rests his eyes on the gentle hills of Vinci, the town of Leonardo da Vinci, near Florence. The warm atmosphere of its walls will rock the mood for a stay of escape from everyday life! Ideal for relaxing with …see more

from $69 / night

$478 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from $69 / night

(5) Excellent 

48

Vacation villa in Tuscany

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti region, this magnificent 9 BD - 9 BA Villa dates back to the XVII century and is part of the Nozzole wine-estate, where some of Tuscany’s most representative wines are produced. Being just 4 miles away from the picturesque villag …see more

from $975 / night

$7,394 - $16,835 / week

Book View

from $975 / night

(4) Very Good 

19

Barn rental in Tuscany with shared pool

Province of Siena / Sovicille

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Chambers farm is located in a geographical context ideal for excursions and to visit the main tourist attractions such as Siena, Florence, San Gimignano, Montalcino, Arezzo, Montepulciano, to name just a few. The nearby Hillock invites to long walks on foot. The hot sul …see more

from $91 / night

$615 - $637 / week

Book View

from $91 / night

(5) Very Good 

16

Contignano Vacation apartment rental

Radicofani / Contignano

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
Casa Franci - Andrea Apartment E 'in the historic center of Contignano, medieval village of the municipality of Radicofani, in the Val d'Orcia, UNESCO World Heritage Site, in the province of Siena Tuscany land of rare beauty where you overlook rich in history and tradi …see more

from $91 / night

$455 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from $91 / night

13

Navacchio Vacation apartment rental

Cascina / Navacchio

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
My place is close to family-friendly activities and public transport. You’ll love my place because of the comfy bed, the kitchen and the coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids Lovely 2 bedroom apartment, sit …see more

from $57 / night

$342 - $501 / week

Book View

from $57 / night

(5) Excellent 

28

Vacation apartment with shared pool in Tuscany

Province of Siena / San Gimignano

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
This unique, rustic and romantic self catering apartment has sleeping capacity for up to 6 people (4+2) in total. The apartment is next to Granaio nr 6 (nr 277512) and is a part of a small complex. It's perfektly located in the very heart of Tuscany in West Chianti only …see more

from $64 / night

$444 - $1,308 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from $64 / night

(13) Excellent 

10

Vacation townhouse with swimming pool in Tuscany

Province of Siena / Sovicille

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
The farm, in the organic farm, is located in San Giusto a Balli in the heart of Montagnola, a hilly area west of the city of Siena in Tuscany, wooded and full of springs, and for its historic natural features and art is a Site of Community Interest. The farm is in an ex …see more

from $125 / night

$873 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from $125 / night

29

Vacation apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
Suite Description: Suite (private) 50 sq. approximately inserted into the Residence Hotel (RTA) called "Golf Hotel Punta Ala" (4 stars). Two rooms with 5 beds, consisting of living area with TV and kitchenette, refrigerator, 1 sofa bed, 1 pull-out bed, double bedroom wi …see more

from $81 / night

$567 - $1,927 / week

Book View

from $81 / night