50 Best Tuscany Apartments on Holiday Lettings - Villas

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Province of Florence
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2,092 properties
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Maremma
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Tuscany

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24,900 Vacation rentals

(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 $222 / night

$2,454 / week

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from $222 / night

33

Tuscany Vacation villa rental

Province of Florence / Florence

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 $601 / night

$4,205 / week

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from $601 / night

15

Vacation hotel apartment rental

Piombino / Riotorto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Small tourist complex divided into cottages, just 500 metres from the sea. The apartments are all located on the first floor, except one, all have a splendid terrace overlooking the sea or pine forest. The apartment is composed as follows: terrace, closed with wooden …see more

from $59 / night

$409 - $1,519 / week

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from $59 / 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 $152 / night

$1,064 / week

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from $152 / 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 $69 / night

$414 / week

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avg. 3 hours 0 minutes

from $69 / night

(11) Excellent 

16

Vacation villa with shared pool in Tuscany

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Villa Bottai a splendid 13th Century Villa just 10 minutes from the historical centre of Florence. Together with Fulvio I have been renting this villa for the past 10 yrs. Recently the ground floor has been restored into 3 double bedroom, 2 bathrooms, 1 cloakroom …see more

from $307 / night

$1,801 / week

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from $307 / night

(2) Excellent 

20

Vacation farmhouse with swimming pool in Tuscany

Province of Florence / Greve in Chianti

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Casalone is a stunning 16th Century restored stone wall farmhouse in the heart of Chianti, 5 minutes drive from the town of Greve-in-Chianti, and 30 minutes from the city of Florence. It is situated just a few kms from the three medieval hamlets of Badia a Passignano, M …see more

from $585 / night

$3,506 / week

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from $585 / night

(1) Excellent 

36

Vacation villa with swimming pool in Cortona

Province of Arezzo / Cortona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 19 mi
  • Swimming pool
  • Child friendly
General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering …see more

from $316 / night

$2,209 / week

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from $316 / night

(3) Excellent 

24

Villa rental in Tuscany with swimming pool

Province of Lucca / Lammari

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
The Villa 'Le Rondini' is a very nice house and is located only 7 km away from Lucca, in a quiet residential area. Download the private pool with outdoor shower and the large, well-kept garden with veranda and grill to the relax a. There is a restaurant and shops in the …see more

from $257 / night

$1,519 - $2,425 / week

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from $257 / night

(17) Very Good 

Certificate of Excellence

24

Vacation condo in Tuscany

Province of Lucca / Viareggio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Modern well furnished apartment with a large terrace, in quiet area of ​​Viareggio to the First floor of an exclusive building. Air conditioning, kitchen area and great room with terrace around the apartment where you can have lunch and stay. Covered parking and reserve …see more

Certificate of Excellence

from $67 / night

$468 - $1,040 / week

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Responds fast!
avg. 3 hours 12 minutes

from $67 / night

(19) Very Good 

22

Vacation apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
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 $84 / night

$586 - $2,696 / week

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from $84 / night

(9) Very Good 

18

Seggiano Vacation villa rental

Province of Grosseto / Seggiano

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Casa Olivastra is built on the ruins of an ancient convent on the edge of Val d'Orcia. An ideal base to visit some of the most attractive towns in Tuscany . The house has been architecturally designed so that each room has its own unique view &terrace.The illuminated po …see more

from $107 / night

$669 - $1,606 / week

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from $107 / night

(2) Excellent 

33

Home rental in Tuscany

Bibbiena / Casentino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Holiday Apartment Il Molino di Serravalle 2 km from the Monastery of Camaldoli, surrounded by the Casentino Forest Park, where you can feel the charm of nature in every season. The apartment the Squirrel comes with fireplace, central heating and barbecue. Tables for din …see more

from $65 / night

$450 / week

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from $65 / night

24

Tuscany Vacation apartment rental

Province of Pisa / Cevoli di Lari

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Large two bedrooms apartment of 90 sq,m on the first floor, with private sitting area. Two double bedrooms, Living room with fire place, kitchen corner and double sofa bed, 2 bathrooms with shower. Internet wi fi, sat tv. Mosquito curtains at the windows. This beautifu …see more

from $164 / night

$526 - $1,122 / week

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Responds fast!
avg. 3 hours 12 minutes

from $164 / 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 $164 / night

$1,110 / week

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Responds fast!
avg. 3 hours 30 minutes

from $164 / night

(16) Excellent 

22

Vacation apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships. The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with solid stone …see more

from $147 / night

$749 - $1,017 / week

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from $147 / night

(1) Excellent 

24

Vacation apartment in Tuscany

Province of Siena / Sarteano

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 120 mi
  • Child friendly
  • Private garden
Two double bedrooms, one bedroom with sofa-bed plus cot for children from 0-6 years, spacious living room with a sofa-bed. Large fully equipped kitchen, bathroom with shower. Two terraces overlooking the leafy area. Fenced equipped garden of pertinence in the warm p …see more

from $59 / night

$409 / week

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from $59 / night

19

Vacation home in Anghiari

Province of Arezzo / Anghiari

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
At 5 minutes from Anghiari, La Breccia is ideal for relaxation in nature and visit the surrounding small villages that are home to jewelry art and gastronomy. Residence of the early 1900s, now renovated, is composed of independent and functional adjacent apartments that …see more

from $118 / night

$645 / week

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from $118 / 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
Upper maremma. Very quiet. Surrounded by greenery, 5 hectares of land with olive trees, Oaks and fruit trees. Sea, the Tuscan archipelago Islands. Archaeological area and Spa. Val di Cornia parks Center. Large terrace of 30 sqm,,, upper maremma. Very quiet. Surrounded b …see more

from $76 / night

$528 / week

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from $76 / night

17

Vacation b&b in Castiglione di Garfagnana

Province of Lucca / Castiglione di Garfagnana

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 45 mi
  • Child friendly
  • Pet friendly
In the heart of the Garfagnana between the Apuan Alps and Apennines Tosco-Emiliano, a short walk from the medieval village of Castiglione di Garfagnana, the B & B "Il Casale delle Pianacce" it is the ideal solution for a relaxing holiday and enjoy nature. Immersed in th …see more

from $69 / night

$345 / week

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from $69 / night

18

Vacation apartment rental

Province of Grosseto / Scarlino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
The House of Artist Plus is an independent apartment located in the same house and studio of the owners, the artist Mauro Corbani and his wife Laura, in the medieval village of Scarlino, stands on a hill overlooking the coast of Tuscany Maremma. The guest accommodation …see more

from $94 / night

$563 - $821 / week

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from $94 / night

13

Vacation private room in Tuscany

Grosseto / Rispescia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
And LUMINIOSA LARGE MASTER BEDROOM WITH PRIVATE BATH IN A HOUSE NEAR THE HILL IN 10 MINUTES FROM GROSSETO, 15 MINUTES FROM THE MAREMMA PARK AND 20 MINUTES FROM THE SEA. CHESTNUT SOLID DOORS, WHITE FURNITURE, PARQUET, BRIGHT, 'QUIET' AND SILENCE. THE HOUSE IS ON TOP OF A …see more

from $46 / night

$320 / week

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from $46 / night

(2) Excellent 

24

B&b rental in Fiesole with shared pool

Province of Florence / Fiesole

4 2 2 nights min

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Olive double room with large window overlooking the garden and a bathroom outside the room (shower) shared with another room. The room is situated in the bed and Breakfast La Martellina, in an old mill on the River Arno, very romantic. Just 6 km from the Centre of Flor …see more

from $82 / night

$491 / week

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from $82 / night

(5) Excellent 

21

Vacation villa with swimming pool in Tuscany

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
The villa was an ancient historical structure going back to before the year 1200, originally the chapel "Santa Maria Church", near the burg of Casaglia. Over the centuries, the chapel was deconsecrated to become, first a watchtower, and then a place where the farmers o …see more

from $176 / night

$1,169 - $2,688 / week

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Responds fast!
avg. 1 hour 13 minutes

from $176 / night

(1) Excellent 

15

Townhouse rental in Tuscany

Province of Pisa / Guardistallo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Apartment with independent entrance of 80 sqm 4 receptacles. Two rooms with double bed (140 x 190). Large kitchen with dining table (4 gas burners, oven, fridge with freezer, dishwasher, microwaves, toaster). Living room with sofa-bed 2 seats and digital Tv and balcony …see more

from $59 / night

$340 - $692 / week

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from $59 / night

(3) Excellent 

17

Vacation home with swimming pool in San Ginese

Province of Lucca / San Ginese

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Rustico è una casa terratetto, esposta al sole con giardino e piscina privati, ideale per chi cerca tranquilità e riposo. Rustico si trova a solo 10km da Lucca e 30km da Pisa, è a 5mn in macchina dall autostrada. Possibilità di fare delle passeggiate in campagna. Posto …see more

from $71 / night

$493 / week

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Responds fast!
avg. 3 hours 37 minutes

from $71 / night

7

Apartment rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ripostena is a family run holiday house situated in the heart of Montagnola Senese, an area of great naturalistic value.Its strategic location makes it easy to reach Siena, San Gimignano, Florence and the Chianti hills. The ancient village was entirely restored rural Tu …see more

from $102 / night

$620 / week

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from $102 / night

(2) Very Good 

22

Tavarnelle Val di Pesa Vacation apartment rental

Province of Florence / Tavarnelle Val di Pesa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Nestled among the rolling hills of Chianti away from any noise, the olive grove is located in a strategic position, just a few kilometers from the beautiful medieval towns of Barberino val d'Elsa and San Gimignano and the beautiful art cities of Florence and Siena. The …see more

from $141 / night

$985 / week

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from $141 / night

27

Vacation villa rental

Province of Pistoia / Buggiano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 53 mi
  • Swimming pool
  • Child friendly
Casa BELLA SOLE is a large 190 sqm farmhouse with a combined annex of 40 sqm, for a total of 230 sqm. So much space and great privacy for all guests. Casa BELLA SOLE is a characteristic Tuscan historic building but as you could imagine it has evolved and grown giving u …see more

from $175 / night

$1,219 - $2,298 / week

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from $175 / night

(26) Excellent 

13

Tuscany Vacation cottage rental

Province of Lucca / Sant'Andrea di Compito

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 25 mi
  • Air conditioning
  • Private garden
San Andrea di Compito is a village 11km from the historic town of Lucca. The cottage is attached to a large villa, but is completely private. San Andrea and its sister village Pieve di Compito are popular vacation destinations as they are the sites for the annual Camili …see more

from $129 / night

$848 / week

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from $129 / night

(1) Excellent 

12

Vacation villa in Tuscany

Marciana / Procchio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $117 / night

$818 / week

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from $117 / night

(1) Excellent 

47

Vacation villa in Lido Di Camaiore

Camaiore / Lido Di Camaiore

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly
The Villa Adriana is perfect for your holiday at the sea. The villa is 140sqm divided on two floors, the ground floor has a large living room, kitchen and dining room with everything you need for your lunches and dinners. The laundry area and a small bathroom are locate …see more

from $141 / night

$982 / week

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from $141 / night

(4) Excellent 

53

Vacation townhouse rental

Province of Florence / Florence

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
The flat is located in a two family-house at the ground floor, the building is a typical villa of the end of the XIX century with only two stories. At the upper story lives the owner, who is always available for all your need. The flat is composed by the kitchen, the l …see more

from $61 / night

$426 / week

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from $61 / night

(4) Excellent 

45

Vacation villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano Val di Pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered …see more

from $1,665 / night

$11,685 - $13,905 / week

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from $1,665 / night

4

Vacation apartment in Marina di Bibbona

Province of Livorno / Marina di Bibbona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Description Studio 4 beds in residence with pool, consisting of: living room with 4 beds in sofa bed, kitchenette, bathroom. All apartments are equipped with TV and microwave, garden or balcony or patio, depending on your plan. Quietly situated on the edge of a thick pi …see more

from $37 / night

$234 - $906 / week

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from $37 / night

(13) Excellent 

20

Vacation apartment with golf nearby in Tuscany

Montalcino / Sant'Angelo in Colle

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 68 mi
  • Child friendly
  • Private garden
Minnie's Cottage is a Tuscan house built with love. We are in Sant'Angelo in Colle, in the municipality of Montalcino from which we are only 10 km away. It's a beautiful country situated on a hill surrounded by endless acres of vineyards in Brunello wine and beautiful c …see more

from $88 / night

$551 - $1,167 / week

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from $88 / night

22

Tuscany Vacation apartment rental

Province of Grosseto / Roccalbegna

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 50 mi
  • Child friendly
  • Pet friendly
The property is located in the hills of Maremma Roccalbegna resorts Triana province of Grosseto a private villa and private with the apartment of 3 double bedrooms services independent entrance lounge kitchen furnishings comfort large garden ample parking facilities hos …see more

from $176 / night

$818 - $1,064 / week

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Responds fast!
avg. 2 hours 17 minutes

from $176 / 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 $94 / night

$468 / week

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Responds fast!
avg. 3 hours 0 minutes

from $94 / night

19

Vacation apartment in Tuscany

Rio Nell'Elba / Nisportino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
The apartments are surrounded by greenery and nature, the beautiful sea of ​​the Bay of Nisportino. Typical Mediterranean seabed for lovers of scuba diving. Possibility of trekking in the woods that surround the apartments. For those who love the autumn, the view of the …see more

from $141 / night

$985 / week

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from $141 / night

18

Tuscany Vacation b&b rental

Castagneto Carducci / Donoratico

3 12 1 night min

  • 3 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Pet friendly
A cozy house surrounded by nature on the road to Bolgheri Castagneto Carducci. In front of the ancient storicaTorre Donoratico, a large garden with beautiful views of vineyards and olive groves. House suitable for couples and families, close to the sea and pet friendly. …see more

from $111 / night

$777 / week

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from $111 / night