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27 Holiday apartments & homes for a holiday with pool in Grosseto & surrounding area

Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Il Bramasole
Marina di Grosseto

Il Bramasole

6 guests
68 m2
2 bedrooms
5 reviews

RESERVE NOW FOR 2026! Beautiful and affordable holiday home with pool by the sea Maremma 4-6 people - large fenced garden, dogs welcome!

Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Villa Marsiliana
Manciano

Villa Marsiliana

6 guests
130 m2
3 bedrooms
6 reviews

Charming Tuscan Villa for 6 persons with pool near the sea. Large fenced garden plot, parking at the house - sandy beaches Gianella just 18 km

Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Campo al Monaco - CASA ROSSA
Sassofortino

Campo al Monaco - CASA ROSSA

4 guests
50 m2
1 bedroom

Three cozy apartments with pool, terrace and spectacular views of the countryside, for 2-4 pers., Horse riding is available on site, Pets, groups up to 12 persons

Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Campo al Monaco - main house CASALE
Sassofortino

Campo al Monaco - main house CASALE

12 guests
200 m2
6 bedrooms

Stilecht renovated large house with pool, sun terraces and very good kitchen equipment; suitable for several families or groups up to 12 people; Riding on site

Sustainable

Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Casa Levante
Istia d'Ombrone

Casa Levante

6 guests
115 m2
3 bedrooms
1 review

Stone cottage for 6 persons with pool near the sea

Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Podere Stertignano
Istia d'Ombrone

Podere Stertignano

12 guests
180 m2
5 bedrooms
4 reviews

House for 10-12 people with pool, secluded location near sea

Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Villa Melanie
Roccastrada

Villa Melanie

6 guests
140 m2
3 bedrooms
1 review

Demanding holiday villa with pool in a fantastic location near the sea! Ideal for family or friends - 6 + 2

Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Casa Anna
Arcidosso

Casa Anna

8 guests
110 m2
4 bedrooms
3 reviews

Inexpensive holiday house for 8 people with pool in a quiet location!

Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Casa Ramerino with pool in solo loc
Bagno di Gavorrano

Casa Ramerino with pool in solo loc

5 guests
100 m2
2 bedrooms (+1)
10 reviews

Charming natural stone holiday home with private pool and jacuzzi in a quiet position on a hill, not far from the sea of Punta Ala, Follonica and Castiglione della Pescaia.

Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Cinigiano

Bernardinai

8 guests
140 m2
4 bedrooms
5 reviews

TUSCANY - Vacation home for 8 people with pool in a beautiful and quiet location. AFFORDABLE and GOOD! FEW DATES STILL AVAILABLE IN 2025!

Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Podere Riccardo
Scansano

Podere Riccardo

7 guests
230 m2
4 bedrooms
7 reviews

BOOK NOW FOR 2026 Beautiful Tuscan natural stone house for 7 people with private pool in a quiet location near the sea. Fenced property, pets welcome - child-friendly.

Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Casa Plinio Apartment
Roselle

Casa Plinio Apartment

6 guests
70 m2
2 bedrooms
6 reviews

Apartment for 4-6 people with swimming pool, 20 km from the sandy beaches at Marina di Grosseto, 2 bedrooms Garden, Terrace

Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Le Bandite
Castel del Piano

Le Bandite

10 guests
150 m2
4 bedrooms
1 review

Affordable Tuscan natural stone vacation home for 8-12 persons with a private pool in a wonderful secluded location. BOOK NOW FOR 2026!

Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Betta
Marrucheti

Betta

5 guests
65 m2
2 bedrooms
1 review

Fenced garden, parking, BBQ, satellite TV and Wi-Fi. 2 bedrooms, bathroom with shower, pool 5x10mt. 30 min. far from the sea.

Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Chiesina
Arcidosso

Chiesina

23 guests
630 m2
10 bedrooms

Former convent consists of three apartments and a house. It can accommodate up to 20 people. Park 7ha with pool (10x5mt) and tennis court. Supermarkets, bars, restaurants only 4km.

Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Capanna Rossa
Istia d'Ombrone

Capanna Rossa

8 guests
170 m2
4 bedrooms (+2)

Affordable holiday home (semi-detached) in a quiet, secluded location near the sea at Grosseto. Child-friendly - pets welcome, fenced property.

Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Folletto
Istia d'Ombrone

Folletto

3 guests
50 m2
1 bedroom

Living room with kitchenette, bedroom and bathroom with tub/shower. A 20mt pool (6x12) with staircase. Sea just 17km.

Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Casa Mauro with private pool
Roccastrada

Casa Mauro with private pool

4 guests
50 m2
2 bedrooms
6 reviews

Holiday house for 2-4 pers. with pool

Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Villa Silvia
Montenero d'Orcia

Villa Silvia

14 guests
260 m2
6 bedrooms

The big cottage is located in one of the most beautiful northern areas of Maremma. The place is not far from Mount Amiata, only about 45 km from the sea and 17 km from Montalcino.

Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Casa Pagiano
Sassofortino

Casa Pagiano

6 guests
75 m2
3 bedrooms
11 reviews

Apartment in the countryside 2-6 pers. 35 km sea

Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Campino
Marrucheti

Campino

4 guests
55 m2
2 bedrooms

In the house there are two bedrooms, a bathroom with a shower and a small living room with cooking facilities. There is also sat TV and a TV set.

Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Scoiattolo + Riccio
Roccatederighi

Scoiattolo + Riccio

4 guests
40 m2
2 bedrooms

Holiday house with pool for 2-4 pers

Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Holiday Villa Cosetta
Bagno di Gavorrano

Holiday Villa Cosetta

7 guests
140 m2
3 bedrooms
9 reviews

The holiday villa offers with the infinity pool and the large canopies perfect holiday idyll for up to 7 people, and your pets. The sea is only about 10 km away.

Free cancellation

Very sustainable

La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
La Cantinaccia, CASAVERDE
Pitigliano

La Cantinaccia, CASAVERDE

4 guests
55 m2
2 bedrooms
1 review

The apartment has 2 bedrooms CASAVERDE in earthen and floor, a kitchen, bathroom, private terrace and pool house.

Free cancellation
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Fonte del Salcio, Trenta Vizi
Cinigiano

Fonte del Salcio, Trenta Vizi

7 guests
60 m2
3 bedrooms

Villa in fonte del salcio village

Free cancellation

Guest Reviews of Vacation Rentals in Grosseto & surrounding area

These accommodations are rated the best by vacationers

5.0

Verified guest from Tourist-paradise.com

Dream house with a huge plot

Villa Marsiliana

Manciano

View German

Dream house with a huge plot

The pictures of the house were already very promising beforehand. On site, we could see that it is even more beautiful than expected. We were thrilled.
The house is located in the countryside in a very quiet area. It takes about 20 minutes by car to the nearest beach.
The house is equipped for up to 6 people (3 bedrooms and 2 bathrooms) and has everything you need.
The outdoor pool (saltwater) is fantastic. The entire property is huge and especially recommended for children.
Lounge area, large built-in grill/pizza oven, several sun loungers by the pool, washing machine and dryer... everything is there.

The hosts, who do not live in the house themselves, are very kind, helpful and always available.
We, a family of four, thoroughly enjoyed our time in this accommodation and can highly recommend it.


from 147€ night
5.0

Holiday with dog

Il Bramasole

Marina di Grosseto

View German

Holiday with dog

A very nice, well-maintained house, the furnishings are simple but functional. Everything was very clean
The garden is completely fenced and very beautiful. The pool was cleaned every day. The landlord, Mr Bartolini, is very nice and obliging. We felt very comfortable there and will come again next year.


from 111€ night
4.6

Great holiday in Tuscany!

Podere Riccardo

Scansano

View German

Great holiday in Tuscany!

Dear Schuler family, we are back from Tuscany and are very excited! It was a great holiday in beautiful Italy and at Podere Riccardo. Our landlord family was so lovely and attentive, we didn't want for anything! We can highly recommend the house. Next year we would like to travel to Tuscany again, but we will be travelling without friends and only with 4 people. Can you offer us something comparable again? Many greetings Melani E.


from 138€ night

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