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

Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Villa Sole
Cinigiano

Villa Sole

10 guests
180 m2
5 bedrooms

RESERVE NOW FOR 2026! Very beautiful TUSCANY holiday home (built in 2022) with a heated private pool in a panoramic location in the hinterland of Maremma - 10+2 people -

Very sustainable

from 254 / night
prices from 255€ per night
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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

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

from 126 / night
4.8
prices from 126€ per night
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Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Villa Elisa
Semproniano

Villa Elisa

6 guests
120 m2
3 bedrooms
from 130 / night
4.7
prices from 131€ per night
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Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Casa Conti di Sotto Vip Area
Bagno di Gavorrano

Casa Conti di Sotto Vip Area

16 guests
250 m2
5 bedrooms

Casa Conti di Sotto in Gavorrano: entire stone farmhouse immersed in the greenery of the Tuscan Maremma, 125 sqm, 3 bedrooms, bathroom, ideal for family holidays.

Free cancellation
from 161 / night
5.0
prices from 161€ per night
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Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Villa Mirto
Gavorrano

Villa Mirto

6 guests
70 m2
2 bedrooms

Villa Mirto in Gavorrano, Tuscany: 70 sqm holiday home, 2 bedrooms.Close to the sea The house where you can sleep admiring the stars, hydromassage shower.Spa, swimming pools ,gym.

Free cancellation
from 99 / night
5.0
prices from 100€ per night
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Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Villa Ombrone
Campagnatico

Villa Ombrone

6 guests
160 m2
3 bedrooms

Dreamlike and comfortable holiday villa with heated pool, panoramic terrace, fitness room, sauna

from 378 / night
prices from 379€ per night
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Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Casa Oliveto-Maremma
Roccastrada

Casa Oliveto-Maremma

8 guests
150 m2
4 bedrooms

Beautiful and family friendly holiday house with pool in a beautiful panoramic position. Sun terrace - children's playground - Large property -Top facility and equipment!

Very sustainable

from 281 / night
5.0
prices from 281€ per night
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Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Bernardinai
Cinigiano

Bernardinai

8 guests
140 m2
4 bedrooms

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

from 104 / night
4.4
prices from 104€ per night
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20%
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Ferienhaus mit eigenem Pool
Grosseto

Ferienhaus mit eigenem Pool

8 guests
120 m2
4 bedrooms

Detached country house in the middle of nature, in the province of Grosseto, panoramic location, very large property (5 ha) with private pool, fireplace, wifi, TV, barbecue, fenced garden

Free cancellation

20% Promotion 07/02/2026 - 07/11/2026

from 235 / night
5.0
prices from 236€ per night
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47%
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Romantic holiday home with pool
Grosseto

Romantic holiday home with pool

4 guests
85 m2
2 bedrooms

Rustic country house, fenced garden with pool, completely private - no other people, close to the wide natural beaches of Alberese and Marina di Grosseto, built-in barbecue, WIFI

47% Promotion 07/02/2026 - 07/06/2026

from 207 / night
4.6
prices from 207€ per night
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Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Holiday home relaxing holiday Arcille
Arcille

Holiday home relaxing holiday Arcille

9 guests
220 m2
4 bedrooms
from 167 / night
prices from 168€ per night
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Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Villa Lia
Boccheggiano

Villa Lia

8 guests
140 m2
4 bedrooms
Free cancellation

Sustainable

from 176 / night
5.0
prices from 177€ per night
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Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Villa Monica
Istia d'Ombrone

Villa Monica

6 guests
250 m2
3 bedrooms

VILLA MONICA - Istia d'Ombrone (Grosseto) 6 people - Private pool - NEW ENTRY-FIRST RENTAL!

from 245 / night
prices from 246€ per night
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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

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

from 112 / night
4.8
prices from 112€ per night
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Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Little Villa "Il Corbezzolo"
Gavorrano

Little Villa "Il Corbezzolo"

2 guests
35 m2
1 bedroom (+1)

Villino il Corbezzolo: holiday home in the greenery Gavorrano Tuscany 12 km from the sea facing pool/spa

Free cancellation
from 60 / night
5.0
prices from 60€ per night
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Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Casa Perete
Montemassi

Casa Perete

4 guests
65 m2
3 bedrooms

Holiday home in a secluded location with private pool for 2-4 persons near Montemassi, Roccastrada-Tuscany near the sea

from 78 / night
5.0
prices from 79€ per night
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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

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.

from 138 / night
4.7
prices from 139€ per night
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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

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

from 363 / night
5.0
prices from 363€ per night
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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)

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.

from 197 / night
4.7
prices from 198€ per night
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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

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

from 141 / night
prices from 141€ per night
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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

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

from 137 / night
4.8
prices from 137€ per night
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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

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

from 74 / night
4.6
prices from 74€ per night
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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

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

from 157 / night
4.8
prices from 157€ per night
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30%
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Villa Federica 17
Manciano

Villa Federica 17

17 guests
300 m2
9 bedrooms

Elegant villa with a pool in the Tuscan countryside, about a 45-minute drive from the beaches of Argentario and close to the famous Terme di Saturnia.

Free cancellation

30% Promotion 07/02/2026 - 07/03/2026

from 465 / night
prices from 465€ per night
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Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Villa Giulia a Casa Conti di Sotto
Gavorrano

Villa Giulia a Casa Conti di Sotto

4 guests
70 m2
2 bedrooms

Villa Giulia at Casa Conti di Sotto: holiday home in Gavorrano Tuscany 70 sqm, three-room apartment max 4 people.

Free cancellation
from 95 / night
5.0
prices from 95€ per night
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Guest reviews of our holiday apartments in Grosseto & surrounding area

5.0

Verified guest from Tourist-paradise.com

HIGHLY RECOMMENDED PLACE

Villa Giulia a Casa Conti di Sotto

Gavorrano

View German

HIGHLY RECOMMENDED PLACE

We were at Villa Giulia this summer, a perfect stay, competent and helpful staff, the wellness area is excellent, the massage is also recommended. The location is outstanding, 10 minutes from Marina di Scarlino and 15 minutes from Follonica, so perfect for spending a day at the sea and then returning to relax by the pool.


from 95€ 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 112€ 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 139€ night

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