Montegrossi Hotel Guide - Hotels with Pool in Montegrossi, Gaiole in Chianti

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Check availability on Montegrossi Hotels with Pool

Top Montegrossi Hotels with Pool

Outdoor pool, pool loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is €90
includes taxes & fees
8 Jan - 9 Jan 2026
Borgo di Pietrafitta Relais
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is €96
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
Seasonal outdoor pool
Castello di Bossi

Castello di Bossi

2.0 star property
Castelnuovo Berardenga
7.8 out of 10, Good, (8)
"The location is great if you get to the hotel in a car. "
Mexico
CESAR JAVIER
The price is €160
includes taxes & fees
12 Dec - 13 Dec
Castello di Bossi
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool loungers
Borgo Grondaie

Borgo Grondaie

3.0 star property
Siena
9.6 out of 10, Exceptional, (439)
"A hidden gem overlooking the city set in stunning grounds"
United Kingdom
Philip
Borgo Grondaie
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool loungers
Villa Cassia di Baccano

Villa Cassia di Baccano

Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is €135
includes taxes & fees
16 Dec - 17 Dec
Villa Cassia di Baccano
Seasonal outdoor pool, pool umbrellas, pool loungers
Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra

Greve in Chianti
9.0 out of 10, Wonderful, (8)
"The hostess is very accommodating and sweet. The beds were incredibly comfy and shower was spacious. A very lovely and peaceful stay! "
United States
Rachel
The price is €94
includes taxes & fees
10 Dec - 11 Dec
Agriturismo Montemagni di Sopra
Outdoor pool, pool loungers
Molino di Foci

Molino di Foci

1.0 star property
San Gimignano
9.4 out of 10, Exceptional, (47)
"Breakfast was fresh and beautifully presented in the atrium with a view of the Tuscan landscape. "
Canada
Diego
Molino di Foci
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (176)
"Ideal country setting"
Canada
Dee
The price is €96
includes taxes & fees
14 Dec - 15 Dec
Hotel Palazzo San niccolò & Spa
Exterior
Relais Poggio Borgoni

Relais Poggio Borgoni

San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is €101
includes taxes & fees
10 Dec - 11 Dec
Relais Poggio Borgoni
Seasonal outdoor pool
Sangallo Park Hotel

Sangallo Park Hotel

3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (594)
"Spacious accommodation and everything works! Great parking, pool and gardens with views across the valley to nearby Siena. Very nice breakfast and lovely staff. Excellent value too!"
United Kingdom
David
The price is €84
includes taxes & fees
6 Jan - 7 Jan 2026
Sangallo Park Hotel
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 Montegrossi Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Phil 1-night trip
Posted 4 days ago
Hotel Italia

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Frequently asked questions

What are some hotels with pools in Montegrossi?
Hotel Athena: Offers a full-service spa, an outdoor pool and a sauna. Villa La Borghetta Resort: Offers a children's pool, a seasonal outdoor pool and a full-service spa. Grand Hotel Continental Siena – Starhotels Collezione: Offers an indoor pool, an outdoor pool and 2 restaurants. Palazzo Ravizza: Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Hotel Ristorante Alcide: Features a snack bar/deli, an outdoor pool and buffet.
What is there to see and do in Montegrossi?
Make a point to visit attractions such as Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit. During your stay, visit sights such as Badia a Coltibuono, Le Miccine and Meleto Castle.
When is the best time to book a hotel with a pool in Montegrossi?
You may want to consider a place to stay with an outdoor swimming pool if you'll be visiting Montegrossi in the warmest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temp is 6°C.