Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Montaione Hotels with a Pool
Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Montaione on Hotels.com. These Montaione Hotels with a Pool consistently deliver on quality, location and traveller experience. Last updated on 7 October 2026.
9.4 out of 10, Exceptional, (56 reviews)
9.4/10
Exceptional
(56 reviews)
Sparkling outdoor pools invite guests to splash and unwind amid garden surroundings at this Colonial retreat. Families appreciate the dedicated children's pool, while active travellers enjoy tennis, basketball, and volleyball facilities.
Sparkling outdoor pools invite guests to splash and unwind amid garden surroundings at this Colonial retreat. Families appreciate the dedicated children's pool, while active travellers enjoy tennis, basketball, and volleyball facilities.
The price is AU$284
AU$284
includes taxes & fees
29 Oct - 30 Oct
9.2 out of 10, Wonderful, (128 reviews)
9.2/10
Wonderful
(128 reviews)
Mountain relaxation reaches peak perfection at the seasonal outdoor pool, where cold drinks from the poolside bar complement sauna sessions. Guests praise the stunning views, fresh mountain air, and exceptional staff at this upscale retreat.
Mountain relaxation reaches peak perfection at the seasonal outdoor pool, where cold drinks from the poolside bar complement sauna sessions. Guests praise the stunning views, fresh mountain air, and exceptional staff at this upscale retreat.
The price is AU$135
AU$135
includes taxes & fees
13 Oct - 14 Oct
9.6 out of 10, Exceptional, (19 reviews)
9.6/10
Exceptional
(19 reviews)
Poolside paradise awaits at this rural villa, where two shimmering pools and a children's pool promise refreshing dips between tennis matches. Families appreciate the playground, while foodies savour Casa Masi's local cuisine under the Tuscan sky.
Poolside paradise awaits at this rural villa, where two shimmering pools and a children's pool promise refreshing dips between tennis matches. Families appreciate the playground, while foodies savour Casa Masi's local cuisine under the Tuscan sky.
The price is AU$261
AU$261
includes taxes & fees
5 Nov - 6 Nov
The price is AU$381
AU$381
includes taxes & fees
30 Oct - 31 Oct
9.6 out of 10, Exceptional, (185 reviews)
9.6/10
Exceptional
(185 reviews)
Swimming sessions sparkle at this vineyard-adjacent luxury hotel, where the seasonal outdoor pool offers summer relaxation with cold drinks served poolside. After swimming, guests enjoy facials at the spa or explore nearby hiking trails.
Swimming sessions sparkle at this vineyard-adjacent luxury hotel, where the seasonal outdoor pool offers summer relaxation with cold drinks served poolside. After swimming, guests enjoy facials at the spa or explore nearby hiking trails.
The price is AU$1,320
AU$1,320
includes taxes & fees
23 Oct - 24 Oct
8.0 out of 10, Very good, (53 reviews)
8.0/10
Very good
(53 reviews)
Aquatic delights await at this Tuscan resort where families enjoy both adult and children's swimming areas with loungers under umbrellas. Beyond poolside pleasures, guests discover on-site horseback riding, spa treatments, and Italian dining.
Aquatic delights await at this Tuscan resort where families enjoy both adult and children's swimming areas with loungers under umbrellas. Beyond poolside pleasures, guests discover on-site horseback riding, spa treatments, and Italian dining.
The price is AU$147
AU$147
includes taxes & fees
7 Oct - 8 Oct
7. Il Defizio
Il DefizioGambassi Terme
- Pool
- Free parking
- Free Wi-Fi
- Air-conditioning
- Bar
- Laundry facilities
10.0 out of 10, Exceptional, (66 reviews)
10/10
Exceptional
(66 reviews)
Crystalline waters shimmer invitingly in the seasonal outdoor pool, offering sun-kissed respite from April through October. Beyond refreshing dips, guests savour excellent breakfast spreads, unwind in the garden, and enjoy countryside tranquility.
Crystalline waters shimmer invitingly in the seasonal outdoor pool, offering sun-kissed respite from April through October. Beyond refreshing dips, guests savour excellent breakfast spreads, unwind in the garden, and enjoy countryside tranquility.
The price is AU$200
AU$200
includes taxes & fees
8 Oct - 9 Oct
9.6 out of 10, Exceptional, (225 reviews)
9.6/10
Exceptional
(225 reviews)
Swimming sessions amid rolling vineyards define this rural retreat's seasonal outdoor pool experience. After laps, guests sip local wines at the poolside bar, then indulge in massages at the full-service spa or explore trails on rented bicycles.
Swimming sessions amid rolling vineyards define this rural retreat's seasonal outdoor pool experience. After laps, guests sip local wines at the poolside bar, then indulge in massages at the full-service spa or explore trails on rented bicycles.
The price is AU$423
AU$423
includes taxes & fees
16 Oct - 17 Oct
8.8 out of 10, Excellent, (34 reviews)
8.8/10
Excellent
(34 reviews)
Splash into holiday mode at the seasonal outdoor pool surrounded by Tuscan countryside. Kids have their own dedicated pool while adults lounge under umbrellas. After swimming, explore nearby hiking trails or rent bicycles for mountain adventures.
Splash into holiday mode at the seasonal outdoor pool surrounded by Tuscan countryside. Kids have their own dedicated pool while adults lounge under umbrellas. After swimming, explore nearby hiking trails or rent bicycles for mountain adventures.
The price is AU$209
AU$209
includes taxes & fees
25 Oct - 26 Oct
9.0 out of 10, Wonderful, (376 reviews)
9.0/10
Wonderful
(376 reviews)
Swimming among vineyards becomes reality across 3 spectacular outdoor pools surrounded by Tuscan countryside. Farm-fresh meals, wine tastings from the attached winery, and nearby medieval towns complete an idyllic Italian retreat.
Swimming among vineyards becomes reality across 3 spectacular outdoor pools surrounded by Tuscan countryside. Farm-fresh meals, wine tastings from the attached winery, and nearby medieval towns complete an idyllic Italian retreat.
The price is AU$186
AU$186
includes taxes & fees
2 Nov - 3 Nov
9.4 out of 10, Exceptional, (149 reviews)
9.4/10
Exceptional
(149 reviews)
Poolside bliss defines summer days at this Tuscan retreat, where loungers and umbrellas frame the seasonal rooftop pool. Cool drinks from the poolside bar complement garden strolls, bicycle adventures, and continental breakfasts in historic surroundings.
Poolside bliss defines summer days at this Tuscan retreat, where loungers and umbrellas frame the seasonal rooftop pool. Cool drinks from the poolside bar complement garden strolls, bicycle adventures, and continental breakfasts in historic surroundings.
The price is AU$255
AU$255
includes taxes & fees
2 Nov - 3 Nov
12. Tenuta Sovestro - Agriturismo e Winery
Tenuta Sovestro - Agriturismo e WinerySan Gimignano
- Poolside bar
- Pool loungers
9.8 out of 10, Exceptional, (71 reviews)
9.8/10
Exceptional
(71 reviews)
Sip handcrafted cocktails at the poolside bar while soaking up scenic rural views. This farm stay delights with delicious breakfast buffets featuring fresh orange juice, and offers wine tastings at its attached winery.
Sip handcrafted cocktails at the poolside bar while soaking up scenic rural views. This farm stay delights with delicious breakfast buffets featuring fresh orange juice, and offers wine tastings at its attached winery.
The price is AU$240
AU$240
includes taxes & fees
1 Nov - 2 Nov
9.2 out of 10, Wonderful, (548 reviews)
9.2/10
Wonderful
(548 reviews)
Surrounded by pool umbrellas and comfortable loungers, the sparkling outdoor pool offers a refreshing escape after hiking nearby trails. This Italian hotel boasts exceptional staff service, a delicious free breakfast buffet, and convenient access to Casa del Boccaccio.
Surrounded by pool umbrellas and comfortable loungers, the sparkling outdoor pool offers a refreshing escape after hiking nearby trails. This Italian hotel boasts exceptional staff service, a delicious free breakfast buffet, and convenient access to Casa del Boccaccio.
The price is AU$232
AU$232
includes taxes & fees
25 Oct - 26 Oct
9.6 out of 10, Exceptional, (15 reviews)
9.6/10
Exceptional
(15 reviews)
The price is AU$469
AU$469
includes taxes & fees
8 Oct - 9 Oct
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
The price is AU$733
AU$733
includes taxes & fees
9 Oct - 10 Oct
9.0 out of 10, Wonderful, (163 reviews)
9.0/10
Wonderful
(163 reviews)
Poolside perfection awaits with comfortable loungers and refreshing cocktails from the bar. Beyond the crystalline waters, guests discover hiking trails, bicycle rentals, and a rooftop terrace, all enhanced by friendly staff recommendations.
Poolside perfection awaits with comfortable loungers and refreshing cocktails from the bar. Beyond the crystalline waters, guests discover hiking trails, bicycle rentals, and a rooftop terrace, all enhanced by friendly staff recommendations.
The price is AU$190
AU$190
includes taxes & fees
30 Oct - 31 Oct
17. Cappuccina Country Resort
Cappuccina Country Resort4.0 star property
San Gimignano
- Poolside bar
- Pool umbrellas
8.8 out of 10, Excellent, (109 reviews)
8.8/10
Excellent
(109 reviews)
Poolside bliss awaits with a seasonal outdoor retreat featuring umbrellas for shade and a cocktail bar. Steps from Piazza Duomo, this hotel also delights with garden views, free gourmet breakfasts, and hiking trails nearby.
Poolside bliss awaits with a seasonal outdoor retreat featuring umbrellas for shade and a cocktail bar. Steps from Piazza Duomo, this hotel also delights with garden views, free gourmet breakfasts, and hiking trails nearby.
The price is AU$324
AU$324
includes taxes & fees
8 Oct - 9 Oct
9.8 out of 10, Exceptional, (55 reviews)
9.8/10
Exceptional
(55 reviews)
Mountain adventure meets poolside relaxation at this Belle Époque farm stay. Seasonal swimming, a steamy spa pool, and pampering massage services create perfect recovery after horseback riding or mountain biking excursions.
Mountain adventure meets poolside relaxation at this Belle Époque farm stay. Seasonal swimming, a steamy spa pool, and pampering massage services create perfect recovery after horseback riding or mountain biking excursions.
The price is AU$331
AU$331
includes taxes & fees
12 Oct - 13 Oct
19. Il Castagnolo Country B&B
Il Castagnolo Country B&BSan Gimignano
- Outdoor pool
- Poolside bar
- Pool loungers
9.0 out of 10, Wonderful, (64 reviews)
9.0/10
Wonderful
(64 reviews)
Poolside paradise awaits at this Italian country B&B where seasonal outdoor swimming meets vineyard views. Travellers refresh with local wines, explore nearby hiking trails on rental bikes, and unwind on sun loungers until sunset.
Poolside paradise awaits at this Italian country B&B where seasonal outdoor swimming meets vineyard views. Travellers refresh with local wines, explore nearby hiking trails on rental bikes, and unwind on sun loungers until sunset.
The price is AU$178
AU$178
includes taxes & fees
20 Oct - 21 Oct
20. Hotel Casolare Le Terre Rosse
Hotel Casolare Le Terre Rosse3.0 star property
San Gimignano
- Pool loungers
9.2 out of 10, Wonderful, (494 reviews)
9.2/10
Wonderful
(494 reviews)
Seasonal outdoor swimming beckons with comfortable sun loungers and stylish umbrellas surrounding the crystal-clear waters. Guests savour delicious Italian cuisine at the pool-view restaurant after exploring nearby Piazza Duomo and Torre Grossa.
Seasonal outdoor swimming beckons with comfortable sun loungers and stylish umbrellas surrounding the crystal-clear waters. Guests savour delicious Italian cuisine at the pool-view restaurant after exploring nearby Piazza Duomo and Torre Grossa.
The price is AU$248
AU$248
includes taxes & fees
22 Oct - 23 Oct
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.
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.
Hotels with pools and free breakfast in Montaione
9.6 out of 10, Exceptional, (185)
9.6/10
Exceptional
(185)
The price is AU$1,320
AU$1,320
includes taxes & fees
23 Oct - 24 Oct
Borgo san Benedetto
Borgo san BenedettoMontaione
9.4 out of 10, Exceptional, (56)
9.4/10
Exceptional
(56)
The price is AU$284
AU$284
includes taxes & fees
29 Oct - 30 Oct
9.2 out of 10, Wonderful, (128)
9.2/10
Wonderful
(128)
The price is AU$135
AU$135
includes taxes & fees
13 Oct - 14 Oct
Villa Sestilia
Villa SestiliaMontaione
9.6 out of 10, Exceptional, (19)
9.6/10
Exceptional
(19)
The price is AU$261
AU$261
includes taxes & fees
5 Nov - 6 Nov
Tenuta Castellare di Tonda
Tenuta Castellare di TondaMontaione
8.0 out of 10, Very good, (53)
8.0/10
Very good
(53)
The price is AU$147
AU$147
includes taxes & fees
7 Oct - 8 Oct
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.
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.
Top landmarks in Montaione
Frequently Asked Questions
What are the best hotels with a pool in Montaione?
According to guest reviews, Hotel Certaldo is one of the best Montaione hotels with a pool. A cafe and pool sun loungers are included in your stay too. Agriturismo Belmonte Vacanze is another traveller favourite where you can lounge poolside. To check out other highly rated options with this perk, select the "Pool" filter and then sort by "Guest rating + our picks."
What are the cheapest hotels with a pool in Montaione?
Agriturismo Belmonte Vacanze is one of the most affordable properties with a pool in Montaione. It also offers a terrace and a barbecue grill. Agriturismo Poggio Pistolese is another option where you can take a dip without dipping into your finances. Check out the range of great-value hotels in Montaione with a pool from AU$134 and live it up for less.
What is the best time to stay in a hotel with a pool in Montaione?
August is the warmest month, with temperatures ranging from 16ºC to 32ºC. January has the coolest weather. It's typically between 1ºC and 9ºC at this time. February is the ideal month to escape the crowds and potentially lock in cheaper Montaione hotels with a pool.
What hotels with a pool are closest to Castelfalfi Golf Course?
With a vineyard and private winery tours, Castelfalfi is one of the closest hotels with a pool to Castelfalfi Golf Course. Da Tilli alla Fornace is another option just a short drive away. Balance adventure with leisure when you book a hotel in Montaione with a pool near this attraction.
What hotels with a pool are closest to Peretola Airport (FLR)?
Recharge after a long flight with a swim at Hotel Real . It's roughly 2 kilometres southeast of Peretola Airport (FLR). You can make the most of a cafe and a garden here too. Another nearby option is Novotel Firenze Nord Aeroporto. Reserve a room at one of these properties, or check out other Montaione hotels with a pool close to the airport.
Are there any hotels with a pool in Montaione with parking?
You'll find 932 Montaione hotels with a pool and parking. Pull in and go for a dip at Hotel Certaldo. A cafe and pool sun loungers are included in your stay too. Or, head to Il Defizio, where you can easily access both parking and a pool.
About the destination
If you're looking to discover somewhere new, look no further than Montaione. Whether you're planning to stay for a night or for the week, the area around Montaione has accommodation options to fit every need. Search for hotels in Montaione with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Montaione hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Montaione hotel deals are here with our lowest price guarantee.