Hotels in Pescaia
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Albergo San Biagio
Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
8.6/10
Excellent
(201)
- Elegant Belle Époque retreat near San Biagio with rooftop views and spa indulgences.
The price is $639
$639
$708 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Antiche Mura
Antiche Mura
Arezzo Centro Storico
9.4 out of 10, Exceptional, (86)
9.4/10
Exceptional
(86)
- Historic B&B near Arezzo Station offers Italian charm with easy access to city sights.
Podere La Rocca
Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (94)
9.8/10
Exceptional
(94)
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
9.8/10
Exceptional
(98)
The price is $176
$176
$197 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Relais Villa Grazianella - UNA Esperienze
Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
9.8/10
Exceptional
(279)
- Tuscan getaway with vineyard views, estate winery, and refreshing pool in Montepulciano.
The price is $266
$266
$297 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Palazzo Nobile di San Donato
Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (70)
9.4/10
Exceptional
(70)
- Stroll through Tuscan charm at this historic B&B in the heart of Montepulciano.
The price is $230
$230
$258 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
10/10
Exceptional
(255)
- Experience the charm of a restored monastery in historic Cortona.
The price is $303
$303
$338 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
8.8/10
Excellent
(630)
- Enjoy picturesque Tuscan views at this restored historic property with a seasonal pool.
La Locanda di San Francesco
La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
9.8/10
Exceptional
(131)
- Tuscan escape with rooftop terrace and local cuisine in Montepulciano.
The price is $180
$180
$202 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Meublé Il Riccio
Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
9.8/10
Exceptional
(86)
- Enjoy scenic Tuscan vistas from a rooftop terrace with garden and lounge service.
B&B Country House Poggio del Drago
B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
9.8/10
Exceptional
(57)
- Rustic Tuscan countryside escape with pool and garden views in Civitella in Val di Chiana.
La Cantina Relais - Fattoria Il Cipresso
La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (110)
10/10
Exceptional
(110)
- Tuscan farmhouse with a winery, pool, and terrace for relaxation outside Arezzo.
Agriturismo Cuprena
Agriturismo Cuprena
Arezzo
9.6 out of 10, Exceptional, (20)
9.6/10
Exceptional
(20)
- Scenic Arezzo farm stay with a pool, sauna, and restaurant for refreshing escapes.
The price is $290
$290
$326 total
includes taxes & fees
Jan 2 - Jan 3, 2026
I Capricci di Merion Resort & Spa
I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (46)
9.8/10
Exceptional
(46)
- Italian countryside resort offering lake views, spa treatments, and indoor-outdoor pools.
Agriturismo Il Macchione
Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
9.6/10
Exceptional
(56)
- Idyllic Tuscan farmhouse with winery and pool near historic Pienza attractions.
The price is $186
$186
$209 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Vento Dorcia
Vento Dorcia
Pienza
10.0 out of 10, Exceptional, (23)
10/10
Exceptional
(23)
The price is $166
$166
$187 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel Villa Ricci
Hotel Villa Ricci
3.0 star property
Chianciano Terme
8.2 out of 10, Very Good, (223)
8.2/10
Very Good
(223)
- Take in the views from a historic spa hotel in charming Chianciano Terme.
Locanda del Molino
Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (35)
9.6/10
Exceptional
(35)
- Unwind at this Tuscan retreat with poolside bliss near Cortona's historic charm.
The price is $115
$115
$131 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Nobilis Charme Relais
Nobilis Charme Relais
Montepulciano
8.8 out of 10, Excellent, (6)
8.8/10
Excellent
(6)
- Soak in Tuscan landscapes from a charming farm stay with rooftop terrace views.
The price is $165
$165
$186 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Antico Granaione
Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60)
9.8/10
Exceptional
(60)
- Charming Italian B&B in Rapolano Terme with free WiFi and convenient parking.
The price is $193
$193
$217 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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.
Go beyond your typical stay in Pescaia
Apartment
Pet friendly
Farm
Family friendly
Check out reviews of Pescaia hotels guests love
Monastero di Cortona Hotel & Spa
10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Abbadia Sicille Relais
10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Relais Villa Grazianella - UNA Esperienze
10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Albergo San Biagio
10/10 Excellent
"gorgeous spot below the town, what an incredible view from the balcony "
Borgo Sant'Ambrogio Resort
10/10 Excellent
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
Hotel Corsignano
10/10 Excellent
"Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub
Breakfast was perfect"
A Point Arezzo Park Hotel
6/10 Okay
"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "
Villa di Piazzano - Small Luxury Hotel of the World
10/10 Excellent
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
Hotel Relais II Chiostro di Pienza
10/10 Excellent
"The room was beautiful and very clean. Breakfast staff was very kind."
Frequently asked questions
What hotels do travelers recommend in Pescaia?
Can I book a refundable hotel in Pescaia?
If you need the flexibility to change your plans to Pescaia, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Pescaia be like during my vacation?
The warmest months in Pescaia are usually August and July with an average temp of 71°F. January and February are the chilliest months when the average temp is 42°F. The rainiest months are November and October.
Why should I book my Pescaia hotel with Hotels.com?
There are plenty of reasons to book your Pescaia travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.