A stone building with red shutters, a tree in the foreground, and a staircase leading to an upper level.

Hotels with Swimming Pools in Monticchiello

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Monticchiello Hotels with Swimming Pools

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Monticchiello hotels with a pool

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A hotel room with a bed, a shower, a TV, and a cabinet.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
S$189
includes taxes & fees
25 Oct - 26 Oct
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A modern bathroom with two sinks, a shower, and a toilet.
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

2. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
S$191
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a gravel pathway leading to the entrance.

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
S$191
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A balcony with a view of a green landscape and a body of water.

4. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
S$143
includes taxes & fees
13 Oct - 14 Oct
Borgo Sant'Ambrogio Resort
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.
A two-story building with a stone facade, arched windows, and a balcony.
A stone building with a paved pathway leading to a circular stone feature. Tall, slender trees line the pathway.
A bathroom with a glass-enclosed shower, a white sink, and a mirror.

5. Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
  • Dive into a refreshing Tuscan escape at this resort with a seasonal outdoor pool and garden views.
S$166
includes taxes & fees
19 Oct - 20 Oct
Nuovo Etruria Resort
An indoor swimming pool with a central circular platform, large columns, and a stone wall.
A hotel room with a bed, a desk, a chair, and a view of the outdoors.
A multi-story hotel with a well-lit facade, a parking area with several cars, and a sign indicating the hotel's name.
A view from a window overlooking a landscape with a small building and hills.

6. Albergo San Biagio

Albergo San Biagio
Montepulciano
  • Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy holiday magic for all ages.
S$79
includes taxes & fees
9 Nov - 10 Nov
Albergo San Biagio
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

7. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
S$342
includes taxes & fees
12 Oct - 13 Oct
Tenuta Santo Pietro
A swimming pool with lounge chairs and umbrellas, a stone building with a tiled roof, and a clear blue sky.
A cozy living room with a sofa, armchair, and a coffee table with a vase.
A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.
A modern bathroom with a marble shower wall, a large mirror, and a wooden vanity.

8. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
  • Summer seclusion at this Tuscan spa retreat with poolside relaxation and gourmet dining.
S$303
includes taxes & fees
3 Nov - 4 Nov
Poggio Paradiso Resort & Spa
An arched doorway leading to a building with a wooden door and a staircase.
A room with a large bed, a wooden dresser, a red armchair, a small table, and a view of the countryside through large windows.
A dining room with a long table set for a meal, large windows with curtains, and a view of the countryside.
A rustic room with a stone floor, wooden beams, a fireplace, and shelves with various items.

9. Residenza Fabroni

Residenza Fabroni
Montepulciano
  • Take a dip in the historic residence's hot tub after exploring the attached winery and nearby pools.
S$110
includes taxes & fees
13 Oct - 14 Oct
Residenza Fabroni
A swimming pool with lounge chairs and umbrellas, a stone wall, and a building in the background.
A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.
A large building with a pool, surrounded by greenery and trees.
A modern bathroom with a wooden vanity, a large mirror, a freestanding bathtub, and a glass-enclosed shower area.

10. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
  • Dive into Tuscan bliss at a countryside winery retreat with a sun-soaked pool paradise.
S$293
includes taxes & fees
10 Nov - 11 Nov
Relais Villa Grazianella - UNA Esperienze
View all properties

Choose what matters most at hotels with a pool in Monticchiello

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Monticchiello Hotel Reviews

Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 14 hours ago
Hotel Panoramic Montepulciano
Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
Julia 2-night trip
Posted 2 days ago
Hotel San Gregorio
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 4 days ago
Castiglion del Bosco, A Rosewood Hotel
Palazzuolo

Palazzuolo

10/10 Excellent
"Excellent room, good location, the staff is very gentle, the breakfast is good"
Nami 2-night trip
Posted 10 days ago
Palazzuolo
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 13 days ago
Hotel Villa Ricci
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 13 days ago
Castello di Velona Resort Thermal SPA & Winery

Frequently asked questions

What are some accommodation options with pools in Monticchiello?
Nuovo Etruria Resort: Features televisions, a seasonal outdoor pool and complimentary bottled water. Castello di Velona Resort Thermal SPA & Winery: Offers 2 outdoor swimming pools, an indoor pool and 3 restaurants. L'Orto delle Terme: Features 5 indoor swimming pools, 2 outdoor swimming pools and 2 restaurants. Fonteverde Thermal Spa Resort Tuscany: Offers a seasonal outdoor pool, an indoor pool and a full-service spa. Precise Tale Poggio Alla Sala: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa.
What is there to see and do in Monticchiello?
Make a point to visit attractions such as Art Studio di Adelina Quadri. Discover sights such as Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza during your stay.
When is the best time to book a hotel with a pool in Monticchiello?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Monticchiello in the hottest months of August, July or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 5°C.

Explore a world of travel with Expedia