A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

Monteriggioni Hotel Guide - Hotels with Pool in Monteriggioni, Tuscany

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Check availability on Monteriggioni Hotels with Pool

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Monteriggioni hotels with a pool

Pool
A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.
Breakfast meal
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

1. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
  • Take a dip in crystal waters as Tuscan countryside surrounds the seasonal pool.
€130
includes taxes & fees
8 Nov - 9 Nov
Hotel Borgo San Luigi
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A bathroom with a glass-enclosed shower, a white sink, and a large mirror with wall sconces.

2. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
  • Seasonal outdoor pool paradise nestled in rural Italy, where sunny loungers and poolside drinks await amidst Tuscan adventures.
€117
includes taxes & fees
3 Nov - 4 Nov
Hotel Il Piccolo Castello
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone-walled terrace with a table set for two, a bottle, and candles.
A balcony with a stone wall, a wooden ceiling, and a view of a green landscape.
A stone wall with a rustic stone building partially visible behind it.

3. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
  • Tuscan splendour meets poolside relaxation at this luxury property with seasonal rooftop swimming and spa services.
€168
includes taxes & fees
28 Oct - 29 Oct
Relais la Costa - Dimora Storica
A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.
A stone building with a garden, a bench, and a covered area.
A cozy room with a wooden ceiling, a sofa, a chair, a cabinet, and a window with curtains.

4. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
  • Tuscan oasis with seasonal outdoor pool and poolside bar offers refreshing retreat.
€104
includes taxes & fees
27 Oct - 28 Oct
La Canonica di San Michele
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A courtyard with stone buildings, a thatched-roof structure, and potted plants.
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A room with a woven basket on a round table, a wooden chair, and a wooden floor.

5. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
€104
includes taxes & fees
4 Nov - 5 Nov
Relais Castel Bigozzi
A pool surrounded by lush greenery and trees, with a clear view of the surrounding landscape.
A stone building with an arched entrance, a garden with potted flowers, and a pergola with hanging vines.
An open doorway leading to a view of a historic building with a tiled roof and a chimney, surrounded by greenery and a clear blue sky.
A stone building with a courtyard table and chairs, surrounded by potted red flowers.

6. Castel Pietraio

Castel Pietraio
Monteriggioni
  • Tuscan seasonal pool paradise invites guests to soak up the sunshine at Castel Pietraio.
€116
includes taxes & fees
28 Oct - 29 Oct
Castel Pietraio
A rectangular swimming pool at night with a wooden deck, surrounded by trees and a stone wall.
A well-maintained garden with a pool, stone buildings, and outdoor seating areas.
An aerial view of a historic walled town with a central castle, surrounded by vineyards and rolling hills.
A rustic interior with a stone staircase, wicker furniture, and a wine display.

7. Fattoria Lornano Winery

Fattoria Lornano Winery
Monteriggioni
€113
includes taxes & fees
3 Nov - 4 Nov
Fattoria Lornano Winery
A swimming pool with lounge chairs and umbrellas, a brick building with windows, and a clear sky.
A table set outdoors with striped tablecloths, various dishes, glasses, and a decorative rooster.
A spacious kitchen with wooden beams, a dining area with a white sofa, and a stone fireplace.
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

8. Villa Montecastello

Villa Montecastello
Monteriggioni
€185
includes taxes & fees
27 Oct - 28 Oct
Villa Montecastello
A two-story stone house with a swimming pool, surrounded by greenery and a clear sky.
A stone wall with potted plants and flowers, surrounded by greenery and a stone building in the background.
A lush garden with a pool, a gazebo, and a view of distant trees and hills.
A bedroom with a metal bed frame, two bedside tables with lamps, a wooden window with shutters, and a wall-mounted light fixture.

9. APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM

APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
Monteriggioni
€242
includes taxes & fees
1 Nov - 2 Nov
APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
A rectangular swimming pool with a clear edge, surrounded by a low stone wall and a metal fence.
An outdoor dining area with a table set for six, surrounded by stone walls and a tall tree.
A spacious living area with a sofa, armchairs, wooden furniture, a dining table, and a chandelier.
A rustic villa with a garden, a pond, and a mountainous backdrop.

10. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
€8,405
includes taxes & fees
27 Oct - 28 Oct
Ebbio – Villa and Organic Farm in Monteriggioni
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Choose what matters most at hotels with a pool in Monteriggioni

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Monteriggioni

A person sitting in a corner of a room with tiled walls and a bench.
A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
€117
includes taxes & fees
3 Nov - 4 Nov
Hotel Il Piccolo Castello
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.
Breakfast meal
An outdoor patio with stone flooring, a table with chairs, and potted plants.

Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
€130
includes taxes & fees
8 Nov - 9 Nov
Hotel Borgo San Luigi
A stone building with a swimming pool, surrounded by trees and a view of the landscape.
A stone-walled terrace with a table set for two, a bottle, and candles.
A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.
A stone wall with a rustic stone building partially visible behind it.

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
€168
includes taxes & fees
28 Oct - 29 Oct
Relais la Costa - Dimora Storica
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.
A courtyard with stone buildings, a thatched-roof structure, and potted plants.
A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.
A room with a woven basket on a round table, a wooden chair, and a wooden floor.

Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
€104
includes taxes & fees
4 Nov - 5 Nov
Relais Castel Bigozzi
A historic stone building with arched doorways and a tower.
A stone building with a courtyard table and chairs, surrounded by potted red flowers.
A stone building with an arched entrance, a garden with potted flowers, and a pergola with hanging vines.
A pool surrounded by lush greenery and trees, with a clear view of the surrounding landscape.

Castel Pietraio

Castel Pietraio
Monteriggioni
€116
includes taxes & fees
28 Oct - 29 Oct
Castel Pietraio
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.
A stone building with a wooden door and window, potted plants, and a metal lantern.
A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.
A cozy room with a wooden ceiling, a sofa, a chair, a cabinet, and a window with curtains.

La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
€104
includes taxes & fees
27 Oct - 28 Oct
La Canonica di San Michele
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.
A stone building with a rustic exterior, a paved pathway, and a small wooden structure with a tiled roof.
A table set outdoors with striped tablecloths, various dishes, glasses, and a decorative rooster.
A swimming pool with lounge chairs and umbrellas, a brick building with windows, and a clear sky.

Villa Montecastello

Villa Montecastello
Monteriggioni
€185
includes taxes & fees
27 Oct - 28 Oct
Villa Montecastello
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 Monteriggioni Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."
John 2-night trip
Posted 11 hours ago
Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

10/10 Excellent
"Over all a good hotel in a good location, a little dated but clean and breakfast good"
Suzanne 2-night trip
Posted 15 hours ago
Hotel Athena
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"
Christine 2-night trip
Posted 3 days ago
Poderi Arcangelo
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."
mauricio 2-night trip
Posted 3 days ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."
Maya 1-night trip
Posted 4 days ago
Hotel Casolare Le Terre Rosse
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
Kurt 1-night trip
Posted 5 days ago
Hotel Italia
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

What's it like visiting Monteriggioni?
If laying by the pool is your idea of the perfect getaway, you may want to explore luxurious Monteriggioni, which offers 5 places to stay with pools. While you're here, you can explore attractions such as Alta Val d'Elsa River Park and Val di Merse, and then relax and unwind poolside at one of the accommodation options in Monteriggioni that guests like for their pools.
What are some accommodation options with pools in Monteriggioni?
Hotel Borgo San Luigi: Features a children's pool, a seasonal outdoor pool and a rooftop terrace. Castelfalfi: Offers 4 restaurants, a seasonal outdoor pool and a full-service spa. La Certosa di Pontignano: Features a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Athena: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. NH Siena: Provides 2 restaurants, 2 outdoor swimming pools and a full-service spa.
How many hotels with pools will I find in Monteriggioni?
Expedia has 5 hotels in Monteriggioni for your poolside break.
What is there to see and do in Monteriggioni?
Surround yourself with nature at Val di Merse and Alta Val d'Elsa River Park. Discover sights such as San Leonardo al Lago during your stay. The countryside and wineries are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Monteriggioni?
You may want to consider accommodation that has an outdoor pool if you plan to visit Monteriggioni in the warmest months of August, July or June, when the average temperature is 22°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 6°C.
What's the best way to travel around Monteriggioni?
Knowing the transportation options in Monteriggioni can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Monteriggioni Castellina Station or Monteriggioni Badesse Station. Monteriggioni might not have many public transport choices, so consider a car rental to maximise your time.