Montecastelli Vacation Rentals from AED 231: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Montecastelli has to offer?

Beautiful stone house with garden and private pool. : This vacation home rental outside of Montecastelli is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

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Our top choices for Montecastelli vacation rentals

Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior

Residence Il Paradiso

Guardistallo

Jason

AED 372 total

includes taxes & fees

8 Jul - 9 Jul

Premium bedding, down comforters, pillowtop beds, individually furnished

Tuscasì Aparthotel

Sovicille

Sergey

AED 358 total

includes taxes & fees

10 Jul - 11 Jul

Villa Mucellena

Casole d'Elsa

Residence Arianna

Sovicille

"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...

Gitte Harrits

AED 615 total

includes taxes & fees

7 Jul - 8 Jul

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Monteriggioni

Alvaro

AED 778 total

includes taxes & fees

12 Jul - 13 Jul

Il Pozzo di Sant'Andrea

Siena

Prem

AED 482 total

includes taxes & fees

26 Jul - 27 Jul

Casa Vacanze Le Case

San Gimignano

Jackie

AED 520 total

includes taxes & fees

1 Aug - 2 Aug

Antico Borgo il Cardino

San Gimignano

Craig

AED 553 total

includes taxes & fees

6 Jul - 7 Jul

Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas

Fattoria Podere i Luoghi

Casale Marittimo

AED 332 total

includes taxes & fees

6 Jul - 7 Jul

Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Siena

Christian

AED 416 total

includes taxes & fees

6 Jul - 7 Jul

Detached house with garden a few minutes from the abbey of San Galgano

Toscana

AED 508 total

includes taxes & fees

6 Jul - 7 Jul

Palazzo al Torrione 2

San Gimignano City Centre

Sophie

AED 462 total

includes taxes & fees

16 Jul - 17 Jul

Riserva di Fizzano Residence

Castellina in Chianti

Janet

AED 1,008 total

includes taxes & fees

10 Jul - 11 Jul

Palazzo Pacini

Colle di Val d'Elsa

John

AED 624 total

includes taxes & fees

8 Jul - 9 Jul

Casa di Campagna in Toscana

Sovicille

Sally

AED 557 total

includes taxes & fees

7 Jul - 8 Jul

Podere Cagnesi: Relaxation in nature

Podere Cagnesi

AED 901 total

includes taxes & fees

9 Jul - 10 Jul

Materia Rooms San Gimignano

San Gimignano City Centre

AED 526 total

includes taxes & fees

6 Jul - 7 Jul

Sportland

Colle di Val d'Elsa

Giorgio

AED 213 total

includes taxes & fees

12 Jul - 13 Jul

2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

Lajatico

Julia

AED 1,561 total

includes taxes & fees

12 Jul - 13 Jul

Beatabb

Guardistallo

Sheena

AED 419 total

includes taxes & fees

7 Jul - 8 Jul

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Top Montecastelli Hotel Reviews

Hotel Sovestro

10/10 Excellent

"We stayed for one night, wished we had booked a longer stay. Peaceful setting, beautiful outdoor dining area and just a few minutes from San Gimigano."

Hotel Leon Bianco

10/10 Excellent

"The very clean room that I stayed in was very large and perfectly appointed extra pillows and blankets were in the closet closet. It was a very comfortable room windows had room darkening curtains. Excellent for night sleeping. The bathroom was superb with a towel dryer, a hair dryer, a bidet toilet, and the shower was supreme. In addition to the toiletries that were left you would not be disappointed if you book a room at this hotel, the breakfast and staff were great room cleanings occurred every day staff at breakfast. We readily available to prepare anything that you wanted in addition to the buffet style that had consisted of eggs, toast, croissants, plenty of fruit, variety, meat, cereals, coffee, tea, among many other things you could not complain about the breakfast. The only thing that was disappointing to a degree was parking you had to park outside of the city limit and you are assigned a certain spot to park at fairly near to where your hotel would be. You were allowed to drive up to the hotel for luggage loading and unloading, I would certainly recommend this hotel."

Villa Sabolini

10/10 Excellent

"We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The lunch I ordered of sliced beef with rocket, pecorino and tomato was perfectly cooked and so tasty. The bartender Bruno makes a fantastic Negroni and I have had the chance to taste it with 3 different small gins all from this region. The front office staff from Silvia, Valentina and each person we interacted with have been amazing. We were looking forward to the basset hounds as well, we have seen them lounging about but hope to get to meet them before our stay ends. A wonderful place to stay in the Tuscan countryside, and only a 20 minute drive to Siena."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

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Frequently asked questions

Are there vacation rentals in Montecastelli?

Yes, we offer vacation rentals close to top points of interest in Montecastelli, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Montecastelli has to offer?

Beautiful stone house with garden and private pool.: This vacation home rental outside of Montecastelli is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals will I find in Montecastelli?

Expedia has 16 vacation rentals for your stay in Montecastelli.

What can I see and do in Montecastelli?

Explore the area and family-friendly sights such as Terre di Vini, or get out into nature at a spot like Alta Val d'Elsa River Park. In the larger area, you’ll find Medici Fortress and Porta all'Arco.

What are vacation rentals like in Montecastelli?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Montecastelli. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.

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Check prices for these dates

Our top choices for Montecastelli vacation rentals

Residence Il Paradiso

Tuscasì Aparthotel

Villa Mucellena

Residence Arianna

Villa Montecastello

Il Pozzo di Sant'Andrea

Casa Vacanze Le Case

Antico Borgo il Cardino

Fattoria Podere i Luoghi

Fullino Nero

Detached house with garden a few minutes from the abbey of San Galgano

Palazzo al Torrione 2

Riserva di Fizzano Residence

Palazzo Pacini

Casa di Campagna in Toscana

Podere Cagnesi: Relaxation in nature

Materia Rooms San Gimignano

Sportland

La Lunaria di Lajatico

Beatabb

Find vacation rentals that suit your style

Top Montecastelli Hotel Reviews

Hotel Sovestro

Poderi Arcangelo

Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Leon Bianco

Mormoraia

Villa Sabolini

Hotel Toscana Ambassador

Hotel Italia

Hotel Palazzo San Lorenzo & SPA

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