Montegabbro Vacation Rentals

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Our top choices for Montegabbro vacation rentals

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is CA $315
CA $350 total
includes taxes & fees
Jul 2 - Jul 3
Riserva di Fizzano Residence

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is CA $107
CA $128 total
includes taxes & fees
Jun 15 - Jun 16
Villa San Filippo

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $122
CA $155 total
includes taxes & fees
Jul 1 - Jul 2
Tuscasì Aparthotel

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (450 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is CA $200
CA $226 total
includes taxes & fees
Jun 4 - Jun 5
Siena Vip

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is CA $163
CA $186 total
includes taxes & fees
Jun 25 - Jun 26
B&B Il Corso

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (71 reviews)
"I loved the location. My only problem was having to wake-up by a jackhammer in the morning as the hotel was remodeling the apartment next door."
United States
Dror
The price is CA $190
CA $215 total
includes taxes & fees
Jun 11 - Jun 12
Regis Condo

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is CA $146
CA $167 total
includes taxes & fees
Jun 3 - Jun 4
Il Pozzo di Sant'Andrea

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (210 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is CA $211
CA $239 total
includes taxes & fees
Jun 24 - Jun 25
Il Battistero Siena - Residenza d'Epoca

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (52 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is CA $139
CA $159 total
includes taxes & fees
Jun 7 - Jun 8
Fullino Nero

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (24 reviews)
"A wonderful stay. "
United States
Sally
The price is CA $178
CA $201 total
includes taxes & fees
Jun 3 - Jun 4
Casa di Campagna in Toscana

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (113 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is CA $132
CA $148 total
includes taxes & fees
Jun 3 - Jun 4
Chianti Village Morrocco

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is CA $256
CA $286 total
includes taxes & fees
Jun 7 - Jun 8
Villa Montecastello

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is CA $435
CA $485 total
includes taxes & fees
Jun 5 - Jun 6
Ca' Bianca Tuscany Relais

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (90 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is CA $105
CA $122 total
includes taxes & fees
Jul 3 - Jul 4
Domus il Palio B&B

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (35 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is CA $188
CA $211 total
includes taxes & fees
Jun 22 - Jun 23
Tenuta Sant'Ilario

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is CA $151
CA $215 total
includes taxes & fees
Jul 1 - Jul 2
Palazzo al Torrione 2

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is CA $200
CA $334 total
includes taxes & fees
Jun 14 - Jun 15
Borgo Il Poggiaccio

Casa di Alice

Casa di Alice
Barberino Tavarnelle
8.0 out of 10, Very good, (1 review)
"Very good "
Canada
richard
The price is CA $144
CA $165 total
includes taxes & fees
Jun 11 - Jun 12
Casa di Alice

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (63 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is CA $211
CA $241 total
includes taxes & fees
Jun 3 - Jun 4
B&B Palazzo Tortoli

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (100 reviews)
"Ideal location close to Santa Maria Novella railway station easy walking distance. On the way a Carrefour. Several restaurants and shops. Short walk to river walks. Apartment spacious, comfortable. You can relax here."
Australia
Gavin
The price is CA $120
CA $152 total
includes taxes & fees
Jun 23 - Jun 24
Al Mercato B&B
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 Montegabbro Hotel Reviews

Find out more about Montegabbro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Montegabbro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Montegabbro?

Yes, you can find vacation rentals near the most popular points of interest in Montegabbro, or you can choose a more secluded option if you'd like a relaxing place to stay.

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

Borgo Argiano: This vacation home rental outside of Montegabbro is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. You can relax into your vacation with a garden and a library.

What can I see and do in Montegabbro?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Alta Val d'Elsa River Park. Sovestro in Poggio Winery and Museo del Cristallo di Colle di Val d'Elsa are a couple of places you'll find in the larger area.

What are vacation rentals like in Montegabbro?

Vacation rentals are private properties you can reserve for several days or more in Montegabbro. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.