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Bobolino Vacation Rentals

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Our top choices for Bobolino vacation rentals

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 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 $189
CA $217 total
includes taxes & fees
Jun 18 - Jun 19
B&B Palazzo Tortoli

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 $152
CA $216 total
includes taxes & fees
Jun 25 - Jun 26
Palazzo al Torrione 2

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 $105
CA $125 total
includes taxes & fees
Jun 26 - Jun 27
Villa San Filippo

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 $193
CA $217 total
includes taxes & fees
Jun 18 - Jun 19
Tenuta Sant'Ilario

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (114 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is CA $112
CA $127 total
includes taxes & fees
Jun 25 - Jun 26
Chianti Village Morrocco

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is CA $243
CA $273 total
includes taxes & fees
Jun 19 - Jun 20
La Locanda di Pietracupa

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is CA $321
CA $359 total
includes taxes & fees
Jul 4 - Jul 5
Villa il Fedino

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (75 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is CA $442
CA $492 total
includes taxes & fees
Jul 4 - Jul 5
Terre di Baccio

Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is CA $208
CA $234 total
includes taxes & fees
Jun 18 - Jun 19
Tenuta Quadrifoglio

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (250 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is CA $148
CA $185 total
includes taxes & fees
Jul 13 - Jul 14
Fattoria il Milione Agriturismo

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (245 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is CA $140
CA $159 total
includes taxes & fees
Jun 24 - Jun 25
Relais Villa Olmo

DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (1 review)
"Kjempefint rom, nydelig utsikt og hyggelig vertsskap. Anbefales. "
Norway
Karen
The price is CA $135
CA $152 total
includes taxes & fees
Jul 2 - Jul 3
DomuS Miniato

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,678 reviews)
"Clean room and great proximity to town."
United States
KEVIN
The price is CA $89
CA $109 total
includes taxes & fees
Jun 21 - Jun 22
Hu Firenze Camping In Town

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is CA $138
CA $172 total
includes taxes & fees
Jun 19 - Jun 20
I Parigi Corbinelli

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (76 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is CA $78
CA $90 total
includes taxes & fees
Jul 6 - Jul 7
hu Firenze Certosa camping in town

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (264 reviews)
"Great location in Oltrarno; clean, comfortable and well-appointed room; helpful and responsive staff. Ask for restaurant recommendations, they won’t disappoint."
United States
Robert
The price is CA $191
CA $233 total
includes taxes & fees
Jul 5 - Jul 6
La Torre Del Cestello

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (435 reviews)
"This place was so beautiful and in a great location. The staff went above and beyond to make sure our stay was perfect. We were very happy with our choice of accommodations for our first time in Italy and it would be our choice when we return."
United States
TIFFANY
The price is CA $251
CA $296 total
includes taxes & fees
Jul 18 - Jul 19
San Giuliano Inn - Adults Only

Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (195 reviews)
"Wonderful spacious, spotlessly clean apartment, beautiful peaceful garden, lovely staff"
United Kingdom
Rachel
The price is CA $275
CA $322 total
includes taxes & fees
Jul 13 - Jul 14
Numa Florence Palazzo San Niccolò

Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (835 reviews)
"Great location and view from the patio."
United States
Jeffrey
The price is CA $254
CA $299 total
includes taxes & fees
Jul 1 - Jul 2
Relais Piazza Signoria

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (197 reviews)
"This is a must, away from hustle, great near nightlife, amazing rooms with views"
Canada
glenn
The price is CA $221
CA $263 total
includes taxes & fees
Jun 21 - Jun 22
Serristori Palace Residence
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 Bobolino Hotel Reviews

Find out more about Bobolino

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 Bobolino. 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

Can I find a vacation rental in Bobolino?

Yes, we offer vacation rentals near well known attractions in Bobolino, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Bobolino has to offer?

Villa La Stella - Casa per Ferie: This vacation home rental near Bobolino is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Bobolino?

Expedia has 3 vacation rentals for your stay in Bobolino.

What’s there to see and do in Bobolino?

Explore the area and cultural attractions such as Uffizi Gallery, or visit a family-friendly sight such as Galileo Museum - Institute and Museum of the History of Science. Pitti Palace and Piazza di Santa Maria Novella are other popular places to visit in the area.

What’s a vacation rental in Bobolino like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Bobolino. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.