
Pispini vacation rentals
We found 165 vacation rentals — enter your dates for availability
Scroll through and select from vacation rentals in Pispini to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You're sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Pispini
Showing deals for:Nov 7 - Nov 14
Image gallery for Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

1010 out of 10 rating
Exceptional
(7 reviews)
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Siena, Toscana
5% off
Price is CA $1,436
CA $1,436
CA $10,898 total
CA $10,898 total
includes taxes & fees
Image gallery for Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.69.6 out of 10 rating
Exceptional
(32 reviews)
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
Siena, Tuscany
5% off
Price is CA $614
CA $614
CA $4,758 total
CA $4,758 total
includes taxes & fees
Image gallery for Il Casato, beautiful apartment in the heart of Siena

1010 out of 10 rating
Exceptional
(6 reviews)
Il Casato, beautiful apartment in the heart of Siena
Siena, Provincia di Siena
12% off
Price is CA $216
CA $216
CA $1,661 total
CA $1,661 total
includes taxes & fees
Image gallery for classy apartment with WIFi in the historic center of Siena

9.49.4 out of 10 rating
Exceptional
(27 reviews)
classy apartment with WIFi in the historic center of Siena
Siena, Tuscany
5% off
Price is CA $189
CA $189
CA $1,608 total
CA $1,608 total
includes taxes & fees
Image gallery for CasaSofia in the historic center

9.49.4 out of 10 rating
Exceptional
(13 reviews)
CasaSofia in the historic center
Siena, Provincia di Siena
5% off
Price is CA $227
CA $227
CA $1,790 total
CA $1,790 total
includes taxes & fees
Image gallery for Siena: appartamento panoramico con terrazza, wi-fi e aria condizionata

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Siena: appartamento panoramico con terrazza, wi-fi e aria condizionata
Siena, Provincia di Siena
5% off
Price is CA $227
CA $227
CA $1,910 total
CA $1,910 total
includes taxes & fees
Image gallery for Apartment “Real Taste of Siena”

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Apartment “Real Taste of Siena”
Siena, Toscana
5% off
Price is CA $305
CA $305
CA $2,540 total
CA $2,540 total
includes taxes & fees
Image gallery for LunaNova, one minute from the Campo and Duomo, brand new and quiet.

1010 out of 10 rating
Exceptional
(8 reviews)
LunaNova, one minute from the Campo and Duomo, brand new and quiet.
Siena, Provincia di Siena
25% off
Price is CA $167
CA $167
CA $1,373 total
CA $1,373 total
includes taxes & fees
Image gallery for Charming 2 Br Flat In City Center Siena Close To Piazza Del Campo

9.49.4 out of 10 rating
Exceptional
(56 reviews)
Charming 2 Br Flat In City Center Siena Close To Piazza Del Campo
Siena, Toscana
5% off
Price is CA $121
CA $121
CA $1,092 total
CA $1,092 total
includes taxes & fees
Image gallery for Casa Siena apartment

1010 out of 10 rating
Exceptional
(97 reviews)
Casa Siena apartment
Siena, Tuscany
10% off
Price is CA $6,674
CA $6,674
CA $48,701 total
CA $48,701 total
includes taxes & fees
Image gallery for Luxury apartment in Toledo villa with pool: Private view of Siena!

1010 out of 10 rating
Exceptional
(19 reviews)
Luxury apartment in Toledo villa with pool: Private view of Siena!
Siena, Tuscany
5% off
Price is CA $526
CA $526
CA $4,080 total
CA $4,080 total
includes taxes & fees
Image gallery for Luxury apartment with pool: dolce vita at 15' on foot from the heart of Siena!

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Luxury apartment with pool: dolce vita at 15' on foot from the heart of Siena!
Siena, Tuscany
5% off
Price is CA $473
CA $473
CA $3,655 total
CA $3,655 total
includes taxes & fees
Image gallery for Penthouse San Francesco

1010 out of 10 rating
Exceptional
(61 reviews)
Penthouse San Francesco
Siena, Toscana
10% off
Price is CA $201
CA $201
CA $1,764 total
CA $1,764 total
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Pispini
SAN DOMENICO LUXURY APARTMENT
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Villa la Strega In Siena, Tuscany
Sleeps 13 · 7 bedrooms · 4 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Elegant 2 Bedroom apartment in Centro Storico Siena with A/C
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
WHITE HOUSE STALLOREGGI-near the Cathedral.
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
1 Bedroom Apartment in Siena
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Historic home - Taja Palace, in the center with whirlpool
Sleeps 4 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
Top rated rentals - Pispini
Great location!
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Very nice clean and well appointed apartment. The location is outstanding.
warren l.
Stayed May 2025
Perfection with a view
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
In addition to a sublime penthouse with an incredible terrasse offering stunning views, every little detail and special attention (food, products, etc.) were taking care of by our outstanding host Alessandro. We give penthouse San Francesco a 100 of of 10.
Eric T.
Stayed Sep 2023
Beautiful Apartment, Great Location
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
This lovely well-appointed apartment is in a great location - short walks to Campo and Duomo, but on a quiet part of a main street. Our host left a very detailed booklet with wonderful suggestions for first-time visitors to Siena. This included some exellent places to eat just steps from the door. The hosts were always very resposive to our messages, which helped us enjoy the city. We would not hesitate to return to this property.
Alan M.
Stayed May 2023
Absolutely wonderful apartment in must see Siena
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
We were thrilled with our visit to Siena and the apartment. It was so close to everything we wanted to visit. We shopped for some groceries, cooked a few meals in the well equipped kitchen, did a load of laundry and hung it out on the provided clothing line…it truly was a home away from home. The kids slept comfortably on the sofa bed in living room and they enjoyed looking at all the travel treasures that decorate the home. We made reservations at a restaurant beside the apartment that was absolutely wonderful… our only complaint is that we didn’t book a longer stay. We were here for two nights but didn’t see all that we wanted. Do not hesitate booking this apartment when visiting Siena!
Alexie K.
Stayed May 2023
Fantastic stay at Villa Tortore!
1010 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
We had a wonderful one week stay at the villa, right from the booking, Thiago was extremely helpful in answering our questions about the property. Check in was smooth and the villa was extremely clean and well appointed upon arrival. Our family of five enjoyed the swimming pool, tennis court, outdoor terrace with bbq and proximity to great shops and restaurants within Siena’s walls. We would strongly recommend this villa for a family vacation in Tuscany!
Ciao!!
Shelley S.
Stayed Jun 2022
Even BETTER than expected!
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Can't give enough praise to this apartment or to owner Andrea. The place was very large, beautifully restored and furnished, and not just in an excellent central location but also had incredible views. Andrea himself was a kind and attentive host, answered all of our questions and welcomed us with a chilled bottle of prosecco and some breakfast treats in the fridge. We made the rookie mistake of parking in a lot that held the weekly market and were towed (note: the signs aren't always easy to spot!), and even though we had checked out already he went above and beyond the call of duty to help us figure out what to do. Cannot recommend this place enough; will absolutely stay here the next time we are in Siena!
Matt and Becky B.
Stayed Aug 2020
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value