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Apartment holiday rentals in Pieve Santo Stefano

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Popular amenities for Pieve Santo Stefano apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Sansepolcro
4.95 out of 5 average rating, 20 reviews

La Dimora di Piero

CarolinaRating, 5 stars4 months ago
Martina's house is a real treat, very spacious and tastefully furnished, very welcoming there was everything you need for a nice vacation, and our dogs were able to enjoy a large garden Martina and her family were very quick to answer any questions and very friendly The house is in a very quiet area but you can easily reach the city and its surroundings A wonderful experience!
Top Guest favourite
Apartment in Anghiari
5 out of 5 average rating, 12 reviews

Apartment in central square

SilviaRating, 5 stars2 months ago
Marco is a unique host, but above all a wonderful person! From the moment of booking, he was very friendly and met our needs. On the day of check-in, he personally welcomed us and provided us with all the necessary directions for our stay, welcoming us with biscuits. The apartment is located in the center of Anghiari, which is more center than that you can't! Very convenient to reach from the free parking that takes you with the elevator to above the village. From there, a few steps on foot and you're right in front of Marco's apartment. The cheerfulness is very welcoming, spacious and has everything you need, even much more (even smart TVs and PlayStation). Also, honorable mention to the double bed: it's super comfortable and we had a great night's sleep. If you come to Anghiari, choose Marco and make sure you won't regret it. Quality/Price of this type in the historic center is not found! Warm regards and see you next time!!
Guest favourite
Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Guest favourite
Apartment in Bagno A Ripoli
4.98 out of 5 average rating, 58 reviews

Penthouse in small medieval castle near Florence

MattRating, 5 stars2 weeks ago
Very unique place in a great location outside of Florence
Top Guest favourite
Apartment in Montone
4.97 out of 5 average rating, 32 reviews

Annex in the Cardaneto Castle

AgnesRating, 5 stars6 days ago
Our stay was truly magical! Of course, the ambience is wonderful, it is very quiet there and it takes about 20 minutes to walk to the restaurants in Montone, but we wanted it exactly like that! The pool, the view - really everything was fantastic! And our great hosts are simply outstanding! They were always there with advice and help, gave us great recommendations for the area and even organized and translated a truffle hike for us! We are incredibly grateful that we were able to stay in this gem and get to know this wonderful and loving family! Thanks for everything 😊
Top Guest favourite
Apartment in Viciomaggio
5 out of 5 average rating, 66 reviews

[L'Antico Frantoio] 5-star Relaxation with Private Parking

LeahRating, 5 stars1 week ago
Amazing place and great location! Giovanni was a very kind host.
Top Guest favourite
Apartment in Pogi
5 out of 5 average rating, 19 reviews

Borgo Iesolana Family Suite Superior

ChanRating, 5 stars1 month ago
Borgo Iesolana is a truly special place. Tucked away in the beautiful Tuscan countryside, it offers a peaceful and quiet atmosphere that’s perfect for unwinding. Waking up to the sounds of nature and stunning views of the surrounding hills was a highlight of our stay. The staff were incredibly friendly and helpful throughout our visit — always ready with a smile or a great local recommendation. Their warm hospitality made us feel right at home. The property is well-maintained, with charming accommodations and a lovely pool area where you can relax and soak in the scenery. It’s also a great base for exploring nearby towns like Siena and Arezzo. If you’re looking for a calm and restful escape in a beautiful setting, Borgo Iesolana is the perfect choice. Highly recommended!
Top Guest favourite
Apartment in Terranuova Bracciolini
5 out of 5 average rating, 11 reviews

Villa Piandarca-"Sole"-Tuscany-Chianti-pool

NinaRating, 5 stars9 months ago
It was like a dream. It made us consider leaving Germany and stay in The Tuskany. Beautiful surrounding with a very nice pool area and garden with fruit trees, chickens and sweet cats. We felt very comfortable. Everyone was very friendly, helpful and kind. We would recommend Piandarca for 100% and wish to come back soon!

Private apartment rentals

Top Guest favourite
Apartment in Pelago
5 out of 5 average rating, 57 reviews

Tuscan vineyard home. Near Florence

PaulRating, 5 stars3 weeks ago
Jane and Gampiero were incredible from start to finish. Always responsive, helpful tips, friendly. Fantastic drinks welcome was wonderful. The location is exactly what I wanted and the house perfect. 25 minutes on the train to Florence was again, what I wanted. Thanks guys. I will be back.
Guest favourite
Apartment in Bibbiena
5 out of 5 average rating, 5 reviews

Cosy small apt, old farm - pool

BenRating, 5 stars3 weeks ago
What a beautiful place to stay. The apartment was clean and was easy to check in. The swimming pool is stunning with amazing views of the mountains. In the evenings the firefly’s come out and you can enjoy a beautiful sunset. Genuinely loved staying here, I hired a bike from the host and the trails in the area were so nice to ride I can’t recommend this place enough for a piece of paradise. Thank you for a wonderful stay!
Guest favourite
Apartment in Novafeltria
4.96 out of 5 average rating, 24 reviews

Antica Dimora di Mercatino. Living in Montefeltro

JoltRating, 5 stars2 weeks ago
The apartment is in the very heart of Novafeltria, so shops, cafés etc. are at walking distance. The church is practically next to the house, which means the ringing of the church bells can be heard inside. The place looks very nice, though, with beautiful, old furniture. Lorenza was a wonderful host: friendly, helpful and responsive. She also gave me tips on places to visit in the surrounding area.
Guest favourite
Apartment in Bagno di Romagna
5 out of 5 average rating, 8 reviews

Lo Struzzo

LucioRating, 5 stars3 months ago
Loly and Sergio are a super host! Loly gave us a warm welcome, showed us his beautiful apartment and explained everything we needed to know. The house is very nice, clean, fragrant and cared for in every detail, there is everything a guest expects to find. Warmth, hospitality and useful tips to spend a few days of vacation away from home, with all comforts as if we were at home. Now that we've “discovered” you, we'll be back to see you as soon as possible. Thank you Loly and Sergio. See you next time.
Guest favourite
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 65 reviews

San Giovanni in Poggio, Twilight app. 60 sqm

ŁukaszRating, 5 stars1 month ago
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.
Guest favourite
Apartment in Bagno A Ripoli
4.98 out of 5 average rating, 99 reviews

La Stalla

HenryRating, 5 stars1 month ago
Martin and his brother have a hidden gem up in the hills outside of Florence. They’re great people and the stay was incredible. Feels like you’re up and away from the hustle and bustle of the city.. but it’s super easy to get down into Florence. Highly recommend.
Guest favourite
Apartment in Gubbio
5 out of 5 average rating, 23 reviews

Immersed in nature - Apartment "Agnes"

AnnaRating, 5 stars1 month ago
Bettina’s appartement was excellent. The room is very cosy and nice and well equipped. Beds were lovely. Bettina and Max were super kind and helpful. The house is located inna wonderful spot in the hills and nature. Would definitely return to this gorgeous place.
Top Guest favourite
Apartment in Castiglion Fiorentino
4.98 out of 5 average rating, 56 reviews

"Borgo Sant'Andrea al Pozzo" in Ancient Abbey

DanieleRating, 5 stars1 month ago
We had a great stay! The apartment is beautiful and comfortable, very clean, completely renovated and decorated with great taste. It is close to the old part of the city, but is easily accessible, especially for those traveling by car (we parked inside the property). Alberto was an excellent host, very attentive. He kindly let us visit the old chapel that is part of the property and was very nice to us. I definitely recommend it to everyone!

Apartment rentals with a hot tub

Superhost
Apartment in Rapolano Terme
4.86 out of 5 average rating, 22 reviews

La Murata – Cecco Angiolieri

MirkoRating, 5 stars1 month ago
We stayed at La Murata and were enchanted. The house is spacious, welcoming, full of character and perfect for families or groups of friends. Each room tells a story and the general atmosphere is that of a refuge far from the chaos, immersed in greenery. The swimming pool and hot tub gave us moments of authentic relaxation, with an enchanting view. The outdoor spaces are well-kept, ideal for relaxing or dining outdoors while admiring the Tuscan hills at sunset. Nara is a very kind, present and helpful host, always ready to intervene in case of need. From the first meeting, a beautiful empathy was created, we immediately felt welcomed as at home. The location is strategic for exploring villages and cities in the surroundings, but also perfect if you are looking for relaxation in a unique setting. We'll definitely be back. A dream stay!
Guest favourite
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars7 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Guest favourite
Apartment in Reggello
4.89 out of 5 average rating, 9 reviews

Mimosa 4px Special 20% discount from 14/05to 17/06

JensRating, 5 stars10 months ago
Just like a fairytaile :)
Guest favourite
Apartment in Rignano sull'Arno
4.86 out of 5 average rating, 21 reviews

Farmhouse apartment in the Chianti hills

RomyRating, 5 stars8 months ago
We stayed 9 nights and it was a lovely time. Super nice cottage, beautifully landscaped garden and an amazingly beautiful view. Everything was clean and we felt very much at home. The hosts are very nice warm people. There is so much to do in the area, it is within driving distance of all the larger cities/attractions. We also made beautiful walks in the area. You can hardly ask for a nicer location in Tuscany. It's really breathtaking. The only downside is that the pool and hot tub are not hot and I didn't swim as a result. All in all this is a super place where we really had a particularly nice time.
Guest favourite
Apartment in Arezzo
4.81 out of 5 average rating, 90 reviews

Terrace with beautiful view ! Swimming pool open

NicolaRating, 5 stars3 weeks ago
The structure that hosted us is very pleasant, quiet and relaxing. Maria Stella is very kind and always ready to answer any questions, present for every need. Perhaps the road connecting the villa to the state road (not even a km) is a bit rough but, on the other hand, it can offer, as it did to us, the sight of a fawn or a boar with its young (no danger, just pleasant to see). Wonderful view from the terrace. Would I go back? Yes, gladly!
Guest favourite
Apartment in Asciano
4.89 out of 5 average rating, 19 reviews

"La Luna" Apartment with pool

RebeccaRating, 5 stars2 weeks ago
We were two with a dog on a round trip and spontaneously booked with Mery. Mery welcomed us very warmly and was very eager, so that you immediately felt welcome. She was always available to us when we needed help or provided us with tips about the area. The apartment was very large and very clean. The pool was wonderful, and we enjoyed the view very much.
Top Guest favourite
Apartment in Perugia
4.97 out of 5 average rating, 72 reviews

Casa d'Oro

VeronikaRating, 5 stars5 days ago
It was one of the loveliest stays and with the nicest host. Secluded, beautiful area, garden, amazing views and a beautiful home.
Guest favourite
Apartment in Civitella in Val di Chiana
4.97 out of 5 average rating, 61 reviews

[Luxury Hills] Relaxation and charging station

AndrásRating, 5 stars2 months ago
We were on a family vacation. The location of the apartment is ideal for exploring Tuscany. The area has two apartments and a warehouse or plant where they process their own olive production. Their olive oil is very delicious, we bought them. David welcomed us, he was very nice friendly, showed us everything and we could have called if there was anything wrong but we didn't. We felt great.

Destinations to explore