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House vacation rentals in Grassina

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Popular amenities for Grassina house rentals

House rentals with a pool

Guest favorite
Home in Pistoia
4.92 out of 5 average rating, 133 reviews

dependance in villa Toscana

DustinRating, 5 stars2 weeks ago
My wife and I stayed at Marco’s for a week for our honeymoon. We both loved it. Pool was beautiful and peaceful. The property is fantastic the pictures don’t do it justice. As amazing as it looks in the photos it is 1000 times better in person. The front gate made everything feel so secure. Walking up the steps to the guest house we were hit with a nice floral smell with all the daisies growing everywhere. Such a peaceful and beautiful property. The view was stunning looking over the mountains. The place was perfect. The kitchen was everything we needed and more, the pull out couch allowed us to relax and watch tv at the end of the night. The patios were perfect for coffees and meals. And the bed was nice and comfortable. Marco left a flower pedal heart on the bed for us which was a nice personal touch. We met his parents (who stay in the main house) they were very kind and gave us our privacy. There was lots of information about the area and things to do. Wish we stayed longer
Top guest favorite
Home in Barberino Tavarnelle
5 out of 5 average rating, 109 reviews

Infinity pool in Chianti

VeerleRating, 5 stars6 days ago
Dear Anna, nu we bijna terug een week in België zijn, dringt het nog meer tot ons door hoe prettig het verlof was in Toscane. Ik wil je hartelijk danken voor je goeie zorgen en betrokkenheid. We hebben zo genoten van je mooie huis -waar alles aanwezig was-, het mooie zwembad en de prachtige wijnhuizen en steden in de buurt. Ik wil je ook een dik compliment geven voor je prachtige planten op het hele domein. Het is niet simpel om die zo gezond te houden onder de Italiaanse zon. Kortom, ik zal je huis aan iedereen aanbevelen en wens je nog veel succes met de werken in het nieuwe, naburige huis. Veel groetjes aan je echtgenoot en zoon. Baci Veerle & co
Guest favorite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

LéaRating, 5 stars6 days ago
Nous avons adoré notre séjour chez Bernardino ! Le paysage est magnifique, l’endroit est très propre et la piscine est un vrai plus pour se détendre. Bernardino est un hôte attentionné, toujours à l’écoute et prêt à aider à tout moment. Merci pour cette belle expérience !
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

FrankRating, 5 stars6 days ago
Ein unvergesslicher Aufenthalt im Herzen der Toskana! Die Wohnung liegt traumhaft schön in der Natur – umgeben von sanften Hügeln, Weinbergen und unzähligen Olivenbäumen, die in der Sonne silbern schimmern und das Landschaftsbild einfach magisch machen. Die Aussicht ins Tal ist atemberaubend schön – man könnte stundenlang einfach nur dastehen und schauen. Der 28 Meter Pool? Besser geht es nicht – perfekt gelegen mit Panoramablick, absoluter Ruhe und einer Atmosphäre, die zur puren Entspannung einlädt. Was diesen Ort aber wirklich besonders macht, sind die Menschen: Jacopo, Sophia und ihre Kinder haben uns mit einer so herzlichen Offenheit empfangen, dass wir uns sofort wie bei guten Freunden gefühlt haben. Es ist einfach schön, solchen Menschen zu begegnen – authentisch, warm und voller Lebensfreude. Und dann war da noch Luba, die Schäferhündin – ein echtes Herz auf vier Pfoten! Sie hat uns jedes Mal mit solcher Freude empfangen, dass wir sie sofort ins Herz geschlossen haben.
Superhost
Home in Rufina
4.86 out of 5 average rating, 104 reviews

Ancient Tuscan Rural Residence

Jóna BergþóraRating, 5 stars1 week ago
Great house with amazing views. We used the pool a lot as it was very hot during our stay. Francesco and Serena were very nice and helpful. They booked a cooking class for us, which I highly recommend. The location is very convenient for visiting Florence, as it only takes about half an hour by train from Rufina.
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

SilvanRating, 5 stars4 days ago
Wir hatten eine wunderbare Woche in Lyndalls Haus in Lecchi in Chianti! Das Grundstück, das Haus und der Pool waren sogar größer und schöner als erwartet. Die Landschaft ist traumhaft – perfekt zum Entspannen. Die Küche war hervorragend ausgestattet, sodass wir fast jeden Tag gekocht haben. Auch die Restaurant-Empfehlung im Ort war ein Volltreffer. Wir haben uns rundum wohlgefühlt und würden jederzeit gerne wiederkommen. Vielen Dank, Lyndall!
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month ago
Valeria und Simone haben eine super schöne und saubere Wohnung! Wir haben uns von Anfang an sehr wohlgefühlt. Die Wohnung bietet einen super Ausgangspunkt für zahlreiche Wanderungen und Ausflüge. Während unseres Aufenthaltes haben wir immer gute Tipps und Ratschläge von den beiden bekommen. Unser Hund hat sich auch sehr wohlgefühlt und da das Grundstück komplett eingezäunt ist, konnte er sich frei bewegen. Wir würden jederzeit wiederkommen. Es war eine unglaublich schöne Zeit!
Guest favorite
Home in Grassina
4.89 out of 5 average rating, 80 reviews

Borgo Bottaia "Arco" for 2 pax

JorisRating, 5 stars2 weeks ago
Fantastische plek, rustig, mooi uitzicht. Toen wij er verbleven was het bijna 30 graden en we hadden weinig zin om naar Grassina te lopen om daar de bus naar Florence te pakken, maar qua afstand was het vast wel te doen. Desondanks hebben wij iedere keer de auto gepakt.

Weekly house rentals

Guest favorite
Home in Impruneta
4.97 out of 5 average rating, 133 reviews

Podere Solatio - Tuscany Hills next to Florence

DeniaRating, 5 stars1 month ago
We had a fantastic stay at this beautiful property just outside Florence. The location was perfect—peaceful and scenic, yet only a short drive to the center. The house was spotless, well-equipped, and full of character, with breathtaking views of the Tuscan countryside. Antonio was incredibly welcoming and responsive, making sure we had everything we needed. It was the perfect base for exploring Florence and the surrounding area. Highly recommended—we would absolutely stay here again!
Guest favorite
Home in Bagno A Ripoli
4.89 out of 5 average rating, 62 reviews

casa del gelsomino

StefanoRating, 5 stars1 week ago
La casa è molto accogliente e spaziosa. La cucina ben attrezzata, la camera da letto con materasso e cuscini molto comodi, il bagno molto spazioso e soprattutto estremamente pulito, come in generale tutta la casa, pulitissima e profumatissima. La casa inoltre rimane molto fresca, nonostante le temperature elevate che abbiamo trovato durante il nostro soggiorno. Si trova in collina a due passi da Firenze, in un borgo super tranquillo circondato da ulivi. Irene è stata sempre gentile e molto disponibile anche a darci consigli su un meccanico in zona in quanto abbiamo avuto problemi con la nostra auto. Unico piccolo appunto: purtroppo si sentono i “rumori” provenienti dal piano di sopra… chi non è mattiniero, potrebbe essere svegliato.
Superhost
Home in Florence
5 out of 5 average rating, 4 reviews

New Florence “David” apartaments with private pool

SinanRating, 5 stars3 weeks ago
Wunderbar, hatten eine schöne Zeit und es war alles wie wir uns vorgestellt haben, Simone ist äußerst zuvorkommend und hat auf jede Frage eine hilfreiche Antwort. Top Air bnb
Guest favorite
Home in Florence
4.93 out of 5 average rating, 15 reviews

Apartment in Villa - Private Parking and Terrace

GiuliettaGiuliaRating, 5 stars5 months ago
Ci siamo trovati molto bene! Daniel é stato davvero molto disponibile e la comunicazione ottima. La casa è davvero bellissima e molto spaziosa, perfetta per otto persone, tutto come descritto e visto in foto. L’abitazione si trova in una posizione di Firenze molto tranquilla! Consigliata :)
Top guest favorite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars3 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 83 reviews

La casina ridente in Toscana con vista mozzafiato

PoojaRating, 5 stars2 days ago
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.
Superhost
Home in Baruffi
4.84 out of 5 average rating, 115 reviews

Il Capriolino

EmreRating, 5 stars1 day ago
We stayed at Elisa’s place for a week and were very happy with our experience. The house was spotlessly clean and had everything we needed for a comfortable stay. While it wasn’t luxurious, it was peaceful, practical, and exactly what we were looking for. The location is beautiful and quiet — perfect if you’re looking to relax away from the crowds. We were traveling as a family with our 11-month-old baby, and the house was very suitable for that. Communication with Elisa was generally smooth, though responses could sometimes have been a bit quicker. The only minor downside was the internet connection, which wasn’t always stable. Overall, we truly enjoyed our time here and would be happy to come back in the future. Thank you, Elisa!
Top guest favorite
Home in Gavinana
5 out of 5 average rating, 19 reviews

Residenza Carlotta - Luxury and design beside Arno

ClaudiaRating, 5 starstoday
Loved the location. I came with my family it was nice to be away from the city centre but close enough to walk. The place was so big and clean. Very true to the photos. I would highly recommend this place to stay especially for families!

Private house rentals

Guest favorite
Home in Bagno A Ripoli
4.93 out of 5 average rating, 46 reviews

Bright barn in the hills just beyond Florence

BradshawRating, 5 stars4 months ago
Exceptional in everyway. One of the most beautiful homes I have ever stayed. Additionally, Antella is a lovely town and only a short distance from Firenze. It is the best of all worlds, living in the countryside only a short distance from one of the most beautiful cities in the world. I must also add that Bianca and Andreas are two of the nicest people you will ever meet. An incredible place.
Superhost
Home in Impruneta
4.8 out of 5 average rating, 83 reviews

Sassineri Country House

LucaRating, 5 stars3 days ago
Alloggio unico e dotato di tutte le comodità. Area piscina e barbecue valgono il soggiorno.
Guest favorite
Home in Greve in Chianti
5 out of 5 average rating, 61 reviews

La Loggia - Casine al Sole

PeterRating, 5 stars1 month ago
Spontan gebucht. Und problemlos kurzfristig alles nötige regeln können. Federico ist unaufgeregt kommunikativ und kann den Aufenthalt mit guten Empfehlungen verfeinern. Die Lage ist besonders. Der Ort hat wine gute Wirkung auf Körper und Gemüt. WeiläuAbgelegen aber nicht weit zum einkaufen oder zu Restaurants. Ein schöner Pool. Geschmackvolle Räumlichkeiten. WlanJunckies könnten manchmal mit dem netz etwas hadern aber das Gesamtbild wird dadurch nicht geschmälert. Alles was sonst nötig ist,ist vor Ort oder wird von Federico prompt besorgt. Ein wunderbarer Ausgangspunkt für Besuche in Florenz oder im Chianti. Jede Menge auch rustikale trattorias,Winzer und Oliven Bauern in der Nähe.
Superhost
Home in Impruneta
4.9 out of 5 average rating, 62 reviews

THE RED BARN - private garden and swimming pool

EricRating, 5 stars1 week ago
Some places don’t feel like destinations — they feel like memory. Even if you’ve never been there before. The Red Barn in Impurneta is that kind of place. It’s hard to explain without slipping into clichés, but the truth is… it felt like coming home to somewhere I didn’t know I’d left. A patch of land so beautiful, so utterly peaceful, that it silences the noise in your head you didn’t realize was there. The views stretch forever, soft and golden, like the world finally exhaled. The air is kind. The silence is full. You don’t just stay here — you heal here. Every inch of the property felt intentional. Familiar. Like a childhood memory you thought you’d imagined, but turns out was real all along. I can’t explain it. And maybe I shouldn’t try too hard. Some places just are. And this place — it’s special. We left slower than we arrived. Not because of the luggage or logistics, but because a part of us wanted to stay. Maybe always will. And if we’re lucky, life brings us back here aga
Top guest favorite
Home in Centro Storico
5 out of 5 average rating, 59 reviews

[Lungarno] Prestigioso appartamento con vista

SujitRating, 5 stars4 days ago
we had a very good experience. it was a nice apartment with modern amenities. about 10-20 minute walk from major attractions, yet away from all the hustle and bustle. the hosts were very responsive. I would recommend the pool place.
Top guest favorite
Home in Greve in Chianti
4.97 out of 5 average rating, 35 reviews

Sweet life in Tuscany , but so close to Florance

JulieRating, 5 stars2 weeks ago
We had a lovely stay and Simona was keen to ensure that we were happy. The villa has a lovely rustic feel. Ignore the no entry sign at the end of the dirt track road and drive up through the trees. You park right outside the house. It was a little more expensive for us as we were only 2, staying in a place for 4. The dog was lovely and friendly ( although looks as though he might not be as Alsatian breed I think ). There is a lovely restaurant in San Polo with a lovely garden out the back… about 7 mins away.
Top guest favorite
Home in Greve in Chianti
5 out of 5 average rating, 8 reviews

Supersuite con vista mozzafiato nel Chianti

KatyRating, 5 stars3 weeks ago
I could not wait to write this review! AMAZING place to stay. We stayed at Silvia’s house for 2 nights with our 3 children, I wish we could have stayed longer. From the moment we arrived we were greeted with warmth, respect and kindness. In fact, Kindness radiates from Silvia and her husband, both of them could not of been more lovely, their hospitality was charming and humbling. The home was traditional, yet cosy and comfortable the views are spectacular and our children of course were very happy in the amazing pool! We took a day trip to Florence which was 20 min drive, you can also reach by bus. If you choose to stay here you will feel like part of the family, Silvia had lots of lovely little gestures that go above and beyond, and Michael was always there for recommendations and to answer any questions. He even booked us a reservation at a local restaurant for the night we arrived, fabulous meal and place! We won’t forget this place. And we certainly won’t forget the hosts.
Guest favorite
Home in Pelago
4.93 out of 5 average rating, 67 reviews

Chianti House Garden - 30 min Florence center- A/C

NataschaRating, 5 stars2 days ago
Wir hatten leider nur einen kurzen Aufenthalt bei Pamela und konnten dadurch die Vorzüge der Unterkunft und Umgebung nicht komplett nutzen. Die Unterkunft ist sehr stilvoll eingerichtet und sauber - sehr zu empfehlen!

Quick stats about house rentals in Grassina

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$12,545 GYD before taxes and fees

  • Total number of reviews

    960 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Wifi availability

    20 properties include access to wifi

Destinations to explore