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Cottage holiday rentals in San Gimignano

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Popular amenities for cottage rentals in San Gimignano

Cottage rentals with a hot tub

Top guest favourite
Cottage in San Gimignano
4.97 out of 5 average rating, 70 reviews

Romantic House in Tuscany with jacuzzi

JosephRating, 5 stars2 weeks ago
Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.
Guest favourite
Cottage in Sovicille
4.93 out of 5 average rating, 223 reviews

Da Simone, podere santi Lucia e Pietro

LesleyRating, 5 stars8 months ago
Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.
Cottage in Molina di Quosa
4.75 out of 5 average rating, 4 reviews

Tuscan apartment in the hills Pisa and Lucca

EmerRating, 5 stars34 months ago
We had a fantastic stay in the cottage for nine nights. Villa Alta is in a beautiful location and the grounds around the house are so well maintained. We enjoyed both the shared pool and our own private terrace with hot tub. The cottage itself was spotlessly clean and perfect for our needs. It was a perfect base for us to explore the area. Raffaella was so friendly and accommodating and we enjoyed both dinner and breakfast at the villa on a couple of occasions. We would highly recommend a stay here.
Superhost
Cottage in Trequanda
4.75 out of 5 average rating, 142 reviews

"Rosso Poggiolo" casale con piscina.

AliceRating, 5 stars1 month ago
Margherita è stata un host impeccabile, sempre molto gentile e disponibile nelle risposte! Mi ha fornito di tutte le info necessarie e di ottimi consigli. La casa è molto accogliente e funzionale, grandi spazi sia interni che esterni. La casa si trova in un ottima posizione. Spero di poterci ritornare. Grazie Margherita.
Cottage in Montepulciano
4.62 out of 5 average rating, 13 reviews

Tuscany Villa Girasole

DavidRating, 5 stars1 week ago
What a great place to stay. Everything we needed during our stay was available, from a cot for our baby to an iron and a full kitchen etc. The location was great for Tuscany, with Siena, Montelpulciano and others an easy drive away. The pool was just what we needed in the afternoons to cool down and relax after spending our mornings out and about. We hosted a dinner with family in the large dining table overlooking the pool, a lovely end to our stay at a superb family spot.
Cottage in San Quirico - Pescia
4.42 out of 5 average rating, 19 reviews

Cottage in San Quirico with pool

NicoleRating, 5 stars14 months ago
Schöne Aussicht, 20 min mit dem Auto von der nächsten Stadt entfernt, ohne Auto nicht erreichbar. Die Kommunikation lief super, das Haus war mit Navi gut zu finden & die Gegend ist sehr schön
Cottage in Pescia
4.73 out of 5 average rating, 26 reviews

Casa a sola con piscina privata | pet friendly

SabineRating, 5 stars9 months ago
We really enjoyed our holiday at cas nel bosco, the house is very quiet and close to nature. We liked that very much. The pool and the garden offer total relaxation. We already miss everything very much. In the valley it was often 32 degrees in the first week and upstairs in the house it was very pleasant. The pool was super refreshing. The house has everything you need and the small village of Medicina is very charming. The access road is narrow and very winding, but we also saw some wildlife. Communication with Francesca and Paola was straightforward and enquiries were answered immediately. Thank you very much, we had a great holiday.
Cottage in Campiglia Marittima
4.59 out of 5 average rating, 39 reviews

Casale in campagna Toscana appartamento "Stelle"

KrishnaRating, 5 stars9 months ago
Casa linda e muito confortável! Daniela e Alberto nos receberam muito bem! Sempre solícitos. A piscina eh o ponto alto ainda mais com crianças e calor! E cada quarto tem seu espaço privando com churrasqueira! Voltarem com certeza.

Pet-friendly cottage rentals

Superhost
Cottage in Bagno A Ripoli
5 out of 5 average rating, 31 reviews

Borgo Spedaletto 3 - Dolcevita Holiday

ErinRating, 5 starstoday
BOOK THIS PLACE. I cannot express this enough. This beautiful place offers a true sense of peace, spectacular beauty, a fairytale like garden to walk about in the mornings with your coffee (that they provide in your kitchen), a gorgeous heated pool, a massive tennis court, extremely kind hosts, an adorable little outdoor covered area to do your laundry, and so SO SO much more. This place will transport you. You will actually feel like you’re living in a fairytale. A Tuscany fairytale. I choked and teared up on our last day because I was already missing it. It is everything you’re hoping for. I promise.
Superhost
Cottage in Villa Parigini
4.75 out of 5 average rating, 4 reviews

Restored Barn in Chianti property, pool, terrace

VeronicaRating, 5 stars34 months ago
Abbiamo trascorso una bellissima e rilassante settimana di vacanza nel fienile restaurato di Villa Parigini . La casa è molto silenziosa, accogliente e confortevole ed è ben organizzata. Ha un bel giardino e una piscina per rinfrescarsi e rilassarsi. Ottima posizione per visitare Siena e la zona del Chianti. Giada e sua mamma sono Host molto gentili e disponibili. Saremo lieti di tornarci.
Top guest favourite
Cottage in Pergine Valdarno
4.77 out of 5 average rating, 57 reviews

Casa Vacanze campagna toscana con piscina

Poussin Bertrand Rating, 5 stars9 months ago
Nous avons passé un très agréable séjour chez Vito. La maison est très bien agencée et propose de nombreux équipements. L’endroit est idyllique entouré de champs d’oliviers et en hauteur permettant une vue exceptionnelle sur la Toscane. La piscine est tout bonnement fantastique, spacieuse et extrêmement entretenue grâce au bras droit de Vito qui prend grand soin de toute la propriété . C’est une adresse à retenir absolument que nous recommandons fortement.
Superhost
Cottage in Montespertoli
4.91 out of 5 average rating, 54 reviews

Cottage with panoramic view

MarkusRating, 5 stars4 days ago
Wir hatten einen wunderschönen Aufenthalt in der Toskana. Die Unterkunft ist malerisch, das Haus ist liebevoll restauriert, der Pool brachte die Abkühlung in einer heißen Woche. Alles notwendige haben wir vorgefunden. Wie beschrieben: Die Unterkunft ist abgelegen, die Zufahrt mit unserem Familien-Van VW Touran aber machbar. Bitte unbedingt der Anweisung von Andrea folgen; dann ist es gut zu finden.
Superhost
Cottage in Castellina in Chianti
4.85 out of 5 average rating, 27 reviews

Casa degli ulivi, live Chianti with swimming pool

KatieRating, 5 stars1 month ago
This villa was so beautiful in a such a classic way. There were 5 of us, 2 couples in the upstairs room and one single in the pull out couch, near the kitchen. Both bathrooms are upstairs. One in the master and the other outside both rooms. We were only there two nights but wished we stayed in this region longer. The property was stunning, the pool was heaven, and the closest restaurant (4 min drive) Uscio e Bottega was the best meal I had my two weeks in Italy. (That’s obviously saying a lot). The local olive oil farm you can walk to surrounded by the sweetest Great Pyrenees’ was such a treat to find. We ended the visit with a tasting at Nittardi which is a 10 min drive from the property. It was an absolute hidden gem of a place rich with history, beautiful grounds, and amazing wine. We how to come back and stay here again’.
Guest favourite
Cottage in Montepulciano
4.95 out of 5 average rating, 20 reviews

COTTAGE ELENA

TobyRating, 5 stars2 weeks ago
This casa is an absolutely spectacular place to stay when in Tuscany - I was amazed by the photos, but in real life the place is somehow even more beautiful and scenic! The hosting is absolutely faultless - we were made to feel right at home immediately with homemade treats, and every arrangement we needed was made super smoothly. Utterly perfect - this was our first introduction to Tuscany and we will remember it forever!
Guest favourite
Cottage in Castelfranco Piandiscò
4.9 out of 5 average rating, 71 reviews

Villetta Belvedere

SiemonRating, 5 stars1 month ago
Een heel mooi en volledig huis met een prachtig uitzicht. Elke dag heerlijk ontbijten in het zonnetje in de tuin. Verder een prachtige omgeving om te wandelen en een prima uitvalsbasis om mooie plekken te kunnen bezoeken. Kortom een aanrader!!
Superhost
Cottage in Buonconvento
4.83 out of 5 average rating, 60 reviews

QuarterApartment for 6P Agriturismo Quarantallina

LisaRating, 5 stars2 weeks ago
The property was beautiful amd loved the scenery and friendly animals such as the donkeys and horse which greeted us each night. Serena and Mario were exellent hosts and made us feel at home at welcomed. We enjoyed a home cooked dinner with a view and breakfast. Very comfortable rustic farmhouse accomodations. Highly recommend and would love to go back as it is close to all in Tuscany.

Private cottage rentals

Top guest favourite
Cottage in San Martino in Grania
5 out of 5 average rating, 43 reviews

Crete Senesi - Asciano Capanna Cavoni

IreneRating, 5 stars3 days ago
There are so many great things to say about Laura’s villa in Tuscany, it’s hard to know where to begin. The house is so beautifully designed and decorated. The area is spectacular, remote and peaceful but just 30 minutes from the heart of Siena. It was the perfect space for our family of 4. We enjoyed meals on the private patio as well as lounging by the shared pool. The air conditioning worked really well although we didn’t always need it with the cool Tuscan evening breeze. We took day trips to a nearby vineyard and an olive grove, and always looked forward to coming back to the house to enjoy both the lovely interior and incredible vistas and sunsets. I would recommend Laura’s place to anyone looking for an idyllic and comfortable Tuscan retreat!
Top guest favourite
Cottage in Centro Storico
5 out of 5 average rating, 10 reviews

Loft & patio under the vineyard

PedroRating, 5 stars1 day ago
Loft acogedor , cómodo , muy bien reformado , agradable y silencioso. Está a 10 minutos de cualquier zona del centro . Tiene mucho encanto , además Daniela estuvo pendiente en todo momento de llegada , necesidades o dudas durante la estancia o salida . Recomendable 100% !
Top guest favourite
Cottage in Impruneta
4.93 out of 5 average rating, 27 reviews

Cottage with private swimming pool

JoeRating, 5 stars9 months ago
My wife and I stayed here as part of our honeymoon and we absolutely fell in love with this place! The scenery is gorgeous, the view from the cottage did not get old! Very private setting in a peaceful neighborhood. Andrea was a fantastic host, along with the help of his lovely parents. He communicated with me at every step of the way making sure all of our needs were taken care of. Could not be happier with our stay and it made our honeymoon very special.
Superhost
Cottage in Volterra
4.89 out of 5 average rating, 9 reviews

Indipendent barn over the Hills around Volterra

MarinaRating, 5 stars11 months ago
Wir haben zweieinhalb wunderschöne Wochen in diesem Ferienhaus verbracht. Sowohl Andrea von Be Home Services als auch insbesondere die Besitzer Nara und Nino haben uns herzlich empfangen und waren jederzeit bei Fragen erreichbar und sehr hilfsbereit. Die einsame Lage des Hauses hat uns sehr gut gefallen - man hat einen umwerfenden Weitblick und es ist trotz der Nachbarn weitestgehend sehr ruhig. Man sollte wissen, dass die nahe gelegene Villa Ulignano als Hochzeitslocation genutzt wird. An zwei Wochenenden gab es dort bis in die frühen Morgenstunden Livemusik, die zwar deutlich hörbar war, uns aber nicht übermäßig gestört hat. Erwähnenswert ist, dass die auf den Außenaufnahmen des Hauses abgebildete untere Etage nicht genutzt werden kann, sondern als Abstellraum für die Besitzer dient. Die Fahrt zum Haus ist - wie hier bereits beschrieben - recht abenteuerlich und führt einige Kilometer über unbefestigte, teils steile Wege. Wenn man langsam fährt, ist dies aber gut zu bewältigen.
Superhost
Cottage in San Gimignano
4.78 out of 5 average rating, 32 reviews

Glicine romantic cottage in country

JeoffreyRating, 5 stars10 months ago
Airbnb tout simplement incroyable. Le domaine est magnifique, vous pouvez admirer les magnifiques paysages de la Toscane depuis les hauteurs. Vous serez surpris de voir que ce Airbnb est encore plus beau en vrai que sur les photos. Et que dire de Concetta, une hôte toujours disponible, aussi bien pour s’assurer du confort de ses locataires que pour donner des tips sur les sorties/restaurants dans le coin. Je ne saurais que vous le recommander 👌
Top guest favourite
Cottage in Casale Marittimo
5 out of 5 average rating, 9 reviews

L'Ondiana, centenary olive trees and seaview

FabianRating, 5 stars8 months ago
An excellent accommodation in the middle of the beautiful hills of Tuscany. Everything was perfect. Thank you Giada & Simone ❤️
Guest favourite
Cottage in Florence
4.94 out of 5 average rating, 53 reviews

Meriggio Luxury - Overview Florence

KateRating, 5 stars3 weeks ago
Yet another wonderful stay in Meriggio in Settignano. The location and views are so beautiful, and the house is so comfortable and perfect for two people. As it is our third visit, we know what to expect and yet again, it met all our expectations easily. A perfect place to relax and unwind, yet with easy access to Firenze when you want a change of scene.
Guest favourite
Cottage in Carmignano
4.95 out of 5 average rating, 61 reviews

Tuscan cottage swimming pool near Florence Pisa.

lorenaRating, 5 stars9 months ago
Alberto et son fils son super gentil et au petit soins . Nous avons adoré le logement ( il est encore mieux que sur les photos) . La piscine est grandiose. Nous avons passé une semaine avec notre fils de 15 mois et tout était très bien adapté a un bébé . Nous recommandons ce logement et nous reviendrons certainement

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. San Gimignano
  6. Cottage rentals