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House holiday rentals in Roccastrada

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Popular amenities for house rentals in Roccastrada

House rentals with a pool

Guest favourite
Home in Asciano
4.94 out of 5 average rating, 36 reviews

Family Forest - Piscina nelle Crete Senesi

JánRating, 5 stars1 week ago
Apartmán nás skutočne očaril, izby pekné, čisté s klimatizáciou, štýlové, v obývačke veľká Tv, kuchyňa so všetkým čo tu má byť. Samotný "rezort" bol na kopci s krásnymi výhľadmi, obrovská záhrada, bazén, všetko štýlové také Toskánske, okolie prenádherné, pohoda, kľud,pokoj, všetko čo tu potrebujete tak aj nájdete. Ako vravia Taliani, je to tu " Tutto bene"
Guest favourite
Home in San Miniato
4.93 out of 5 average rating, 134 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars3 weeks ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Guest favourite
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 !
Top guest favourite
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 favourite
Home in Pereta
5 out of 5 average rating, 57 reviews

Bel Casale with sea view and the mediaeval village

DennisRating, 5 stars1 week ago
Die Kommunikation vor unserer Anreise war sehr gut, die Gastgeberin hat sehr schnell auf Nachrichten reagiert und sich selbst auch proaktiv bei uns gemeldet. Wir wurden sehr freundlich empfangen und durften sogar 1h früher einchecken. Uns wurde alles in und um das Haus gezeigt. Das Haus und der Garten + Pool waren sehr sauber. Die Klimaanlagen in den Schlafzimmern waren wichtig und haben auch gut funktioniert. In der Küche findet man alles was man benötigt. Der Garten ist schön groß und top gepflegt. Auch der große Pool mit dem wunderschönen Ausblick hat uns begeistert. Die Gastgeber, die ca. 50m neben an wohnen, haben sich jeden morgen um den Pool gekümmert und geprüft ob dort alles okay ist. Die Anfahrt war auch relativ einfach. Ca. 30 Minuten Autofahrt zum Haus gibt es einen großen Coop Supermarkt, wo wir einkaufen waren. Das Meer ist auch nur 30 Minuten mit dem Auto entfernt. Alles in allem waren wir sehr zufrieden und haben unseren Urlaub als 6 Personen Gruppe voll genossen!
Guest favourite
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!
Top guest favourite
Home in Subbiano
4.99 out of 5 average rating, 84 reviews

Romantic cosy flat - Toscana Italy

BeckyRating, 5 stars5 days ago
This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.

Weekly house rentals

Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month ago
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.
Guest favourite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Top guest favourite
Home in Rosignano Marittimo
4.95 out of 5 average rating, 79 reviews

Casa Frontemare con accesso al mare esclusivo

YusufRating, 5 stars1 week ago
Wirklich sehr schöne Unterkunft und dickes Dankeschön an Camilla die sich um alles kümmert. Bei uns zum Beispiel um die Reservierung eine Tennisplatzes. Uneingeschränkte Empfehlung!
Top guest favourite
Home in Montebenichi
5 out of 5 average rating, 61 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

PiretRating, 5 stars4 days ago
We really enjoyed our stay at Tommaso's! The house is located in a lovely small village, very quiet and peaceful, surrounded by beautiful Tuscan nature. We even spotted a wild boar one early morning (so best to be cautious during early mornings and late nights). There’s a charming local restaurant just around the corner where we had a great dinner – Tommaso kindly helped us book a table for our first night, which was much appreciated. Nearest bigger shop is around 20-min drive. The house itself is spacious and well-equipped, we had everything we needed and more. Just a heads-up that the pool area is a short walk from the house (about 3 minutes), but so worth it. Communication with Tommaso was smooth and easy throughout. Thank you for a lovely stay!
Top guest favourite
Home in Sticciano Scalo
4.95 out of 5 average rating, 39 reviews

Villetta in Maremma

VickyRating, 5 stars8 months ago
Massimo and his wife were great hosts. His place was ready and clean when we arrived. It had everything we needed. Massimo was always responsive and helpful. We were staying there for a wedding at La Pescaia and Massimo was kind enough to give us rides when needed. He went above and beyond to make us feel at home. I highly recommend Massimo’s place and would love to visit again. Thank you Massimo and Luana!
Top guest favourite
Home in Montemassi
4.96 out of 5 average rating, 50 reviews

Capezzuolo 33

KatrinRating, 5 stars1 week ago
Die Wohnung ist klein aber außerordentlich geschmackvoll mit Liebe zum Detail eingerichtet. Alles notwendige vorhanden, nichts überflüssiges da. Perfekte Dusche, die beste, die wir je in Italien hatten. Eine wunderbare Mischung aus ganz alt und modern. Der Aussenbereich ist liebevoll gestaltet, überall blüht etwas. Und die Loggia und die Dachterrasse sind einfach wunderschön…. Volle Empfehlung, wenn wir vielleicht auch nicht mehr im heißen Juni kommen würden. Nicht, weil es in der Wohnung zu heiß war, die Klimaanlage funktioniert einwandfrei und der Mückenschutz ist gut, so dass man nachts auch durchlüften kann. Sondern weil Ausflüge und Wanderungen in der Hitze schwer fallen. Lucia und Marco haben uns herzlich empfangen, dann hatten wir dieses schöne Anwesen für uns. Kontakt war jederzeit gegeben.
Superhost
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 68 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars3 weeks ago
Ein Toskanischer Traum. An manchen Tagen musste ich mich kneifen um zu begreifen das ich nicht in einem Film bin. Meine Freundin und ich haben eine wunderbare Zeit in der Region und auch im Haus gehabt. Es war sauber und ordentlich. Die Küche war einzigartig und wir haben gerne auch draußen gegrillt. Wir haben es einfach genossen und uns wie zuhause gefühlt. Endlich mal Entspannung und Ruhe, die man nur noch selten erlebt. Vielen Dank für das Vertrauen über dieses wunderbare Stückchen Toskana. Für alle Ruhe suchenden oder Menschen die wirklich erleben wollen was Toskanischer Flair bedeutet ein Pflichtziel. Wir kommen gerne wieder!
Guest favourite
Home in Batignano
4.97 out of 5 average rating, 62 reviews

Nice holiday home in Tuscany (2/3 pers)

SabineRating, 5 stars3 weeks ago
Wir durfte 10 wunderschöne erholsame Tage bei Pascale verbringen. Das Haus und die Terrasse sind wunderschön, gut ausgestattet und es hat nichts gefehlt. Pascale und Gainluca sind sehr freundliche und hilfsbereite Gastgeber. Die Gegend ist wunderschön, das Dorf gut zu Fuß zu erreichen um abends dort Pizza zu essen oder beim Metzger einzukaufen. Die Lage ist perfekt für Ausflüge ans Meer, zum Wandern und in die nahegelengen Städte oder Küstenorte zu fahren. Wir haben uns sehr wohl gefühlt und kommen gerne wieder

Private house rentals

Guest favourite
Home in Sovicille
4.94 out of 5 average rating, 78 reviews

Cozy country house Podere Scorno with pool

LucRating, 5 stars1 week ago
Nos 3 journées chez Virginia ont été une réussite Sienne à proximité,l'environnement extérieur et le coin piscine très appréciés Nous recommandons vivement
Guest favourite
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
Top guest favourite
Home in Bivio di Ravi
4.96 out of 5 average rating, 54 reviews

Casa Elicriso

FrancescoRating, 5 stars2 weeks ago
Abbiamo trascorso un soggiorno fantastico grazie all'ospitalità e all'entusiasmo di Barbara e Emmanuele, che hanno avuto la gentilezza di trascorre dei momenti indimenticabili con noi, nonostante i loro obblighi lavorativi. L'appartemento è impeccabile : pulito, ordinato e ben organizzato. La loro casa è ben situata nella Toscana meridionale, poco distante da centri culturali e archeologici come vetulonia, massa marittima o Grosseto. Belle spiagge son a solo 1/4 d'ora, 20 mn di macchina come Follonica o Castiglione. Insomma se passate in zona, veramente non esitate, fiondatevi ! una caro abbraccio Brenda & Francesco
Top guest favourite
Home in Montalcino
4.94 out of 5 average rating, 33 reviews

Domus Antiqua

KellyRating, 5 stars2 months ago
We loved staying in this beautiful home in Montalcino. It was even more beautiful and unique than the pictures! My family of five loved staying here- lots of space for everyone and it was fun to be right in the 500 year old town. We especially love having coffee and wine on the balcony.
Superhost
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

EllaRating, 5 stars1 month ago
Wir hatten eine wirklich wunderbare Zeit in der Unterkunft! Sie ist genauso wie auf den Fotos: Sehr schön eingerichtet, ruhig und mit tollem Ausblick. Eines der schönsten Airbnbs, in denen wir bisher waren! Der Pool war leider geschlossen, dafür kann man aber in den umliegenden Seen schwimmen gehen. Wir waren nur zwei Nächte dort, wollen aber ganz sicher noch einmal wiederkommen und dann auch länger bleiben!
Top guest favourite
Home in Castello di Tocchi
4.97 out of 5 average rating, 62 reviews

Appartamento nel borgo di Castello di Tocchi

MartaRating, 5 stars1 month ago
Io e il mio ragazzo ci siamo trovati molto bene, un posto davvero tranquillo, c era molta pace. Luciana e il marito Piero ci hanno accolto come fossimo a casa e sono stati gentilissimi e a disposizione. Ci siamo spostati in macchina per raggiungere i vari luoghi che ci interessavano, ma tornavamo sempre con piacere “a casa”.
Top guest favourite
Home in Roccatederighi
5 out of 5 average rating, 17 reviews

Private Villas Privacy and Pool

MartinaRating, 5 stars2 weeks ago
Vi var afsted 9 mennesker og vi var alle Mega tilfredse med stedet, dejligt roligt, rent. Og udlejeren var dejlig nem at få fat i. Alt i alt er Mega god oplevelse, bestemt ikke sidste gang vi er afsted
Top guest favourite
Home in Cetona
5 out of 5 average rating, 54 reviews

Casa Dolce Toscana~Suite&View

KatarinaRating, 5 stars3 days ago
Jolanta was hospitable and kind, she truly went above and beyond. I recommend this to anyone who enjoys a magical, serene, and peaceful environment. I felt like a princess in a castle the view is breathtaking! The location is great, just a short walk away to the plaza. Jolanta recommended us a few restaurants and let us know to make a reservation as it can fill up fast. Exploring through the medieval pathways you see cats and native birds, and get to witness amazing viewpoints and hidden gems. Upon request Jolanta drove us to and from the train station which was a big help. We are so grateful for this experience and thanks to Jolanta check in and out was a smooth process, she’s an amazing host. We hope to be back :)

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Roccastrada
  6. House rentals