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House vacation rentals in Rocca San Casciano

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Popular amenities for Rocca San Casciano house rentals

House rentals with a pool

Guest favorite
A large swimming pool is surrounded by sun loungers and umbrellas, offering a serene space for relaxation. Lush greenery and gardens frame the setting, while the villa is visible in the background, enhancing the outdoor ambience.
Home in Loro Ciuffenna
4.92 out of 5 average rating, 39 reviews

"Tuscany Villa with PRIVATE pool"

LeonardoRating, 5 stars3 months ago
I recently stayed at this amazing Airbnb and couldn’t have been happier with the experience. The hosts were absolutely fantastic—kind, attentive, and incredibly helpful. They went above and beyond to ensure my stay was perfect, even recommending a stunning restaurant that became the highlight of my trip. The accommodation itself was spotless, cozy, and perfectly located, making it easy to explore the area. I truly felt at home and can’t wait to return. Highly recommend staying here if you’re looking for a memorable experience! Five stars all the way!
Guest favorite
A private jacuzzi is featured in a cozy outdoor space, surrounded by wooden beams and landscaped greenery. Soft lighting enhances the serene atmosphere, inviting relaxation after a day of exploration. Steps lead up to the jacuzzi, providing easy access.
Home in Florence
5 out of 5 average rating, 5 reviews

New Florence "Afrodite" suite with pool

SarahRating, 5 stars2 weeks ago
Simone was great during our stay. Super responsive and helpful. The space was beautiful and comfortable for 2 people. Also, central to bus stops that get you into the city within 10 or so minutes. Would definitely recommend!
Guest favorite
A private pool area is surrounded by neatly maintained greenery and flowering plants. A wooden sun lounger is positioned near the pool, while a hammock is hung between two trees. Stone stepping stones lead towards the water's edge, creating a tranquil outdoor space.
Home in Florence
5 out of 5 average rating, 9 reviews

The Limonaia della Torretta

OksanaRating, 5 stars1 week ago
I had the most amazing experience staying at this beautiful villa in Florence. The location was perfect—peaceful, private, and surrounded by stunning views that took my breath away, especially from the parking area. The villa itself was incredibly cozy and charming—so well maintained and full of character. Honestly, I didn’t want to leave. I’d live there if I could! The pool was a dream—relaxing, and the perfect spot to unwind with the Tuscan countryside all around you. Our host, Leonardo, was absolutely fantastic—so friendly, welcoming, and helpful throughout our stay. You can tell he really cares about making guests feel at home. This place was everything I hoped for and more. I would 100% come back again. Highly recommend!
Superhost
A shared swimming pool is surrounded by a fenced area, featuring several sun loungers with striped cushions and umbrellas for shade. Olive trees and lush greenery create a peaceful backdrop, while the clear blue sky adds to the serene atmosphere.
Home in Reggello
4.8 out of 5 average rating, 81 reviews

House with pool among olive trees plantation

KarolinaRating, 5 stars7 months ago
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!
Top guest favorite
A well-maintained outdoor area features a private pool surrounded by a lush green lawn. A cozy villa can be seen in the background, complemented by tall trees and a relaxing ambiance. Lounge chairs are positioned near the pool, inviting leisure under the partly cloudy sky.
Home in Reggello
5 out of 5 average rating, 44 reviews

Villa in Tuscany - Reggello, with Swimming Pool and WiFi.

MicheleRating, 5 stars1 week ago
Very nice place to stay in the hills of Tuscany. A little remote but we appreciated that. Many restaurants nearby with really very good food and absolutely good prices. Accommodation with large garden, pool, air conditioning and heating. Well-kept and clean. Chickens whose eggs we were allowed to collect. Magena was always available, very friendly and helpful. Many wineries in the area where you can eat and drink. We will be back. Thanks Magena and Eduardo
Top guest favorite
The image features a private outdoor space with a turquoise swimming pool in the foreground. A white table and chairs are positioned on the patio, surrounded by comfortable seating. Two white umbrellas provide shade. The doors reveal an interior area adorned with plants.
Home in Strada In Chianti
4.96 out of 5 average rating, 132 reviews

BOBO SUITE Relax in the Chianti Classico Gallo Nero

FlorenciaRating, 5 stars3 months ago
Licio has been one of the best hosts I've had on Airbnb. Everything was great. I also fell in love with his house, the passage and all of Chianti. I hope to return!
Superhost
A circular pool is set within a natural landscape, surrounded by olive trees. The pool has a light blue hue, with a stone-tiled edge. A lounge chair is positioned nearby, adding to the outdoor relaxation space.
Home in Florence
4.9 out of 5 average rating, 155 reviews

Il Melograno, Florence hills & pool & olive oil

ThomasRating, 5 stars2 weeks ago
Lovely countryside place to stay. Host was extremely flexible for when we had a really late check-in as our train got cancelled. Would recommend.
Guest favorite
A bright living area features two vibrant yellow armchairs paired with rustic wooden stools. A round dining table sits nearby, complemented by a colorful artwork on the wall, while a fireplace adds warmth to the space. Natural light enhances the inviting atmosphere.
Home in Casale
4.88 out of 5 average rating, 173 reviews

Infinity view

JamesRating, 5 stars3 days ago
Lucia’s place is beautiful. The views - simply incredible. Lucia and Eva were very responsive, check in was super easy and the place had everything I needed. A beautiful place, albeit a little out of the way, but if you want peace, quiet and stunning views to relax in, this is the perfect place.

Weekly house rentals

Superhost
A spacious bedroom features a large neutral-toned bed positioned against a patterned accent wall. Soft lighting is provided by two bedside lamps on white nightstands. Fresh towels are neatly placed at the foot of the bed, creating a tidy and welcoming environment.
Home in Centro Storico
4.8 out of 5 average rating, 183 reviews

Bianca Florence - Apartment Piazza della Libertà

MarianelaRating, 5 stars1 month ago
We stayed in the apartment for a full month. We felt at home very quickly. It is perfectly equipped. I would highlight the kitchen and all its utensils. The radiator heating works very well, even on cold days; together with the double glazing, it maintains a very comfortable atmosphere inside the apartment. The door is reinforced, which makes you feel very safe. The location is a few minutes' walk from the historic center. The Plaza Libertad area seemed very quiet and less noisy to stay in. Very convenient access from the airport or train station, thanks to the proximity to the tram (only 50 meters away). Marco's communication and kindness were unbeatable. Without a doubt, it will be our accommodation in Florence the next time we visit this beautiful city. Thank you!
Guest favorite
A charming entrance features a stone archway leading to a shaded area with lush greenery. The pathway continues towards a rustic structure with green window shutters, framed by olive trees under a clear blue sky.
Home in Impruneta
4.97 out of 5 average rating, 131 reviews

Podere Solatio - Tuscany Hills next to Florence

GenimirRating, 5 stars4 weeks ago
Easily one of my favorite places in Italy! It is a traditional and very beautiful vila! Lovely surrondings, clean house, lots of room for everybody! The vila had everything you would need to feel like home! We had the best time staying in Antonio`s place and I would highly recommend it!
Guest favorite
The living area features wooden beams across the ceiling and a cozy seating arrangement with a sofa and a bench. Large glass doors open to a garden, allowing natural light to fill the space. Decorative items are displayed on the shelves nearby.
Home in Figline e Incisa Valdarno
4.91 out of 5 average rating, 44 reviews

POMEGRANATE CAMPOPINETA

AmandaRating, 5 stars6 months ago
Alessandra’s place was an absolute dream. It’s picturesque with the most gorgeous view of Tuscany hills in a rustic styled rental. She was extremely helpful and attentive during our stay! Would definitely come back here next time we visit!
Superhost
The exterior of a stone house showcases green shutters framing large windows. A small outdoor seating area is visible, featuring a table and two chairs. Potted plants adorn the entrance, with gravel leading to a well-maintained garden space.
Home in Bagno A Ripoli
4.87 out of 5 average rating, 117 reviews

Country house a stone's throw from Florence

MarieRating, 5 stars1 day ago
Very peaceful accommodation in a very nice environment. Ideal for discovering Florence (easily accessible by bus) and the surrounding Tuscany.
Top guest favorite
The exterior view features a rustic stone house surrounded by greenery, including trees and flowering plants. Sun loungers are positioned on the lawn, creating a space for relaxation. A spacious terrace extends from the house, providing access to the inviting garden area.
Home in Bagno A Ripoli
4.99 out of 5 average rating, 158 reviews

Tuscany .Countryhouse on the Florence's hills

OpherRating, 5 stars1 week ago
Staying at Flora's was nothing short of magical! We spent a week at Flora's with our kids (3.5 and 6.5) during April and had a lovely time. The unit is comfortable, well kept and cosy. The surroundings are quiet and picturesque. The location makes it easy to travel around northern Tuscany in a rental car, and you can also park at the town nearby (2 mins drive) and take the bus to Florence (which takes about 30 minutes). Flora herself is a kind and attentive host and made us feel so welcome. Our kids loved playing with Goofy the dog and watching the chickens from across the fence. The fresh eggs, olive oil, cookies and sweet wine were a nice and welcoming touch. We feel lucky to have had the opportunity to say at Flora's and would wholeheartedly recommend it!
Top guest favorite
An appealing stone villa is framed by lush greenery and manicured hedges. A circular stone fountain is centered in a gravel area, surrounded by shrubs and trees. The sky is partly cloudy, providing a gentle light that enhances the natural beauty of the setting.
Home in Castelfranco Piandiscò
4.96 out of 5 average rating, 82 reviews

Villa close to Florence amazing view private pool

Ane ElineRating, 5 stars7 months ago
Had a week here with good friends. Enjoyed the beautiful house and the area. Great for a slow, calm getaway!
Guest favorite
A small covered patio area is presented with a white metal bench complemented by two soft cushions. The wall is painted in a warm orange hue, and a welcome mat is placed in front of the entrance door, enhancing the inviting space.
Home in Cesena
5 out of 5 average rating, 9 reviews

The other house

AkifRating, 5 stars8 months ago
The house is large new and clean, large living room, two bedrooms, good bathroom and practically furnished kitchen. Actually better than description. Host is helpful and kind. Thera are many attractions around, within 10-30 mins drive. Not walking friendly place but quiet and peaceful. Has large garden and terrace.
Superhost
A bright workspace is positioned in a cozy room featuring wooden beams. Multiple windows allow natural light to illuminate the wooden desk and chair. A lamp stands on the desk, while views of the surrounding landscape are framed by the windows.
Home in Impruneta
4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

JulianeRating, 5 stars6 months ago
We had a wonderful time in Vittoria's house in this fantastic location. Although we had so many difficulties getting there and only arrived at night (flight delayed and highway closed), her husband greeted us very kindly and showed us around the house. Vittoria was always super quick to respond and always helped us (e.g. turned on the heating when it suddenly got cold). Highly recommended!

Private house rentals

Top guest favorite
The image features a serene outdoor area surrounded by lush greenery and mature trees. A stone building with a tiled roof is complemented by vibrant flower pots and a neatly trimmed lavender plant. The gentle rolling hills of Tuscany provide a picturesque backdrop.
Home in Pontassieve
4.97 out of 5 average rating, 35 reviews

Taking a break amongst nature and culture

MargotRating, 5 stars8 months ago
Wow. What a peaceful haven! This unfortunately too short stay was magical. The place is sublime, absolute calm with kittens and a dog, chickens… The accommodation is amazing, extremely well-equipped, clean with fresh flowers, it feels like home! And Prem is an exceptional host, a basket with Italian specialties, a bottle of wine and vegetables from her garden and she is sweet and kind! This place is magical if you want to recharge your batteries, be in harmony with nature and animals. Sublime
An aerial view showcases a spacious garden surrounded by olive trees, featuring a seasonal swimming pool at the center. A pergola is positioned nearby, providing shaded seating. The backdrop consists of lush greenery and the rustic structure of the house, set against a partly cloudy sky.
Home in Panzano
4.92 out of 5 average rating, 12 reviews

Reggine by Interhome

MonikaRating, 5 stars8 months ago
Beautiful villa surrounded by vineyards and countryside. The nearby village of Panzano is so picturesque with lovely restaurants. I can also recommend visiting other Chianti towns and especially the market on a Saturday in Greve. The hosts Filippo and his father Carlo couldn't do enough for us and the communication was superb. The villa is so spacious and makes you feel right at home with comfortable beds, well equipped kitchen and a garden with a pool that's just the icing on the cake. It was very warm during our visit and the fans provided were very welcomed. Every room is also equipped with mosquito nets on the windows. We made use of the large BBQ a few nights and also had a lovely wine tasting one evening which I can highly recommend. We were very sad to leave Villa Reggine and hope to return one day. Grazie!
Top guest favorite
A spacious living area features a dark leather sofa and an elegant wooden entertainment unit with bookshelves. A stylish round coffee table is positioned in front. Natural light filters through sheer curtains, softly illuminating the room's neutral tones and enhancing its inviting atmosphere.
Home in Figline Valdarno
5 out of 5 average rating, 12 reviews

Il Melograno | Space, Tradition, Relax

ToryRating, 5 stars1 week ago
Lovely spot, great host!
The exterior of the country house is seen, featuring a warm yellow facade with a terracotta roof. The surrounding landscape showcases rolling green hills under a blue sky. A stone staircase leads up to the house, complemented by well-kept gardens and a shaded pergola.
Home in Dicomano
4.93 out of 5 average rating, 15 reviews

Villa by Interhome

LeonRating, 5 stars10 months ago
Fantastic house, location and a wonderful host in Leonardo. Area is stunning and so peaceful and private.
Guest favorite
The exterior of the stone house is complemented by a landscaped patio area featuring a round wooden table and several seating options, including four armchairs and a lounge set. Lush greenery surrounds the space, providing a serene view of the hills in the background.
Home in Allocco
4.93 out of 5 average rating, 42 reviews

“SPArisio Country House” with pool and tennis

TomRating, 5 stars7 months ago
Excellent location for peace and quiet and relaxation. we were well accommodated and friendly host only added to the great experience.
Superhost
The exterior of the house is shown, featuring a warm-toned façade adorned with green climbing plants. Wooden shutters frame large windows, with a stone pathway leading to outdoor seating. Potted tropical plants are situated on either side, contributing to the lush, garden-like ambiance.
Home in Impruneta
4.9 out of 5 average rating, 60 reviews

THE RED BARN - private garden and swimming pool

EmmanuelRating, 5 stars8 months ago
We enjoyed a perfect stay in this perfect place. The house is located in a beautiful Toscan landscape, 20 min drive from Firenze. Surrounded by a splendid garden, the house is very comfortable and welcoming. An ideal place to disconnect and relax. Prior and during our stay. Carlo was very responsive and flexible. Highly recommended.
Guest favorite
A double bedroom is presented with a floral-patterned bedspread and two pillows. Bedside lamps on each side of the bed provide soft illumination. A patterned accent wall complements the natural light filtering through a nearby window, which is framed by soft curtains.
Home in Cesenatico
4.87 out of 5 average rating, 199 reviews

The house by the sea. Private garden, Cesenatico

DanaRating, 5 stars1 week ago
We stayed at the apartment for four nights with two children. We enjoyed it very much. Really lots of space - two bathrooms and great location. Quiet and yet in the middle of it. Gloria was very quick to help with any questions. Grazie mille!
A spacious courtyard is surrounded by rustic stone buildings, showcasing a terracotta tiled floor and a central flower planter. Lush greenery and cypress trees are visible in the background, framed by a bright blue sky with scattered clouds.
Home in La Panca
4.68 out of 5 average rating, 37 reviews

The Court by Interhome

RodrigoRating, 5 stars7 months ago
This house has so much charm, and really captures the beauty of nature and its surroundings. It had everything we needed, and was perfect for our family. We recommend this to anyone looking to unwind and relax in the beautiful Le Mura-Lanca!

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