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Vacation home rentals in Asciano

Find and book unique vacation home rentals on Airbnb

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Popular amenities for Asciano vacation home rentals

Family-friendly vacation home rentals

Superhost
A clear blue swimming pool is framed by blooming flowers and lush greenery. Loungers and umbrellas line the poolside, providing ample space for relaxation. Rolling hills and a serene landscape are visible in the distance under a bright blue sky.
Vacation home in Pian di Marte
5 out of 5 average rating, 3 reviews

Farmhouse near Passignano sul Trasimeno

SerenaRating, 5 stars9 months ago
Wonderful place to escape the city. A heartfelt thank you to the owners Antonella and Francesco, for their availability and humility, wonderful people. We'll definitely see you again. Denis Serena Christian Aurora & Holly
Superhost
Vacation home in Città della Pieve
4.6 out of 5 average rating, 5 reviews

Foresteria 4 Relax on hill: Jacuzzi, Boules, Pool

RaushanaRating, 5 stars12 months ago
Maria’s place was such a treat for a long weekend. There are many things to do outdoors and for us it was perfect to relax with the sound of nature 24/7. There are many kids activities in the house (toys, games, puzzles$ and the nature surrounding the house is fun to explore! Mini playground is also great just across the street. We enjoyed her hospitality and kindness. Maria was always responsive, helpful, and gave great restaurant and activities recommendations.
Guest favorite
The stone farmhouse is set amongst vibrant greenery and blooming flowers, showcasing a blossoming tree in front. The entrance is framed by the surrounding landscape, with a subtle path leading to the door, inviting guests to explore the rustic charm of the property.
Vacation home in Casole d'Elsa (SI)
4.9 out of 5 average rating, 221 reviews

Studio in Tuscan farmhouse with pool & views

DavidRating, 5 stars3 months ago
Thank you Fabio. We have really enjoyed our stay.
Top guest favorite
An aerial view captures the layout of the Podere La Castellina, surrounded by lush greenery. The stone buildings and pathways are visible, alongside a serene swimming pool. Shared outdoor spaces, including seating areas, are interspersed among the natural landscape, promoting relaxation and connection to nature.
Vacation home in Sovicille
4.97 out of 5 average rating, 141 reviews

Podere La Castellina - No. 1 COTTAGE

CatherineRating, 5 stars6 months ago
Daniele and Simone’s place in Tuscany is beautiful. It is such a peaceful and pretty setting with amazing views particularly from the lovely terrace. Our cottage was perfect for our family of four. Comfortable beds and everything we needed. We explored some of the villages nearby as well as wineries and restaurants recommended by Simona which were excellent. We would love to have stayed another night.
Top guest favorite
A charming red house is visible, framed by lush greenery and a neatly trimmed hedge. The entrance features a wooden door surrounded by white shutters. A small porch with a few steps leads to the front door, enhancing the inviting appearance of the home.
Vacation home in Montespertoli
4.95 out of 5 average rating, 135 reviews

Tuscan Orchard

FabiolaRating, 5 stars2 weeks ago
I loved the house! It was so beautiful, cozy and clean. I will definitely book it next time I am in Montespertoli. Fiammetta and Leonardo were very sweet!
Guest favorite
The rustic farmhouse is framed by a stone wall, featuring a pathway leading to a stairway entrance. Lush greenery and flowering plants are visible along the edges, complementing the natural setting. The warm tones of the stone structure contrast with the clear blue sky.
Vacation home in Castelnuovo Berardenga
4.88 out of 5 average rating, 69 reviews

PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶

ThereseRating, 5 stars7 months ago
Arnaldo's home was wonderful!!! It was perfect for three couples. With private entrances to each apartment, we could all have our privacy but also gather together in the larger downstairs apartment or around the pool. Lorenza was very responsive, even though she was in Portugal when we arrived. She made sure her father and mother were there to show us around and even opened the gate remotely for our friends who arrived a day later than us so we could begin exploring the area and didn't have to be there when they arrived. The villa is beautiful and was exactly as described. We LOVED our time there--a perfect place to celebrate our 50th wedding anniversary!
Top guest favorite
Vacation home in Panzano
4.97 out of 5 average rating, 144 reviews

Fienile Santa Teresa

CiroRating, 5 stars6 days ago
John and Christine are amazing hosts! The place is wonderful! Highly recommended!!
Superhost
A stone statue is positioned near a private pool, surrounded by greenery and flowering plants. The pool reflects the blue sky, while tall trees frame the view of the lush landscape beyond. The scene offers a serene atmosphere in a secluded outdoor space.
Vacation home in Arezzo
4.71 out of 5 average rating, 48 reviews

Ancient stone farmhouse with park and pool

JessicaRating, 5 stars1 month ago
We had a wonderful stay at Stella’s farmhouse. The grounds and surroundings were excellent for walking and exploring in the mornings and late afternoons. The accommodations very comfortable for our multigenerational family. Stella was an excellent host! Very kind, helpful with all our questions, and provided us some nice recommendations for the region. We would love to return!

Vacation home rentals with a patio

Top guest favorite
A serene salt-water pool reflects the bright blue sky, surrounded by stone walls and green landscaping. Two lounge chairs offer spots for relaxation, while an umbrella stands nearby, enhancing the outdoor space. The tranquil setting invites peaceful moments by the water.
Vacation home in Orvieto
4.99 out of 5 average rating, 93 reviews

Casa Isla, near Orvieto, amazing views + pool

JackRating, 5 stars1 week ago
Brilliant hosts in a stunning location at a very reasonable price. We loved staying here and exploring the surrounding areas, and would definitely come back again in the future. Thank you Jo and Tony (and Jack 🐶)
Top guest favorite
Vacation home in Castiglione della Pescaia
4.97 out of 5 average rating, 31 reviews

Country house short distance from the sea ​​

SebastianRating, 5 stars7 months ago
The apartment is very nicely located in a wooded area or an olive grove and is also very quiet. We particularly liked the beautiful space and the beautiful furnishings of the apartment and the garden, it was especially great for our three children, who were also able to play nicely in the garden. Silvia was always available immediately. In the area, the sea and the beautiful beaches are especially worth a trip.
Superhost
A rustic cottage is surrounded by trees, featuring a stone exterior and wooden shutters. Two lounge chairs are positioned on the grass in front of a small patio area with a table, providing a serene outdoor space.
Vacation home in Umbertide
5 out of 5 average rating, 5 reviews

La Casetta

KristinaRating, 5 stars8 months ago
It was one of the most beautiful places we’ve stayed. The house is private, very cozy, and has everything you need. The location is perfect for exploring Umbria. Gabriele gave us a lot of recommendations for restaurants around the place, and those we visited were amazing. We would love to come back one day!
Superhost
Bright red flowers are seen in terracotta pots alongside a stone wall. Sun loungers with blue fabric are arranged nearby, offering a view of the lush greenery surrounding the area. Natural light filters through the scene, enhancing the vibrant colors of the plants.
Vacation home in Piegaro
4.67 out of 5 average rating, 3 reviews

il Forno - 2-bedroom poolside

MortenRating, 5 stars9 months ago
we had an amazing time in piagaro,and Thomas gave so mutch information about the Village and a guide around when we arrived. that was really good. he was also a really interesting and reflected man. We had some really good conversations and I would love to come back to his place. I used the cafe every morning for the morning coffee just to take in the atmosphere in the village with the most lovely staff there . LOVELY 😃. truly a special stay for us. we wish them the very best 🥰 Morten with family
Top guest favorite
A spacious bedroom features a king-size bed with an intricately designed headboard. Soft lighting from two bedside lamps creates a warm glow. Natural light enters through a window with sheer curtains, offering a view of the greenery outside. A built-in wardrobe is visible in the corner.
Vacation home in Petrignano del Lago
4.97 out of 5 average rating, 64 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

RachelRating, 5 stars1 week ago
This is the best Airbnb I've ever stayed in! It was in a great area with lots to do (highly recommend renting a car). The house was beautifully designed, had fantastic amenities, and was in a scenic setting. One of the highlights was that the shower had HOT water! We hope to be back one day!
Superhost
An aerial view captures a restored farmhouse nestled in the green landscape of Tuscany. Surrounding hills are visible, with patches of trees and a glimpse of the swimming pool. The winding road leads to the property, enhancing the tranquility of the rural setting.
Vacation home in Montaione
4.8 out of 5 average rating, 25 reviews

Podere Sant'Anna | Fiordaliso House

OmarRating, 5 stars2 weeks ago
The place of the house is very beautiful and calm and also the hostess Romanella was very helpful. We enjoyed this very residence in a special place. You can go to Florence and Pisa by one hour
Guest favorite
The farmhouse is showcased with its rustic stone exterior, featuring multiple windows and a tiled roof. Surrounding greenery and flower beds enhance the tranquil setting. Two chimneys are visible, and a dirt road leads up to the entrance, inviting guests into the countryside atmosphere.
Vacation home in I Castagni
4.88 out of 5 average rating, 24 reviews

Gorgeous tranquil farmhouse 5 min from Castiglione

LarissaRating, 5 stars3 weeks ago
We loved our stay at this farmhouse near the Lake! very roomy and clean and well stocked for our group of 7. Easy to coordinate travels around Umbria and Tuscany, and we loved exploring the Lake towns, especially the Castiglione del Lago center! Easy to follow instructions for house operations, access and directions! We loved the decor, and local ceramics, and the great reading selections- fun library of history, art, cookbooks, and local travel ideas. We loved having downtime and the tranquil area amid pastured and horses; my kids took advantage of sunny weather in early April and did watercolor painting and naps in the sun amid the olive trees in the back yard. It was a little too remote for walking to town (the ruts in access roads were hard on our car, and road construction nearby made for minor inconveniences,) but all in all, a perfect place for our holiday!
Guest favorite
The sleeping area features a spacious bed adorned with a patterned blanket and decorative pillows. Natural light filters through curtained windows, illuminating the room. A wardrobe and shelves provide storage, and the wooden flooring adds warmth to the space.
Vacation home in Figline Valdarno
4.86 out of 5 average rating, 90 reviews

Vacation home Il piccolo rifugio

ClaireRating, 5 stars1 week ago
We had a lovely stay at Annalisa's. She had nice touches for us and we thank her. She is also very responsive.

Vacation home rentals with a washer and dryer

Superhost
A private pool is set within a landscaped garden, featuring vibrant greenery and decorative pots. A diving board extends over the clear blue water, while a shaded seating area is visible nearby. Sunlight reflects off the pool's surface, creating a refreshing ambiance.
Vacation home in Capannori
5 out of 5 average rating, 6 reviews

Beautiful rustic shabby, swimming pool on request

ElisaRating, 5 stars30 months ago
Carla's house is beautiful,finished. The owner was very kind and accommodated our requests. He welcomed us with a great aperitif. We were all pleasantly amazed and satisfied. We couldn't have expected better. We will definitely be back! Thank you Carla!
Top guest favorite
The image captures a lush landscape framed by a rustic stone window. Rolling green hills and scattered trees extend into the horizon, under a clear blue sky. The view conveys the serene beauty of the surrounding Tuscan countryside.
Vacation home in Monteroni d'Arbia
4.9 out of 5 average rating, 68 reviews

White lily with a view of Siena

CarolineRating, 5 stars1 week ago
This was the second time we stayed in one of Marta‘s apartments! I think that says it all already. We are just in love with the location and the apartments always make you feel at home right away! Thank you again Marta for hosting us (and the delicious vino 🍷😄). We will be back 100%!
Guest favorite
A gracefully designed staircase features intricate wrought iron railings. A large arched window allows natural light to illuminate the space, offering a view of greenery outside. The walls display elegant molding, contributing to the historical character of the building.
Vacation home in Centro Storico
4.91 out of 5 average rating, 266 reviews

Melarancio Residence

AshleyRating, 5 stars2 weeks ago
We had a great time at this Airbnb! The location was perfect as it’s walking distance to a lot of the main sights in Florence. A lot of great restaurants around and it was really helpful to have a grocery store right next door! Airbnb was also clean and beds were comfortable!
Guest favorite
Two lounge chairs are positioned on a grassy area in a private garden, surrounded by potted plants. Tall trees provide shade and a natural backdrop, contributing to a tranquil outdoor space.
Vacation home in Sorano
4.81 out of 5 average rating, 100 reviews

Da Simona

AlbertoRating, 5 stars7 months ago
Cleanliness, courtesy and professionalism, Simona is the perfect host! Very nice and comfortable accommodation to reach the main places of interest in the area.
Guest favorite
A small round wooden table is set with two folding chairs on a stone balcony, overlooking a scenic view of rolling hills and a distant pool. A glass lantern with a candle is placed on the table, softly illuminating the space.
Vacation home in Campagnatico
4.85 out of 5 average rating, 13 reviews

Cozy Cottage with a beautiful view - Casa Luciano

ThomasRating, 5 stars1 month ago
We had a very nice time at Casa Luciano! Unfortunately, we could not use the great pool in March (although ice bathing is becoming more and more popular ;-)). The area is very nice and quiet. We were able to hike, explore Campagnatico and other places. Once we were able to enjoy the good food in Vecchia Oliviera. (Attention: Pizza is only available from about May) We also supported the village shop properly. It has a decent selection for its size. Thanks Mel for the always timely support with questions and problems! We will recommend the accommodation and maybe we will also manage to vacation here during the pool season.
Superhost
A view of a charming medieval square surrounded by historic stone buildings, featuring a canopied area with potted plants. Clothes hang drying from a window, while the sky is filled with clouds and streaks of blue, enhancing the inviting atmosphere of the village.
Vacation home in Colle di Val d'Elsa
4.73 out of 5 average rating, 30 reviews

Tower House of the 1000

GabrieleRating, 5 stars1 week ago
Host available and kind, the house is located in Colle Alta and is not equipped with an elevator and also reaching Colle Alta is not very easy because it is very uphill. But there is a breathtaking view and the location is right in the center. The apartment is equipped with two bathrooms and a washing machine, dishwasher and dryer. We had a great time.
Guest favorite
A clean bathroom space is illuminated by soft lighting from two round fixtures above a mirror. Shelves are adorned with greenery, and framed artwork adds a touch of decor to the white walls. A serene and inviting environment is created.
Vacation home in Lucca
4.75 out of 5 average rating, 146 reviews

Apartment in Lucca Walls

AaronRating, 5 stars6 months ago
we were warmly welcomed by illarias mum on arrival. Great space and had all amenities we needed. Fantastic location inside the city walls with great restaurants and bars close by
Guest favorite
This spacious bedroom features a large wrought-iron bed with elegant bedding. Natural light fills the room through a set of tall windows, framed by rich blue curtains. Antique wooden furniture complements the warm-toned parquet flooring, creating a cozy yet stylish atmosphere.
Vacation home in Lucca
4.87 out of 5 average rating, 46 reviews

Busdraghi Luxury Apartment terrace and spa

ChiaraRating, 5 stars6 days ago
We stayed at this apartment over the Easter weekend. The accommodation is equipped with every comfort, is very spacious and has various relaxation areas (from the living room with sofa and large screen, to the room with the large pool table, to the sauna...). The beds and pillows are very comfortable, the area is quiet - despite being in the center - and we slept very well. Very functional bathrooms and kitchen. The entire apartment was impeccably clean! Thanks to Valentina, who we never met, but who was very efficient and clear in answering our questions and in the directions provided to us. The quality of the services offered, the beauty of the apartment and the building, the central location are worth the price paid. Absolutely recommended!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Asciano
  6. Vacation home rentals