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Smoking friendly vacation rentals in Castiglione della Pescaia

Find and book unique smoking friendly rentals on Airbnb

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Popular amenities for Castiglione della Pescaia smoking friendly rentals

Smoking friendly apartment rentals

Superhost
A panoramic view of Sasso Pisano is captured, featuring historic stone buildings nestled among lush green hills. The clock tower stands prominently, while tree-covered slopes provide a natural backdrop, highlighting the town's rustic charm and tranquil setting.
Apartment in Sasso Pisano
4.78 out of 5 average rating, 190 reviews

La Maison di Monica & Simona

ZuzanaRating, 5 stars3 weeks ago
The apartment is equipped with all the necessary amenities for a pleasant stay, communication with the owners was very easy and pleasant. The location is great for reaching all the places of interest in the area (and there are many). Village with a good bar, pizzeria and brewery. Staying in a historic building has its charm and the swallows outside the window are enchanting...
Guest favorite
A terrace table is set for dining, featuring elegant plates and glasses of red wine. In the background, the scenic views of the countryside and historic buildings are visible, framed by flowers and greenery. A small potted plant adds a touch of nature to the table setting.
Apartment in Siena
4.91 out of 5 average rating, 137 reviews

Terrace on the rooftops of the center: Building 1632 A/C

TaliciaRating, 5 stars3 days ago
We cannot rave more highly about our stay in Irma’s beautiful space. As soon as you walk through the door, you feel comfortable and at home. Irma greeted us warmly and made the entire experience seamless and stress free, including providing clear instructions on how to reach the location from where we’d parked our car. The view from the outdoor terrace was absolutely stunning - we honestly didn’t want to leave (but made ourselves, because there is so much to explore within walking distance). The welcome package we received added to the overall experience. Thanks Irma!
Top guest favorite
A wooden dining table is positioned beneath shelves holding decorative items and books. A plant in a vase adds a touch of greenery. A staircase is visible in the background, along with a cabinet displaying more books and decor on nearby shelves.
Apartment in Castel del Piano
4.99 out of 5 average rating, 228 reviews

Casa Cecilia Farm

SubhomoyRating, 5 stars4 days ago
We were overwhelmed by Cecilia’s warmth and gesture. We immediately felt at home on reaching her place and were delighted to be presented with a bottle of wine and home made pie. Cecilia had put meticulous effort in arranging every minute stuff in the kitchen, bath and beddings. Her localised suggestions helped us a lot in planning our Tuscany trip and explore some hidden marvels in that region. The bright sunshine on the beautiful orchids on the table top and windowsill made our morning memorable….
Guest favorite
A spacious bedroom features a large bed with green accents, complemented by softly glowing bedside lamps. Light enters through a sizable window with sheer curtains, illuminating the room's bright walls. Artistic frames are displayed along the walls, enhancing the room's inviting atmosphere.
Apartment in Castelnuovo della Misericordia
4.93 out of 5 average rating, 532 reviews

REFURBISHED apartment, 75 sqm 10 min from the sea.

TimeaRating, 5 stars2 days ago
We stayed for two nights,the place is really nice,clean and so spacious. We had everything we needed,Massimiliano’s mom was really sweet with us, it was exactly what we wanted! I would recommend!☺️
Superhost
The kitchen features wooden cabinetry and a gas stove, with an adjacent dining table set for meals. A wall-mounted television is visible, alongside a microwave and a rustic decor element. The arched ceiling adds character, and warm lighting enhances the inviting atmosphere.
Apartment in Volterra
5 out of 5 average rating, 3 reviews

3 apartments with a large garden.

laurentRating, 5 stars36 months ago
It's a shame we can't put 6 stars. We had a week-long stay with family. And we just felt like we were with family with a simply great welcome. Claudia was very attentive to us. I really recommend the mirandola. Hopefully we will be back sometime.
Guest favorite
A terrace is visible, featuring a large umbrella providing shade over a table with chairs. Lush green hills and fields extend into the distance, reflecting the natural beauty of the Tuscan countryside.
Apartment in Siena
4.79 out of 5 average rating, 118 reviews

Fullino Nero apartment with large terrace

Jung HwanRating, 5 stars3 weeks ago
The place has a very nice view. Would recommend this place!
Superhost
The skyline of Pitigliano is illuminated at dusk, showcasing the medieval architecture perched on a cliff. Soft lighting highlights the structures and pathways, juxtaposed against the deep blue sky blending with warm sunset hues.
Apartment in Pitigliano
4.87 out of 5 average rating, 157 reviews

Peaking on Pitigliano !!!

AgaRating, 5 stars1 month ago
With all my heart for this house as for all of Pitigliano, I give the highest score because it's really worth it. Mr. Elviro and his aunt are always available for all the information you need. The house is really a gem of Pitigliano. I look forward to returning!
Superhost
A cozy living area features a patterned sofa and a rectangular coffee table. Exposed wooden beams add character to the ceiling, while a large window allows natural light to fill the space. A small dining table with chairs is also visible.
Apartment in Siena
4.79 out of 5 average rating, 56 reviews

Mezzanino Via della Galluzza, 7

OllieRating, 5 stars3 weeks ago
Where do I even start?? Massimiliano was the best host I’ve ever had through this app. Kind, funny, generous and extremely welcoming. He offered to pick us up at the train station and take us back for our departure. Siena was truly magical and made more so by this amazing space we got to call home. It is positioned centrally near the Piazza il Campo and so many amazing and enchanting restaurants within short walking distance. Our host gave us recommendations for wineries, restaurants, and nightlife. His response time was as quick as when texting your friend, “guess what?” LOL! We hope to come back soon and will definitely stay here again. This beautiful medieval city has changed our lives and hearts and we are so very grateful to have stayed at Massimiliano’s flat. Drum-lines through the streets, people communing with one another over delicious wine, flags flying proudly and the deep history of this magical city etched in every step you take! Viva Siena and Grazie mile, Massimiliano!!!

Smoking friendly house rentals

Guest favorite
A narrow staircase made of stone features wooden handrails along the walls, leading to an open doorway at the top. A rustic wooden bench is positioned against the left wall, with artwork framed above it, adding character to the inviting entryway.
Home in Civitella in Val di Chiana
4.94 out of 5 average rating, 47 reviews

Casa Fattore - Tuscan countryside house

MarciaRating, 5 stars1 month ago
We had a wonderful stay at this property, which is a bit difficult to reach, but the arduous journey is more than worth it. The fantastic location is simply breathtaking – extensive fields lined with cypresses and olive trees create a backdrop that looks like a Tuscan picture book. The hosts were extremely nice and charming. They provided us with great tips for excursions and activities in the surrounding area, which enriched our stay even more. Particularly noteworthy is that our dog also felt very comfortable and we were able to enjoy a relaxing time as a family. In summary, we can recommend this place to anyone who wants to experience the true beauty of Tuscany. A place to relax and enjoy – we'll be happy to come back here.
Superhost
A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.
Home in Monte San Savino
4.82 out of 5 average rating, 202 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 stars1 month ago
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
Superhost
Two paddleboards rest on the sandy beach, with the clear turquoise water gently lapping at the shore. In the distance, two figures can be seen swimming, illustrating the inviting nature of the calm sea under a clear blue sky.
Home in San Pietro In Campo
4.8 out of 5 average rating, 41 reviews

La Tormina Blue Elba Bilo 4 pax

MichaelRating, 5 stars10 months ago
We spent 15 days in Alessandro's apartment, it was a beautiful holiday, the village is very typical and perfectly matched our expectations. Alessandro gave us all the information as well as the good addresses, there are 3 restaurants in the village which are very good . The apartment is very well located in the village (30 seconds for morning coffee as well as the bakery) kitchen , bedrooms, clean and spacious bathroom. 20 minutes from turquoise beaches we'll definitely go back next time, And little cherry on the cake , on the last day we attended a small concert in the village square where Alessandro was at the guitar;) i'd recommend it.
Superhost
A charming stone exterior of a two-family home is displayed, featuring a covered porch adorned with potted flowers. Lush greenery surrounds the property, and a clear blue sky can be seen overhead. The entrance is framed by a low brick wall and a stony pathway.
Home in Bagno di Gavorrano
4.66 out of 5 average rating, 38 reviews

Wisteria House

PaulRating, 5 stars8 months ago
a very cosy place. the hosts were very nice and friendly.
Superhost
A spacious bed is positioned against a light-colored wall, featuring three decorative sea-themed wall elements above the headboard. Soft lighting is provided by two sconces on either side of the bed, enhancing the serene ambiance of the room.
Home in Porto Santo Stefano
4.89 out of 5 average rating, 63 reviews

Sea&Country Home

AlenaRating, 5 stars10 months ago
Excellent accommodation close to the sea. The house absolutely corresponds to the photo, modern repair and design, there are all necessary things for a comfortable stay (towels, washing machine, mosquito net, air conditioners, washing liquids, iron). Convenient car parking next to the house. Stefania and Leontina are wonderful hosts.
Superhost
A rustic stone building features a welcoming entrance with arched openings. Two olive trees are planted in the foreground, surrounded by well-maintained greenery. The outdoor area is complemented by a wooden fence, showcasing a charming and serene environment.
Home in Bagni San Filippo
4.89 out of 5 average rating, 83 reviews

Apartment C

CarmenRating, 5 stars1 month ago
Very nice place, beautiful house and beautiful surroundings. Would strongly recommend for 6 people, but for 8 people the sofa bed was quite uncomfortable. Besides that, me and my friends had a very good experience.
Guest favorite
A spacious outdoor pool area is surrounded by sun loungers, set against a backdrop of lush greenery. The well-maintained pool reflects the blue sky, while the building is visible in the distance, offering a serene countryside atmosphere.
Home in Volterra
5 out of 5 average rating, 9 reviews

Vacation in an authentic farmhouse 10 km from the city

Aditya EmmanueleRating, 5 stars8 months ago
We had a very nice, relaxing stay on Bellavista. Angela and her father were extremely welcoming. We were supplied with our own wine, homemade luggage and farm fruits. Staying on Bellavista was definitely worth it and we'll be in the area again at some point, we'll be back! Wehrli family
Guest favorite
A spacious living area features a wooden-beamed ceiling and large windows allowing for natural light. A red sofa and rustic wooden table create a comfortable setting. A stone fireplace is positioned in the corner, adding a warm element to the welcoming environment.
Home in Gaiole in Chianti
4.8 out of 5 average rating, 101 reviews

loft in the heart of Tuscan Chianti

Jean-CharlesRating, 5 stars1 month ago
Very good stay at Giulia's. Pleasant and spacious house. Good location for discovering Chianti and its white roads.

Smoking friendly condo rentals

Guest favorite
A window reveals a view of a lush garden, with greenery and sunlight filtering through the trees. A small table and chairs are positioned on a paved area outside, inviting relaxation. The interior space features a simple desk and a dark curtain, complementing the bright scene.
Condo in Castagneto Carducci
5 out of 5 average rating, 9 reviews

In the countryside near the sea

AnneRating, 5 stars8 months ago
Babette and her husband are very nice and friendly. The apartment is very suitable for 2 people, the kitchen is superbly equipped with dishwasher and large fridge. Warm duvets are available for the cooler autumn season! Very nice terrace overgrown with vines. In addition, a small additional terrace at the back with morning sun, ideal for breakfast. The apartment is quietly located, a little off the beaten track, surrounded by vines and olive trees. Therefore, not easy to find. The last stretch of road leads partly through a forest on an unpaved road.
Guest favorite
A compact kitchen area is equipped with a modern oven and refrigerator. The cabinetry features light purple drawers, and a decorative kitchen towel is draped on the oven. Wall art is visible, adding a touch of charm to the functional space.
Condo in Siena
4.78 out of 5 average rating, 80 reviews

Apartment near the historic center of Siena

Jean-LoupRating, 5 stars1 month ago
Great location to visit Siena on foot and very close to the train station. The accommodation is true to the description: very large for 2 people. Asja has always been responsive to our requests and did everything we can to make our arrival easier before the scheduled time. We highly recommend this place for visiting Siena.
Superhost
The image captures a serene seascape at twilight, featuring tranquil waters that reflect shades of pink and purple. Silhouetted cliffs frame the scene, creating a peaceful ambiance, while soft clouds scatter across the sky.
Condo in Monte Argentario
4.98 out of 5 average rating, 48 reviews

Amazing Tuscan beachfront apartment

HenriRating, 5 stars2 weeks ago
Very special location at the sea. House is beautiful. We realy enjoyed.
Guest favorite
Condo in Siena
4.75 out of 5 average rating, 110 reviews

Francesco's house

CamillaRating, 5 stars5 months ago
The accommodation is really very nice, clean, well-kept and with all the necessities you need. It is close to the center, with escalators it is about a 6-minute walk. Parking in front of the house is a bit busy but there is another parking lot next door, you can find a place to park. Francesco is a very kind and helpful person! Perfect for families or couples. I highly recommend it!
Guest favorite
A view down a charming stone staircase leads towards the waterfront, surrounded by colorful buildings. Lush greenery and vibrant flowers adorn the street, while glimpses of the marina and hills in the background highlight the historic architecture and coastal landscape.
Condo in Porto Santo Stefano
4.75 out of 5 average rating, 16 reviews

"Roofs and Sea 1 "

MarcoRating, 5 stars10 months ago
We had a very good time, very convenient and central location, wonderful view from the terrace, possibility to pay for parking at the same rate as residents, i.e. €2 per day. Ale was always very helpful and kind in everything we needed... highly recommended...
Superhost
A calm shoreline is framed by lush greenery, featuring clear waters gently lapping against smooth stones. A quaint building is nestled among the trees, with its warm tones contrasting with the surrounding natural landscape. The sky is bright and partly clouded, suggesting a tranquil atmosphere.
Condo in Monte Argentario
4.81 out of 5 average rating, 160 reviews

Apartment with Terrace Porto S. Stefano

NadiaRating, 5 stars4 weeks ago
Large apartment, well-furnished, clean.
Superhost
An outdoor dining area features a round wooden table with chairs, positioned in front of large open windows. The panoramic view showcases a marina with numerous boats, the sea in the distance, and a clear blue sky, creating a relaxing atmosphere.
Condo in San Vincenzo
4.81 out of 5 average rating, 27 reviews

"Prua" apartment in San Vincenzo

EmmaRating, 5 stars10 months ago
We had an amazing week at Arianna's apartment. Great area and close to everything, nice apartment and fantastic terrace! Arianna is very nice, always responded quickly and gave us several great tips on restaurants, places to visit and nice beaches. We hope to be able to come back soon!
Superhost
An outdoor dining area is presented with a long table surrounded by six black chairs. A bottle of wine and wine glasses are placed on the table. Lush greenery and a scenic view of the Tuscan countryside create a serene backdrop.
Condo in Torrita di Siena
5 out of 5 average rating, 3 reviews

Villa Falco-Cignella Resort Apartments in Tuscany

FeddeRating, 5 stars9 months ago
Great peaceful location. Staff is very friendly

Quick stats about vacation rentals that are smoking-friendly in Castiglione della Pescaia

  • Total rentals

    70 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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