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House vacation rentals in Casale Marittimo

Find and book unique houses on Airbnb

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Popular amenities for Casale Marittimo house rentals

House rentals with a pool

Guest favorite
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 93 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars2 months ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Guest favorite
Home in Castellina in Chianti
4.98 out of 5 average rating, 99 reviews

Explore Chianti from a Charming Stone House

ShelbyRating, 5 stars1 week ago
Best part of our Italy trip! We loved our stay at Casa Marinella, and Monica has thought of every detail to make for a wonderful and peaceful vacation! Relax by the pool and enjoy breathtaking views. Be sure to stop by Gelateria di Castellina for a scoop of cremino gelato and try the fiorentina steak at Osteria La Sosta di Pio VII.
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars1 month ago
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.
Guest favorite
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 65 reviews

Countryhometuscany - House with Garden -

GabrielleRating, 5 stars2 weeks ago
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.
Top guest favorite
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Collina Power

DeanRating, 5 stars4 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Guest favorite
Home in Fibbiano
4.96 out of 5 average rating, 149 reviews

House in Tuscany with pool

RobertRating, 5 stars3 weeks ago
Cristina is the perfect host and the house is beautiful. The surroundings are amazing and the views......wow! All through the booking and our stay there Cristina was swift to answer any questions we had and also was happy to offer suggestions on places to go and where to eat. We had a perfect week there and I wouldn't hesitate to go back or to recommend her place to anyone else. Cristina and her sister met us at the house and showed us round, clearly pointing out all the relevant bits that we would need to know. Thank you so much for making our week in Italy so special and enjoyable......we are already looking to come back!
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Guest favorite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 69 reviews

Chianti House Stunning view 20 min. from Florence

ThompsonRating, 5 stars4 days ago
Tommaso was very responsive and fantastic! Check in was a breeze. The pool was great. Overall, it was a great stay for our trip in Tuscany!

Weekly house rentals

Top guest favorite
Home in Lucca
5 out of 5 average rating, 15 reviews

Elegant ancient villa Lucca

LeahRating, 5 stars1 month ago
From the moment we were greeted by Isabella, Massimo and their son, to the moment we said goodbye we felt right at home. The house is well located. It was nice to leave the hustle of the old city and retreat to the expansive peaceful terrace of the house for an “aperitivo” before dinner. The beds were comfortable and we all slept well after long days of touring. One of our favorite things was collecting water from the town spring, which was just a few doors away.
Top guest favorite
Home in Montecatini Alto
5 out of 5 average rating, 33 reviews

Montecatini Alto Art View

GarethRating, 5 stars6 days ago
We loved staying in Carolina’s house in Montecatini Alto. It was a lovely welcoming place to wake up in and return to at the end of the day. The view from the windows and the patio is extraordinary and sitting out enjoying it was one of the best parts of the holiday. The house had all we needed. Carolina was a wonderful host; friendly, quick to reply and extremely helpful. The village is a lovely quiet place to stay and we wouldn’t look anywhere else if we return to the area.
Superhost
Home in Gambassi Terme
4.85 out of 5 average rating, 27 reviews

Finest country house. 3 bed rooms and shared pool

HelenRating, 5 stars10 months ago
Enjoyable stay. Close to many beautiful towns.
Top guest favorite
Home in San Gimignano
4.98 out of 5 average rating, 41 reviews

Tuscany:Stone house, private pool and garden

MarceloRating, 5 stars1 week ago
This house is the perfect place for two families traveling together. It’s incredibly cozy, thoughtfully designed, and fully equipped with amenities that let you truly enjoy the beauty of the Tuscan countryside. From the moment we arrived, we felt at home. The hosts went above and beyond — welcoming us with fresh fruit, traditional sweets, bottled water, coffee, milk, and a selection of Tuscan wines, which we truly appreciated. They also provided high-quality Italian hygiene products, which added a thoughtful and luxurious touch to our stay. One of the highlights for us was the host’s responsiveness. Communication was always fast, helpful, and friendly — a detail that made a big difference. We didn’t get a chance to use the private pool due to our tight schedule, but the property still gave us a real sense of independence, comfort, and safety. I 100% recommend this property. It’s a peaceful, beautiful place — perfect for relaxing, connecting with nature, and creating memories
Guest favorite
Home in Greve in Chianti
5 out of 5 average rating, 61 reviews

La Loggia – Casine al Sole

PeterRating, 5 stars1 month ago
Spontaneously booked. And can easily arrange everything necessary at short notice. Federico is calmly communicative and can refine the stay with good recommendations. The location is special. The place has a good effect on the body and mind. WeiläuAbout but not far for shopping or restaurants. A beautiful pool. Tasteful spaces. Wifi junckies could sometimes hate something with the net, but the overall picture is not diminished. Everything else necessary is on site or will be promptly provided by Federico. A wonderful starting point for Visit in Florence or Chianti. Lots of rustic trattorias,winemakers and olive farmers nearby.
Top guest favorite
Home in Cecina
5 out of 5 average rating, 15 reviews

Villetta Rio surrounded by greenery

MichaelRating, 5 stars1 month ago
Letizia was already waiting for us at the gate and gave us a warm welcome, she showed us around the house and left a present. Fresh selfmade olive oil and apricot jam! Letizia is a wonderful host and responds very quickly to questions (with W-app). The location is about 10 minutes drive away from the beach and the wonderful inland of Toscane (and lots of restaurants).
Top guest favorite
Home in Provincia di Livorno
5 out of 5 average rating, 20 reviews

Dalu Home

JessicaRating, 5 stars3 weeks ago
Staying in this apartment was wonderful. My boyfriend and I spent two nights immersed in the Tuscan countryside in a small cozy apartment, very clean and equipped with everything you need. The garden is beautiful, full of fruit trees and sweet cats that enrich the living room. We will soon return to visit Sheila in her lovely country home.
Top guest favorite
Home in Monteroni d'Arbia
5 out of 5 average rating, 14 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars6 days ago
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.

Private house rentals

Guest favorite
Home in Fiesole
4.97 out of 5 average rating, 32 reviews

Scenic country house with large pool near Florence

ChristopherRating, 5 stars1 month ago
Absolute Perfection in Fiesole!** Michael’s villa in Fiesole is nothing short of spectacular. From the moment we arrived, we were mesmerized by the breathtaking views of the Tuscan countryside and Florence in the distance. The location is ideal—peaceful, romantic, and just a short drive from the heart of Florence, making it the perfect blend of serenity and convenience. The villa itself is stunning—spacious, elegantly decorated, and equipped with every amenity you could need. The outdoor terrace was our favorite spot, where we enjoyed morning coffee with panoramic views and evening wine under the stars. The lush gardens and private pool added an extra touch of luxury to our stay. Michael was an exceptional host—attentive, welcoming, and full of great local recommendations. His hospitality truly made our experience unforgettable. If you’re looking for a dreamy Tuscan escape with world-class scenery, impeccable style, and top-notch service, this is the place. We can’t wait to
Superhost
Home in Capannori
4.9 out of 5 average rating, 30 reviews

THE TUSCAN HOUSE

ScottRating, 5 stars1 month ago
A truly wonderful place to stay. The only sounds you’ll hear is the singing of the birds. Extremely clean and stocked with everything you will need. The property is beautiful and the pool is a fantastic way to end your day of exploring. We highly recommend. We know you won’t be disappointed.
Superhost
Home in Buonconvento
4.88 out of 5 average rating, 17 reviews

Il Fienile - Pool Villa with 4 Bdrs and Sauna

SadieRating, 5 stars4 days ago
This place is a dream! Everything is stunning. I loved every room and every view. Everything is thoughtfully put together with comforts like an ice machine and AC on when you arrive. The staff are friendly and go above and beyond. I loved the wine available for purchase. Pietro was a great communicator and helpful with fabulous suggestions and support. I would come back in a heartbeat.
Top guest favorite
Home in Palaia
4.98 out of 5 average rating, 45 reviews

Conte Martini House

BoydRating, 5 stars3 days ago
Andrea en Simone, Are very welcoming, the location is a smal walk but with good directions easy to find. Palaia and the accommodation has amazed us, with a amazing home away from home. Great facilities, terrace, jacuzzi, pool, and not to forget amazing views. As a base to explore there is alot of interesting places to go to witin a hour drive. big cities, smaller towns, wineries, and with a tiny bit extra travelling time the sea. We had a great stay with our friends and made some great memories. would recommend the accommodation, as well as the hosts, and would definitely stay again. Kind Regards, Boyd and Naomi
Top guest favorite
Home in Volterra
4.98 out of 5 average rating, 56 reviews

CountryHouse immersed in woodland

AmirRating, 5 stars2 months ago
One of the best Airbnbs we stayed in with absolutely the best host we have ever met! Antonio was amazing. Before our arrival, he provided clear instructions and suggested to help for a smooth check in. He always made sure that we have what we need for a perfect stay, and even spoiled us with a few complementary wine and chocolate. Now, the place is amazing. From the balcony you get the best views in the region, surrounded by trees and immersed by the sound of birds around you. Truly pleasant, relaxing and restoring vacation. The house is fully equipped with EVERYTHING you need, very well maintained, and super clean. We didn't want to leave, and can't wait to get back again!
Top guest favorite
Home in Vinci
5 out of 5 average rating, 81 reviews

Villa Vestra in Vinci holiday home

Laura And ArnRating, 5 stars1 day ago
My husband and I had the great pleasure of spending 8 days at this beautiful Airbnb. Truly, this is the best Airbnb we've ever stayed in, and we travel a lot! With big intentions to explore the Tuscan area we essentially did nothing and stayed put. Why? It's just that beautiful. The view is spectacular, and the accommodations are very comfortable. The hosts have provided everything you need for a deep relaxing holiday. Of course if you choose to explore, there is much to see and do in the local area. We'll save all of our exploring for next time! Thank you Sylvia and Julio for a magic vacation.
Guest favorite
Home in Castiglioncello
4.89 out of 5 average rating, 57 reviews

Casa Le Forbici. Private access to the sea

ScottRating, 5 stars1 month ago
we absolutely loved our stay… just as described and more… close to Florence and other spots… what a view!!! Hopefully be back!
Guest favorite
Home in Polveroni
5 out of 5 average rating, 26 reviews

Casa RiVa - Among olive trees and the Tuscan coast

ChristinaRating, 5 stars3 weeks ago
We had a wonderful stay at your beautiful home! The area is very quiet and the property is completely fenced, which makes it ideal for our dog. The house is perfectly equipped and very clean. We loved spending evenings on the spacious terrace and in the lounge. The free charging station for our electric car was a really generous and practical extra. Francesco and his family were incredibly attentive and friendly. You can immediately feel the warm atmosphere and your hospitality. I highly recommend your home and you as a Host. Thank you so much for everything.

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