
Vacation rentals with a pool in Santa Maria a Monte
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Santa Maria a Monte
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Santa Maria a Monte rentals with a pool
House rentals with a pool

Melody house dependance casa vacanze
“The small house with the fully fenced garden was perfect for our stay. Everything you need is furnished with care and convenience. Cinzia is an incredibly kind and helpful host. It goes above and beyond to make the stay as pleasant as possible and responds immediately to requests. We were particularly impressed by the well-stocked refrigerator with plenty of drinks and food. We spent 10 wonderful days there with our two dogs, who were very warmly welcomed. The Jacuzzi was always very clean and was regularly checked and cleaned by the host. Cinzia is always available when needed, but also respects the privacy of her guests. We felt completely comfortable and can highly recommend the house. ”It was very nice

Conte Martini House
Wonderful place to either lay back and enjoy the picturesque-postcard view from the comfort of your front yard or the pool (which was refreshingly cool in June), or to go further explore Tuscany locations within reach. The house was beautiful, clean and equipped with everything you could ask for, ie a quiet and air conditioned bedroom, kitchen with a gas stove, fridge and a wood fired bbq and a jacuzzi + comfy seating outside. Shops, restaurants and bars are all within walking distance, max 10 minutes. Andrea is a fantastic host who clearly cares about providing the best possible stay for her guests, which she did. Whenever we return to Tuscany, we will definitely make sure to stay here at Palaia again.

Serenella
Ilaria's home and garden make you feel like you are "Sitting on Top of the World". Like in the Walter Vinson and Lonnie Chatmon song. Time flew in Perpoli, like the swallows in the clear blue sky that embraced the mighty mountains at the horizon. The house is intimate, like the village whereas the garden is a never ending story. Ilaria is a super friendly host who was easy to communicate with and (together with her father's art) has given this place a piece of magic. No doubt we would love to come back

Podere Tignano, 4-bedroom villa in the Chianti!
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!

Paluffo Tower House
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.

Villino Isotta (exclusive private villa)
We were an extended family of eight. The accommodation can only be described as perfect for us. The views were amazing and it was just so peaceful. We enjoyed the pool and the short trips to many restaurants and surrounding villages. That said, we spent most mornings and evenings soaking up the views across the valley to Volterra and beautiful villages dotted on the hillside. Andrea takes huge pride in being accessible and instantaneously responsive. A pleasure to deal with. A small bar / cafe across the road took care of morning coffee’s and any gelato pangs. Thank you Andrea, you made our stay so very memorable. Our only disappointment was leaving!!

Lovely house in a scenic and paiceful location
We stayed at Maria’s home for a long family weekend with 6 adults. There is quality ac, 3 bathrooms and 3 good double beds. The private pool is very good with comfortable lounge chairs. Cooking easy in the fully equipped kitchen. Recommended!

Casolare Ceppeto di Casapieri - Italy, Pisa
Riccardo is the owner of the Airbnb who we dealt with from the day of our check in to the check out. Even with the language barrier, he could not be more helpful, polite and a general great person. Our family of eight plus a one year old felt at home. Him and his wife even cooked us a home cooked meal! After a long day of travelling, this was a good base to Ret and relax. Highly recommend!
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

Loggiato 3 apartment in Tuscany near Siena
We had a great stay in Francesca's agriturismo. beautiful place with breath taking views. the place was very clean and tidy and it had all we needed and much more. it was a good base for traveling the area. take a ride on the SP146 - you won't regret it! all in all this place is highly recommended! wish i would visit here again. Toscany is soo beautiful.

Adalberto Apartment inside the Manor of Fulignano
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

Cima alla Serra Farmhouse - "Leccino"
We had a couple of fantastic days up in the mountains at Cima alla Serra. We sat every night on the terrace and enjoyed the view and the tranquility, and during the day you could relax by the pool, which was fantastic. Giovanna and the staff on site were very helpful and we are so happy with our stay. Although it is relatively close to Pisa, you should have a car, which we were recommended. We hope to have the opportunity to come back again! Thanks for a couple of nice days :)

Casa Rebecca with a small private pool
Amazing place !! It really worth !

VILLA LE PERGOLE - Florence
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

La Casetta
Both Barbara and Andrea were very welcoming and forthcoming when we encountered a hitch in our travel plans. They are unusually friendly, and accommodating hosts. The house is a great base for exploring the surrounding area and is tastefully decorated. Highly recommended!

Poggiolieto Studio - on hills 10' from city center
We had a lovely a time at the property. It was exactly as described and had amazing views. The host was very welcoming and was exceptionally helpful. It is fairly easily to get to the city centre from the property. There are two fairly regular buses and we were able to use a maps app pretty successfully to predict travel times.
Home rentals with a private pool

Sole by Interhome
Incredible host. Incredible house. You feel like you are inside a postcard. The most beautiful views are all around you. We did not want to leave. Just breathtaking.

Tuscan Villa Featured Conde Nast Best Villas Italy
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!

Stone House with Exclusive Pool Codilungo in Chianti
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!

Aurora by Interhome
We had a lovely week at this place. In particular, the outdoor area was fantastic! Thank you and happy to come back!

Private Tuscan Villa, pool,Hot Tub, near Siena
Fabio’s house was absolutely wonderful! Janine was super helpful, and the place was so clean and comfortable. It fit our 2 large families easily! Thank you for letting us stay and relax and take in the gorgeous countryside!

Charming villa in the Chianti hills
We stayed in the villa for 3 weeks with my family (2 young kids) and it was absolutely perfect!!! Francesca was an incredible host, fantastic communication. The house itself was beautiful, clean and the pool was just magic. Close to Florence and all the wonderful towns nearby, we can’t recommend this place enough. Would stay again without hesitation.

La Gora by Interhome
This place is just the ticket for tranquility and peace, great family vacation it the middle of a motorcycle tour to the south. Giancarlo is the friendliest chap and very helpful. We had a day in the pool too which was cool only being the end of April. Over all a fantastic stay and will try and return and recommend to friends

Casa Luigi Suite with exclusive pool
We had an amazing stay here! The property is beautiful: great views, flowers and lemon/orange trees were blooming, and the pool was great plus super clean! The bnb was cozy with traditional Tuscany vibes. Giovanna and Luigi were amazing! Super friendly, loving, helpful, and funny 😁 highly recommended if you're looking for a peaceful country setting!
Quick stats about vacation rentals with a pool in Santa Maria a Monte
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
250 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Rentals with a fireplace Santa Maria a Monte
- Rentals with a patio Santa Maria a Monte
- Rentals with a washer and dryer Santa Maria a Monte
- Family-friendly rentals Santa Maria a Monte
- House rentals Santa Maria a Monte
- Pet-friendly rentals Santa Maria a Monte
- Apartment rentals Santa Maria a Monte
- Rentals with pools Province of Pisa
- Rentals with pools Tuscany
- Rentals with pools Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Gorgona
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Lago di Isola Santa
- Giardino Bardini
- Stadio Artemio Franchi
- Spiaggia della Marinella di San Terenzo
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Spiaggia Libera