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Holiday rentals with a pool in Metropolitan City of Florence

Find and book unique homes with a pool on Airbnb

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Popular amenities for Metropolitan City of Florence rentals with a pool

House rentals with a pool

Guest favourite
Home in Pistoia
4.92 out of 5 average rating, 132 reviews

dependance in villa Toscana

DustinRating, 5 stars3 days ago
My wife and I stayed at Marco’s for a week for our honeymoon. We both loved it. Pool was beautiful and peaceful. The property is fantastic the pictures don’t do it justice. As amazing as it looks in the photos it is 1000 times better in person. The front gate made everything feel so secure. Walking up the steps to the guest house we were hit with a nice floral smell with all the daisies growing everywhere. Such a peaceful and beautiful property. The view was stunning looking over the mountains. The place was perfect. The kitchen was everything we needed and more, the pull out couch allowed us to relax and watch tv at the end of the night. The patios were perfect for coffees and meals. And the bed was nice and comfortable. Marco left a flower pedal heart on the bed for us which was a nice personal touch. We met his parents (who stay in the main house) they were very kind and gave us our privacy. There was lots of information about the area and things to do. Wish we stayed longer
Guest favourite
Home in Florence
5 out of 5 average rating, 12 reviews

The Limonaia della Torretta

GregoryRating, 5 stars2 weeks ago
A quiet, impeccably furnished heaven. Every need provided for, slept tremendously in the quiet, loved the tiny village two shops and the backyard an oasis from a busy life. Thank you Leonardo. We cannot wait to return.
Guest favourite
Home in San Miniato
4.92 out of 5 average rating, 133 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars6 days ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 262 reviews

Charming estate with views

StefanRating, 5 stars3 days ago
We had wonderful holidays in the middle of the vineyards of Tuscany. Bernadino is a very pleasant, unobtrusive and attentive host.
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 71 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars6 days ago
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!
Superhost
Home in Florence
4.84 out of 5 average rating, 264 reviews

Old barn The Nepitella

ErinRating, 5 stars2 weeks ago
We loved our stay at Michaela’s house. The views were beautiful and it was a nice and relaxing atmosphere. Great location, very short walk to the town or easy bus ride into the center of Florence. We will definitely be back!
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 107 reviews

The Owl: view, pool and garden

StephenRating, 5 stars1 month ago
We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki
Guest favourite
Home in Certaldo
4.91 out of 5 average rating, 129 reviews

Paluffo Stillo House

LisaRating, 5 stars1 month ago
Il Paluffo was a beautiful place in the Tuscan hills. Stilla, our accommodation, was relaxing and provided most everything we needed. The views were amazing and the staff friendly. The highlight of our stay was the cooking class with Monica. She was a burst of energy and patient as she guided us through a 4-course meal. It was absolutely delicious and plentiful. I would stay a Il Paluffo again and recommend to anyone.

Apartment rentals with a pool

Superhost
Apartment in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars1 day ago
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.
Top guest favourite
Apartment in Scandicci
5 out of 5 average rating, 83 reviews

Romantic Apartment with Pool in Chianti

ChintanRating, 5 stars3 days ago
a charming little studio in the heart of Tuscany. great pool, beautiful skyline view of Florence and responsive + helpful host. if you're not too fussed about staying in the crowded city centre, this little gem will welcome you with open arms, green grass, blue sky and Tuscan trees galore. Also free parking! so just come with a car and you'll be at ease to go around.
Guest favourite
Apartment in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Leccio
4.99 out of 5 average rating, 70 reviews

Villa La Loggia 1.0

DavidRating, 5 starstoday
This place is absolutely perfect. It is probably one of the biggest Airbnb places I have ever stayed for the money. Everything was clean. Everything was perfect. Very quaint little town. Very quiet at night. The bed in the master bedroom was absolutely one of the most comfortable beds I have ever slept on. If you come to this area, please check out this property. You will not be disappointed.
Guest favourite
Apartment in San Gersolè-Torre Rosse
4.92 out of 5 average rating, 52 reviews

Torre Rossa - Giotto with private patio

CatherineRating, 5 stars3 weeks ago
We have just returned from a great holiday in Tuscany. Our first visit to the area. Eleanors place was as described, was clean and comfortable and has been the perfect base for what we had planned, visiting Florence, Sienna and other villages in the area. We hired a car from the airport and the directions to the property were good. We had good communication with Eleanor from booking to arrival and during our stay. The property is sitiated within a family owned olive grove with lovely views from the estate over Florence and the surrounding area. We would recommend this property to family and friends. Thank you
Top guest favourite
Apartment in San Casciano In Val di Pesa
5 out of 5 average rating, 24 reviews

Mimosa Apartment

StephanieRating, 5 stars5 days ago
We had a really great time here! The location is absolutely beautiful and very peaceful. The Airbnb itself is clean, stylish, and well-maintained. The pool is definitely a highlight—such a lovely spot to relax. One downside was not being allowed to eat or drink by the pool, which meant walking up and down the hill every time we wanted a snack or drink. A bit more leniency on that rule would definitely improve the experience. That said, the host Luca was incredibly responsive and helpful. He and his son made sure we had everything we needed throughout our stay. Overall, it's a wonderful place, and we highly recommend it. Thank you, Luca!
Guest favourite
Apartment in Figline Valdarno
4.87 out of 5 average rating, 53 reviews

Agriturismo Casavecchia, l'Olivo

ShannonRating, 5 stars2 weeks ago
This place is such a gem! The hosts work hard to make sure your stay is very comfortable. Someone is at reception most of the time to answer questions or help with recommendations! The room we stayed in (Olivo) was perfect. It had a small kitchen with beautiful views and the nature of the building is "Tuscany Picture Perfect" You definitely need a vehicle to Get around unless you plan on taking a taxi and staying at the location (which is very doable since they have a restaurant and serve you breakfast every morning) The pool is beautiful with picture perfect hills of Tuscany while you swim! They have a small playground and a large yard with tables where you can sip wine or have a picnic! The bed was very comfortable and our stay here was very relaxing! The restaurant had such an amazing food as well! 10/10 would recommend!
Guest favourite
Apartment in Sesto Fiorentino
4.95 out of 5 average rating, 99 reviews

Ginestra: Private Pool Overlooking Florence

TaeRating, 5 stars8 months ago
Amazing home with a stunning view of Florence. Raffaella provided clear instructions on how to get to her house and even left us taped notes at the entrance so we wouldn't get lost on our arrival day. We stayed a total of 9 nights with two adults and two kids under ten and enjoyed every minute of it—the private pool, the stunning view, and the private backyard were all more than we asked for. Highly recommend.

Home rentals with a private pool

Guest favourite
Home in San Casciano Val di Pesa
5 out of 5 average rating, 5 reviews

Sole by Interhome

MarkRating, 5 stars3 days ago
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.
Home in San Casciano V.Pesa (FI)
4.84 out of 5 average rating, 25 reviews

Ambrogetta by Interhome.

SoniaRating, 5 stars2 weeks ago
Our stay unfortunately ends tomorrow and it was beyond our expectations🙏🏻 The Villa was exceptional, clean, cozy with spectacular views of the Chianti Plains❤️ The Villa, the pool, the flowers, the plants, the nature that surrounded us, allowed us to enjoy our vacation far beyond everything we could have imagined! Our host ,Signore Boncorso , made our stay unforgettable thanks to their exceptional welcome and valuable advice! Grazie mille! A perfect score! 5 stars xxxxx A 5 Stars ⭐️⭐️⭐️⭐️⭐️ and more!
Guest favourite
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars1 month 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 favourite
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 191 reviews

Stone House with Exclusive Pool Codilungo in Chianti

ShoshiRating, 5 stars4 weeks ago
What a wonderful place! It’s hard to say whether the interior or exterior is more beautiful, both are absolutely stunning. The house is perfectly decorated and spotlessly clean. We enjoyed postcard-worthy views of Tuscany from the garden and loved the romantic design of the rooms. Our vacation was both fun and relaxing, thanks in large part to Giovanni, Emanuela’s son, who warmly welcomed us and assisted with everything we needed, including reserving a dinner table for us each night. Upon arrival, we were greeted with a thoughtful selection of treats such as milk, eggs, juice, beer, bread, local olive oil, Chianty Reserve wine, coffee, water etc. We even received homemade Italian cookies for Mother’s Day, a kind gesture from Giovanni that made us feel truly welcome. Usually, we stop at a market before check-in, but here we didn’t need a thing. They truly thought of everything. This place sets the bar high! Don’t miss dinner at Tricco, just a 3-minute drive away in the historic center.
Guest favourite
Home in Serravalle Pistoiese
5 out of 5 average rating, 21 reviews

Nicoletta by Interhome

EabhaRating, 5 stars1 week ago
Beautiful palazzo, even better than the pictures. Very spacious with multiple bathrooms. Everything clean and ever amenity you could think of. Very friendly and flexible hosts who provided us with water to use wine we could drink and olive oil we could buy. Could not recommend enough.
Home in Castelfiorentino
5 out of 5 average rating, 3 reviews

Tassinaia by Interhome

LouiseRating, 5 stars2 weeks ago
This is a wonderful setting: absolutely beautiful gardens full of roses (in May), stunning views, lots of sunny terraces and places to sit, and a lovely pool. The house itself is very well-equipped, and attractively furnished with antiques, and comfortable beds. The kitchen has everything you could need. There are great places in easy reach, including Certaldo (take the funicular up, and we recommend the Fonte Antica restaurant), San Gimignano with its towers and allegedly the best ice cream in the world, and Colle Val d'Elsa. There is good train access from Castelfiorentino station to Siena, Florence. Arianna our host was very welcoming and helpful, and lives nearby for any queries. If en suite bathrooms are your thing (we don't particularly care), you might find the arrangements of bedrooms and bathrooms a bit unusual; only the room with two single beds is truly en suite, and the bedrooms in the basement share a bathroom with no door between the two bedrooms. But not a problem for us
Top guest favourite
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 46 reviews

Charming villa in the Chianti hills

WilliamRating, 5 stars3 weeks ago
Idyllic. Beautiful place to recharge while being in easy reach of Florence and Sienna. After reading the previous review I was concerned it would be all that private. However, it was totally private. Francesca’s home is detached from the house and the outdoor areas (pool, dining and bbq) are screened by the buildings.
Guest favourite
Villa in Pian di SCO
5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

LizRating, 5 stars8 months ago
Stunning home in the middle of a lovely vineyard (Probably one of the best homes on AirBnB). It's even more beautiful in person - full of art, thoughtful design/luxury finishes, and Tuscan charm. Highly reccomend!!

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