Top 10 Airbnbs With Pool In Tuscany, Italy

Louise
Louise 
Published

Globe trotters exploring central Italy cannot miss a chance to swing by Tuscany. This Italian region boasts breathtaking landscapes, must-visit municipalities, and fine wine. If you’re a big fan of Diane Lane and wish to enjoy your own “Under The Tuscan Sun” moments, you’ll surely have the best time here. You can explore the beautiful town of Cortona, where the American romantic drama was shot, or breeze through more popular destinations, such as Florence and Pisa. From admiring the majestic Duomo in Siena to capturing breathtaking souvenir pictures with Leaning Tower of Pisa, exciting places and must-try activities await visitors. For a truly memorable holiday, stay in accommodation with a swimming pool and make the most of your leisure time. To get an idea of where to stay, browse through this list of the top Airbnbs with pool in Tuscany, Italy.

1. La Pietruzza, Chianni (from USD 187)

All members of the pack will love this self-catering cottage, equipped with two double beds, two single beds, a kitchen, and high-speed internet. If you’re arriving by car, you can securely park on site for free. The accommodation’s highlight is the exclusive outdoor pool, fronting olive and acacia trees on the terrace. The saltwater pool measures 10.5 m by 5 m (33 ft by 16.40 ft) in width and 1.4 m to 2.4 m (4.6 ft to 7.9 ft) in depth. A changing room and an outdoor shower can be found near the pool, so you can clean up before and after a swim. For guests’ convenience, beach towels are ready for use, as well.

For safety purposes, the pool is professionally tested and analyzed. No animals are allowed in the swimming pool.

La Pietruzza - The Private Chalet with a Soul -
Chianni, Toscana, Italy
71 reviews Superhost  Wifi Available
Entire cottage 4 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the beds linens and other furniture were very comfortable
the view from the pool area is just beautiful
the pool and sound system was great as the general outdoor space was fantastic
the kitchen was well equipped with everything we needed to make wonderful meals including an outdoor grill
the hammocks trampoline bikes table tennis pool grill and home all perfect
Cleanliness:
the house was very clean and well equipped
the pool was fantastic it's also very deep and very clean
nice clean light chalet and enormous garden with pool for your exclusive usage
the pool was beautiful and always clean
it was very clean the kitchen has everything you need and the property is very huge
Host:
your hosts are just perfect
i can highly recommend the place and the hosts
i highly recommend la pietruzza and getting to know its amazing owners
perhaps the most lovely airbnb we have ever stayed in from designer touches to fantastic hosts
such friendly and helpful people
Location:
beautiful property in stunning location
we had a lovely vacation at this place
a little small for 5 people but we are all close so this worked fine for us
la pietruzza is a very pleasant place in the heart of toscana
definitely a place worth exploring especially with nice weather
Read more reviews

2. Casa Luigi Suite, Tavarnelle Val di Pesa (from USD 252)

Old meets new in this gorgeous rental, which resonates with traditional Tuscan aesthetics and modern-day accents. From the exposed wooden beams to the fascinating wall art, this accommodation is curated with visually pleasing details. Apart from the design, the amenities are worth appreciating, as well. The fully furnished abode has WiFi, barbecue equipment, and a backyard fitted with a private pool.

The above-ground pool is surrounded by greenery and measures 10 m by 5 m (32.8 ft by 16.4 ft) in width and 1.40 m (4.6 ft) in depth. It is semi-fenced, comes with sun loungers, and offers breathtaking country views.

Suite Casa Luigi con piscina esclusiva
Tavarnelle Val di Pesa, Firenze, Italy
53 reviews Superhost  Wifi Available
Entire home 4 Beds 5 Guests 3 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
from the view to the private pool to the amazing interior
the pool and the views from there are simply awesome
great to have the swimming pool all to yourself (and giovanni conveniently provided large towels)
perfect for families great pool we will be back
Cleanliness:
the place was nice quiet stylish and very clean
Host:
giovanna makes you feel at home and is a great host
giovanna is a great host that will help you if you have any requests
giovanna is a great host tries to speak in english as much as possible
giovanna is such a lovely host and made everything possible to make us feel welcome and at home
definitely a super host
Location:
it is perfectly located for a quiet relaxed holiday set in a fabulous location in tuscany
a quiet place in the middle of tuscany but still close to many gorgeous places ans cities
i would recommend giovanna's place to anyone but especially cat lovers
the pool is a place to spend very relaxing sunny days
the place is a little paradise with a huge and well taken care of garden
Read more reviews

3. Beautiful treehouse with air-conditioning, Florence (from USD 252)

This Airbnb vacation rental offers tranquility and relaxation. Inspired by laidback treehouses, this elevated rustic retreat blends vintage and modern fittings. It sleeps guests in a cozy queen-size bed and provides them with air-conditioning for added comfort. While the well-furnished, WiFi-ready abode will surely impress you, the outdoor common area will excite you even more.

Vacationers have access to a dreamy shared space with a swimming pool as the main attraction. It nestles in a grassy yard, where your fur baby can roam around while you enjoy a swim. There are loungers surrounding the pool, in case you need a break from swimming.

Splendida Casa sull'Albero a Pochi Minuti da Firenze
Florence, Tuscany, Italy
607 reviews Superhost  Wifi Available
Entire home 3 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the air conditioning works but we asked for an additional fan to help circulate the air
there are also a communal pool and tennis court to enjoy as well
the location is beautiful and the pool amenities were perfect for relaxing
we visited during the europe heatwave so having a pool was a big bonus
the huge garden has many hidden places offering a pool day beds benches chaires etc
Cleanliness:
treehouse was clean and compact
i was impressed how clean the treehouse was
the place is very clean organized and it has everything you need
thank you teresa clean great accommodations super cute and romantic
Host:
great host and great place
she was very pleasant and helpful
elena was a very gracious host and the place is so romantic
the hosts are friendly and easy to get in touch with
elena and her family are wonderful hosts
Location:
the location is most breathtakingly beautiful
i definitely recommend this location for a unique getaway
the most beautiful location for a long weekend
only 15 minutes outside of florence it feels a world away so quiet and serene
you are close enough to florence to get there easily by taxi
Read more reviews

4. Fully furnished dwelling close to vineyards, Castellina In Chianti (from USD 124)

How would you like to spend your Tuscan holiday close to a scenic vineyard in Castellina In Chianti? Check out this gorgeous Airbnb with spectacular country scenery and tranquil surroundings, promising vacationers a relaxing stay. The two-bedroom abode is fully furnished, WiFi-ready, and pet-friendly. Plus, guests can enjoy a Pinterest-worthy outdoor pool, surrounded by lush greens and offering landscape views.

The pool is shared among guests and is only seasonally available (from early May to early November). You’ll find sunbeds by the pool, handy whenever you’re in the mood for a poolside reading session.

relax tra le vigne del chianti1-IlVillinoFarmhouse
Castellina In Chianti, Toscana, Italy
207 reviews Superhost  Wifi Available
Entire home 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
our apartment had a great view of the vineyard and tuscan sunset
newly renovated; complete kitchen with dishwasher ( ); excellent sheets and comforter
the place is amazing the pool area is very nice and the views are amazing
this place was incredible the apartment is very comfortable and has great views
it is as advertised: a charming apartment on a vineyard in the rolling hills of tuscany
Cleanliness:
very clean and welcoming
it is very clean and cozy
very spacious and very clean
the grounds are beautiful and the space was exceptionally clean and comfortable
excellent stay the apartment was clean and easy to find
Host:
the hosts are very helpful and accommodating we plan to return
all communications with the hosts were prompt and clear
aurelia was kind lovely and a great caretaker of the property as well as host
aurelia is very friendly and instantly made us feel welcome
host were very sweet and even gave us a bottle of wine when we arrived great experience
Location:
the location is an easy drive from the center of town and also from florence
great place in a lovely location - just outside castellino in chianti overlooking rolling tuscan hills
a charming apartment in a gorgeous location for an amazing value
it was such a beautiful location
it is close to nearby towns and is a beautiful property
Read more reviews

5. Charming hayloft with a hot tub, Greve in Chianti (from USD 87)

Perched atop one of the Chanti Hills, this Airbnb vacation rental offers breathtaking landscape views. Apart from the scenery, the charming stone house delights travelers with a functional kitchen, a cozy queen-size bed, and WiFi. Since it is pet-friendly, your fur baby is welcome to tag along.

From the end of April to the end of October, the salt-filtered outdoor pool, with a solar thermal shower and lighting system, is accessible to vacationers. It measures 11 m by 6 m (36 ft by 19.7 ft) in width and 1.6 m (5.2 ft) in depth. Decorated with sun beds and umbrellas and offering beautiful views, the pool area is a relaxing place to be even when you’re not looking to swim.

Old hayloft on the Chianti hills
Greve in Chianti, Firenze, Italy
202 reviews Superhost  Wifi Available
Farm stay 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
what a place stunning views great hospitality gorgeous grounds and apartment
the apartment is incredibly comfortable and spacious with a full kitchen patio to eat and a great shower
we has a fireplace in our unit with made it all very romantic and cozy
the area is gorgeous and the hayloft is very comfortable and cozy
we stayed in the "apartment giovanni" and it was the perfect place for us
Cleanliness:
it was clean and comfortable
everything is clean and well equipped for a short visit
the space was comfortable and clean
the appartment itself was perfectly clean a was better then we expected
Host:
the host so passionately hospitable
gianvani is kind and friendly man
giovanni is an amazing host
giovanni was an amazing host
giovanni is the perfect host
Location:
beautiful location amongst olive trees and grape vines
wish we can visit this place again soon in near future thanks giovanni for an amazing stay
the location was breathtaking as was chianti's wine
had an amazing stay the cabin is located at such a beautiful location surrounded by vineyards all around
it's a beautiful villa in a great location
Read more reviews

6. Bright abode with an equipped kitchen, Sorana (from USD 86)

If the dreamy town of Sorano is your ideal destination for your Tuscan holiday, you may consider this bright and cozy Airbnb. It is drenched in white, accentuated with beautiful rustic details and modern home decors. An equipped kitchen, a wood burner, and WiFi are some of the many convenient amenities ready for you.

The best part? An outdoor pool, with olive trees for a backdrop, is available for your use. It lights up at night, offering a truly magical experience under the starry skies.

Tuscan Nature Views From Casa Gave
Sorana, Toscana, Italy
172 reviews Superhost  Wifi Available
Entire home 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
this cozy apartment was by far the best air bnb we have stayed in
extremely comfortable bed fully equipped kitchen great shower
the place was very lovely and cozy full of charme
everything is available in the flat like for cooking and making breakfast the kitchen is fully equipped
we also really enjoyed the fireplace so cozy
Cleanliness:
sparking clean and thoughtfully designed
it was super clean and super cozy
it was very quite charming clean and romantic
it is impeccably clean stylish and modern while fitting perfectly with the countryside
the surrounding views are amazing and the house was so clean and well decorated and supplied
Host:
the hosts were really nice and took care of everything
very friendly and accommodating hosts
elisa and her family are wonderful hosts very caring and courteous
elisa and her family were very welcoming and kind
we were greeted and treated very friendly and lovely by elisa
Location:
loved the location and privacy
a perfect getaway location
beautiful apartment and quiet location
the location is amazing close to firenze lucca pisa and even the sea
the apartment is wonderful furnished and the location is marvelous
Read more reviews

7. Characterful stone house with WiFi, Montescudaio (from USD 123)

You can book this traditional Tuscan villa with a bright and sunny interior design for a minimum of two nights. Here, you are free to enjoy great facilities, from an equipped kitchen to WiFi access. On cold days, lounge in the tranquil living area while basking in the warmth from the fireplace.

On a fine summer day, a refreshing soak in the private outdoor pool might just feel perfect. The pool is strategically set outside, inviting patrons to enjoy a swim under the starry skies and surrounded by greenery.

Open space immerso nella natura
Montescudaio, Toscana, Italy
56 reviews Superhost  Wifi Available
Entire home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
the house was beautiful clean fully equipped and comfortable
gigliola's house was beautifully decorated cozy and very clean
Host:
such a lovely place and very nice owners
we received warm welcome and lot of help from the hosts
Location:
the house is in the middle of a forest perfect place to have a rest
the house of giglio is very nice quiet and peaceful
Read more reviews

8. Family-friendly country house, La Presura (from USD 147)

Make the most of your visit by staying in this cozy country house, suitable for small groups. An extra single bed can be accommodated for an additional fee. The two-bedroom property nestles in an organic farm, offering peace, quiet, and breathtaking scenery. An equipped kitchen, air-conditioning, and WiFi are also available. Towels and toiletries are provided to guests for added convenience.

Groups with toddlers can request a cot and high chair. Children’s books and toys are also offered here. Holidayers can find an on-site pool, which they can access freely (depending on availability). The seasonal facility is operational from April to October. The pool is unheated and lined by chic white loungers with umbrellas, making it a picture-perfect spot to take your Instagram selfies.

Country house 9 kms to Florence-3+2
La Presura, Tuscany, Italy
138 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the great advantage was the air conditioning
very nice pool area corresponds with the photoes
la presura was a gorgeous property the pool was our favorite part with views of the surrounding valleys
the pool was gorgeous wifi worked great everyone was very friendly and helpful
nice place in the chianti hills with a charming pool and a great view
Cleanliness:
beautiful place big space clean quiet
the room was very clean and comfortable
the apartment was fantastic very clean and comfortable
the area was clean and the entire property was very well-maintained
there is also a nice and clean pool for relaxing in the afternoon
Host:
the host is welcoming
the staff was wonderful
the host is always the to help
the receptionist was extremely sweet and helpful whenever we had questions
our host was fantastic at communicating and offered to help us get a rental car
Location:
ideal location for exploring the rest of tuscany near the auto route
federico's place was the perfect location for us
great location to a michelin star restaurant and neighboring towns
what an incredible experience the location is perfectly situated between the beautiful countryside as the city of florence
la presura is a wonderful location in the countryside outside of florence
Read more reviews

9. Tuscan-style apartment with barbecue equipment, Gavignano (from USD 71)

Will a swimming pool complete your dream Italian holiday? If so, this cozy Airbnb for two will suit you well. The Tuscan-style apartment grants vacationers access to a beautiful outdoor pool surrounded by rich vegetation. The pool area is semi-fenced and furnished with sunbeds for those lazy afternoon reads. Vineyard views are the property’s best accessory. These vineyards can also be explored by guests.

Additionally, you can expect WiFi, barbecue equipment, and a pet-friendly policy on this property.

holidays with swimming pool in Tuscany
188 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it wasn't a big deal because the view pool garden and patio make this place amazing
the pool was amazing and the views of the tuscan hills were breath taking
lovely apartment with a wonderful view over the tuscan hills
we jumped into the big pool and enjoyed the beautiful view
we felt very comfortable we cooked a tasty dinner and enjoyed the sunset at the pool terrace
Cleanliness:
the place was really clean
it was clean comfortable and wonderfully rustic
our apartment was very clean and had everything our hearts desired
clean space with many amenities
the apartment was clean the yards are well kept and everything was wonderful
Host:
very friendly hosts make you feeling at home and being part of the family
maritza and elisa were great hosts and vere welcoming
elisa is a perfect host who has a lot of attention for her guests
great host great family lovely place
you can't have better hosts than this wonderful family
Location:
exceptional value and beautiful location couldn't ask for better location
amazing location and great local tips
magnificent place very beautiful location and view
great central location to florence siena and all the great wineries in the area
great location with short drive to monterigiano san gimignano siena etc
Read more reviews

10. Casa Vinaria, San Martino In Freddana-monsagr (from USD 139)

If comfort, tranquility, and privacy are your top priorities for your Tuscan holiday, this accommodation is the perfect home away from home for you. Secluded in an idyllic country location, the fenced Casa Vinaria welcomes four guests as well as fur babies. A kitchen, WiFi, and parking space are all available here.

The cherry on top is the modest-size rectangular outdoor pool set in the beautiful garden, to which you’ll have exclusive access throughout your stay. It measures 4.60 m by 2.60 m (15.1 ft by 8.5 ft), and it is available from April to October. Pool towels are ready for guests, so you can pack light.

Lucca-Tuscany with private pool at exclusive use!
San Martino In Freddana-monsagr, Toscana, Italy
23 reviews Superhost  Wifi Available
Entire home 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
lovely rustic 'nest' for two in a beautiful setting with exclusive use of a private pool
we had a lovely relaxing week and the pool made the stay
friendly host great view and great terrace with private pool
Cleanliness:
swimming pool and the area were very clean and equipped
Host:
good facilities and welcoming host
the host is very friendly responsive and cooperative (before and during the stay)
also a very friendly extra with a welcome basket and croissants
contact with mimicha was very good and friendly
Location:
what a great place to get away to relax
an ideal relaxing place for two people
the area is great and lucca is very close
loved the place and hope to come back again soon
i small place ideal for a couple nice kitchen living area bathroom small shower and nice bedroom
Read more reviews

Fall in love with Tuscany's dreamy countryside

Tuscany is a gorgeous region with plenty to offer tourists, from iconic cities to tranquil country destinations. For a more memorable visit, be sure to choose the best accommodation for you. You can refer to this list of the best Airbnbs with pools in Tuscany to find where you can stay.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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