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House vacation rentals in Cavallina

Find and book unique houses on Airbnb

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Popular amenities for Cavallina house rentals

House rentals with a pool

Guest favorite
A stone house with a rustic charm is enveloped by lush greenery and blooming wisteria. Large windows and a distinctive arched window enhance the facade, while vibrant plants add warmth to the exterior. The surrounding landscape features rolling hills in the distance under a partly cloudy sky.
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
Guest favorite
A serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
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!
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars3 weeks 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
A serene outdoor seating area features white iron chairs adorned with floral cushions, set against a rustic stone wall. A nearby tree provides shade, surrounded by greenery and a view of the countryside, creating a peaceful spot for relaxation.
Home in Galluzzo
4.84 out of 5 average rating, 266 reviews

Old barn The Nepitella

BartRating, 5 stars2 weeks ago
We had a very nice stay. We recommend this place.
Superhost
A stone pathway leads to a charming rustic building, surrounded by greenery and blooming flowers. To the side, a flat stone table under a large tree provides a serene outdoor space, inviting relaxation amidst nature.
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!
Superhost
A shared swimming pool is set amidst lush greenery, surrounded by tall trees and flourishing plants. The rectangular pool features a clean and clear water surface, inviting relaxation in a serene outdoor environment.
Home in Vaiano
4.73 out of 5 average rating, 81 reviews

VILLA ORGANI 'the Daisy Cottage'

MorganRating, 5 stars2 weeks ago
We had a wonderful stay. Everything was perfect. Carolina and her mother were most helpful and assisted when we had questions. We found the property so peaceful and beautiful. 10/10 stay. The breakfast was wonderful every morning. Thank you! Would recommend renting a car for this property!
Superhost
Home in Sesto Fiorentino
5 out of 5 average rating, 4 reviews

Villa Laura

FilippoRating, 5 stars1 month ago
We had a wonderful stay at this villa! The house is super equipped for cooking, with everything you need available. The outdoor spaces are beautiful: lots of well-kept greenery, ideal for relaxing. The rooms are spacious and comfortable, and the area is very quiet, great for unwinding. The view is magnificent and the pool was perfect! Check-in was simple and communication with the host was impeccable: always available and friendly. Great value for money! Highly recommended

Weekly house rentals

Top guest favorite
A bright sitting area features floral-patterned sofas arranged around a wooden coffee table. A decorative fireplace is centered against the wall, accompanied by built-in shelves displaying various items. Natural light enters through large windows, enhancing the soft color palette of the room.
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
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi
5 out of 5 average rating, 51 reviews

Villa Podere Cerretino

Emma KamperRating, 5 stars3 weeks ago
Fabulous place in amazing surroundings. The pool area is wonderful and the garden beautiful. We had an amazing time and enjoyed the entire place - especially the outdoor pizza oven. Nicola was very helpful and fast in his responses.
Top guest favorite
An outdoor seating area features four wooden chairs arranged around a central table. The view highlights rolling hills and lush greenery, with mountains visible in the distance under a clear blue sky.
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.
Guest favorite
A wooden table is positioned in a softly lit room featuring a chair beside it. Decorative ceramic plates are arranged on the wall, adding a touch of color. Natural light filters through a window with a simple covering, creating a calm atmosphere.
Home in Monzuno
4.91 out of 5 average rating, 130 reviews

House with a view of nature_ 2

KarlRating, 5 stars2 weeks ago
We ended up in an oasis of peace. A conscious choice we made. Small but nice, equipped with all the basic amenities. As a base for visits to Florence (from the village by train) and Bologna this was perfect. The beautiful sunsets remain forever etched on our retinas.
Top guest favorite
The entrance of the property is framed by lush greenery and flowering plants, featuring a wrought iron gate that opens to a gravel pathway. A charming yellow exterior with green shutters is visible through the surrounding foliage, inviting guests into the serene environment.
Home in Centro Storico
4.98 out of 5 average rating, 82 reviews

Villa Porta Romana-Family CountryHouse in Florence

JennyRating, 5 stars1 month ago
Our family of four loved this home. Here’s what felt extra luxurious to us: a separate wing for the 22 yr old, 3 bathrooms, high quality bed linen and towels, ability to do laundry and cook, wine and goodies on arrival, and a beautiful and serene park view. Birdsong in the morning, fireflies in the evening, pure magic.
Guest favorite
A traditional stone house with a sloped roof features wooden shutters and a central door. An awning provides shade over a dining table set on a well-maintained lawn. Surrounding flowers and greenery create a peaceful outdoor setting, reflecting a serene countryside ambiance.
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
A charming stone pathway leads up to a rustic Tuscan villa, surrounded by lush greenery and illumination at dusk. Steps are positioned beside well-maintained landscaping, featuring terracotta pots and carefully pruned plants, enhancing the welcoming entrance.
Home in Prato
4.96 out of 5 average rating, 76 reviews

Il Cerro Country House

ClaudiaRating, 5 stars2 days ago
Francesca warmly greeted us when we arrived at the house. She showed us around and helped out with any questions we had. The house itself is in a stunning location with beautiful views, we loved the place! It felt very homely and we had everything we needed inside. Would highly recommend!
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 83 reviews

The charming cottage in Tuscany with breathtaking views

PoojaRating, 5 stars2 days ago
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.

Private house rentals

Guest favorite
A private pool area is surrounded by neatly maintained greenery and flowering plants. A wooden sun lounger is positioned near the pool, while a hammock is hung between two trees. Stone stepping stones lead towards the water's edge, creating a tranquil outdoor space.
Home in Florence
5 out of 5 average rating, 12 reviews

The Limonaia della Torretta

GregoryRating, 5 stars1 month 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.
Top guest favorite
The image captures a scenic view of a rustic home surrounded by lush olive groves and rolling hills. The two-story structure features a traditional tiled roof and green trees providing shade. The open landscape beyond displays a peaceful natural setting, evoking a sense of tranquility.
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.
Top guest favorite
A serene outdoor pool is surrounded by manicured grass and lush vineyards. Two lounge chairs are positioned under a shaded structure, offering a comfortable seating area, while the crystalline water of the pool glistens in the sunlight.
Home in San Casciano In Val di Pesa
5 out of 5 average rating, 47 reviews

Charming villa in the Chianti hills

JessicaRating, 5 stars2 weeks ago
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.
Top guest favorite
The living area showcases a blend of modern and classic design, featuring green upholstered furniture and a stylish rug. A wall-mounted Smart TV is set within an elegant shelving unit. Large windows are adorned with sheer curtains, allowing natural light to enhance the space.
Home in Centro Storico
5 out of 5 average rating, 59 reviews

[Lungarno] Prestigious apartment with a view

SujitRating, 5 stars4 days ago
we had a very good experience. it was a nice apartment with modern amenities. about 10-20 minute walk from major attractions, yet away from all the hustle and bustle. the hosts were very responsive. I would recommend the pool place.
Guest favorite
A spacious living room is highlighted by large windows that allow natural light to illuminate the area. Two light-colored sofas with patterned cushions are placed around a modern coffee table. Neutral drapes frame the windows, and a slender floor lamp stands beside the seating.
Home in Centro Storico
4.97 out of 5 average rating, 60 reviews

Strozzi Square Amazing House

SharonRating, 5 stars3 months ago
Fantastic place to stay! This was my second visit to this apartment because it’s in a perfect location, beautifully furnished, in a quiet neighborhood but five minutes from everything. The two bedrooms are very private and have a nice amount of space between them. Can’t recommend this more highly!
Top guest favorite
A brightly lit bedroom features high wooden ceilings and a large window that offers natural light. A spacious bed with yellow and neutral-toned bedding is framed by two nightstands. A stylish wall mural depicting abstract patterns adds a unique touch to the inviting space.
Home in Gambassi Terme
5 out of 5 average rating, 56 reviews

La Cipressina Relax in Tuscany

MaxRating, 5 stars3 weeks ago
This place was magical, if you are going to be in the area I highly recommend staying here. It’s just as beautiful as the pictures if not more so. Paola and Luigi were so friendly and kind. We are recommending this place to everyone we know.
Guest favorite
A charming stone barn features a wide entrance with wooden pillars, framed by vibrant yellow flowers in the foreground. Steps lead to the door, surrounded by lush greenery and a serene landscape, highlighting the peaceful atmosphere of the Tuscan countryside.
Home in San Gimignano
4.98 out of 5 average rating, 46 reviews

La Moraiola - Characteristic Tuscan barn

LinasRating, 5 stars2 days ago
Egizia’s home was the ideal place for our family’s Tuscan getaway. It had everything we needed. Egizia was an excellent host, great communicator, great recommendations. We would stay here again.
Guest favorite
An outdoor dining area features a wooden table set with green dinnerware. Bright flowers in a vase are displayed at the center. The space is shaded by an awning, surrounded by manicured grass, with a barbecue and a view of nearby greenery.
Home in Pelago
4.93 out of 5 average rating, 67 reviews

Chianti House Garden - 30m Florence center- A/C

JohanRating, 5 stars4 days ago
We had an amazing stay at Chianti house, Pamela has allot of good recommendations!

Destinations to explore