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Apartment vacation rentals in Strada In Chianti

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Popular amenities for Strada In Chianti apartment rentals

Weekly apartment rentals

Superhost
A charming stone house is set among lush greenery, featuring a rustic tile roof and wooden shutters. The outdoor area includes a spacious patio with planters and terracotta pots, inviting relaxation and appreciation of the surrounding landscape.
Apartment in Greve in Chianti
4.72 out of 5 average rating, 58 reviews

Old Church – Relax in Chianti

Uğur OluşRating, 5 stars4 days ago
We stayed at this house for 7 days and the stay was overall amazing! The location was beautiful and safe. There are beautiful reastaurants and vineyards around. Piero was super helpful, friendly and so good at communicating with us. So overall it was a cozy stay for us!
Top guest favorite
A spacious living area is presented, featuring a sleek television mounted on a wooden console. A marble coffee table is centered on a soft rug, with a modern armchair positioned nearby. Natural light filters through large windows adorned with light curtains, highlighting the greenery in the corner.
Apartment in Florence
4.96 out of 5 average rating, 73 reviews

Cozy design house with view

Carlos FRating, 5 stars4 days ago
If you’re looking for an absolutely beautiful apartment, recently renovated by an interior designer, brand new everything, in a beautiful, quiet place, one door away from a top class Trattoria (Omero), and in front of Villa Galilei, the home of Galileo Galilei, with amazing views of part of Florence and surroundings, and within walking distance from Piazzale Michelangelo, this is the right place. It’s quite close to the historical center of Florence, by car or bus. I walked, and it takes about 40 minutes. Roberto is a great host, always available and very personable. This was a great fine experience, much much less hectic than staying in a too-busy and noisy Centro Storico. Perfect for walking, cycling, and hearing the sounds of nature.
Guest favorite
The historic villa is surrounded by lush greenery, featuring well-maintained gardens and numerous trees. The architecture reflects centuries of history, with a stone tower visible in the background. The structure incorporates large windows that enhance the natural light entering the home.
Apartment in Bagno A Ripoli
4.98 out of 5 average rating, 57 reviews

Penthouse in small medieval castle near Florence

SaraRating, 5 stars3 weeks ago
Amazingly friendly hosts! So far this was our favorite experience on our vacation! We did the wine tasting followed by cooking class while staying here, I can’t recommend it enough! The air bnb was like nothing I’ve ever seen before, so unique and cute!
Top guest favorite
An outdoor terrace presents a dining table with a red tray and glasses, surrounded by potted olive trees. The view features the iconic Florence Cathedral, characterized by its detailed façade and towering bell tower, framed by rolling hills and a partly cloudy sky.
Apartment in Centro Storico
4.99 out of 5 average rating, 771 reviews

Delicious next to the Duomo

JulieRating, 5 stars1 week ago
I booked Pamela’s beautiful and homey place a year out for a 3 generation trip to Italy. Pamela was with me every step of the way. She was wonderful to work with. She made this trip of a lifetime magical! I would recommend her place to family and friends and this is where I would stay every time. Beautiful location to call home for our visit to Florence. We loved the terrace for sunset for our evening wine and lunches. It was a little slice of heaven.
Guest favorite
A floor plan illustration depicts the layout of a two-bedroom, one-bathroom apartment. The open-plan kitchen and living area is centrally located, with both bedrooms positioned for privacy. The bathroom is situated near the entrance, emphasizing functional design and thoughtful use of space.
Apartment in SAN ROCCO A PILLI - SOVICILLE
5 out of 5 average rating, 10 reviews

Giallo/Rosso 2 bedroom 1 bathroom apartment

PavelRating, 5 stars1 month ago
Wow it’s an amazing place for a family or friends group trip to unbound to the nature. Amazing borderless swimming pool. Very beautiful area around and BBQ zone. There is a lot of fun around like a tennis and running stuff.
Guest favorite
A spacious sleeping area features a comfortable bed with light-coloured linens. A small dining table with two chairs is positioned nearby, and a wall-mounted television is present. Natural light enters through a window, illuminating the warm tones of the tiles and the textured wall.
Apartment in Tavarnuzze
4.97 out of 5 average rating, 36 reviews

Between the Historic Center of Florence and Chianti

VirginieRating, 5 stars3 days ago
Ideally located accommodation for visiting Florence without having to take your car, which is safe in the private parking lot. Bus stop is 5 mins walk, shuttles are frequent until late evening and in 20 mins you are at Porta Romana. You can also reach Siena in 50 minutes and stop by San Gimignano, which is really worth it. The Chiantigiana is also close. There is an outdoor swimming pool in Tavarnuzze that opens on June 15, so we couldn't test it. Otherwise, Cosimo is a very responsive host, the accommodation is as described, so we will recommend it to those who want to visit Florence and find a peaceful spot in the evening.
Guest favorite
A serene outdoor space features a weathered wooden bench and a round table with a plate, surrounded by lush greenery. Large arched windows provide a view into the brightly lit interior, complemented by colorful flower pots, enhancing the garden-like setting.
Apartment in Greve in Chianti
4.91 out of 5 average rating, 53 reviews

Chianti Patio Apartment

FraneRating, 5 stars6 days ago
We originally planned to stay at Bryan’s place over the weekend just to explore nearby Florence, but the charm of his home completely stole the show. Florence felt like the cherry on top instead of the other way around. Nestled in a huge, lush garden bursting with hundreds of flowers and all kinds of trees, and staying in a cozy apartment that felt like a little museum, we had such a wonderful, memorable experience that left us feeling truly happy. Bryan was not only super friendly and easy to talk to, but also incredibly welcoming and helpful. Next time we’re in Florence or any nearby town, there’s no question - we’ll be coming back here!
Guest favorite
The outdoor area features a grassy landscape dotted with white iron chairs and tables, surrounded by olive trees. A rustic stone building with arched doorways and wooden doors serves as a backdrop, under a clear blue sky.
Apartment in Figline Valdarno
4.86 out of 5 average rating, 74 reviews

Agriturismo Casavecchia, le Margherite

KellieRating, 5 stars3 weeks ago
Our stay at Casavecchia in Tuscany was the highlight of our European trip so far. What a wonderful experience! Mario’s villa was a beautiful, peaceful, escape from the hustle and bustle of Florence. We ate at the restaurant for lunch and dinner, and loved Federico’s authentic food. A full buffet breakfast each morning was included, making our stay even greater value for money. Iona was so friendly and gave us many great walking tips, as we didn’t have a car. Federico also kindly drove us to the local train station when we left (which we were sad to do!) Thank-you all for your wonderful hospitality. We will definitely recommend your place to all, and hope to return one day.

Private apartment rentals

Guest favorite
A spacious bedroom features a large bed adorned with soft linens. Natural light enters through a window, complemented by warm lamplight. Stone walls and wooden beams add rustic charm. A dresser and side table provide functional decor, and framed images line the walls, enhancing the elegant atmosphere.
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars2 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Top guest favorite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.96 out of 5 average rating, 194 reviews

Giglio Blu Charming Loft

SofiaRating, 5 stars6 days ago
The apartment was stunning and historically beautiful, we were positively surprised when we arrived. Everywhere was clean and smelled good. The view from the windows is incredibly cool. One of the highlights of the trip was staying here.
Guest favorite
The private terrace reveals a panoramic view of the Duomo and the city skyline. Modern lounge seating and a spacious day bed are arranged for relaxation. The entrance to the penthouse is visible, showcasing a contemporary design with clean lines and large windows.
Apartment in Centro Storico
4.98 out of 5 average rating, 241 reviews

Enjoy a Boutique Penthouse Near the Duomo

SeanRating, 5 stars1 day ago
If Lorenzo's place is available, just book it. You couldn't be more centrally located. Everything in Florence is walking distance from the unit. The view of the Duomo from the main room is stunning. The stairs can be a little tough if you have heavy luggage but the elevator helps a lot. The air conditioning in the unit is also top notch. It was very hot during our stay and walking back in to the cold unit felt great. Thanks for an awesome stay!
Top guest favorite
A sunlit veranda features ornate wooden ceiling details and floral-patterned seating. Potted plants create a lush atmosphere, while large windows offer views of the outside. A dining area with a table and chairs is visible, framed by elegant arched doors that open to the terrace.
Apartment in Centro Storico
5 out of 5 average rating, 23 reviews

Loggia in the Santo Spirito district

ChristinaRating, 5 stars2 weeks ago
Stunning location in the heart of Florence! Beautiful, spacious rooms with one-of-a-kind frescos and garden space. The hosts were kind and flexible: we would stay again in a heartbeat!! Grazie mille!
Top guest favorite
A spacious terrace features a seating area with comfortable cushions. A bottle of red wine and a glass are placed on a woven table. The view highlights nearby buildings and greenery, framed under a clear blue sky with scattered clouds.
Apartment in Panzano
5 out of 5 average rating, 84 reviews

Looking at Chianti

Pratima KumariRating, 5 stars3 weeks ago
Veronica's apartment in Panzano is a little gem of a place. Perfectly located on the edge of town with great views it was the best location in terms of privacy and access to amenities and restaurants. The apartment itself was fantastic...spacious rooms, a very comfortable bathroom, and a large balcony with the best views of Tuscany. Veronica herself was the best host possible...always available and quick to respond, infact went out of her way to help me with a request I had made. Her recommendations for restaurants was very good and I had the most wonderful stay at her apartment in beautiful Tusacany. Would love to be back.
Guest favorite
An aerial view showcases a 16th-century estate surrounded by lush, rolling hills, Chianti vineyards, and olive groves. Neatly arranged cypress trees line the property, while a serene pool is visible among the vibrant greenery, contributing to the tranquil setting.
Apartment in San Casciano In Val di Pesa
4.93 out of 5 average rating, 14 reviews

Aria Suite at Villa Santa Lucia Nuova

DeanRating, 5 stars7 months ago
We were there at the end of the season. It was very beautiful, relaxing and peaceful. All of the host were awesome!! They were extremely helpful and friendly. The landscaping was immaculate. We would highly recommend this place and would definitely stay here again!! It felt like home.
Top guest favorite
An open-concept living area is presented, featuring a hanging chair and stylish black furnishings. Arched doorways lead to the dining space, which is brightened by natural light. Potted plants add greenery to the environment, alongside a cozy rug on the tiled floor.
Apartment in San Gimignano
4.98 out of 5 average rating, 41 reviews

Herons Superior Apartment - Splendid view!

JanineRating, 5 stars1 month ago
Words can’t describe how beautiful the view is from the apartment! We had a lovely week in San Gimignano with our six month old. So peaceful and everything within walking distance. Communication was great and use of the parking garage was much appreciated. Would definitely recommend!
Guest favorite
An aerial view showcases a rustic farmhouse surrounded by lush greenery, including olive trees and shrubs. A pathway leads to the entrance, with well-maintained gardens visible. The traditional tile roof adds to the historical charm of the structure.
Apartment in Bagno A Ripoli
4.94 out of 5 average rating, 79 reviews

L'aia

NishuRating, 5 stars1 month ago
The place was beautiful and rustic, giving us the feel of living in the countryside. The house was fully equipped with all amenities, yet retained its rustic charm. You do need a car if you are staying at this place.

Apartment rentals with a hot tub

Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia
4.96 out of 5 average rating, 246 reviews

"Red Rose" apartment with view of Siena.

AudreyRating, 5 stars2 days ago
Beautiful place that immediately charmed us, with splendid views of Tuscany and Siena that makes you dream. The welcome was warm and everything was very beautiful and very clean. We'll be back!
Guest favorite
An outdoor terrace features a small wooden table with two chairs, adorned with potted pink flowers. Lanterns with candles provide ambient lighting. In the background, a clock tower is visible against a bright blue sky, framed by historic rooftops.
Apartment in Centro Storico
4.92 out of 5 average rating, 384 reviews

Casa Gori - Palazzo Vecchio - Piazza della Signoria

DannaRating, 5 stars1 week ago
Beautiful place in a great location. We enjoyed our stay. There are 6 flights of stairs to get to the place, which was not an issue for us but could be for mobility impaired, however, this was clearly stated in listing.
Guest favorite
A view of Palazzo Vecchio is visible through an open window, framed by sheer curtains. The clock tower and architectural details of the building can be seen against a clear blue sky.
Apartment in Centro Storico
4.88 out of 5 average rating, 163 reviews

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

MeaghanRating, 5 stars4 weeks ago
Luca’s apartment overlooking the piazza was absolutely perfect! There were reviews about it being loud but honestly we were so tired every night from enjoying the beauty of Florence that I didn’t even notice any noise. The location couldn’t have been any better & it was a perfect space for my husband and I. Thank you Luca!!
Guest favorite
The luxurious bedroom features a stunning ceiling adorned with a captivating fresco. A spacious bed is placed in the center, accompanied by a state-of-the-art TV nearby. A hydromassage tub situated at the foot of the bed complements the elegant decor, with soft lighting and decorative elements enhancing the ambiance.
Apartment in Centro Storico
4.93 out of 5 average rating, 538 reviews

House of Delights - The Medici private leisure house

NikhilRating, 5 stars2 weeks ago
beautiful apartment, good amenities, secure building and many paid activities available
Superhost
An open living area is shown, featuring a spacious wooden dining table surrounded by light-colored chairs. The modern kitchen, equipped with sleek appliances, is visible in the background. The space is enhanced by wooden beams on the ceiling and a large window allowing natural light.
Apartment in Centro Storico
4.8 out of 5 average rating, 706 reviews

.2 La Casa sui Tetti dell 'Oltrarno

CharlesRating, 5 stars3 weeks ago
Superb spot close to river. Bed is confortable. Yes, stairs could be a challenge for some only it is clearly stated. At the end of the day, it’s alright!
Superhost
A private jacuzzi pool is set in a garden surrounded by greenery. A bottle of champagne and two glasses are placed nearby on a table. Comfortable loungers, with soft cushions, are positioned close to the pool, creating a relaxing outdoor space.
Apartment in Centro Storico
4.8 out of 5 average rating, 274 reviews

Pepi Garden Loft with Jacuzzi Pool

DarrenRating, 5 stars1 month ago
We had a wonderful stay. The patio and hot tub were amazing. Walk to everything. No need for a car. Lots of restaurants and attractions close by. Grocery store around the corner. Outdoor hot tub was lovely after a day of steps.
Guest favorite
The bathroom features a modern design with a spacious jacuzzi tub and a sleek, dark stone accent wall. A large mirror reflects natural light, while potted greenery adds a touch of freshness. The area is equipped with a bidet and ample storage space beneath the sink.
Apartment in Centro Storico
4.88 out of 5 average rating, 229 reviews

LUXURY APT IN THE CITY CENTER

MitchellRating, 5 stars1 month ago
Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!
Guest favorite
A modern living area features a corner sofa in light tones, paired with a glass coffee table. A chandelier hangs from the ceiling, and large windows allow ample natural light. In the background, a sleek kitchen and dining area are visible, enhancing the space's contemporary feel.
Apartment in Centro Storico
4.9 out of 5 average rating, 205 reviews

AJ Luxury Duomo View

NicholasRating, 5 stars3 weeks ago
We loved our stay here. Right next to the Duomo and close to everything in Florence making it super easy to get around. Loved the inside of the apartment too and was overall amazing. Silvia was very helpful and great!

Destinations to explore

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  3. Tuscany
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