
Villa vacation rentals in Certaldo
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Top-rated villa rentals in Certaldo
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Popular amenities for Certaldo villa rentals
Private villa rentals

Villa with pool,tennis court,village walk distance
Superb spacious and well-located villa with a great view! Awesome pool and tennis class Big tables for eating out There are enough sunbeds for everyone We had a lovely time at this beautiful villa It is just missing a large oven (there is a mini oven that troubleshoot well) and be careful the washing machine is in a residence next door and for a fee (€4 laundry detergent)

Villa La Cingallegra
Fantastic all around experience. Thank you Elio and team 🙏🙏

Charming Villa -private swimming pool -16 people.
Beautiful house in a stunning location. Pool was great. Perfect for a large family. Owners were very helpful and available when needed. Rooms were hot overnight but this is expected in peak summer in Italy.

Villa il Palagio in the Tuscan countryside
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!!

Villa near Florence: Pool, AC, Vast natural garden
Stunning villa in a beautiful setting. Francesco gave excellent directions & the peace & tranquility out in the Tuscan countryside was wonderful. Francesco was exceptionally responsive & gave great local advice. We loved the little towns nearby and can’t wait to return soon. Highly recommended. Jack.

Casa Faraona, villa with private pool
A beautiful property in a stunning location with great views. The property was easy to find using Waze. Once inside everything was clean and all rooms were luxurious and clean.

Elegant luxury villa with private pool
An amazing, spaceous and beautiful located estate. Highly recommended.

Villa Ludovica with private pool, Borgo del Silenzio
Absolutely amazing place, peaceful and tranquil. Easily fitted two families (9 in total), super clean. Pool is amazing and the view is beyond words
Luxury villa rentals

Villa La Gemma
The stay was wonderful! The villa was amazing, the views, the furniture, the rooms and the pool. We were so happy to be there. The rooms were new and clean. Every detail was taken care of. Christina was incredibly helpful and always available. Without her, we'd be lost. Unfortunately, we often had private problems and every time she helped us and brought us solutions. For me and my friends, this stay was unforgettable!

Villa for 22 people w/private pool
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.

Villa with pool in chianti Rufina area 13 sleeps
The house was amazing, perfect fit for our group of 10 people. The main house as well as the additional apartment were very clean, well equipped with everything you need and the highlight was the pool and jacuzzi. Great place to calm down and have private space with some friends or a big family. The check-in was easy and the lady was very friendly, had some suggestions for our stay and is professional. The property was clean, cute tuscany decorations of the rooms and all in all it felt like home.

villa "La Fonticina"
Our stay at this beautiful Tuscany villa was truly unforgettable. The home perfectly blends charming, traditional Tuscan character with all the modern amenities we could possibly need. From the moment we arrived, we were enchanted by the authentic details — rustic beams, stone walls, and stunning countryside views — all while enjoying updated comforts like a fully equipped kitchen, high-speed internet, and luxurious bathrooms. It was the perfect balance of old-world charm and contemporary convenience. We couldn’t have asked for a better place to experience the magic of Tuscany. Highly recommend!
Historic home with exclusive pool
We (7 girlfriends) enjoyed the stay in the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She has sent us a lot of tips about the area (also the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed anything, there was a very quick response. The villa is well equipped and the surroundings beautiful. Parking has enough. Only the potholes and the access to the villa are a bit challenging - but doable!

VILLA BIANCA AC BIG POOL WIFI
The villa is gorgeous scenic experience with views of the Tuscan hills. We came in Winter so we couldn’t use the lovely pool but enjoyed a wine tasting just up the street at Tenuta Maria Teresa. The rooms were comfortable, spacious, and we loved congregating in the living room to play games. We cooked meals in the kitchen and had what we needed. It was very private and tranquil location 12 minutes from Lucca. The hosts were friendly, communicative, and worked with us easily on check in and out times even letting us arrive early. It is typical in Italy to pay for heat consumption, came out to 226 euro for three days even when turning it low when gone for the day so just something to keep in mind as it is a large villa. Overall, a lovely experience and highly recommend the location. We’d come back.

Villa Lualdi
Had a lovely week at the villa. Amazing place and beautiful views! Florence a short drive away, but we also enjoyed walking about 35 minutes to Fiesole for restaurants and views.

Villa Scianellone
We had an excellent time staying at this family home with an amazing view of Torrita di Siena. Great access to many popular hill towns (Cortona, Montepulciano, Pienza, Montalcino, etc). The house and property are beautiful, very private and populated with song birds and olive trees. The hosts are charming and very welcoming. They provided us with all the recommendations we needed and were readily available whenever we wanted to communicate with them. The house is well appointed and has multiple ways to cook from gas range to pizza oven and wood fired grill. I really liked using the giant pinecones as fire starter. We would definitely return and hope to. Such a precious slice of paradise.
Villa rentals with a pool

Villa Angiolina
Villa Angiolina is truly beautiful!!! The view is incredible and everything was spotless and beautifully decorated. Our host was lovely and gracious and responded very quickly to all communications. She even arranged for an amazing pizza party with a private chef that was just one or the memorable moments from our time at the Villa. If this Villa is available…just book it!!! You will be glad that you did!!!!

Villa Castiglioncello - access to the private sea
House, location: right by the sea, fantastic views, spectacular sunsets, large house with special architecture offers plenty of space and privacy, ideal for a large family. Various garden terrace areas. Everything very well maintained and well equipped. Camilla is a very warm and competent host. We will be happy to come back!

Villa in Montepulciano with a Pool
We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!

Villa Iris with Swimming Pool
I have so much positive to say about this place! Despite what some reviews mention about the drive, it's absolutely worth it. There's a small restaurant just 2-3 minutes away, easy access to the city, and you're only about an hour from Pisa and some beaches. The house was perfect—everything well thought out and worth every penny. The pool was amazing, and the host was very responsive. If you're visiting in autumn or spring, bring warm clothes for the chilly evenings. We were sad to leave, and I can't wait to come back to this dreamy property!

Luxury Tuscany Villa on the hill with private pool
This villa was something out of a dream. Stefania was so lovely and wonderful with recommendations and booking us a rez at a fantastic local gem of a restaurant. The views were incredible and the atmosphere was so relaxing. The villa itself was cozy and inviting. The outside seating area was well used by us for nightcaps, dinner and conversations about falling in love with Tuscany and all it's amazing nooks and crannies. We wanted a picturesque and home-like central base for our 10 day adventure in Italy and we're delighted with the accommodations that really was like something out of a movie. Lucca was only a short drive away and offered the best grocery store-Esselunga! Thank you Stefania for your warm generosity, kindness and suggestions. This was a birthday trip that we will never forget and cemented our longing to return soon!

Elisa Villa
Beautiful house in the vines surrounded by sumptuous hillsides in an incredible postcard setting. Perfect for gatherings for families or with friends. The location is ideal to radiate between Siena, Florence and Chianti or resting while enjoying the pool. Elisa, always attentive, is very responsive and will respond almost without delay.

Villa L 'elsa
The house is amazing and the exterior is beautiful

Private Villa with semi-Olympic pool and Tennis
Francesca’s home was beautiful and in a breathtaking, peaceful location. There is a short, beautiful walk with Mountain View’s and olive groves to an incredible pool and pool house. She was incredibly helpful in helping us not only access the home, but also in providing us local recommendations. The meal that Ettore prepared for us was one of the highlights of our trip.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Monte Cimone
- Piazza del Duomo (Pisa)
- Corno alle Scale
- Val di Chiana
- Gulf of Baratti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Valdarno
- Mugello Circuit
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Spiaggia Libera
- Uffizi Gallery
- CavallinoMatto
- Spiaggia Verruca
- Piazzale Michelangelo
- Parco delle Cascine
- Piazza della Repubblica
- Stadio Artemio Franchi
- Pitti Palace
- Mercato Centrale
- The Boboli Gardens