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

Charming property, wi-fi, weddings ,cooking class
Our wedding at Villa Cini was truly magical. The venue’s blend of natural beauty and elegance provided the perfect backdrop for our stay during the week and our special day. The gardens and stunning views created a fairy tale atmosphere and allowed to us have both an Indian wedding and an Italian Civil one. The arches ballroom, offered a romantic and inviting ambiance. We are incredibly grateful to have a chosen a place which has passed down for generations and has such a heartfelt attention to detail. If you're looking for a dream wedding venue and a beautiful place to stay then look no further than Villa Cini.

Elegant Chianti Villa w/ Stunning Views + Starlink
What a great place. Very quiet and beautiful views. We had a great time. We loved the serenity of the place. You do not hear anything but your own breathing😊. I can definitely recommend this house. You reach the house of road but that has its charme too!

Exclusive Villa with Private Pool and Air Cond.
Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

EXCLUSIVE ENTIRE VILLA A STEP FROM THE SEA
Our stay at Villa Tina was memorable. Paolo and Laura are very good hosts and we didn't miss anything. Perfect for 2 families. Private beach access. Wonderful sea view. Highly recommend Paolo's place.

Poggio del Fattore-Villa with pool,hilltop,Chianti
A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!

Villa "La Civetta" with pool, sauna and jacuzzi
Lovely modern home in a beautiful, quiet town in southern Tuscany. We had a wonderful 8 days there with our 6 year old son.

Villa Il Leccio
We had a lovely stay at Leonardos villa in the hills of the Tuscany. The place has different villas that are within walking distance of each other but with enough distance so that privacy is kept. The villa is very rustic and old, which creates the Italian charm, but of course ants also find their way into the house which you need to be aware of. We were not disturbed by that and loved the country- style feeling of the place!

Villa Leopoldina, 6 pax, Private Pool
Gigi’s place is one of the most peaceful places we’ve stayed in in Italy. The location is gorgeous and perfectly located between different towns to explore (Cortona, Arezzo, Montepulciano to name a few). A car is necessary but you can get to the town center for groceries and local produce in 10 minutes. We enjoyed spending our days by the pool, cooking and barbecuing in the garden. The kitchen was the most equipped I’ve ever seen for an Airbnb and the house was spotless. Extra supplies were left for us as well if we needed which was a nice touch. Gigi was always available for recommendations and extremely friendly. If you’re looking for calm and quiet this is your place!!
Luxury villa rentals

VILLA ELBA 8 pers, 180° SEA VIEW, heated pool
Erbalunga is a small, but very nice place, nice atmosphere, very local ambience, almost no tourists in sight, still a a lot of good restaurants. The view from the house is extraordinary! We ill bear this with us All in all a very nice experience

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 Montemaggio
Absolutely gorgeous and luxurious place. Beautifully decorated, beautiful views, clean and also had an incredible kitchen. We loved it!

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.

Modern villa with a view
We had a lovely stay in october, large spacious villa, with lots of space. Marvelous location with good restaurants reasonably close. Road up to villa not suitable for large cars, but can be solved with a bit of careful slow driving.

Villa Blue Melon - private beach
Andrea's house is even more beautiful than in the photos. We had a wonderful weekend in a spacious villa of very recent renovation with bright windows (equipped with mosquito nets!), a relaxing patio and a bucolic garden with direct access to the lake. We relaxed on the loungers to listen to the water thaw. The interior is tastefully decorated, the kitchen is very modern and equipped with everything. Andrea was extremely helpful with all kinds of times and tips. The house was extra clean and the beds were very comfortable. Discovering the beauty of the lake and its surroundings was a surprise. We will definitely be back!

Luxury villa in Tuscany Panzano in Chianti
I really don't want to say anything nice about Morten's home because I'd like to keep it a secret as much as possible. The more people that know how wonderful it is the harder it will be to reserve! We (six of us) were pretty much speechless for the first 15 minutes of being there. We felt like kids going into every room, looking at the paintings, furniture and wine collection. The views and grounds are spectacular and the pool was amazing. The area is perfect — easy drives to Sienna and Florence — and Panzano is a great small town with plenty to do. Morten arranged chef/owner Mimmo from Enotecca Baldi to cook for us one night which was spectacular. Such a nice person and fantastic chef! The wine cellar, if you can find it, is very cool and if our schedule didn't conflict, we would have been able to see some of the harvesting procedures. Maybe next time. One more thing: the wines at La Festegiatta are no joke! Some of the best Chianti we had during our stay! Loved the Gran Selezione!

Tenuta Lo Spugno
This home is breath taking. The most beautiful home i’ve stayed in. Everything was very well thought out. The road up is bumpy so I suggest a bigger car or 4 wheel drive- but besides that everything was amazing! The host was lovely and we organized for the chef to come and cook and it was delicious! I would definitely come back to this beautiful place again and recommend it to everyone!
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 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!

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 "I Nespoli" with above ground pool
We had a wonderful week in Vincenzo's house. We were 2 families with children (5 in total). The spaces in the house were perfect for welcoming everyone. The location, a 15-minute drive from the beaches of Lido di Camaiore and 35 minutes from beautiful Lucca, turned out to be perfect. Out of the chaos, surrounded by greenery and tranquility. Vincenzo is also a super host! Friendly and available. Absolutely recommended.

Villa La Poggerina, private pool and amazing view
A rare circumstance where both property and hosts exceeded our expectations. The house is spacious with lovely views and a patio and pool for exclusive use by guests. It is well stocked and appointed, including a pool table and multi-game arcade machine. Much appears recently renovated. For those wanting to cook traditional wood-fired pizzas, there are two outdoor ovens, plenty of wood, and a host at the ready to provide assistance as needed. Emanuele and his wife are excellent hosts - gracious and welcoming yet non-intrusive. They had a fantastic charcuterie board and wine ready on our arrival and helped us with guidance and reservations multiple times throughout the week. They live in the house next door, but you wouldn't know it. All in all, one of our best AirBnB experiences in nearly a decade of stays - very highly recommended!

Piccola Casa with pool
Amazing place to chill out and enjoy the nature. The pool was amazing and the house was very clean. We had an excellent time there, Thank you Anto❤️

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.

Villa laying on Tuscany hill
The Airbnb is absolutely gorgeous. There were so many areas to lounge outside with beautiful views. The double beds were a little bit hard but the single beds were more comfortable. The grocery stores are very close to pick up any things that were not stocked at the accommodation. You must have a car to get to this location as it is on the hill on a very narrow winding road.
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