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Villa holiday rentals in Massa Marittima

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Massa Marittima

Private villa rentals

Guest favourite
Villa
4.96 out of 5 average rating, 23 reviews

Charming property, wi-fi, weddings ,cooking class

ColetteRating, 5 stars9 months ago
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.
Superhost
Villa
5 out of 5 average rating, 15 reviews

Villa with pool,tennis court,village walk distance

EmelineRating, 5 stars7 months ago
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)
Superhost
Villa
4.88 out of 5 average rating, 8 reviews

Villa Febea - Villa Febea 16

YonitRating, 5 stars21 months ago
Nestled in a stunning landscape, the villa is a marvelous retreat that captivates with its beauty and generous space. Meticulously maintained to uphold high standards, the villa's kitchen is thoughtfully equipped with all the essentials for a comfortable stay. Furthermore, each room is fitted with its own shower and toilet, ensuring privacy and convenience for all guests. The pool adds an extra touch of wonder to the experience. As for the hosts, Alice and Jacopo, they are simply delightful, providing warm hospitality throughout your stay. I wholeheartedly recommend this exceptional villa for an unforgettable getaway
Guest favourite
Villa
4.82 out of 5 average rating, 17 reviews

Exclusive Villa with Private Pool and Air Cond.

KaraRating, 5 stars9 months ago
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.
Superhost
Villa
5 out of 5 average rating, 3 reviews

EXCLUSIVE ENTIRE VILLA A STONE'S THROW FROM THE SEA

manuelaRating, 5 stars30 months ago
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.
Top guest favourite
Villa
5 out of 5 average rating, 105 reviews

Poggio del Fattore-Villa with pool, hilltop, Chianti

VeraRating, 5 stars6 months ago
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!
Guest favourite
Villa
5 out of 5 average rating, 13 reviews

Villa "La Civetta" with swimming pool, sauna and jacuzzi

BrynRating, 5 stars6 months ago
Lovely modern home in a beautiful, quiet town in southern Tuscany. We had a wonderful 8 days there with our 6 year old son.
Guest favourite
Villa
5 out of 5 average rating, 14 reviews

Villa Montefalcone: Charm, Private Pool, and Chef

JulieRating, 5 stars6 months ago
Wow. Best Airbnb I’ve ever stayed in. From booking to checkout everything was smooth and easy. The property was amazing , grounds were amazing, house was absolutely stunning. The communication from the team was perfect. We hired a sommelier for a night through the Airbnb and it was the best experience. You really need a car or hire a driver through the Airbnb. Lucce and Pisa are close. We loved montecarlo(nearby village) with all the various great vineyards. All in all a great experience. Hopefully will be back soon. Thank you to a great team.

Luxury villa rentals

Guest favourite
Villa
5 out of 5 average rating, 9 reviews

Villa La Gemma

DeryaRating, 5 stars7 months ago
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!
Top guest favourite
Villa
5 out of 5 average rating, 16 reviews

Villa Prestige among the Vineyards of Sarzana

VeerleRating, 5 stars3 days ago
What a beautiful home! Absolutely recommended. Wonderful beds, a nice view and a kitchen with all the necessary amenities. Alessandro was always very quick to respond to messages and gave advice for trips, where he even provided good parking spaces. We visited the Cinque Terre by train for 1 day from La Spezia: beautiful, but very busy and touristy. Lerici and Tellaro were at least as beautiful and much more quiet.
Top guest favourite
Villa
4.88 out of 5 average rating, 40 reviews

Historic home with exclusive pool

AylaRating, 5 stars9 months ago
We (7 friends) enjoyed staying at the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She sent us a lot of tips about the area (including the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed something, an answer came very quickly. The villa is well equipped and the surroundings are beautiful. There is plenty of parking space. Only the potholes and the access to the villa are a bit challenging - but doable!
Superhost
Villa
4.75 out of 5 average rating, 64 reviews

VILLA BIANCA AC BIG POOL WIFI

JessicaRating, 5 stars1 month ago
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.
Guest favourite
Villa
4.86 out of 5 average rating, 22 reviews

Villa Lualdi

SallyRating, 5 stars6 months ago
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.
Superhost
Villa
4.85 out of 5 average rating, 20 reviews

Modern villa with a view

JohanRating, 5 stars5 months ago
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.
Guest favourite
Villa
4.92 out of 5 average rating, 12 reviews

Villa with swimming pool, park, air conditioning, and Wi-Fi

Marie VintherRating, 5 stars5 months ago
We had a lovely stay. Fantastic house. Easy and fast communication. Elena recommended two restaurants which were all absolutely fantastic.
Superhost
Villa
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars35 months ago
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

Top guest favourite
Villa
4.9 out of 5 average rating, 39 reviews

Villa Angiolina

ErinRating, 5 stars6 months ago
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!!!!
Superhost
Villa
4.8 out of 5 average rating, 134 reviews

Cliffside villa with pool

SolveigRating, 5 stars6 months ago
The place is an absolute place to yearn. The view of the sea priceless. We were lucky enough to stay alone on the property almost the entire time. The amenities are functional and you have everything you need. Everything was clean and tidy, there is nothing to complain about. The decor is familiar with personal things of the family but that's exactly what I love about AirBnB. I was very reminded of my former family weekend house. We certainly weren't here last time and I thank Fabio&Valentina for sharing this wonderful place with others.
Superhost
Villa
4.86 out of 5 average rating, 7 reviews

Villa Iris with Swimming Pool

KateRating, 5 stars7 months ago
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!
Superhost
Villa
4.87 out of 5 average rating, 23 reviews

Charming Villa -private swimming pool -16 people.

LauraRating, 5 stars8 months ago
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.
Guest favourite
Villa
4.85 out of 5 average rating, 27 reviews

Villa "I Nespoli" with above-ground pool

MarcoRating, 5 stars7 months ago
We had a wonderful week at Vincenzo's house. We were 2 families with children (5 total). The spaces in the house were perfect to accommodate 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. Away from the chaos, surrounded by greenery and tranquility. Vincenzo is also a super host! Friendly and helpful. Absolutely recommended.
Top guest favourite
Villa
4.97 out of 5 average rating, 37 reviews

Villa La Poggerina, private pool and amazing view

BryanRating, 5 stars7 months ago
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!
Superhost
Villa
4.85 out of 5 average rating, 27 reviews

Piccola Casa with pool

FaranakRating, 5 stars7 months ago
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❤️
Superhost
Villa in Provincia di Arezzo
4.91 out of 5 average rating, 43 reviews

Villa near Florence: Pool, AC, Vast natural garden

JackRating, 5 stars8 months ago
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.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Massa Marittima
  6. Villa rentals