
Villa vacation rentals in Massa Marittima
Find and book unique villas on Airbnb
Top-rated villa rentals in Massa Marittima
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
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.

Tuscany 2 Villas sleeps 12 private heated pool
In reality villas present themselves a lot prettier than in photos on website. The area and surroundings are beautiful, calm and quite. Place is perfect as exit basis for exploring and sightseeing Tuscany. Rooms and beds are adequately big and clean. Kitchen and utensils are in sufficient quantity. Pool is clean, water warm. There’s no need for a battle for lawn chairs. Jacopo is very helpfull, communicative, serves his help everyday. The place is worthy of recommendation. We spent our holiday time comfortably in quaint area. All the best!

Villa Diana cod. CITRA 011027-LT-0159
Top stay Very beautiful and pleasant house Maria Cristina has always been attentive and available Recommended +++++

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.

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.

EXCLUSIVE ENTIRE VILLA A STONE'S THROW 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.

Villa "La Civetta" with swimming 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 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.
Luxury villa rentals

Palatina 1 hillside Pietrasanta Forte dei Marmi
Here is the final version of the review: --- We had a wonderful stay! The property offers a breathtaking view of the sea that we enjoyed every day, especially at the fantastic sunsets. The pool was beautiful and very well maintained, perfect for relaxing. The surroundings were quiet and peaceful, which really helped us relax. We also particularly liked the olive trees on the property, which gave the whole thing a special charm. The hosts were always available and very helpful. Highly recommended to anyone looking for a quiet getaway with fantastic amenities!

Villa Prestige among the Vineyards of Sarzana
The Airbnb was just what we needed. We needed to bridge staying more in the countryside with a place that was close to Tunnera for a day trip as well as Pisa and Lucca. Our two nights here were very peaceful. The apartment was very clean and it was decorated so nicely with touches that made it feel like home and some artistic warmth. We had kids and it was also very well suited/safe for kids under 10.

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.
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 Blue Melon - private beach
Fantastic host and beautiful home! Everything was as described and spotlessly clean! High recommend!

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.

350 meters from the sea! lidoluxuryvillas Villa Scirocco
The villa is beautifully designed, elegant, and well-equipped to meet every guest's needs. It features spacious living areas and a fully equipped kitchen, ideal for families or couples. Everything in the villa is new, immaculate, and thoughtfully arranged. The outdoor spaces are exceptional, featuring a ground-level dining area and a rooftop patio with lounge chairs and breathtaking views. The location is convenient and within walking distance of restaurants, bars, and pharmacies. It is a five-minute drive to the stunning beach and promenade of Lido di Camaiore. We went on day trips for sightseeing to Pietrasanta, Pisa, Lucca, Livorno, Carrara, and San Gimignano, where we enjoyed wine tasting and a cooking class in the beautiful Tuscan hills. Massimo is a five-star PLUS superhost. He was passionate about providing recommendations for dining and day trips, which made our visit truly exceptional. I highly recommend staying here, and I can't wait to stay again on my next trip to Tuscany.
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!!!!

Cliffside villa with pool
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.

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 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!

Villa "I Nespoli" with above-ground pool
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.

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 L 'elsa
The house is amazing and the exterior is beautiful
Destinations to explore
- Elba Vacation rentals
- Pisa Vacation rentals
- Florence Vacation rentals
- Cinque Terre Vacation rentals
- Bologna Vacation rentals
- Rome Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Verona Vacation rentals
- Menton Vacation rentals
- Kid-friendly rentals Massa Marittima
- Rentals with a fireplace Massa Marittima
- Condo rentals Massa Marittima
- House rentals Massa Marittima
- Rentals with outdoor seating Massa Marittima
- Pet-friendly rentals Massa Marittima
- Smoking-friendly rentals Massa Marittima
- Rentals with a patio Massa Marittima
- Rentals with breakfast Massa Marittima
- Apartment rentals Massa Marittima
- Rentals with a washer and dryer Massa Marittima
- Family-friendly rentals Massa Marittima
- Villa rentals Province of Grosseto
- Villa rentals Tuscany
- Villa rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Giglio Island
- Feniglia
- Mount Amiata
- Val di Chiana
- Gulf of Baratti
- Spiaggia Libera
- CavallinoMatto
- Spiaggia Verruca
- Spiaggia Zuccale
- Marina di Grosseto beach
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Kite Beach Fiumara
- Spiaggia di Patresi
- Cavallino Matto
- Spiaggia di Capo Bianco
- Santa Maria della Scala
- Casa Barthel
- Cala Di Forno
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Sottobomba
- Cala del Leone
- Spiaggia Marina di Cecina