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Villa vacation rentals in Massa Marittima

Find and book unique villas on Airbnb

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Popular amenities for Massa Marittima villa rentals

Private villa rentals

Guest favorite
Villa in Bucine
4.96 out of 5 average rating, 23 reviews

Charming property, wi-fi, weddings ,cooking class

ColetteRating, 5 stars10 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 in Chiusi
4.67 out of 5 average rating, 3 reviews

Tuscany 2 Villas sleeps 12 private heated pool

PiotrRating, 5 stars45 months ago
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!
Superhost
Villa in Sarzana
4.81 out of 5 average rating, 16 reviews

Villa Diana cod. CITRA 011027-LT-0159

CelineRating, 5 stars9 months ago
Top stay Very beautiful and pleasant house Maria Cristina has always been attentive and available Recommended +++++
Superhost
Villa in San-Nicolao
4.71 out of 5 average rating, 14 reviews

Villa Atlantide

MargreteRating, 5 stars9 months ago
House in a fantastic location by the sea. Recommend this place on July 14 as you get a magnificent view of the fireworks. The house is of an older standard, but will not affect the overall experience negatively. We had a great time at the small beach right by the house. Very lovely with outdoor shower.
Guest favorite
Villa in Pergine Valdarno
4.82 out of 5 average rating, 17 reviews

Exclusive Villa with Private Pool and Air Cond.

KaraRating, 5 stars10 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 in Marlia
4.87 out of 5 average rating, 23 reviews

Charming Villa -private swimming pool -16 people.

LauraRating, 5 stars9 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.
Superhost
Villa in Capoliveri
5 out of 5 average rating, 3 reviews

EXCLUSIVE ENTIRE VILLA A STONE'S THROW FROM THE SEA

manuelaRating, 5 stars31 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.
Guest favorite
Villa in Sarteano
5 out of 5 average rating, 13 reviews

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

BrynRating, 5 stars7 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.

Luxury villa rentals

Superhost
Villa in Pietrasanta
4.86 out of 5 average rating, 85 reviews

Palatina 1 hillside Pietrasanta Forte dei Marmi

MarinaRating, 5 stars8 months ago
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!
Superhost
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
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.
Superhost
Villa in Montepulciano
5 out of 5 average rating, 4 reviews

Villa Rosa - Private Jacuzzi

CarolRating, 5 stars10 months ago
Truly wonderful stay at Terra Antica for a group of five. The villa we stayed in, Villa Nobile, was modern and newly furnished with all of the amenities that guests could ask for. Each room was very comfortable. The overall property at Terra Antica was also great with a gym, pool and large areas to walk through. Highly recommend.
Superhost
Villa in Lucca
4.75 out of 5 average rating, 64 reviews

VILLA BIANCA AC BIG POOL WIFI

JessicaRating, 5 stars2 months 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 favorite
Villa in Capannori
4.92 out of 5 average rating, 12 reviews

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

Marie VintherRating, 5 stars6 months ago
We had a lovely stay. Fantastic house. Easy and fast communication. Elena recommended two restaurants which were all absolutely fantastic.
Top guest favorite
Villa in Bolsena
5 out of 5 average rating, 45 reviews

Villa Blue Melon - private beach

EdwardRating, 5 stars1 week ago
Fantastic host and beautiful home! Everything was as described and spotlessly clean! High recommend!
Superhost
Villa in Torrita di Siena
5 out of 5 average rating, 4 reviews

Villa Scianellone

NickRating, 5 stars36 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.
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.

Villa rentals with a pool

Top guest favorite
Villa in Montecucco
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 in Rosignano Solvay-Castiglioncello
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.
Guest favorite
Villa in Rosignano Marittimo
4.92 out of 5 average rating, 25 reviews

Villa Castiglioncello - access to the private sea

JürgRating, 5 stars7 months ago
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!
Superhost
Villa in Petrognano
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!
Guest favorite
Villa in Camaiore
4.85 out of 5 average rating, 27 reviews

Villa "I Nespoli" with above-ground pool

MarcoRating, 5 stars8 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 favorite
Villa in La Poggerina
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 in Camaiore
4.85 out of 5 average rating, 27 reviews

Piccola Casa with pool

FaranakRating, 5 stars8 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❤️
Guest favorite
Villa in Colle di Val d'Elsa
4.95 out of 5 average rating, 21 reviews

Villa l'elsa beautiful country home with view - vi

MarcelaRating, 5 stars1 week ago
The house is amazing and the exterior is beautiful

Destinations to explore

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