
Condo holiday rentals in Massa Marittima
Find and book unique condos on Airbnb
Top-rated condo rentals in Massa Marittima
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Massa Marittima condo rentals
Weekly condo rentals

[Pontevecchio] Prestige and amazing views
Amazing! Everything was great! Host was responsive & extremely helpful at all hours of day and night! Location is excellent, beautiful views, clean home! Canāt wait to come back and stay here again! I highly recommend this listing

Villa Rosetta, apt 1, Lovely beach historic house
We had a wonderful vacation, very relaxed, the location is really fantastic, it is an old, beautiful house. We'll be back.

House with private terrace and countryside view
We had a great experience both for the hospitality of Marco and Isabella and for their accommodation which, given the higher position compared to the sea, kept us away from the heat. The terrace is fantastic, we had a really good time. Thank you Mariella and Stefano š¤©

Sunsets wow-Historic Center 1 minute walk
A wonderfull apartment! Flavia was a great and very friendly host :)

The Maremma on a Terrace-House with a viewpoint and fireplace
It is a great place to stay and feel the quiet and peace of Tuscany! My family and I really enjoyed it. The apartment is really nice, with a unique style inside an ancient house. And without a doubt, it has one of the best views from the kitchen and terrace that I have ever seen!

Podere Casanovola, Il Sole apartment
We had a great time staying with Rodolfo and Maria on their beautiful farm. Thank you so much!

Podere Cupiano "La Costa"
Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.

CasetTina. Relaxation and tranquility in Maremma
Cottage located in a very quiet position, away from the hustle and bustle, to get there you need to have a car that will be used for the various daily trips. Massa Marittima is minutes by car and the beautiful beaches of the area can be reached with trips that can vary between 20 and 40 minutes. The village does not offer any services but in a few minutes by car you can find supermarkets, restaurants, shops etc. The house is a small gem where we did not miss anything, we always rested well in a cool and comfortable environment even if without air conditioning. Stella was always super helpful, providing us with useful tips. Thanks for hosting us, a warm greeting Patrizia, Paolo, Davide and Tommaso. Highly recommended.
Pet-friendly condo rentals

"Mercanti" cozy attic in a tower house
The apartment was lovely and well located. Elisa was very helpful and and an excellent communicator. A thoroughly enjoyable experience all round.

Adalberto Apartment inside the Manor of Fulignano
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

The Door Next Door 2.0
The place is great, the whole apartment is large, with all the home elements and even a washing machine.6 minutes walk to the cathedral, parking lot is also close, recommended to stay.

Elegant vintage decorated home in the old Siena
Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Graziaās place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!

Il Vecchio Noce
A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise quite doable if you drive slowly. But it is also totally quiet there. The cottage is nicely furnished. Everything important was available and Alessandro even greeted us with a bottle of wine. The bed and pillows are extremely comfortable. Somewhat annoying is the squeaky gas heater and the fact that the water temperature in the shower fluctuated quite a bit. Maybe it can still be repaired. But that's already whining at a high level. All in all, a great place to stay with a very nice and accommodating host.

Historic centre - cozy apartment
Charming apartment in the historic center of San Gimignano, excellent level of cleanliness. Well-equipped kitchen, comfortable bed. I stayed for two nights and had a great time. The hosts, Federico and Helga, are fantastic and very friendly people. Excellent advice on how to get around the area and on restaurants with typical Tuscan cuisine and places with views of the hills ideal for aperitifs at sunset. I would definitely go back!

Lovely Suite in the Heart of historical Lucca
This place is a dream. Luciano is a fabulous host. Friendly and very helpful. Fully remodeled for being inside ancient think wall structure. Location is a historianās dream. Shutters over all windows really close out the sound at night. New modern kitchen fully stocked. Great location with bedroom French door style windows opening to overlook the Anfiteatro. We spent most evenings sitting there with a glass of wine. Great restaurants there too. Had great meals at Old Charlieās restaurant a number of times. Supermarket 5 min walk. Great local shopping, many piazzas with outdoor cafes. Train station about 15 minutes walk. 1.5 hour ride on train to Firenze, 30 minutes to Pisa, 2 hours by bus to Siena. Lucca is cooler than Firenze with a nice breeze in the afternoon. I am a painter so this is a great location. If the flight from California was not so long, I would come back every year. We Love it here and love Luciano.

Amazing view of Val d'Orcia Pienza
Very comfortable accommodations and gorgeous property and views
Condo rentals with a pool

La Foresteria | Granary House
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I canāt think of anything that would have made our stay better! Completely exceeded our expectations!

Spinosa Apartment in Podere Capraia
We had a wonderful time at Albertoās and Lauraās - it turned out that we didnāt do as many trips into the surroundings as planned because we just wanted to enjoy the beauty of the garden and the amazing views. It was the perfect ending of a fantastic vacation in Italy - I hope we will be back next year :) We received a fantastic welcome, home made bread, jam and pasta - and immediately felt like home. Grazie! One thing to mention is that the apartment is kind of thin-walled towards the second apartment - that didnāt bother us at all, but might be of interest for fellow travellers who are sensitive to noises. All in all, certainly one of the best accommodations we have stayed in!

Casa Rebecca with a small private pool
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend

VILLA LE PERGOLE - Florence
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

Agriturismo Casavecchia, l'Olivo
This place is such a gem! The hosts work hard to make sure your stay is very comfortable. Someone is at reception most of the time to answer questions or help with recommendations! The room we stayed in (Olivo) was perfect. It had a small kitchen with beautiful views and the nature of the building is "Tuscany Picture Perfect" You definitely need a vehicle to Get around unless you plan on taking a taxi and staying at the location (which is very doable since they have a restaurant and serve you breakfast every morning) The pool is beautiful with picture perfect hills of Tuscany while you swim! They have a small playground and a large yard with tables where you can sip wine or have a picnic! The bed was very comfortable and our stay here was very relaxing! The restaurant had such an amazing food as well! 10/10 would recommend!

Apartment + pool Maremma Tuscany
Staying at the Valentini farm is like a family experience. Chiara, Luca and Giovanni immediately made us feel at home, with a warm welcome received upon our arrival and with so much availability, friendliness, affability and attention throughout the holiday, but without any intrusion. The estate is a place to regenerate, immersed in nature and in the endless expanses of vineyards and olive trees, which the Valentini family takes care of with so much love. The apartment is equipped with all comforts and an intimate outdoor space to fully enjoy the stay, with shared areas where vacationers have the utmost mutual respect. In addition to the naturalistic experience, the pool is one of the highlights to enjoy on hot days. Finally, the farm is in a strategic position that gives access to the main local attractions (from the sea to the hill, from the crystal clear waters to the medieval towns) just a few kilometers by car. It was the experience we were looking for and what we recommend.

Apartment with terrace and stunning view
The stay at Raisa's was incredibly beautiful. The accommodation and especially the view is much nicer than in the pictures. Raisa has gone to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the entire property is really picturesque. Beautiful city trips etc. are easily doable by car and we would be happy to come back again sometime.

Castello di Orgiale Charme Residenz
Property is amazing, host so friendly and helpful⦠Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come āhomeā to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra⦠and throughout Val dāOrcia from Montepulciano to Pienza , Pitigliano to Serano⦠and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
Quick stats about condo rentals in Massa Marittima
Total rentals
20 properties
Nightly prices starting at
$83Ā NZD before taxes and fees
Total number of reviews
280 reviews
Pet-friendly rentals
10 properties allow pets
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Destinations to explore
- PisaĀ Holiday rentals
- FlorenceĀ Holiday rentals
- BolognaĀ Holiday rentals
- RomeĀ Holiday rentals
- PortofinoĀ Holiday rentals
- Riviera di LevanteĀ Holiday rentals
- GenoaĀ Holiday rentals
- Italian RivieraĀ Holiday rentals
- VeronaĀ Holiday rentals
- MentonĀ Holiday rentals
- Francavilla al MareĀ Holiday rentals
- VeniceĀ Holiday rentals
- Rentals with outdoor seatingĀ Massa Marittima
- Rentals with breakfastĀ Massa Marittima
- Kid-friendly rentalsĀ Massa Marittima
- Villa rentalsĀ Massa Marittima
- Rentals with a patioĀ Massa Marittima
- Rentals with a fireplaceĀ Massa Marittima
- Family-friendly rentalsĀ Massa Marittima
- Apartment rentalsĀ Massa Marittima
- Smoking-friendly rentalsĀ Massa Marittima
- Pet-friendly rentalsĀ Massa Marittima
- Rentals with a washing machine and dryerĀ Massa Marittima
- House rentalsĀ Massa Marittima
- Condo rentalsĀ Province of Grosseto
- Condo rentalsĀ Tuscany
- Condo rentalsĀ Italy
- Yurt RentalsĀ United States
- Yurt RentalsĀ United Kingdom
- Castle RentalsĀ United States
- HouseboatsĀ United States
- Holiday CaravansĀ United Kingdom
- Private Island RentalsĀ United States
- Farm HousesĀ United States
- Farm CottagesĀ United Kingdom
- Cabin RentalsĀ Australia
- Luxury CabinsĀ United Kingdom
- Luxury CabinsĀ United States
- Holiday ChaletsĀ United Kingdom
- Cottage RentalsĀ United States
- Holiday CottagesĀ United Kingdom
- Mansion RentalsĀ United States
- Villa RentalsĀ United Kingdom
- Holiday BungalowsĀ United Kingdom
- Bungalow RentalsĀ United States
- Condo RentalsĀ United States
- Holiday ApartmentsĀ Australia
- Holiday HousesĀ United States
- Holiday HousesĀ United Kingdom
- Private Holiday RentalsĀ United Kingdom
- Big House RentalsĀ United States
- Big CottagesĀ Australia
- Large VillasĀ United Kingdom
- House Rentals with a PoolĀ United States
- Cabin Rentals with a PoolĀ United States
- Villas with a PoolĀ United Kingdom
- Apartments with a Hot TubĀ United States
- Holiday Cottages with a Hot TubĀ United Kingdom
- Beach CabinsĀ United States
- Beach CondosĀ United States
- Beachfront RentalsĀ United States
- Beach HousesĀ United Kingdom
- Beach VillasĀ United Kingdom
- Coastal CottagesĀ United Kingdom
- Pet-Friendly Vacation RentalsĀ United States
- Pet-Friendly Beach RentalsĀ United States
- Pet-Friendly Cabin RentalsĀ United States
- Dog-Friendly CottagesĀ United Kingdom
- Luxury Dog-Friendly CottagesĀ United Kingdom
- Elba
- Giglio Island
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Spiaggia di Patresi
- Cavallino Matto
- Spiaggia Libera
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Casa Barthel
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- CavallinoMatto
- Cala del Leone
- Spiaggia della Padulella
- Spiaggia di Cavo