
Condo vacation rentals in Massa Marittima
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Quick stats about condo rentals in Massa Marittima

Total vacation rentals
Explore 20 vacation rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

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Over 370 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Massa Marittima vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Massa Marittima rentals

4.8 Average rating
Massa Marittima stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated condo rentals in Massa Marittima
Guests agree: these condos are highly rated for location, cleanliness, and more.

Apt. Panzanello-Panzano in Chianti
Welcome to a corner of authentic Tuscany, where time seems to have stood still among vineyards and centuries-old olive trees. Nestled in the tranquility of the Chianti Classico hills, this apartment is the perfect retreat for those seeking comfort and authenticity away from the hustle and bustle of everyday life. From the private terrace, you can enjoy a breathtaking view of the hills—the perfect place to relax with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.
ValueFamilyIndoor spaces

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
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Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!
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“Le Scalette,” Florentine Hills
The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.
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Le Antiche Viste - The Zen Terrace
Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning. If you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.
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House between Firenze, Arezzo, chianti e Siena
The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...
LocationFamilyCheck-in

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.
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Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
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Il Borghetto: Alice's House, charm and relaxation
Alice's House is located in the central area for the visit of Valdorcia and Montalcino with its Brunello wineries. All renovated and very bright, it can sleep 2 to 4 people. Entirely covered by Wifi, it has two double bedrooms, each with a private bathroom, a kitchen equipped with a relaxing living room with LED TV, armchairs, wood-burning fireplace for the cold evenings in winter. Heated with clean energy and restored with eco-friendly materials.
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The View of Sangiorgio
In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb
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The Nest in Chianti
We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, disinfecting and sanitizing of all parts of the house. Cozy apartment, finely renovated in the historic center on the second floor overlooking the beautiful square of Greve in Chianti. You can spend wonderful moments of relaxation on its condominium terrace.
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Charming Duomo View Studio — Heart of Florence
We are delighted to present La Mandorla — a stylish 30 m² Tuscan-style apartment located directly on Piazza del Duomo in Florence, offering a stunning view of the city’s iconic cathedral. Set in an 18th-century palazzo that once belonged to the noble Gondi family, it blends history with central Florence living.
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Popular amenities for Massa Marittima condo rentals
Weekly condo rentals

Chianti Apartment in 12th Century Tuscan farmhouse
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Chianti La Pruneta, Michelangelo apartment.
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Loggiato 3 apartment in Tuscany near Siena
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Lovely Apartment on the Arno river ~ Oltrarno
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The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵
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Palazzo Bichi Ruspoli-Historical Home-Very Central
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Casa Gioia
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Florentine Penthouse with Panoramic Terrace
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Pet-friendly condo rentals

"Mercanti" cozy attic in a tower house
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The Door Next Door 2.0
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Casa Manori - refined and cozy two-room apartment
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Vintage apartment 400 m from Palio, Piazza del Campo, Siena
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•Il Chiostro• A gem in the heart of Siena
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Il Vecchio Noce
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Lovely Suite in the Heart of historical Lucca
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amazing first floor apt Piazza Santa Croce Firenze
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Condo rentals with a pool

Penthouse with pool view a few km from Follonica
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Romantic Residence with Pool in Chianti
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Infinity Pool in the green agritourism with a view of the woods
LocationFamilyIndoor spaces

Ginestra: Private Pool Overlooking Florence
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Poggiolieto Suite - on hills 10' from city center
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Manuela apartment with pool in farmhouse
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Podere Casanovola, Il Sole apartment
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Podere Cupiano "La Costa"
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Destinations to explore
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- Elba
- Giglio Island
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- Cala Violina
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Del Chianti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Cascate del Mulino
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- Mount Amiata
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- Antinori nel Chianti Classico
- Siena Cathedral
- Val di Chiana
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- Valdichiana Outlet Village
- Ugolino Golf Club





