
Condo holiday rentals in Massa Marittima
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Top-rated condo rentals in Massa Marittima
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

The Ancient Views in Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, 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.

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 ...

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

Casa Vecchio Forno
The apartment is on the ground floor, in the historic center of Massa Marittima, just 100 meters from the Cathedral square. It is easily accessible from all the parking lots in the historic center and within walking distance you can find: cafes, restaurants, banks, grocery stores, a pastry shop and a pharmacy. The recently renovated 68m house has a separate entrance and consists of: a kitchen with kitchenette, a double bedroom, a living room with sofa bed and a bathroom.

"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.

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?

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

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

The roof terrace
The roof terrace is located on the third and top floor, without a lift (where the brave dare) of a small building in the lively Sant'Ambrogio neighborhood, just steps from all the city's major attractions. From the terrace, you can enjoy views of the city's rooftops, including Brunelleschi's dome and the synagogue's dome. The apartment was completely renovated in the summer of 2022 to offer you the best possible accommodation.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

Exclusive Florence Penthouse with city views
The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.
Popular amenities for Massa Marittima condo rentals
Weekly condo rentals

AnticaVista, Luxury Apartment with Tower Views

Penthouse with pool view a few km from Follonica

Marta's Domus

[Oltrarno Elegance] Hidden Gem with Florence Views

House with private terrace and countryside view

Sunsets wow-Arriving by car at home

Panoramic view 10 minutes from Massa Marittima and the sea

Podere Casanovola, Il Sole apartment
Pet-friendly condo rentals

The Door Next Door 2.0

Casa Gioia

Elegant fine home 400 m away from Piazza del Campo

Casale Elbano "on the waterfront"

Panoramic attic in old town of Siena

Suite with 3 terraces at Ponte Vecchio

Duomo View • In the Heart of Florence

HomingPisa - Gemini Two - NEW (900 Reviews)
Condo rentals with a pool

Stone cottage with swimming pool. San Gimignano

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

💜 "Gaia" at Podere Le Fontanelle

Casavecchia Agritourism, le Margherite

Vintage Residence with Swimming Pool in Chianti

Poggiolieto Suite - on hills 10' from city center

Manuela apartment with pool in farmhouse
Quick stats about condo rentals in Massa Marittima

Total holiday rentals
Explore 20 holiday rentals in Massa Marittima

Nightly prices starting at
Massa Marittima holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 330 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Massa Marittima holiday rentals include Wi-Fi access

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

4.7 Average rating
Massa Marittima stays receive an average rating of 4.7 out of 5 from guests
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- Elba
- Giglio Island
- Marina di Cecina
- Del Chianti
- Cala Violina
- Feniglia
- Cascate del Mulino
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiagge Bianche
- Spiaggia di Capo Bianco
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- Spiaggia di Marina di Campo
- Le Cannelle
- Spiaggia della Padulella
- Palazzo Pubblico
- Arcipelago Toscano National Park
- CavallinoMatto
- Santa Maria della Scala
- Ugolino Golf Club
- Antinori nel Chianti Classico
- Parco Regionale Della Maremma
- Siena Cathedral
- Abbey of Monte Oliveto Maggiore




