
Condo holiday rentals in Massa Marittima
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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 $84 NZD per night before taxes and fees

Verified guest reviews
Over 370 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

4.8 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.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
LocationFamilySleep quality
4.93 out of 5 average rating, 194 reviews
Historic 17th-century farmhouse in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the option 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 with a wonderful view of the castle, hills, and vineyards with breathtaking sunsets.
FamilyValueBiking
5.0 out of 5 average rating, 218 reviews
Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.
FamilyValueAmenities
4.93 out of 5 average rating, 201 reviews
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!
ValueFamilyKitchen
4.99 out of 5 average rating, 233 reviews
Florentine Hills “Le Scalette”
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.
FamilyLocationNearby
4.94 out of 5 average rating, 162 reviews
Acciaiuoli Penthouse Florence Terrace View
In the heart of Florence's historic center, a luxury penthouse with an exclusive terrace and breathtaking views of the Duomo, Palazzo Vecchio, and the entire city skyline. Perfect for families and friends, this apartment is completely renovated with high-quality finishes. It is located on the fifth and top floor without an elevator. You have to climb 106 easy steps to reach paradise (the host will help you carry your suitcases). All the windows offer beautiful views of the historic center.
ValueLocationGetting around
4.99 out of 5 average rating, 118 reviews
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.
FamilyLocationBathroom
4.99 out of 5 average rating, 133 reviews
[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.
LocationValueWi-Fi
4.97 out of 5 average rating, 312 reviews
"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.
FamilyLocationView
4.95 out of 5 average rating, 143 reviews
Tuscan country house at Mascagni Farmhouse in 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?
ValueFamilyNearby
5.0 out of 5 average rating, 159 reviews
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.
ValueLocationLayout
4.9 out of 5 average rating, 324 reviews
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
LocationValueCondition
4.99 out of 5 average rating, 328 reviewsPopular amenities for Massa Marittima condo rentals
Weekly condo rentals

House between Firenze, Arezzo, chianti e Siena
FamilyValueShared spaces
4.84 out of 5 average rating, 300 reviews
Cresti House Dome - Unique Terrace & Stunning View
LocationValueIndoor spaces
4.94 out of 5 average rating, 186 reviews
Peaceful hideaway in a 11th century Tuscan village
ValueFamilyComfort
4.92 out of 5 average rating, 104 reviews
[DUOMO] Prestigious private terrace on the Duomo
LocationFamilyCondition
4.95 out of 5 average rating, 390 reviews
Gallery Apartment near Chianti
ValueLocationAccess
4.95 out of 5 average rating, 151 reviews
Chianti Apartment in 12th Century Tuscan farmhouse
FamilyLocationQuiet
4.95 out of 5 average rating, 419 reviews
Renaissance Residence In San Miniato with a view
ValueLocationKitchen
4.93 out of 5 average rating, 185 reviews
Florentine Penthouse with Panoramic Terrace
FamilyValueQuiet
5.0 out of 5 average rating, 116 reviewsPet-friendly condo rentals

beautiful apartment with a view in the historic center
LocationFamilyNearby
5.0 out of 5 average rating, 101 reviews
The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵
ValueFamilyKitchen
4.97 out of 5 average rating, 307 reviews
Piazzetta N20 Apartment
LocationFamilyHospitality
4.89 out of 5 average rating, 513 reviews
Roof-top Anguillara: Duomo e Bargello View
LocationValueCleanliness
4.98 out of 5 average rating, 104 reviews
Amazing view of Val d'Orcia Pienza
LocationFamilyDecor
4.92 out of 5 average rating, 124 reviews
Asso's Place, Luxury Apartment with stunning view
LocationFamilyParking
4.99 out of 5 average rating, 144 reviews
Enjoy Historic Veranda In The Heart Of Florence
ValueFamilyAir conditioning
4.92 out of 5 average rating, 335 reviews
Casa Gioia
FamilyLocationBreakfast
4.92 out of 5 average rating, 147 reviewsCondo rentals with a pool

Casa Luna-Splendida overlooking the pool and Tuscan nature
FamilyLocationDecor
4.97 out of 5 average rating, 149 reviews
Poggiolieto Suite - on hills 10' from city center
LocationFamilyLaundry
4.83 out of 5 average rating, 227 reviews
Bel Canto Lari, exclusive, rural, Tuscan retreat
ValueLocationCleanliness
4.97 out of 5 average rating, 105 reviews
Scenic Stilish Country
LocationFamilySleep quality
4.88 out of 5 average rating, 135 reviews
Infinity Pool in the green agritourism with a view of the woods
FamilyLocationAir conditioning
4.98 out of 5 average rating, 47 reviews
Cupiano Farm "Querciolettaia/Legnaio"
ValueLocationParking
4.96 out of 5 average rating, 56 reviews
Holiday in an antique farm, The Arches
FamilyLocationComfort
4.86 out of 5 average rating, 22 reviews
Apartment + pool Maremma Tuscany
FamilyLocationAccuracy
4.92 out of 5 average rating, 13 reviewsDestinations to explore
- Rentals with pools Massa Marittima
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- Condo rentals Grosseto
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- Elba
- Giglio Island
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Del Chianti
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Val di Chiana
- Quercetano
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





