
Holiday houses in Massa Marittima
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Quick stats about holiday rentals in Massa Marittima

Total holiday rentals
Explore 110 holiday rentals in Massa Marittima

Nightly prices starting at
Massa Marittima holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 1,980 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 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 holiday rentals in Massa Marittima
Guests agree: these stays are highly rated for location, cleanliness and more.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Infinity Pool in the green agritourism with a view of the woods
Experience the authentic Tuscany between the sea and the countryside! Our Casetta Valmora estate is located 10 km from Follonica and Massa Marittima. The apartment with private patio, Wi-Fi, and air conditioning overlooks the garden with two sun loungers, ideal for couples, families, and friends. Starting in June 2026, the new panoramic infinity pool overlooking the woods will be available for moments of pure relaxation. In the surrounding area, discover medieval villages, Cala Violina, bike routes, golf (15 km away) and local products.

Authentic Cave House in the heart of the Village!
The house is in the heart of Massa Marittima, a medieval village which is setting on the top of a hill in the Maremma countryside. This authentic historical small town is short driving distance from many amazing beaches of the Mediterranean coast: Cala Violina, Torre Mozza, the Baratti Etruscan Riviera.. Ideal for a romantic escape but also for those who are looking for a local experience in a relaxed, suggestive, historical context far away from mass tourist routes. PLEASE READ ALL DESCRIPTION!

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Design apartment in Massa Marittima, "slow city"
A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

Sunsets wow-relax and slow vacation
casa PàMa is a retreat where every detail has been carefully considered to make you feel at the heart of a unique experience. The day begins with a slow breakfast on the balcony, with birdsong in the background and a view of the Tuscan hills stretching all the way to the sea. In the evening, enjoy unforgettable sunsets while sipping a glass of wine. Here, you can finally slow down, savor every moment in complete harmony. Drive right up to the house without worrying about your luggage.

Design loft with private SPA in Tuscany
Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

House with private terrace and countryside view
Typical Tuscan house with exposed beams: 4 sleeps, renovated and fully equipped. Large private terrace facing southwest, with views of the Tuscan countryside and evening sunsets! Reach the sea and the beaches of Maremma, just a few kilometers away: Cala Violina, the Sterpaia Park, the Gulf of Baratti, and Lake Accesa! Bike-friendly, with a convenient private storage room on the ground floor for safe bike storage. Easy and free parking throughout the area.

Vicolo Porte 21/23, Massa Marittima, Jacuzzi
Just a few steps from Piazza Garibaldi, in the medieval heart of Massa Marittima, Vicolo Porte 21/23 is a spacious, hidden loft where the charm of history meets contemporary comfort. Exclusive relaxation: inside you will find a whirlpool tub with chromotherapy. The spaces, with a minimal yet cozy style, combine natural materials, neutral colors, and details full of personality. Vicolo Porte 21/23 is the ideal starting point for discovering the Maremma!

Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Spacious Flat just 15 Minutes from the Sea
Discover the perfect combination of modern Scandinavian comfort and Tuscan charm in this private flat located in the village of Tirli. The flat offers modern yet cosy interiors, two bathrooms, a fully equipped kitchen, two bedrooms and a balcony with all the amenities you need for a relaxing holiday away from the stress of everyday life.
Popular amenities for Massa Marittima holiday rentals
Other great holiday rentals in Massa Marittima

Domus Olea BnB

Characteristic apartment in the historic center

Suvereto Suite with private roof top terrace

Historic Fresco Apartment

Il Bell'Arco

Podere Bugettai Country House in Massa Marittima

Frescoed suite in Palazzo Moncini, Historic Center

Studio for two
When is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 NZD | $178 NZD | $175 NZD | $187 NZD | $177 NZD | $168 NZD | $177 NZD | $193 NZD | $183 NZD | $175 NZD | $175 NZD | $177 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Massa Marittima?
Yes! Work meets play with ease at over 50 vacation rentals in Massa Marittima featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in condo rentals in Massa Marittima?
Experience the best of Massa Marittima with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Massa Marittima?
Four-legged friends are welcome in Massa Marittima. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Massa Marittima?
Massa Marittima has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do bed and breakfast rentals in Massa Marittima have air conditioning?
Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Massa Marittima have a kitchen?
Absolutely! We offer over 10 condo rentals with a kitchen in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Massa Marittima have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Massa Marittima have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Massa Marittima. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- 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
- Cascate del Mulino
- Mount Amiata
- Antinori nel Chianti Classico
- CavallinoMatto
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Quercetano
- Valdichiana Outlet Village
- Terme San Filippo
- Saturnia Thermal Park
- Rimigliano Natural Park





