
Vacation rentals in Massa Marittima
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Quick stats about vacation rentals in Massa Marittima

Total vacation rentals
Explore 110 vacation rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

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

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!

Palazzo Monaci - Piscina nelle crete Senesi
Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Sunsets wow-Arriving by car at home
Casa PàMa has an exclusive little balcony with a view, is a 1-minute walk from the historic centre of Massa Marittima, a medieval town between the hills and the sea, is conveniently accessible by car to check in (parking spaces nearby). It is the ideal starting point for visiting the Tuscan Maremma - unspoilt beaches - villages such as San Gimignano, Volterra, Pitigliano - experiences for every season: wine tasting, trekking, thermal baths, MTB routes, sea, excursions to Elba Island, Giglio

Agriturismo Poggio Bicchieri ap. Memoria
Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

Casa del Capitano | 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

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.

Casa al Gianni - Il Fienile di Simignano
Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Vicolo Porte 21/23, Massa Marittima, Jacuzzi
A pochi passi dalla Piazza Garibaldi, nel cuore medievale di Massa Marittima, Vicolo Porte 21/23 è uno spazioso loft nascosto, dove il fascino della storia incontra il comfort contemporaneo. Relax esclusivo: all'interno troverai una vasca idromassaggio con cromoterapia. Gli spazi, dallo stile minimal ma avvolgente, combinano materiali naturali, colori neutri e dettagli ricchi di personalità. Vicolo Porte 21/23 è il punto di partenza ideale per scoprire la Maremma!

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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 vacation rentals
Other great vacation rentals in Massa Marittima

AnticaVista, Luxury Apartment with Tower Views

Penthouse with pool view a few km from Follonica

Penthouse in small medieval castle near Florence

Luxury Medieval Tower • Exclusive Chianti Stay

Infinity Pool nel verde agriturismo vista bosco

La Casa nel Castello e la Terrazza sul Borgo

Luxury Penthouse overlooking Piazza del Campo

Palazzina Maresa - Loft 4
When is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 386 | ﺩ.ﺇ 389 | ﺩ.ﺇ 382 | ﺩ.ﺇ 353 | ﺩ.ﺇ 360 | ﺩ.ﺇ 367 | ﺩ.ﺇ 386 | ﺩ.ﺇ 422 | ﺩ.ﺇ 400 | ﺩ.ﺇ 382 | ﺩ.ﺇ 382 | ﺩ.ﺇ 386 |
| 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 apartment rentals in Massa Marittima have wifi?
Absolutely! We offer over 40 apartment 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
- House rentals Massa Marittima
- Rentals with pools Massa Marittima
- Family-friendly rentals Massa Marittima
- Rentals with outdoor seating Massa Marittima
- Pet-friendly rentals Massa Marittima
- Villa rentals Massa Marittima
- Rentals with breakfast Massa Marittima
- Chalet rentals Massa Marittima
- Rentals with a fireplace Massa Marittima
- Condo rentals Massa Marittima
- Apartment rentals Massa Marittima
- Rentals with a patio Massa Marittima
- Smoking-friendly rentals Massa Marittima
- Rentals with a washer and dryer Massa Marittima
- Elba
- Giglio Island
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Spiaggia Di Sansone
- Del Chianti
- Gulf of Baratti
- Le Cannelle
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia di Marina di Campo
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Antinori nel Chianti Classico
- Ugolino Golf Club
- Terme San Filippo
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo





