
Family-friendly vacation rentals in Massa Marittima
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Massa Marittima

Total vacation rentals
Explore 40 vacation rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Massa Marittima vacation 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
Top-rated family-friendly rentals in Massa Marittima
Guests agree: these family-friendly homes 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 property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth 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 in your soul. We look forward to welcoming you!
FamilyIndoor spacesQuiet

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
KitchenIndoor spacesSleep quality

Podere Vergianoni nestled in Chianti with a pool
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.
KitchenFamilyGetting around

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!
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Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.
KitchenIndoor spacesTV

Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.
Indoor spacesFamilyAccess

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
KitchenIndoor spacesCondition

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.
Indoor spacesKitchenBathroom

Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
Indoor spacesFamilyGetting around

Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
Indoor spacesKitchenLocation

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
Indoor spacesKitchenCleanliness

Casa Renato
Holiday home in the countryside 7 km from the medieval village of Massa Marittima 8 km from the sea of Follonica and 5 km from Lake Accesa. The apartment has two bedrooms, a living room with a stove and amenities. Guests will enjoy independence and privacy with private parking, garden, and grill.
Indoor spacesKitchenBathroom
Popular amenities for Massa Marittima family-friendly rentals
Family-friendly home rentals with a hot tub

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
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La Casetta
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Typical Tuscan country house
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Wp Relais Borgo Vignalunga
Indoor spacesFamilyLaundry

Beautiful renovated barn in Tuscany
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Casa del Capitano | Monte Grosso, Elba
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La Pieve - the house next to the church
FamilyIndoor spacesDecor

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
KitchenFamilyLaundry
Family- and pet-friendly home rentals

Country cottage C&M surrounded by greenery, love Tuscany
FamilyKitchenNearby

Casa Sabina
KitchenIndoor spacesLocation

Casetta Venere Tuscan relaxation 3 km from the sea
KitchenIndoor spacesHiking

Pink like the sunset sky
KitchenIndoor spacesDecor

Beautiful medieval village!!!
Indoor spacesFamilyWifi

House with private terrace and countryside view
Indoor spacesKitchenBreakfast

Maremma at a low cost for independent tourists.
Indoor spacesKitchenBathroom

La Gialla Luna - In the Heart of Massa Marittima -
Indoor spacesFamilyQuiet
Family-friendly home rentals with a pool

Relaxation and charm in the Chianti hills
KitchenIndoor spacesHospitality

Castel Brunello - 2 doublebed rooms + terrace
KitchenIndoor spacesSleep quality

Il Castello di Ferrano - Castle in Tuscany
Indoor spacesFamilyGetting around

Loggiato 3 apartment in Tuscany near Siena
KitchenIndoor spacesLocation

Frontemare house with exclusive sea access
Indoor spacesFamilyQuiet

Mimosa Apartment - Poggio al Vento
KitchenFamilyView

TerraMadre FIRE
FamilyIndoor spacesOutdoor spaces

Panoramic view 10 minutes from Massa Marittima and the sea
FamilyKitchenBiking
When is the best time to visit Massa Marittima?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,214 GYD | G$23,424 GYD | G$23,633 GYD | G$23,842 GYD | G$23,005 GYD | G$21,960 GYD | G$23,214 GYD | G$30,534 GYD | G$24,469 GYD | G$23,005 GYD | G$23,633 GYD | G$23,214 GYD |
| 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 |
Destinations to explore
- Rentals with pools Massa Marittima
- Pet-friendly rentals Massa Marittima
- Villa rentals Massa Marittima
- Rentals with breakfast Massa Marittima
- Chalet rentals Massa Marittima
- Condo rentals Massa Marittima
- Apartment rentals Massa Marittima
- House rentals Massa Marittima
- Family-friendly rentals Grosseto
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Elba
- Giglio Island
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Del Chianti
- 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





