
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$12,528 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 spacesDecor

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!
FamilyIndoor spacesComfort

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.
KitchenFamilyCheck-in

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!
Indoor spacesFamilyAccess

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.
Indoor spacesKitchenAccuracy

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.
KitchenIndoor spacesComfort

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
Indoor spacesFamilyOutdoor spaces

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
FamilyIndoor spacesQuiet

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.
KitchenFamilySleep quality

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.
Indoor spacesFamilyCleanliness

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 spacesKitchenWalkability

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 spacesFamilyAccuracy
Popular amenities for Massa Marittima family-friendly rentals
Family-friendly home rentals with a hot tub

La Casetta
FamilyKitchenOutdoor spaces

Agriturismo La Villa - L'Olivo, Pool & Hot Tub
KitchenFamilyQuiet

Amazing Tuscany Villa, FREE parking
Indoor spacesKitchenBreakfast

Wp Relais Borgo Vignalunga
Indoor spacesKitchenDecor

Farmhouse in Chianti with Swimming Pool
FamilyKitchenView

Casa del Capitano | Monte Grosso, Elba
KitchenIndoor spacesAir conditioning

A Big Dream in a Little Tower.
Indoor spacesFamilyBathroom

Palazzo Monaci - Pool in the Crete Senesi
FamilyKitchenCleanliness
Family- and pet-friendly home rentals

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

Casetta Venere Tuscan relaxation 3 km from the sea
FamilyIndoor spacesGrill

Casa Sabina
KitchenFamilyBathroom

Casa del Poggio, with a beautiful sea view
KitchenFamilyBackyard

Beautiful medieval village!!!
FamilyKitchenHiking

Florence Sunset Hills • Giogoli
FamilyIndoor spacesCleanliness

Mimosa Apartment - Poggio al Vento
Indoor spacesFamilyAccess

Your Tuscan oak tree house, enchanting Val d'Orcia
FamilyIndoor spacesGrill
Family-friendly home rentals with a pool

Cercis - La Palmierina
FamilyKitchenComfort

Il Castello di Ferrano - Castle in Tuscany
FamilyIndoor spacesHeating

Castel Brunello - 2 doublebed rooms + terrace
FamilyKitchenSleep quality

Relaxation and charm in the Chianti hills
KitchenIndoor spacesPool

Design loft with private SPA in Tuscany
KitchenIndoor spacesQuiet

TerraMadre FIRE
Indoor spacesKitchenValue

Panoramic view 10 minutes from Massa Marittima and the sea
KitchenIndoor spacesCleanliness

La Capanna: country house with magnificent view
KitchenIndoor spacesShared spaces
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$23,177 GYD | G$23,386 GYD | G$23,594 GYD | G$23,803 GYD | G$22,968 GYD | G$21,924 GYD | G$23,177 GYD | G$30,485 GYD | G$24,430 GYD | G$22,968 GYD | G$23,594 GYD | G$23,177 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





