
Holiday rentals with outdoor seating in Massa Marittima
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Top-rated rentals with outdoor seating in Massa Marittima
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with all the families in this home. The farmhouse consists of two independent apartments with a living room, kitchen, bedroom and bathroom. You will not have to share anything with the other guests, as we have arranged everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. Nearby Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Podere Pereti Nuovi-modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

The Castle of Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Panoramic loft with terrace near Ponte Vecchio
Luminoso e silenzioso loft all'ultimo piano nel quartiere Oltrarno del centro storico. Vicino a tutti i monumenti e trasporti pubblici. Offre tutti i comfort per un soggiorno rilassante. Splendida vista su Palazzo Pitti e sui giardini di Boboli. Nessun ascensore. Per 1-2 persone.
Popular amenities for outdoor seating rentals in Massa Marittima
House rentals with outdoor seating

Infinity pool in Chianti area

StageROOM03 - Idyllic Chianti cottage near Siena
Gorgeous Villa with Postcard Views in Historical Florence

Da nonna Ornella - nest in Val d'Orcia

House with a breathless view in Tuscany

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

Casa Al Poggio & Chianti view

Charming converted Hayloft overlooking the Chianti Hills
Apartment rentals with outdoor seating

Podere La Quercia

Girasoli apartment with pool in farmhouse

OLIVE TREE APARTMENT - CHIANTI

Piazzale Michelangelo among the olive trees

Pitti Portrait

Casa Bonari - a paradise for the eyes

Ricasoli Terrace with unbeatable view on the Duomo

"DA OSCA" in the heart of Maremma
Apartment rentals with outdoor seating

Florence, Duomo, “Lorenzo” with Unique Terrace

Mascagni Farmhouse in Val d'Orcia, Pienza
Smell the Rosemary on a Balcony Next to Santa Croce Square

Apartment in Florence, Italy

The View of Sangiorgio

"Dimora Valinda" Montepulciano Piazza Grande +A/C

Amazing view of Val d'Orcia Pienza

La Casetta
Quick stats about holiday rentals with outdoor seating in Massa Marittima

Total holiday rentals
Explore 20 holiday rentals in Massa Marittima

Nightly prices starting at
Massa Marittima holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Massa Marittima holiday rentals include wifi 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!
Destinations to explore
- House rentals Massa Marittima
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- Rentals with outdoor seating Grosseto
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Elba
- Giglio Island
- Marina di Cecina
- Del Chianti
- Siena Cathedral
- Spiagge Bianche
- Feniglia
- Cala Violina
- Cattedrale di San Francesco
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia di Marina di Campo
- Le Cannelle
- Palazzo Pubblico
- Santa Maria della Scala
- CavallinoMatto
- Arcipelago Toscano National Park
- Ugolino Golf Club
- Spiaggia di Marciana Marina
- Spiaggia Di Sottobomba
- Abbey of Monte Oliveto Maggiore




