
Vacation rentals with a patio in Massa Marittima
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Top-rated patio rentals in Massa Marittima
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Da nonna Ornella - nest in Val d'Orcia
Spectacular views and relaxation guaranteed in this romantic studio apartment in the heart of the Val d'Orcia, province of Siena, immersed in the beautiful Tuscany. Ideal for couples. It has a living area, an equipped kitchen, a bathroom, heating, a courtyard, private parking, and a large and panoramic garden with sun loungers and a hammock. Close to iconic destinations: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia, Radicofani, Castiglione d'Orcia, and Monte Amiata. Unforgettable!

Villa L'Olivo w/Private pool (Close San Gimignano)
Villa L’Olivo si trova nella campagna Toscana, a circa 10 chilometri da San Gimignano e a pochi minuti dai supermercati ed i vari servizi presenti a Poggibonsi. La nostra Villa è un ottimo punto di partenza per scoprire tutte le bellezze della Toscana, ma è anche un luogo ideale per chi ama concedersi una pausa dalla vita frenetica della città. A Villa L’Olivo, puoi prenotare una cena con chef privato, direttamente in villa, per goderti una cena toscana in tutta tranquillità. Scrivici per info!

Apartment in a wine estate
Welcome to our 18th century villa in Sticciano, nestled between Florence and Rome, in the Tuscan Maremma! The beautiful villa has been trasformed into a wine estate hostelry, offering ten apartments for an unforgettable stay. Expect to see rolling hills, vineyards, and expansive green landscapes. A traditional Tuscan dinner is served twice a week, and our delicious breakfast is available every morning on request. Enjoy the pool or a wine experience visiting our vineyards and cellars!

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Podere Tignano, 4-bedroom villa in the Chianti!
Podere Tignano is located on the gentle green hills of Chianti between Florence and Siena, Podere Tignano enjoys stunning views of the countryside surrounding with grain fields, vineyards and olive groves. The villa has been restored preserving the original characteristics of its Tuscan stone structure harmoniously divided in two levels. The villa is 180 square meters and can accommodate 8 persons in 4 bedrooms with 3 bathrooms. Private pool for the exclusive use of the guests.

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.

Villa Il Diaccio with view of the Tuscan Maremma
Villa in pietra con particolari rifiniture architettoniche immersa in un bosco di castagni. Un grande giardino, in parte pavimentato a pietra, correda la proprietà dal quale si può ammirare un panorama meraviglioso della maremma toscana. Immersi nella natura si nota da una parte il mare con il golfo di Follonica, l'isola d'Elba e la Corsica, dall'altra l'isola del Giglio. E' possibile fare lunghe passeggiate nella natura o raggiungere località balneari o città d'arte.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Ancient Tuscan farmhouse in the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and a tree-lined garden. Furnishings in the classic Tuscan style, with wooden beamed ceilings, terracotta floors that give a characteristic touch.

Relaxing Tuscan country home with views
An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with an fantastic view. A countryside Tuscan home, surrounded by greenery and fields, equipped with every comfort for a peaceful and relaxing holiday. Reconnect and relax in this serene, one-of-a-kind stay.

Peaceful tuscan house with pool in Tuscany
An oasis of peace located in the heart of Tuscany and on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds and a wonderful swimming pool where you can enjoy our breathtaking views -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?
Popular amenities for Massa Marittima patio rentals
Apartment rentals with a patio

La Loggetta, authentic Tuscany

Chic Terrace Apt in Santo Spirito

Resort Panoramic view - Free parking

[200m Uffizi] The Florentine Dream – Art and Comfort

Volpe Sul Poggio - Country Suite

#Instaworthy Design ~ Great views ~ Garden ~ Pkg

Donna Tosca Country Holiday Home - Antenata

Apartment "Palazzo" in a rural house with pool
House rentals with a patio

Cosy Tuscany 2-bedroom home with a private pool

La Mignola Apartment

Casa San Ripa: Relax Oasis with Private Pool

"La Cappella" ancient country church

Villa of the Hydrangeas

The Cottage to relax and enjoy

Beautiful vacation home with infinity pool

Beautiful bright villa with view - Casa Luca
Condo rentals with a patio

ARTHouse/Netflix and Playstation 5/near the station

Blue Butterfly: Apartment in historic center Pisa

TOUCH the DOME! Romantic Terraced Penthouse

The Secret Garden

Charming Studio-near the Center and Tramvia

[Maison] Brunelleschi - 50m from the Duomo, Elevator

Garden & SPA -FlorArt Boutique Apartment

Riverfront Terrace
Quick stats about vacation rentals with a patio in Massa Marittima

Total vacation rentals
Explore 30 vacation rentals in Massa Marittima

Nightly prices starting at
Massa Marittima vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
Destinations to explore
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- Rentals with a patio Grosseto
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- Elba
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- Feniglia
- Cala Violina
- Gulf of Baratti
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- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
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- Kite Beach Fiumara
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- Cala di Forno
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- Zuccale Beach
- Castiglion del Bosco Winery
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- Riva del Marchese
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