Vacation rentals in Massa Marittima

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Top-rated vacation rentals in Massa Marittima

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Guest favorite

Loft in Massa Marittima

4.88 out of 5 average rating, 154 reviews

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!

Sep 18 – 25

G$24,106 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

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 idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. 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.

Nov 9 – 16

G$113,264 GYD per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 129 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Dec 11 – 18

G$32,277 GYD per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Feb 19 – 26

G$22,926 GYD per night

Guest favorite

Condo in Massa Marittima

4.99 out of 5 average rating, 153 reviews

Casa Vecchio Forno

The apartment is on the ground floor, in the historic center of Massa Marittima, just 100 meters from Piazza del Duomo. It is easily accessible from all the car parks of the historic center and within walking distance you can find: bars, restaurants, banks, groceries, a pastry shop and a pharmacy. The house recently renovated, has a separate entrance and consists of: a kitchen with kitchenette, a double bedroom, a living room with sofa bed and a bathroom.

Feb 18 – 25

G$17,247 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Typical Tuscan country house

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. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

G$33,116 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 238 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Mar 29 – Apr 5

G$31,573 GYD per night

Guest favorite

Condo in Riomaggiore

4.99 out of 5 average rating, 138 reviews

Loft "Il Castello" with terraces overlooking the sea

Elegant open space in the historic center of Riomaggiore, at the foot of the 13th-century Castle, equipped with three private terraces overlooking the sea, overlooking the "Via dell 'Amore" and the sunsets of the 5 Terre. The apartment is located within walking distance of the train station, the sea, trail entrances, restaurants and bars. CITRA: 011024-LT-0414

Dec 3 – 10

G$89,158 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar 14 – 21

G$27,405 GYD per night

Guest favorite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 438 reviews

San Giusto Abbey { medieval Tower }

Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.

Apr 12 – 19

G$47,206 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Dec 26 – Jan 2

G$72,562 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 298 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Dec 16 – 23

G$50,225 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Massa Marittima vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Massa Marittima's top sights

Massa Marittima Cathedral19 locals recommend

Lonewolf6 locals recommend

I Tre Archi6 locals recommend

La Tana dei Brilli13 locals recommend

Ristorante le Mura9 locals recommend

Osteria da Tronca8 locals recommend

Other great vacation rentals in Massa Marittima

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

Nov 24 – Dec 1

G$22,877 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

Sep 23 – 30

G$174,309 GYD per night

Guest favorite

Apartment in Manarola

4.95 out of 5 average rating, 519 reviews

Open Mind Penthouse floor Apartment sea view

Nov 21 – 28

G$19,495 GYD per night

Superhost

Apartment in Riomaggiore

4.9 out of 5 average rating, 367 reviews

5 Sensi di Mare- Harbour apartment with terrace

Dec 21 – 28

G$34,614 GYD per night

Guest favorite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

Jan 5 – 12

G$35,794 GYD per night

Guest favorite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Apr 20 – 27

G$27,226 GYD per night

Guest favorite

Loft in Riomaggiore

4.97 out of 5 average rating, 407 reviews

A window to the sea - Free wi-fi

Mar 6 – 13

G$30,381 GYD per night

Guest favorite

Home in Vaiano

5.0 out of 5 average rating, 198 reviews

The MOONLIT & SUNNY COTTAGE near Florence

Jan 26 – Feb 2

G$35,130 GYD per night

Show all

Quick stats about vacation rentals in Massa Marittima

Total rentals
120 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
G$4,173 GYD before taxes and fees

Frequently Asked Questions

What are the most popular amenities for Apartment Rentals in Massa Marittima?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with wifi, over 60 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there apartment rentals with a dedicated workspace in Massa Marittima?
Yes! Work meets play with ease at over 10 apartment rentals in Massa Marittima featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Massa Marittima have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning 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.
Are there pet-friendly condo rentals in Massa Marittima?
Four-legged friends are welcome in Massa Marittima. Choose from more than 10 condo rentals for guests traveling with pets.
Are there family-friendly apartment rentals in Massa Marittima?
Massa Marittima has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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.

Vacation rentals in Massa Marittima

Top-rated vacation rentals in Massa Marittima

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Massa Marittima vacation rentals

Stay near Massa Marittima's top sights

Other great vacation rentals in Massa Marittima

Home in Panzano In Chianti

Tower in Fiesole

Apartment in Manarola

Apartment in Riomaggiore

Cottage in Chianni

Cottage in Vetulonia

Loft in Riomaggiore

Home in Vaiano

Quick stats about vacation rentals in Massa Marittima

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What are the most popular amenities for Apartment Rentals in Massa Marittima?

How much does it cost to stay in condo rentals in Massa Marittima?

Are there apartment rentals with a dedicated workspace in Massa Marittima?

Do apartment rentals in Massa Marittima have air conditioning?

Do apartment rentals in Massa Marittima have wifi?

Are there pet-friendly condo rentals in Massa Marittima?

Are there family-friendly apartment rentals in Massa Marittima?

Do apartment rentals in Massa Marittima have free parking?

Destinations to explore