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, 155 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!

Oct 9 – 16

G$22,027 GYD per night

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 355 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Jan 13 – 20

G$22,979 GYD per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 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.

Jan 31 – Feb 7

G$103,901 GYD per night

Guest favorite

Apartment in Manarola

4.95 out of 5 average rating, 550 reviews

Open Heart Apartment sea view

Namaste human brother. I willingly share my beloved little house with human beings from all over the world, but I am aware that I am not a tourist agency that rents apartments, I am not a hotel, I am not a Bed and Breakfast, I am just a simple inhabitant of Manarola (a kind of hermit monk) I live right next to the little two houses I rent, I just rent a simple private furnished house, nothing more and I check in personally. Check-in from 2 pm not before - Gay friendly - peace and love

Nov 7 – 14

G$19,582 GYD per night

Guest favorite

Condo in Massa Marittima

4.99 out of 5 average rating, 155 reviews

Casa Vecchio Forno

L'appartamento si trova a piano terra, nel centro storico di Massa Marittima, ad appena 100 metri dalla piazza del Duomo. E' facilmente raggiungibile da tutti i parcheggi del centro storico ed a pochi passi si possono trovare: bar, ristoranti, banche, alimentari una pasticceria ed una farmacia. L'abitazione di recente ristrutturazione, ha una entrata indipendente ed è composta: da una cucina con angolo cottura, una camera matrimoniale, un soggiorno con divano letto ed un bagno.

Feb 16 – 23

G$17,324 GYD per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 132 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.

Feb 15 – 22

G$32,421 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 156 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Sep 29 – Oct 6

G$171,545 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Old hayloft on 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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Dec 13 – 20

G$33,264 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 203 reviews

Appartamento "Red Rose" con vista su Siena.

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, con vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Jan 5 – 12

G$30,010 GYD per night

Guest favorite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 441 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.

Feb 7 – 14

G$47,417 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 137 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.

Feb 6 – 13

G$66,964 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 301 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 ...

Apr 8 – 15

G$52,467 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

Condo in Riomaggiore

4.99 out of 5 average rating, 141 reviews

Loft "Il Castello" con terrazze sul mare

Mar 30 – Apr 6

G$89,556 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 -

Feb 18 – 25

G$33,761 GYD per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Apr 15 – 22

G$200,577 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 243 reviews

La Casetta di Brunello,very panoramic with terrace

Nov 8 – 15

G$34,145 GYD per night

Guest favorite

Apartment in Riomaggiore

4.94 out of 5 average rating, 426 reviews

relax a Rio

Nov 8 – 15

G$29,426 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 333 reviews

A view from the top

Jan 22 – 29

G$33,369 GYD per night

Guest favorite

Home in Cerreto Guidi

4.95 out of 5 average rating, 415 reviews

Casa del Giardino

Dec 13 – 20

G$29,907 GYD per night

Guest favorite

Home in Peccioli

4.99 out of 5 average rating, 113 reviews

A breathless view

Dec 7 – 14

G$32,447 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

Are there vacation rentals with a dedicated workspace in Massa Marittima?
Yes! Work meets play with ease at over 40 vacation rentals in Massa Marittima featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 pet-friendly vacation rentals in Massa Marittima?
Four-legged friends are welcome in Massa Marittima. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Massa Marittima?
Massa Marittima has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
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 60 homes with a kitchen, over 20 homes with free parking, over 40 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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

Houses

Apartments

Hotels

Popular amenities for Massa Marittima vacation rentals

Stay near Massa Marittima's top sights

Other great vacation rentals in Massa Marittima

Condo in Riomaggiore

Cottage in Chianni

Villa in Ambra

Home in Castelnuovo dell'Abate

Apartment in Riomaggiore

Apartment in Montepulciano

Home in Cerreto Guidi

Home in Peccioli

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

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

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

Are there pet-friendly vacation rentals in Massa Marittima?

Are there family-friendly vacation rentals in Massa Marittima?

Do apartment rentals in Massa Marittima have air conditioning?

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

Do apartment rentals in Massa Marittima have wifi?

Do apartment rentals in Massa Marittima have free parking?

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