Montemassi Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Montemassi

Front of property - evening/night
Fattoria Pian di Rocca

Townhouse in Castiglione della Pescaia

9.6 out of 10, Exceptional, (30)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
Fattoria Pian di Rocca
Garden
Residence la Pace - Pool & Relax

Residence in Grosseto

10.0 out of 10, Exceptional, (1)
"bellissima struttura gestita da una famiglia gentilissima!"
Italy
Matteo
The price is ￥14,300
￥15,730 total
includes taxes & fees
Nov 20 - Nov 21
Residence la Pace - Pool & Relax
Garden
Botrona B&B

Townhouse in Scarlino

9.4 out of 10, Exceptional, (23)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
Botrona B&B
Garden
Domus Socolatae Residenza d'Epoca Charming B&B

Townhouse in Follonica

9.4 out of 10, Exceptional, (22)
"Our stay was amazing, will be back soon!"
United States
Tiffany
Domus Socolatae Residenza d'Epoca Charming B&B
Exterior
Guest House All'83

Townhouse in Grosseto

9.6 out of 10, Exceptional, (4)
"Tutto ok!! Nessuna pecca!!"
Italy
Alessio
Guest House All'83
Comfort Quadruple Room | Free WiFi
Residence Il Boschetto

Townhouse in Grosseto

9.0 out of 10, Wonderful, (6)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is ￥14,334
￥15,767 total
includes taxes & fees
Nov 20 - Nov 21
Residence Il Boschetto
Outdoor pool
Four-room apartment with 3 double bedrooms and 2 bathrooms

Vacation Home in Grosseto

10.0 out of 10, Exceptional, (1)
The price is ￥22,514
￥30,529 total
includes taxes & fees
Nov 20 - Nov 21
Four-room apartment with 3 double bedrooms and 2 bathrooms
Seasonal outdoor pool, pool umbrellas, sun loungers
Casa in Maremma Tuscany Village

Apartment in Scarlino

3.0 star property
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
Room amenity
Marconi 1935 B&B and Holiday Home

Townhouse in Follonica

9.4 out of 10, Exceptional, (8)
"Brilliant little apartment, lovely roof terrace with whirlpool. Easy walk to station and beach. Check in all done via WhatsApp and seamless, beds comfy bathroom.excellent. highly reccomend"
United Kingdom
Mark
Marconi 1935 B&B and Holiday Home
Dining
Comfort, relaxation and nature

Vacation Home in Monticiano

10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is ￥12,956
￥18,354 total
includes taxes & fees
Nov 26 - Nov 27
Comfort, relaxation and nature
Property grounds
Oasis La Rosa in the Countryside

Apartment in Follonica

The price is ￥12,024
￥20,424 total
includes taxes & fees
Nov 28 - Nov 29
Oasis La Rosa in the Countryside
Outdoor pool
Two-room apartment in residence with swimming pool and restaurant

Vacation Home in Grosseto

8.0 out of 10, Very Good, (1)
"Tutto ok"
Italy
PAOLO T.
The price is ￥11,023
￥15,367 total
includes taxes & fees
Nov 20 - Nov 21
Two-room apartment in residence with swimming pool and restaurant
Outdoor pool
Antico Brunello

Villa in Montalcino

The price is ￥1,153,101
￥1,270,212 total
includes taxes & fees
Nov 20 - Nov 21
Antico Brunello
Exterior
David Farm

Vacation Home in Toscana

The price is ￥21,593
￥24,832 total
includes taxes & fees
Dec 20 - Dec 21
David Farm
Seasonal outdoor pool, pool umbrellas, sun loungers
Country House il Ciliegio

Apartment in Roccastrada

9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ￥12,759
￥14,035 total
includes taxes & fees
Nov 20 - Nov 21
Country House il Ciliegio
Bar (on property)
Exclusive Stone Tower.

Vacation Home in Casciano

9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is ￥14,427
￥25,234 total
includes taxes & fees
Nov 21 - Nov 22
Exclusive Stone Tower.
Dining
Apartment "Casa di Franca a San Galgano" in Historical Centre

Apartment in CHIUSDINO

10.0 out of 10, Exceptional, (1)
"Pros: De ligging"
Netherlands
Anonymous traveler
The price is ￥14,278
￥18,673 total
includes taxes & fees
Dec 9 - Dec 10
Apartment "Casa di Franca a San Galgano" in Historical Centre
Pool
panoramica casa con piscina privata

Villa in siena

7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is ￥14,589
￥27,017 total
includes taxes & fees
Dec 1 - Dec 2
panoramica casa con piscina privata
Property grounds
Oasis La Verde in the Countryside

Apartment in Follonica

The price is ￥12,035
￥20,443 total
includes taxes & fees
Nov 21 - Nov 22
Oasis La Verde in the Countryside
Outdoor pool
Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano

Cottage in Monticiano

10.0 out of 10, Exceptional, (14)
"A great place for a family vacation. An intimate cottage on a hill with a very large garden and a private swimming pool allows for a great rest. A small town with a delicious pizza (Bar L'Incontro) and a great wine bar (Benedetto Vino) A great starting point to Florence, Siena, San Gimignano, Volterre and the seaside (Follonica, Cecina). Very friendly and cordial owner Michele always helpful and providing support in times of need (eg where is the best food, where to go on a trip). I heartily...
Poland
Paweł R.
The price is ￥36,023
￥51,693 total
includes taxes & fees
Dec 15 - Dec 16
Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montemassi Hotel Reviews

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux

10/10 Excellent
"Everything about this property is exquisite. Spacious room w/ Tuscan countryside views, unbelievable soft linens, amazing breakfast. The service is also what you would expect from a 5 star property. One of the best places we have stayed in the world. We will always come back when considering coming to Italy! Gracie Mille!"
Mario 3-night trip
Posted 2 weeks ago
Castello Banfi - Il Borgo - Relais et Chateaux

Find out more about Montemassi

Search for holiday rentals in Montemassi on Expedia! You can easily find your home rentals, villas, holiday apartments in Montemassi using one of the methods below:

  • View our selection of featured holiday rentals in Montemassi
  • Use the map to find apartments and other holiday homes in the Montemassi neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montemassi while they last

Look no further and take a look at our great range of rental properties in Montemassi!

Frequently asked questions

Are there vacation rentals in Montemassi?

Yes, we give you a choice of vacation rentals near popular local attractions in Montemassi, or you can select a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Montemassi?

Casa Viale Italia - homely house with direct access to the sandy beach: Visitors like this Montemassi vacation home rental. It is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Montemassi?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Montemassi stay.

What’s there to see and do in Montemassi?

While exploring the area, visit family-friendly sights like Piscina Il Giunco, or get outside and enjoy nature at Lago dell'Accesa. Podere Ristella Vineyards and Winery and I Canaloni del Torrente Farma are a couple of places you'll find in the larger area.

What’s a vacation rental in Montemassi like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Montemassi. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.