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Montemassi Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Montemassi vacation rentals

A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

1. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is CA $145
CA $163 total
includes taxes & fees
Sep 2 - Sep 3
Country House il Ciliegio
Two people toasting with drinks at a poolside table with a view of the pool and a gazebo in the background.

2. Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village
3.0 star property
Scarlino
8.6 out of 10, Excellent, (78 reviews)
"La cucina era attrezzata tutta nuova l'appartamento e bello e il personale presente. Grazie"
Italy
Marilene
The price is CA $54
CA $109 total
includes taxes & fees
Sep 20 - Sep 21
Casa in Maremma Tuscany Village
A person relaxing in a hot tub with a glass of wine.

3. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 reviews)
"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
The price is CA $140
CA $154 total
includes taxes & fees
Sep 27 - Sep 28
Botrona B&B
A bedroom with a bed, wooden floor, and two bedside lamps.

4. Guest House All'83

Guest House All'83
Grosseto
9.6 out of 10, Exceptional, (5 reviews)
"La camera spaziosa"
Italy
Orlando
The price is CA $122
CA $139 total
includes taxes & fees
Aug 30 - Aug 31
Guest House All'83
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and overlooking a scenic view.

5. BeVedetta - Relais & Glamping - Adult Only

BeVedetta - Relais & Glamping - Adult Only
Scarlino
10.0 out of 10, Exceptional, (12 reviews)
"Loved it here!!!"
United States
Nina
The price is CA $324
CA $360 total
includes taxes & fees
Aug 30 - Aug 31
BeVedetta - Relais & Glamping - Adult Only
A spacious living area with a dining table, red chairs, and a small round table. Large windows provide natural light and views of greenery outside.

6. Residence Il Boschetto

Residence Il Boschetto
Grosseto
8.6 out of 10, Excellent, (8 reviews)
"The house is gorgeous! The area is very nice and the amenities were great! "
United States
Enrique
The price is CA $140
CA $158 total
includes taxes & fees
Sep 24 - Sep 25
Residence Il Boschetto
A stone fountain with a light-up base, surrounded by grass and trees, with a building in the background.

7. Fattoria Pian di Rocca

Fattoria Pian di Rocca
Castiglione della Pescaia
9.6 out of 10, Exceptional, (33 reviews)
"Great place to stay. Very clean, close to town, great breakfast. "
Canada
Jose Pedro
The price is CA $153
CA $175 total
includes taxes & fees
Sep 20 - Sep 21
Fattoria Pian di Rocca
A covered outdoor seating area with wicker furniture, a table, and potted plants.

8. Fattoria San Lorenzo - Apartments

Fattoria San Lorenzo - Apartments
Grosseto
8.8 out of 10, Excellent, (30 reviews)
"Great, clean, and beautiful place."
United States
Aimee
The price is CA $168
CA $190 total
includes taxes & fees
Sep 18 - Sep 19
Fattoria San Lorenzo - Apartments
A beach with clear turquoise water, sandy shore, and a forested hill in the background.

9. Nautilus B&B Suite Design

Nautilus B&B Suite Design
Follonica
10.0 out of 10, Exceptional, (7 reviews)
"Was one of the better places I stayed on this trip loved the lights in the shower view was nice the rain head and the waterfall head need to be cleaned some water was coming out but they where pretty stopped up other then that excellent place to stay"
United States
James
The price is CA $197
CA $221 total
includes taxes & fees
Sep 23 - Sep 24
Nautilus B&B Suite Design
A couple seated at a table with drinks, overlooking a pool area with lounge chairs and umbrellas.

10. Fattoria Maremmana

Fattoria Maremmana
4.0 star property
Grosseto
8.0 out of 10, Very good, (11 reviews)
"Staff very friendly and helpful. Very quiet stay as we visited at the beginning of the slow season. "
United States
James
The price is CA $309
CA $346 total
includes taxes & fees
Sep 27 - Sep 28
Fattoria Maremmana
A building with a balcony with green shutters, potted plants, and a sign with the name "DOMUS SOCIALES".

11. Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B
Follonica
9.4 out of 10, Exceptional, (25 reviews)
"Our stay was amazing, will be back soon!"
United States
Tiffany
The price is CA $187
CA $210 total
includes taxes & fees
Sep 22 - Sep 23
Domus Socolatae Residenza d'Epoca Charming B&B
A building with a tiled roof, a paved walkway, and potted plants.

12. La Residenza del Golfo

La Residenza del Golfo
Scarlino
9.0 out of 10, Wonderful, (19 reviews)
"Wir waren leider nicht zufrieden mit unserem Aufenthalt. Punkto Sauberkeit liess zu wünschen übrig, auf diversen Oberflächen waren Haare und der Abfluss der Dusche war verstopft. Wir hatten ein Apartment im Erdgeschoss, leider hört man so jedes Geräusch von draussen und die Nachbarn waren wohl auch etwas unruhig. Innerhalb der Residenz gelten allgemeine Ruhezeiten (10pm-9am), leider werden diese nicht einmal vom Personal eingehalten; am ersten Morgen wurde um 8 Uhr Rasen gemäht. Im Allgemeinen...
Switzerland
Anonymous traveller
La Residenza del Golfo
A modern living room with a sofa, a TV, a small potted plant, and a view of the outdoors.

13. Luci sul Mare

Luci sul Mare
Follonica
9.6 out of 10, Exceptional, (4 reviews)
"This place was so nice, clean and quiet. Just what I was looking for. It has been updated with all the latest things and even has a coffee maker and kettle for your use at any time during your stay in a shared hallway. I had a little balcony that I got to watch the sunset every nice which was lovely. Even better was the host as she helped me with some of my needs that I asked her for. I feel she went way above what she had to for me. I would stay here again if I were to visit Follonica again. "
United States
Tamara
The price is CA $112
CA $144 total
includes taxes & fees
Sep 29 - Sep 30
Luci sul Mare
A beach with numerous sun loungers and umbrellas, a lifeguard tower, and a clear view of the sea.

14. Gitavillage Le Marze

Gitavillage Le Marze
Grosseto
8.8 out of 10, Excellent, (52 reviews)
"Clean campsite, very clean accommodation, air con great, close to lovely beach and good not too expensive restaurant on site"
United Kingdom
Christopher
The price is CA $54
CA $65 total
includes taxes & fees
Sep 13 - Sep 14
Gitavillage Le Marze
A historic building with a clock tower, a statue, and a clear blue sky.

15. Nido con vista

Nido con vista
Radicondoli
The price is CA $236
CA $259 total
includes taxes & fees
Sep 3 - Sep 4
Nido con vista
A beach with rows of sun loungers and umbrellas, a sandy shore, and a rocky coastline.

16. PuntAla Camp & Resort

PuntAla Camp & Resort
4.0 star property
Castiglione della Pescaia
8.6 out of 10, Excellent, (62 reviews)
"The place is amazing in the wood, restaurant and super market inside. The price is not cheap, in july I paid about two five cero per night. The only thing I didn't like is the check-in and check-out timing. Check-in is at 18.00 (too late) and check-out is at 9.00 (too early). Additionaly, in the policies it was written that the music was not allowed, however, there was a lot of music for the baby dance and other internal events"
Italy
Alessio
The price is CA $112
CA $127 total
includes taxes & fees
Sep 22 - Sep 23
PuntAla Camp & Resort
A modern hotel room with a large bed, a bedside table with a lamp, a small round table, a bench with towels, a large window with curtains, and a sign on the wall that reads "BEACH".

17. Marconi 1935 B&B and Holiday Home

Marconi 1935 B&B and Holiday Home
Follonica
9.4 out of 10, Exceptional, (10 reviews)
"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
The price is CA $162
CA $184 total
includes taxes & fees
Sep 13 - Sep 14
Marconi 1935 B&B and Holiday Home
A beach with a thatched umbrella and two pillows on the sand.

18. Camping Maremma Sans Souci

Camping Maremma Sans Souci
3.0 star property
Castiglione della Pescaia
8.0 out of 10, Very good, (29 reviews)
"Very quiet cabin the woods - near to the beach. All in all works very well."
Italy
Paul
The price is CA $43
CA $50 total
includes taxes & fees
Sep 29 - Sep 30
Camping Maremma Sans Souci
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.
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Top Montemassi Hotel Reviews

Borgo Santo Pietro

Borgo Santo Pietro

10/10 Excellent
"Staff were incredible and the place was beautiful!! We will be back"
Rachel 2-night trip
Posted 9 days ago
Borgo Santo Pietro

Find out more about Montemassi

Everything you need to know about Montemassi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montemassi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montemassi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montemassi vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montemassi. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montemassi vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montemassi vacation rentals we have selected for you start as low as CA $50 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montemassi rentals

At Expedia, we put the best Montemassi vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montemassi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montemassi vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montemassi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi: Visitors like this Montemassi vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private balcony, a terrace, and a selection of books so you can immerse yourself in your vacation.

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 Rocca di Frassinello Winery 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.