Title: Montemassi Vacation Rentals : Search Short-Term Rentals | Expedia.com

[Montemassi Travel Guide](https://expedia.com/Montemassi.dx6361379)[Hotels in Montemassi](https://expedia.com/Montemassi-Hotels.d6361379.Travel-Guide-Hotels)[Flights to Montemassi](https://expedia.com/Cheap-Flights-To-Montemassi.d6361379.Travel-Guide-Flights)[Car Rentals in Montemassi](https://expedia.com/Car-Rentals-In-Montemassi.d6361379.Car-Rental-Guide)[Montemassi Vacation Packages](https://expedia.com/Montemassi.d6361379.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6361379&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6361379&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6361379&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6361379&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Montemassi vacation rentals

![](https://images.trvl-media.com/lodging/127000000/126580000/126572900/126572805/95cd6b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126580000/126572900/126572805/f272cdc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126580000/126572900/126572805/052e35c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126580000/126572900/126572805/2624a513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The little houses of Elfo

[](https://www.expedia.com/Grosseto-Hotels-The-Little-Houses-Of-Elfo.h126572805.Hotel-Information)

Grosseto

$95 nightly

$99 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Grosseto-Hotels-The-Little-Houses-Of-Elfo.h126572805.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/1ceaa4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/d3595557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Triple Room | Minibar, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/ae909ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/228815f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fattoria Pian di Rocca

[](https://www.expedia.com/Castiglione-Della-Pescaia-Hotels-Fattoria-Pian-Di-Rocca.h23051065.Hotel-Information)

Castiglione della Pescaia

9.6/10

Exceptional

(30 reviews)

"We are very happy with everything in this hotel, nice room, comfortable bed, and very good breakfast."

![Sweden](https://a.travel-assets.com/egds/marks/flags/se.svg)

Tor

[](https://www.expedia.com/Castiglione-Della-Pescaia-Hotels-Fattoria-Pian-Di-Rocca.h23051065.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/18000000/17420000/17412000/17411965/2164f990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room | Desk, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17420000/17412000/17411965/80a067eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/18000000/17420000/17412000/17411965/0e56d5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/18000000/17420000/17412000/17411965/8d224b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Botrona B&B

[](https://www.expedia.com/Scarlino-Hotels-Botrona-BB.h17411965.Hotel-Information)

Scarlino

9.6/10

Exceptional

(24 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anna

[](https://www.expedia.com/Scarlino-Hotels-Botrona-BB.h17411965.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/7000000/6960000/6954900/6954817/27c8c6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6960000/6954900/6954817/4525f16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment | Living area | Flat-screen TV, table tennis](https://images.trvl-media.com/lodging/7000000/6960000/6954900/6954817/30e12ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/7000000/6960000/6954900/6954817/21256634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa in Maremma Tuscany Village

[](https://www.expedia.com/Scarlino-Hotels-Casa-In-Maremma-Tuscany-Village.h6954817.Hotel-Information)

Scarlino

8.6/10

Excellent

(76 reviews)

"Für Hundehalter sehr empfehlenswert"

![Switzerland](https://a.travel-assets.com/egds/marks/flags/ch.svg)

Johnny

[](https://www.expedia.com/Scarlino-Hotels-Casa-In-Maremma-Tuscany-Village.h6954817.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111930000/111928900/111928810/f12bc8bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111930000/111928900/111928810/06caea07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom](https://images.trvl-media.com/lodging/112000000/111930000/111928900/111928810/193e1452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/112000000/111930000/111928900/111928810/c6674c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### David Farm

[](https://www.expedia.com/Castiglione-Della-Pescaia-Hotels-David-Farm.h111928810.Hotel-Information)

Toscana

$163 nightly

$163 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Castiglione-Della-Pescaia-Hotels-David-Farm.h111928810.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/123000000/122140000/122138300/122138260/9dc7dfd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122140000/122138300/122138260/772cb1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/123000000/122140000/122138300/122138260/952c18fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122140000/122138300/122138260/1f19cef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 'Camera 1 - Campo Ruffaldo' with Shared Pool, Wi-Fi and Air Conditioning

[](https://www.expedia.com/Massa-Marittima-Hotels-Room-Camera-1-Campo-Ruffaldo-With-Shared-Pool.h122138260.Hotel-Information)

Massa Marittima

$109 nightly

$113 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Massa-Marittima-Hotels-Room-Camera-1-Campo-Ruffaldo-With-Shared-Pool.h122138260.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/115000000/114460000/114459300/114459287/9a511326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/115000000/114460000/114459300/114459287/60404c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Quadruple Room | Free WiFi](https://images.trvl-media.com/lodging/115000000/114460000/114459300/114459287/1e0578ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114460000/114459300/114459287/7121d710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Il Boschetto

[](https://www.expedia.com/Grosseto-Hotels-Residence-Il-Boschetto.h114459287.Hotel-Information)

Grosseto

9.0/10

Wonderful

(6 reviews)

"The house is gorgeous! The area is very nice and the amenities were great! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Enrique

$92 nightly

$101 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Grosseto-Hotels-Residence-Il-Boschetto.h114459287.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/18000000/17830000/17823100/17823061/962ddc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/18000000/17830000/17823100/17823061/fcd190bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch LED TV with satellite channels, TV](https://images.trvl-media.com/lodging/18000000/17830000/17823100/17823061/10a00a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/18000000/17830000/17823100/17823061/68202727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Domus Socolatae Residenza d'Epoca Charming B&B

[](https://www.expedia.com/Follonica-Hotels-Domus-Socolatae-Residenza-DEpoca-E-Apartments.h17823061.Hotel-Information)

Follonica

9.4/10

Exceptional

(23 reviews)

"Our stay was amazing, will be back soon!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany

$88 nightly

$97 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Follonica-Hotels-Domus-Socolatae-Residenza-DEpoca-E-Apartments.h17823061.Hotel-Information)

![Panoramic Suite, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112910000/112905500/112905462/b47461fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/113000000/112910000/112905500/112905462/553efaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Double Room | In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/113000000/112910000/112905500/112905462/df7385d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, Sea View | In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/113000000/112910000/112905500/112905462/f9efa94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luci sul Mare

[](https://www.expedia.com/Follonica-Hotels-Luci-Sul-Mare.h112905462.Hotel-Information)

Follonica

9.4/10

Exceptional

(3 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamara

$75 nightly

$83 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Follonica-Hotels-Luci-Sul-Mare.h112905462.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/75000000/74530000/74523300/74523244/a940a4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74530000/74523300/74523244/547b375f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74530000/74523300/74523244/776cde8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74530000/74523300/74523244/e0cfc9e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Malfatti - appartamento familiare per 4 persone

[](https://www.expedia.com/Massa-Marittima-Hotels-Palazzo-Malfatti-Appartamento-Familiare-Per-4-Persone.h74523244.Hotel-Information)

Massa Marittima

$139 nightly

$155 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Massa-Marittima-Hotels-Palazzo-Malfatti-Appartamento-Familiare-Per-4-Persone.h74523244.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106165300/106165276/3949f3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/107000000/106170000/106165300/106165276/3e1a59a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106170000/106165300/106165276/w2992h1996x8y0-f94ae6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106165300/106165276/2ab92310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Appartamento Sofia' with Shared Pool, Wi-Fi and Air Conditioning

[](https://www.expedia.com/Gavorrano-Hotels-Apartment-Appartamento-Sofia-With-Shared-Pool.h106165276.Hotel-Information)

Gavorrano

$78 nightly

$81 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Gavorrano-Hotels-Apartment-Appartamento-Sofia-With-Shared-Pool.h106165276.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113160000/113155800/113155709/44e2c3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113160000/113155800/113155709/9e99ea26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/114000000/113160000/113155800/113155709/1489bbb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/114000000/113160000/113155800/113155709/23f88eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oasis La Rosa in the Countryside

[](https://www.expedia.com/Follonica-Hotels-Oasis-La-Rosa-In-The-Countryside.h113155709.Hotel-Information)

Follonica

$118 nightly

$125 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Follonica-Hotels-Oasis-La-Rosa-In-The-Countryside.h113155709.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/a162d473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/a256a68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/894d536e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113130000/113123900/113123880/c2876580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Detached house with garden a few minutes from the abbey of San Galgano

[](https://www.expedia.com/Monticiano-Hotels-Detached-House-With-Garden-A-Few-Minutes-From-The-Abbey-Of-San-Galgano.h113123880.Hotel-Information)

Toscana

$139 nightly

$142 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Monticiano-Hotels-Detached-House-With-Garden-A-Few-Minutes-From-The-Abbey-Of-San-Galgano.h113123880.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/cadfe8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/05553613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b0dfc22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, 1 Bedroom, Patio, Valley View | View from room](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b681ea01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country House il Ciliegio

[](https://www.expedia.com/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

Roccastrada

9.2/10

Wonderful

(7 reviews)

"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."

![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg)

Maaike

$74 nightly

$84 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30680000/30679700/30679675/fd3e062a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![30-inch TV with satellite channels](https://images.trvl-media.com/lodging/31000000/30680000/30679700/30679675/17d85323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite (Mare 2) | 1 bedroom, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/31000000/30680000/30679700/30679675/eb0944ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/31000000/30680000/30679700/30679675/7d4b3171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Nautilus B&B Suite Design

[](https://www.expedia.com/Follonica-Hotels-Nautilus-BB-Suite-Design.h30679675.Hotel-Information)

Follonica

10/10

Exceptional

(6 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

$152 nightly

$167 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Follonica-Hotels-Nautilus-BB-Suite-Design.h30679675.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/da2592ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/de12df0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/39802c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/527a9264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Giovy - Relaxation with a view of the Tuscan hills

[](https://www.expedia.com/Roccastrada-Hotels-Casa-Giovy-Relaxation-With-A-View-Of-The-Tuscan-Hills.h123203567.Hotel-Information)

roccastrada

$138 nightly

$138 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Casa-Giovy-Relaxation-With-A-View-Of-The-Tuscan-Hills.h123203567.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96220000/96218700/96218687/w1079h716x0y6-2c3bb5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96218700/96218687/w1079h719x0y0-959ca4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96220000/96218700/96218687/f26ed4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96220000/96218700/96218687/w1079h716x0y6-82908745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NICE AND QUIET APARTMENT SUITABLE FOR FAMILIES.

[](https://www.expedia.com/Cinigiano-Hotels-Vrbo-Property.h96218687.Hotel-Information)

Sasso D'ombrone

$115 nightly

$115 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Cinigiano-Hotels-Vrbo-Property.h96218687.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74430000/74420200/74420123/994b50ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74430000/74420200/74420123/42fcd927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74430000/74420200/74420123/f36a9c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74430000/74420200/74420123/d18318d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Malfatti- Studio flat standard

[](https://www.expedia.com/Massa-Marittima-Hotels-Palazzo-Malfatti-Studio-Flat-Standard.h74420123.Hotel-Information)

Massa Marittima

9.0/10

Wonderful

(2 reviews)

"Short walk to the San Cerbone cathedral and the piazza. Great restaurants and shops very close."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John H.

$114 nightly

$125 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Massa-Marittima-Hotels-Palazzo-Malfatti-Studio-Flat-Standard.h74420123.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125930000/125929500/125929469/95431212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/126000000/125930000/125929500/125929469/3add0e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/126000000/125930000/125929500/125929469/3162ab82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125930000/125929500/125929469/33ca2606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Casa La Viola - Follonica' with Wi-Fi and Air Conditioning

[](https://www.expedia.com/Follonica-Hotels-Apartment-Casa-La-Viola-Follonica-With-Wi-Fi-And-Air-Conditioning.h125929469.Hotel-Information)

Follonica

$163 nightly

$167 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Follonica-Hotels-Apartment-Casa-La-Viola-Follonica-With-Wi-Fi-And-Air-Conditioning.h125929469.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/6771e518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/85fadb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/cfd05b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/60a807ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fragolina Di Bosco – Room with Twin Beds or Single Use, Valley View

[](https://www.expedia.com/Roccastrada-Hotels-Room-Casa-Del-Chiodo-Fragolina-Di-Bosco-With-Mountain-View.h121424340.Hotel-Information)

Piloni

$132 nightly

$132 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Room-Casa-Del-Chiodo-Fragolina-Di-Bosco-With-Mountain-View.h121424340.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12&regionId=6361379&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6361379)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CHALET)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Montemassi%2C+Roccastrada%2C+Tuscany%2C+Italy&regionId=6361379&latLong=42.993097%2C11.06425&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=RESIDENCE)

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## Top Montemassi Hotel Reviews

![Grand Hotel Bastiani](https://images.trvl-media.com/lodging/2000000/1280000/1277600/1277581/e5c725af_y.jpg)

### Grand Hotel Bastiani

10/10 Excellent

"The room was spotless, the bed was comfortable and really liked the old school fittings in the bathroom. During our stay the staff were happy, friendly and very helpful."

[](https://expedia.com/Grosseto-Hotels-Grand-Hotel-Bastiani.h1277581.Hotel-Information)

![Hotel Nuova Grosseto](https://images.trvl-media.com/lodging/10000000/9150000/9143200/9143117/e64b1467_y.jpg)

### Hotel Nuova Grosseto

10/10 Excellent

"Convenient location next to train station (which in Europe can be a plus and minus), Less than 15 minute walk to anything worth seeing in Grosetto. Very friendly staff helped with early check in. Room is quite plain and could use some updating, but was clean. Bed a bit uneven. Good wifi and tv options. "

[](https://expedia.com/Grosseto-Hotels-Hotel-Nuova-Grosseto.h9143117.Hotel-Information)

!["Casa di Leo"  Bright And Romantic House Surrounded by Medieval Walls and Pool](https://images.trvl-media.com/lodging/35000000/34350000/34341100/34341009/f8b5826b_y.jpg)

### "Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

10/10 Excellent

"The homeowners, Leo went above and beyond to make us feel at home. We arrived later than we were originally planning. Leo was very gracious and welcomed us there when we arrived. He walked us through the home to show us our an accommodations and made himself available throughout or stay. A folder was provided with recommendations for what was around the area to visit. The kitchen was fully stocked and all the essentials for cooking a meal were provided. The home was clean and we felt very at home for our entire stay. We would definitely stay here again and highly recommend it for a layed back get away. "

[](https://expedia.com/Radicondoli-Hotels-Casa-Di-Leo-Bright-And-Romantic-House-Surrounded-By-Medieval-Walls-And-Pool.h34341009.Hotel-Information)

![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg)

### Rosewood Castiglion del Bosco

10/10 Excellent

"Wonderful stay "

[](https://expedia.com/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information)

![Castello Di Vicarello](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760188/1ba89726_y.jpg)

### Castello Di Vicarello

10/10 Excellent

"Amazing place. "

[](https://expedia.com/Cinigiano-Hotels-Castello-Di-Vicarello.h1760188.Hotel-Information)

![Hotel Airone](https://images.trvl-media.com/lodging/23000000/22490000/22481500/22481472/c64e3088_y.jpg)

### Hotel Airone

10/10 Excellent

"Clean rooms, friendly staff "

[](https://expedia.com/Grosseto-Hotels-Hotel-Airone.h22481472.Hotel-Information)

![Mercure Petriolo Siena Terme Spa Hotel](https://images.trvl-media.com/lodging/2000000/1860000/1860000/1859917/dfc827da_y.jpg)

### Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent

"We had a great time. I would recommend this hotel when in Tuscany. "

[](https://expedia.com/Civitella-Paganico-Hotels-Mercure-Petriolo-Siena-Terme-Spa-Hotel.h1859917.Hotel-Information)

![The Sense Experience Resort - Preferred Hotels & Resorts](https://images.trvl-media.com/lodging/32000000/31890000/31888200/31888190/b5c9e58e_y.jpg)

### The Sense Experience Resort - Preferred Hotels & Resorts

10/10 Excellent

"Though the property we booked at Expedia was not what we expected as the description was unclear and Four adults could not stay in the bungalow suite the property gave us another room at no expense Their goal is to make you happy with your stay"

[](https://expedia.com/Follonica-Hotels-The-Sense-Experience-Resort.h31888190.Hotel-Information)

![L'Andana](https://images.trvl-media.com/lodging/2000000/1150000/1145100/1145020/cfec0e3f_y.jpg)

### L'Andana

10/10 Excellent

"This is such a beautiful place in every way and we always love it here. Everything is very special and it is wonderful to spend time in this tranquil setting. "

[](https://expedia.com/Castiglione-Della-Pescaia-Hotels-LAndana.h1145020.Hotel-Information)

## 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Montemassi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

## Explore a world of travel with Expedia

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Villas in Montemassi ](https://expedia.com/Montemassi-Villas.d6361379-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Montemassi?

### What's the top vacation rental in Montemassi?

### How many vacation rentals are there in Montemassi?

### What’s there to see and do in Montemassi?

### What’s a vacation rental in Montemassi like?

### Expedia's Latest Trends

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Activities

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