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Check prices for these dates

Tonight
16 Dec - 17 Dec
Tomorrow
17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Montescudaio holiday rentals

Villa | Living area | Flat-screen TV, ping pong
Borgo Verde

Borgo Verde

Borgo Verde
Rosignano Marittimo
9.8 out of 10, Exceptional, (43)
"Very nice spacious room at an unbeatable price."
Canada
Dieter
Borgo Verde
Front of property – evening/night
Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel
Rosignano Marittimo
9.6 out of 10, Exceptional, (38)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
The price is ฿2,896
฿3,287 total
includes taxes & fees
18 Dec - 19 Dec
Antico Podere San Francesco Hotel
Exterior
Suites Marilia Apartments

Suites Marilia Apartments

Suites Marilia Apartments
Livorno
8.4 out of 10, Very good, (83)
"I would stay here again. Nice place. Didn’t get to use the pool (December). Had a coin laundry in the car box (parking garage) that was reasonable compared to other places on my travels in Italy. The latte machine in the vending machine area was excellent for 60 cents euro. Great view of the sunset from our massive end unit patio. "
United States
ERIC
The price is ฿2,545
฿2,874 total
includes taxes & fees
28 Dec - 29 Dec
Suites Marilia Apartments
View from property
Villaggio Miramare

Villaggio Miramare

Villaggio Miramare
3.0 star property
Livorno
8.0 out of 10, Very good, (52)
"This is such a wonderful place I will definitely return sometime in the future"
United States
Keith
The price is ฿2,270
฿2,571 total
includes taxes & fees
12 Jan - 13 Jan 2026
Villaggio Miramare
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Il Frutteto

Il Frutteto

Il Frutteto
Casciana Terme Lari
8.6 out of 10, Excellent, (9)
"-"
Germany
Dr. Björn
The price is ฿3,535
฿4,407 total
includes taxes & fees
17 Dec - 18 Dec
Il Frutteto
Exterior
Residence Santa Costanza

Residence Santa Costanza

Residence Santa Costanza
San Vincenzo
7.8 out of 10, Good, (30)
"Nice apartment complex - friendly and helpful team"
Germany
Anonymous traveller
Residence Santa Costanza
Exterior
Resort Riva degli Etruschi

Resort Riva degli Etruschi

Resort Riva degli Etruschi
San Vincenzo
8.2 out of 10, Very good, (43)
"Great place! We absolutely loved it here. A little oasis, lovely villas, private beach and fab pool area. All the restaurants are lovely too."
United Kingdom
jennifer
Resort Riva degli Etruschi
Indoor pool, pool loungers
Residenza Santa Cecilia

Residenza Santa Cecilia

Residenza Santa Cecilia
3.0 star property
San Vincenzo
9.4 out of 10, Exceptional, (39)
"Loved our stay. The room was very spacious and comfortable. Breakfast was delicious and the staff was so kind and helpful. "
United States
Enrique
Residenza Santa Cecilia
Daily self-service breakfast (EUR 6 per person)
Beatabb

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Apartment, 1 Bedroom | Private kitchen | Full-sized fridge, oven, stovetop, dishwasher
Cav Costa degli Etruschi

Cav Costa degli Etruschi

Cav Costa degli Etruschi
San Vincenzo
9.2 out of 10, Wonderful, (20)
"Alles zu Fuß gut erreichbar Zentrum und Strand In der Nähe ein pizzabäcker und eine bar Top Lage sehr nette ihnhaber die jeden Tag bis mittags erreichbar sind und einen immer helfen. Einrichtung im typischen italienischen Style, was aber sehr sauber war. Wir würden dort wieder buchen."
Germany
Giuseppe
Cav Costa degli Etruschi
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria Palazzeta Pet & Family Friendly

Fattoria Palazzeta Pet & Family Friendly

Fattoria Palazzeta Pet & Family Friendly
Cecina
10.0 out of 10, Exceptional, (1)
"The property was great: spacious, very nicely decorated and a big fenced garden for our dog to play. Very friendly staff who helped with our needs including extremely late check-out. "
Netherlands
Marijn
Fattoria Palazzeta Pet & Family Friendly
Seasonal outdoor pool, pool umbrellas, pool loungers
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
Cecina
7.2 out of 10, Good, (15)
"Cabins are great, everything is clean and beds where fine. Swimming pool is a little too warm and the pool surface is basicly stones that gave the kids open wounds. The restaurant didnt sell anything but chips. "
Iceland
Anonymous traveller
The price is ฿6,958
฿7,654 total
includes taxes & fees
16 Jan - 17 Jan 2026
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Vada Village

Vada Village

Vada Village
Rosignano Marittimo
9.2 out of 10, Wonderful, (7)
"Beautiful and relaxing hotel with good amenities. "
Australia
Jeison
Vada Village
Exterior
San Giorgio Country Residence

San Giorgio Country Residence

San Giorgio Country Residence
Santa Luce
San Giorgio Country Residence
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior
Residence Il Paradiso

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very good, (25)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
The price is ฿2,689
฿3,143 total
includes taxes & fees
17 Dec - 18 Dec
Residence Il Paradiso
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 Montescudaio Hotel Reviews

Suites Marilia Apartments

Suites Marilia Apartments

10/10 Excellent
"I would stay here again. Nice place. Didn’t get to use the pool (December). Had a coin laundry in the car box (parking garage) that was reasonable compared to other places on my travels in Italy. The latte machine in the vending machine area was excellent for 60 cents euro. Great view of the sunset from our massive end unit patio. "
ERIC 2-night trip
Posted 2 weeks ago
Suites Marilia Apartments

Find out more about Montescudaio

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

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

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

Frequently asked questions

Can I find a holiday rental in Montescudaio?

Yes, there are holiday rentals close to the most popular sights in Montescudaio, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montescudaio has to offer?

Antico Podere San Francesco Hotel: This holiday home rental outside of Montescudaio offers a balcony, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of private gardens in this rental home to help you unwind.

How many holiday rentals are there in Montescudaio?

Expedia has 23 holiday rentals for your stay in Montescudaio.

What can I see and do in Montescudaio?

Explore the area and family-friendly sights such as Pista Del Mare Srl, or get out into nature at a spot like Marina di Cecina Beach. Acqua Village and Tombolo di Cecina Nature Reserve are a couple of places you'll find in the wider area.

What are holiday rentals like in Montescudaio?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montescudaio. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.