Pescaia Holiday Rentals

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Check prices for these dates

Tonight
17 Jul - 18 Jul
Tomorrow
18 Jul - 19 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Pescaia

Hotel San Gregorio
Enjoy dining under a shaded pergola surrounded by lush greenery and brick walls.

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (118)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
Hotel San Gregorio
Abbadia Sicille Relais
Relax in a serene outdoor space surrounded by lush greenery and tall trees, featuring a cozy fire pit and comfortable seating.

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is NZ$275
includes taxes & fees
20 July - 21 July
Abbadia Sicille Relais
Farmhouse in the hills with panoramic view and swimming pool
Relax by the serene pool surrounded by lush greenery and vibrant flowers.

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (69)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool
Villa in Montalcino, exclusive for you, stunning view!!!
Relax by the pool surrounded by lounge chairs and lush greenery.

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!
Il Tosco
Wander through historic streets lined with traditional stone buildings and arched doorways.

Il Tosco

10.0 out of 10, Exceptional, (111)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is NZ$455
includes taxes & fees
30 July - 31 July
Il Tosco
Residenza Fabroni
Stunning staircase with a grand, curved ceiling and elegant details.

Residenza Fabroni

8.8 out of 10, Excellent, (86)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is NZ$191
includes taxes & fees
31 July - 1 Aug
Residenza Fabroni
17th century farmhouse with private pool and Wi-Fi and air conditioning
Relax by the serene pool surrounded by lush greenery and a charming stone building.

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (36)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Relax by the serene pool surrounded by lush greenery and vibrant flowers.

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (52)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Casina in authentic Tuscany
Standalone building surrounded by lush gardens and greenery.

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
Il Poggio dell'Eremita
Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is NZ$288
includes taxes & fees
20 July - 21 July
Il Poggio dell'Eremita
Osteria del Borgo
Enjoy a panoramic view of the rolling hills and stone tower from the large arched window.

Osteria del Borgo

9.2 out of 10, Wonderful, (145)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
The price is NZ$261
includes taxes & fees
23 July - 24 July
Osteria del Borgo
Luxury Cortona view hilltop Villa
Relax in a patio area with a comfortable outdoor space for dining and relaxation.

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (47)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa
Hilltop house in the heart of Tuscany with private pool
Enjoy the serene view of rolling hills and lush green landscape from the comfort of your room.

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (87)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Enjoy a serene view from this outdoor space with a table and chairs.

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.6 out of 10, Exceptional, (69)
"This was our second year staying in same apartment. It was so easy and perfectly located, we did not want to risk another location. The hot water has challenges but once I messaged them, they were over in minutes to help. If you have a rental car, this could not be more perfect as the parking is adjacent to the home. Incredible location. Best view of our trip. "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Relax in this inviting space with a high ceiling, sofa, and large windows.

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

10.0 out of 10, Exceptional, (52)
"We really appreciate the place and the quieteness of the house. The house is very beautiful and well equipped. We have spent a great week in Torre di Pancole. "
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, oven, and brick oven.

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (126)
"Warm; clean; comfortable; well-located to everything—including parking. Quiet street-level apt with great caffe-Pasticceria a stone’s throw from front door. We very much enjoyed our stay there for 1 wk."
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Relax and dine in style on this serene patio, surrounded by lush greenery and a picturesque countryside view.

Montalcino Villa - Breathtaking Views of the Val d'Orcia

9.8 out of 10, Exceptional, (41)
"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Charming Villa with private pool between Pienza and Montepulciano
Relax by the serene pool, surrounded by lush greenery and a rustic stone building.

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (47)
"We had a group of 11 stay and could not have loved our time more. The location was a great central spot to drive to different towns. We loved relaxing by the pools in the afternoons and our dinners al fresco. An incredible place to spend your vacation. "
Charming Villa with private pool between Pienza and Montepulciano
Villa with private pool, air conditioning near wineries at 3km from village
Relax by the serene pool surrounded by lush greenery and lounge chairs.

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (42)
"Great time with friends! Can't beat the location and the hosts were amazing and responsive."
Villa with private pool, air conditioning near wineries at 3km from village
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
Relax by the spacious outdoor pool surrounded by lush gardens and trees.

Historic Villa Ferrano has modern amenities, ideal for medium-sized events.

10.0 out of 10, Exceptional, (1)
"Amazing property. Very well run"
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
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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Frequently asked questions

Are there holiday rentals in Pescaia?

Yes, there are holiday rentals close to the most popular sights in Pescaia, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pescaia speak positively about the countryside and wineries in this destination. While you're here, grab a bite or have a drink at the local cheese shops.

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

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of Pescaia is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What can I see and do in Pescaia?

Explore the area and cultural attractions such as Signorelli Theatre, or visit one of the family-friendly sights such as Arezzo Equestrian Centre. Valdichiana Outlet Village and Cortona Cathedral are a couple of places you'll find in the wider area.

What are holiday rentals like in Pescaia?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pescaia. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.