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Pescaia Holiday Rentals

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Our top choices for Pescaia holiday rentals

1. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
The price is AU$489
includes taxes & fees
19 Sept - 20 Sept
Fontelunga Hotel & Villas

2. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is AU$175
includes taxes & fees
4 Oct - 5 Oct
DormiVeglia B&B

3. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$134
includes taxes & fees
17 Sept - 18 Sept
Artisti del Cavallo Tourism

4. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AU$173
includes taxes & fees
17 Sept - 18 Sept
Dolce Casa 2 by Tiny Away

5. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is AU$183
includes taxes & fees
17 Sept - 18 Sept
Dolce Casa 1 by Tiny Away

6. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
The price is AU$216
includes taxes & fees
16 Sept - 17 Sept
San Michele al Borgo

7. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is AU$144
includes taxes & fees
11 Oct - 12 Oct
iConic Wellness Resort

8. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is AU$132
includes taxes & fees
21 Sept - 22 Sept
Villa Fontis Rapolano

9. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is AU$383
includes taxes & fees
16 Sept - 17 Sept
Castello di Gargonza

10. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is AU$221
includes taxes & fees
1 Oct - 2 Oct
Castello di Modanella

11. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (69 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$253
includes taxes & fees
24 Sept - 25 Sept
Il Poggio dell'Eremita

12. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (181 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is AU$215
includes taxes & fees
15 Oct - 16 Oct
Abbadia Sicille Relais

13. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is AU$179
includes taxes & fees
16 Sept - 17 Sept
Locanda Antico Borgo

14. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is AU$134
includes taxes & fees
16 Sept - 17 Sept
Holiday home with panoramic terrace ideal for families and couples

15. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is AU$194
includes taxes & fees
16 Sept - 17 Sept
Palazzo Tarlati Residenza d'Epoca

16. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is AU$256
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'La Casina All'angolo'

17. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is AU$135
includes taxes & fees
27 Sept - 28 Sept
Cameracaffè Centro

18. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AU$176
includes taxes & fees
18 Sept - 19 Sept
Montecchio di Cortona

19. Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi
Monte San Savino
The price is AU$570
includes taxes & fees
22 Sept - 23 Sept
Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

20. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$249
includes taxes & fees
23 Sept - 24 Sept
B&B Piccolo Hotel
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 Pescaia Hotel Reviews

Find out more about Pescaia

Everything you need to know about Pescaia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pescaia holiday rental for you. At Expedia, you can take your pick from private holiday 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 Pescaia holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pescaia holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pescaia. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pescaia holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pescaia holiday rentals we have selected for you start as low as AU$112 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pescaia rentals

At Expedia, we put the best Pescaia holiday 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 Pescaia 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 Pescaia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pescaia. 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 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?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This holiday home rental outside of Pescaia is located in a rural location, and has a fireplace, a garden and a BBQ 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 that you can cook with friends or family. Make the most of books 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 Berardenga Riding Centre. Valdichiana Outlet Village and Tennis Club Castiglionese 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.