Pescaia Vacation Rentals from $75: Search Short-Term Rentals

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Our top choices for Pescaia vacation rentals

1. Fontelunga Hotel & Villas

Foiano della Chiana

Shelby

$328 nightly

Sep 19 - Sep 20

Total with taxes and fees

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

2. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$105 nightly

Oct 6 - Oct 7

Total with taxes and fees

3. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

$84 nightly

Sep 20 - Sep 21

Total with taxes and fees

4. Dolce Casa 2 by Tiny Away

Rigutino

$123 nightly

Sep 17 - Sep 18

Total with taxes and fees

5. Dolce Casa 1 by Tiny Away

Rigutino

$131 nightly

Sep 17 - Sep 18

Total with taxes and fees

6. San Michele al Borgo

Castiglion Fiorentino

Vern

$126 nightly

Sep 29 - Sep 30

Total with taxes and fees

7. iConic Wellness Resort

Arezzo

Rheymarie

$87 nightly

Oct 11 - Oct 12

Total with taxes and fees

8. Villa Fontis Rapolano

Rapolano Terme

Barbara

$83 nightly

Sep 22 - Sep 23

Total with taxes and fees

9. Castello di Gargonza

Monte San Savino

Ariel

$229 nightly

Oct 15 - Oct 16

Total with taxes and fees

10. Castello di Modanella

Rapolano Terme

Dennis

$137 nightly

Oct 16 - Oct 17

Total with taxes and fees

11. Il Poggio dell'Eremita

Sinalunga

Paul Q.

$179 nightly

Sep 24 - Sep 25

Total with taxes and fees

12. Abbadia Sicille Relais

Trequanda

Robert

$131 nightly

Oct 15 - Oct 16

Total with taxes and fees

13. Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

$116 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

Cortona

$94 nightly

Sep 16 - Sep 17

Total with taxes and fees

15. Palazzo Tarlati Residenza d'Epoca

Civitella in Val di Chiana

"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...

Marco

$126 nightly

Sep 16 - Sep 17

Total with taxes and fees

16. Holiday Home 'La Casina All'angolo'

Civitella in Val di Chiana

$176 nightly

Sep 30 - Oct 1

Total with taxes and fees

17. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

$78 nightly

Sep 27 - Sep 28

Total with taxes and fees

18. Montecchio di Cortona

Montecchio

Monica S.

$124 nightly

Sep 18 - Sep 19

Total with taxes and fees

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

Monte San Savino

$402 nightly

Sep 22 - Sep 23

Total with taxes and fees

20. B&B Piccolo Hotel

Cortona Old Town

mansoor

$158 nightly

Sep 23 - Sep 24

Total with taxes and fees

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Top Pescaia Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"All good"

Monastero di Cortona Hotel & Spa

10/10 Excellent

"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped arrange pickup from the train station, made restaurant reservations, and went above and beyond in so many little ways. Those small details made me feel genuinely cared for. The breakfast was lovely and served in such a beautiful setting — the perfect way to start the day. I absolutely loved my stay here and would come back to Cortona for this hotel alone. A truly special place with exceptional hospitality. Highly recommend!"

Hotel Corsignano

10/10 Excellent

"My husband and I had an absolutely wonderful experience at Hotel Corsignano. From beginning to end, the staff went above and beyond to make us feel welcome and cared for. When we arrived a little later than expected, they were genuinely concerned about us and even made sure to save a parking spot for us. That level of thoughtfulness and hospitality really stood out. The hotel was exceptionally clean and in a fantastic location, just a few steps from the historic center of Pienza. And the breakfast was wonderful, with plenty of delicious options to choose from. We truly felt welcomed and well taken care of throughout our stay. We would happily stay here again and highly recommend Hotel Corsignano!"

Villa Tiberini Wine Relais

10/10 Excellent

"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Il Falconiere treats you as a true guest. Welcoming, courteous and professional were all staff members. Food truly excellent and with the Michelin star, you will enjoy a sumptuous meal, ample portions, amuse bouche at meal's start with a surprise dessert tray with little bites. All staff you interact with are well trained and genuinely friendly and still professional. Our room was in the origjnal residence and had a modern bathroom, lovely size bedroom, anti room with a second desk. In the salon, upon entering the suite, you will find "gifts" left for guests with seating if wishing to entertain. Our group, 4 persons, were very impressed with accommodations, meals and courteous staff. Of course, owner and chef, Silvia Baracchi, too was gracious coming to tables in the evening, welcoming guests and if passed anyone during day, always smiled a buon giorno to one and all. A delightful experience and wonderful to share with good friends."

Find out more about Pescaia

Everything you need to know about Pescaia 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 Pescaia 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 Pescaia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pescaia vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pescaia 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 $75 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 Pescaia rentals

At Expedia, we put the best Pescaia 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 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 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 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 vacation rentals in Pescaia?

Yes, we offer vacation rentals near popular points of interest in Pescaia, or you can select a secluded option if you're looking for relaxation. 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's the top vacation rental in Pescaia?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: Visitors like this Pescaia vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 a family-friendly sight such as Berardenga Riding Centre. Valdichiana Outlet Village and Tennis Club Castiglionese are a couple of places you'll find in the larger area.

What are vacation rentals like in Pescaia?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Pescaia. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

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Check prices for these dates

Our top choices for Pescaia vacation rentals

1. Fontelunga Hotel & Villas

2. DormiVeglia B&B

3. Artisti del Cavallo Tourism

4. Dolce Casa 2 by Tiny Away

5. Dolce Casa 1 by Tiny Away

6. San Michele al Borgo

7. iConic Wellness Resort

8. Villa Fontis Rapolano

9. Castello di Gargonza

10. Castello di Modanella

11. Il Poggio dell'Eremita

12. Abbadia Sicille Relais

13. Locanda Antico Borgo

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

15. Palazzo Tarlati Residenza d'Epoca

16. Holiday Home 'La Casina All'angolo'

17. Cameracaffè Centro

18. Montecchio di Cortona

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

20. B&B Piccolo Hotel

Find vacation rentals that suit your style

Top Pescaia Hotel Reviews

Nuovo Etruria Resort

Relais Villa Grazianella - UNA Esperienze

Monastero di Cortona Hotel & Spa

Il Gentiluomo Hotel & SPA

Hotel Corsignano

Castello di Leonina Relais

Villa Tiberini Wine Relais

Il Falconiere - Relais e Chateaux

Hotel Continentale

Find out more about Pescaia

Frequently asked questions

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