Pieve al Toppo Vacation Rentals from CA $204: Short-Term Rentals for 2026

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Our top choices for Pieve al Toppo vacation rentals

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

1. iConic Wellness Resort

Arezzo

Rheymarie

CA $143 total

includes taxes & fees

Oct 11 - Oct 12

2. 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

CA $169 total

includes taxes & fees

Oct 15 - Oct 16

3. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

CA $130 total

includes taxes & fees

Sep 22 - Sep 23

4. 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

CA $193 total

includes taxes & fees

Sep 15 - Sep 16

Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

5. B&B 52cento

Arezzo Centro Storico

Tina

CA $110 total

includes taxes & fees

Sep 29 - Sep 30

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

6. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

CA $172 total

includes taxes & fees

Oct 5 - Oct 6

7. Dolce Casa 2 by Tiny Away

Rigutino

CA $172 total

includes taxes & fees

Sep 15 - Sep 16

8. Holiday Home 'La Casina All'angolo'

Civitella in Val di Chiana

CA $254 total

includes taxes & fees

Sep 30 - Oct 1

9. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Arezzo Centro Storico

Maria Gemma

CA $237 total

includes taxes & fees

Oct 1 - Oct 2

10. Dolce Casa 1 by Tiny Away

Rigutino

CA $182 total

includes taxes & fees

Sep 16 - Sep 17

11. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Toscana

Louis / Jeanne M.

CA $166 total

includes taxes & fees

Sep 15 - Sep 16

1 bedroom, iron/ironing board, WiFi (free), bed sheets

12. Alò - One Bedroom Apartment, Sleeps 2

Arezzo

CA $204 total

includes taxes & fees

Oct 6 - Oct 7

4 bedrooms, iron/ironing board, travel crib, WiFi (free)

13. Casale I Tre Cipressi

Arezzo

14. Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

Justin

CA $148 total

includes taxes & fees

Sep 20 - Sep 21

15. Villa La Ginestra

Subbiano

Philippe

CA $161 total

includes taxes & fees

Sep 17 - Sep 18

16. San Michele al Borgo

Castiglion Fiorentino

Vern

CA $208 total

includes taxes & fees

Sep 17 - Sep 18

17. Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

CA $312 total

includes taxes & fees

Sep 15 - Sep 16

18. Castello di Gargonza

Monte San Savino

Ariel

CA $366 total

includes taxes & fees

Oct 15 - Oct 16

19. Room-two-room Apartment

Saione

Thelma

CA $195 total

includes taxes & fees

Sep 20 - Sep 21

20. The Golden Key Your Charme Appartment in Tuscany

Arezzo Centro Storico

Anonymous traveller

CA $272 total

includes taxes & fees

Sep 15 - Sep 16

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Top Pieve al Toppo Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Kindness of the people. Spectacular environment."

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!"

Poggio Paradiso Resort & Spa

10/10 Excellent

"We LOVED our stay at Poggio Paradiso! The property is absolutely gorgeous and all the staff were amazing! The property is in a great location making it easy to day trip to many different areas in the Tuscan hill country. The onsite restaurant, L’Olivo, has THE most incredible food. The meals we ate there were the best we had in Italy hands down. Marco, the onsite sommelier, was helpful with wine selection at the restaurant and Gabriel, the bartender, was also great. We were also fortunate enough to meet the manager of the property, Chris, and loved hearing more about the history of the property and how it came to be. We will definitely go back!"

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 Pieve al Toppo

Everything you need to know about Pieve al Toppo 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 Pieve al Toppo vacation rental for you. At Expedia, you can take your pick from private vacation 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 Pieve al Toppo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pieve al Toppo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pieve al Toppo. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pieve al Toppo vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pieve al Toppo vacation rentals we have selected for you start as low as CA $204 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pieve al Toppo rentals

At Expedia, we put the best Pieve al Toppo 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 Pieve al Toppo 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 Pieve al Toppo 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 Pieve al Toppo. 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 Pieve al Toppo?

Yes, we have vacation rentals near the most popular sights in Pieve al Toppo, or you can choose a more remote option if you're looking for relaxation. Visitors to Pieve al Toppo speak positively about the countryside and wineries in this destination. Make sure you have time to check out the churches while you're in the area.

What's the top vacation rental in Pieve al Toppo?

Wonderful villa for 6 people with WIFI, A/C, private pool, TV, patio and pets allowed: You might want to consider this vacation home rental near Pieve al Toppo, which offers a private balcony, a garden, and a barbecue grill to help you feel perfectly comfortable 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.

What can I see and do in Pieve al Toppo?

Explore the area and family-friendly sights such as Berardenga Riding Centre, or get out into nature at a spot like Piazza Guido Monaco. In the larger area, you’ll find Arezzo Equestrian Centre and Basilica of San Francesco.

What are vacation rentals like in Pieve al Toppo?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Pieve al Toppo. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip.

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Check prices for these dates

Our top choices for Pieve al Toppo vacation rentals

1. iConic Wellness Resort

2. Locanda Antico Borgo

3. Cameracaffè Centro

4. Palazzo Tarlati Residenza d'Epoca

5. B&B 52cento

6. DormiVeglia B&B

7. Dolce Casa 2 by Tiny Away

8. Holiday Home 'La Casina All'angolo'

9. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

10. Dolce Casa 1 by Tiny Away

11. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

12. Alò - One Bedroom Apartment, Sleeps 2

13. Casale I Tre Cipressi

14. Allegra Toscana - Affittacamere Guest house

15. Villa La Ginestra

16. San Michele al Borgo

17. Villa Cassia di Baccano

18. Castello di Gargonza

19. Room-two-room Apartment

20. The Golden Key Your Charme Appartment in Tuscany

Find vacation rentals that suit your style

Top Pieve al Toppo Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Monastero di Cortona Hotel & Spa

Il Gentiluomo Hotel & SPA

Poggio Paradiso Resort & Spa

Castello di Leonina Relais

Villa Tiberini Wine Relais

Il Falconiere - Relais e Chateaux

Villa Curina Resort

Hotel Minerva

Find out more about Pieve al Toppo

Frequently asked questions

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