Pieve Vecchia Vacation Rentals from CA $88: Short-Term Rentals for 2026

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Our top choices for Pieve Vecchia vacation rentals

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

1. Abbadia Sicille Relais

Trequanda

Robert

CA $102 total

includes taxes & fees

Dec 13 - Dec 14

A spa area with a stone-walled arch, a hot tub, and a small window.

2. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

CA $176 total

includes taxes & fees

Nov 22 - Nov 23

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

3. Castello di Gargonza

Monte San Savino

Iain

CA $435 total

includes taxes & fees

Nov 16 - Nov 17

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

4. RESIDENCE LECCIO

Asciano

Corey

CA $123 total

includes taxes & fees

Nov 18 - Nov 19

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

5. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

CA $131 total

includes taxes & fees

Nov 23 - Nov 24

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

6. Villa Fontis Rapolano

Rapolano Terme

Barbara

CA $126 total

includes taxes & fees

Nov 29 - Nov 30

7. iConic Wellness Resort

Arezzo

Wade

CA $125 total

includes taxes & fees

Dec 2 - Dec 3

An arched stone bridge with a white building on the right, featuring a balcony with plants.

8. 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

Nov 14 - Nov 15

A stone building with a sloped roof, a small porch, and a gravel driveway.

9. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

CA $169 total

includes taxes & fees

Nov 15 - Nov 16

A stone building with a balcony, surrounded by lush greenery and flowering plants.

10. Il Poggio dell'Eremita

Sinalunga

Paul Q.

CA $241 total

includes taxes & fees

Nov 26 - Nov 27

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

11. La Murata

Rapolano Terme

Elizabeth

CA $211 total

includes taxes & fees

Dec 9 - Dec 10

12. San Michele al Borgo

Castiglion Fiorentino

Vern

CA $214 total

includes taxes & fees

Nov 26 - Nov 27

A view of a town with buildings, including a church with a bell tower, surrounded by greenery and trees.

13. Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

Sinalunga

"Pros: La casa affaccia su un bel giardino e una meravigliosa vista panoramica sul paese e su tutta la Valdichiana. Si respirano tranquillità e si possono ascoltare cinguettii e suoni della natura. La proprietà possiede tutti i comfort, proprio come a casa. L'ambiente è molto spazioso, pulito e profumato: si può godere di tanta tranquillità e anche della disponibilità e simpatia dell'host, la signora Gabriella e dei suoi gatti Rocco & Rocco."

Anonymous traveller

CA $176 total

includes taxes & fees

Nov 13 - Nov 14

A patio area with outdoor seating, potted plants, and a view of the landscape.

14. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

CA $201 total

includes taxes & fees

Nov 24 - Nov 25

A crowded restaurant with brick walls and multiple tables and chairs.

15. La Locanda di San Francesco

Montepulciano

Colin

CA $234 total

includes taxes & fees

Nov 26 - Nov 27

A stone building with a gravel driveway and lush greenery.

16. Luxury resort in the Tuscan countryside

Trequanda

Kjell Audun

CA $348 total

includes taxes & fees

Nov 16 - Nov 17

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

17. Hotel San Gregorio

Pienza

Michael

CA $223 total

includes taxes & fees

Nov 16 - Nov 17

18. 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 $253 total

includes taxes & fees

Nov 19 - Nov 20

An interior courtyard with stone columns, arches, and a mosaic.

19. Meublé Il Riccio

Montepulciano

Slimane

CA $222 total

includes taxes & fees

Nov 24 - Nov 25

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

20. B&B Le Logge Di Sopra

Asciano

CA $151 total

includes taxes & fees

Nov 24 - Nov 25

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Top Pieve Vecchia Hotel Reviews

A stone building with a courtyard and a canal.

Palazzo Brandano

Trequanda

10/10 Excellent

Peter

A restaurant with glass walls, tables set with white tablecloths, and chairs.

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

erik

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

Hotel Le Capanne

Arezzo

10/10 Excellent

Jo

A table set with a bottle of wine, two wine glasses, and a vase with flowers.

Poggio Paradiso Resort & Spa

Torrita di Siena

10/10 Excellent

If you want to experience the true Tuscany and see breathtaking views from breakfast and dinner, this place is for you. Clean rooms, comfortable bed and washrooms, the best food we have had so far in Italy (which surprised us because let’s be honest, it’s Italy), best friendliest staff, serene and cozy atmosphere, distance to towns is convenient. Highly recommend! We will back. A huge thank you to everyone at Paggio.

Lesa

A villa with a swimming pool, terraced garden, and a view of distant mountains.

Agriturismo Il Macchione

Pienza

10/10 Excellent

This place absolutely blew our minds and far exceeded anything we were expecting. After the chaos of Rome, Palermo and the Amalfi Coast, this property was exactly what we needed to recharge and enjoy the peace and quiet. Everything from the room to the property to the surrounding area was just stunning. You definitely need a car though if you plan on going into Pienza. I was assured there were taxis available so didn't rent a car but we could not get any taxis from Pienza out to the...

Julia

A spacious dining area with a long wooden table, multiple chairs, and hanging wicker lamps.

Agriturismo Antica Corte

Montepulciano

10/10 Excellent

François

A large estate with multiple buildings, a swimming pool, and expansive green fields.

Borgo Sant'Ambrogio Resort

Trequanda

10/10 Excellent

Doug

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

Il Gentiluomo Hotel & SPA

Arezzo

10/10 Excellent

Better than expected for the value. A few small cosmetic items. But great value. Great breakfast that’s half the cost at the desk vs online. Does have a trickle charger for EV’s in the garage but it is very limited for charging 25% in 12 hours. Address doesn’t seem to align with Hotels.com address It took 2 hours to find and isn’t marked on the buildings upper structure. But, well worth finding for Comfort, friendliness and quality of the hotel. And, I’m a Canadian Builder and Realtor so I’m...

Anonymous traveller

A dining table with two wine glasses, a candle, and a bottle of champagne, overlooking a swimming pool and a tree.

Agriturismo Merigge Wellness & Spa

Montepulciano

10/10 Excellent

This property is a gem located in a beautiful location where at sunset you can see spectacular views of Montepulciano. The room was spacious and clean with updated bathrooms and the salt pool refreshing and relaxing. The staff for our breakfast and lunch were so kind, warm and helpful that it made our trip here very special. Recommendations for dinner and wine tastings was also spot on! Definitely come here!

John

A swimming pool with steps leading into it, surrounded by red lounge chairs and an umbrella.

Hotel Forum

Foiano della Chiana

10/10 Excellent

Antonio R

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

Despite our updated European GPS, it was really painful trying to find the place, it is in Aquaviva, not in the city of Montepulciano but 20 minutes away. If you are looking for "Via Grazianelle" or "Relais Villa Grazianella", you won't find it. It is part of a complex called Fattoria Del Cerro. Look for that or ask for that instead if you get lost. No signs anywhere, so head for Aquaviva and look for the ICM gas station, and make a right at the gas station, continue up the hill and you'll find...

Anonymous traveller

Find out more about Pieve Vecchia

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

Pieve Vecchia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pieve Vecchia. 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 Vecchia 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 Vecchia vacation rentals we have selected for you start as low as CA $88 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pieve Vecchia rentals

At Expedia, we put the best Pieve Vecchia 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 Vecchia 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 Vecchia 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 Vecchia. 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

Can I find a vacation rental in Pieve Vecchia?

Yes, there are vacation rentals near well known local attractions in Pieve Vecchia, or you can choose a more remote option if you're looking for a relaxing stay. Discover why Pieve Vecchia is known for its spas and countryside. While you're in the area, grab a bite or have a drink at the wineries and local cheese shops.

What are some of the best vacation rentals in Pieve Vecchia?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This vacation home rental near Pieve Vecchia is located in the city center and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation.

What’s there to see and do in Pieve Vecchia?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Terme Antica Querciolaia. Valdichiana Outlet Village and San Giovanni Terme Rapolano are a couple of places you'll find in the larger area.

What’s a vacation rental in Pieve Vecchia like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Pieve Vecchia. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.

Pieve Vecchia Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pieve Vecchia vacation rentals

1. Abbadia Sicille Relais

2. DormiVeglia B&B

3. Castello di Gargonza

4. RESIDENCE LECCIO

5. Artisti del Cavallo Tourism

6. Villa Fontis Rapolano

7. iConic Wellness Resort

8. Locanda Antico Borgo

9. Podere La Chiusella

10. Il Poggio dell'Eremita

11. La Murata

12. San Michele al Borgo

13. Studio Apartment "Il Colle dei Frati" with Private Terrace & Wi-Fi

14. Affitacamere Maria Gabriella

15. La Locanda di San Francesco

16. Luxury resort in the Tuscan countryside

17. Hotel San Gregorio

18. Palazzo Tarlati Residenza d'Epoca

19. Meublé Il Riccio

20. B&B Le Logge Di Sopra

Find vacation rentals that suit your style

Top Pieve Vecchia Hotel Reviews

Palazzo Brandano

10/10 Excellent

Find out more about Pieve Vecchia

Pieve Vecchia vacation rentals: An excellent choice for every season

How to find incredible deals on Pieve Vecchia rentals

Frequently Asked Questions

Can I find a vacation rental in Pieve Vecchia?

What are some of the best vacation rentals in Pieve Vecchia?

What’s there to see and do in Pieve Vecchia?

What’s a vacation rental in Pieve Vecchia like?