Pieve al Toppo Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Pieve al Toppo

View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (164)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is ￥11,423
￥13,107 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Abbadia Sicille Relais
Lobby lounge
Villa Cassia di Baccano

Villa Cassia di Baccano

Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ￥21,802
￥23,982 total
includes taxes & fees
Dec 9 - Dec 10
Villa Cassia di Baccano
View from property
Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna
9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is ￥25,453
￥27,998 total
includes taxes & fees
Dec 7 - Dec 8
Relais Villa Belpoggio - Residenza d'Epoca
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

DormiVeglia B&B

Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Exterior
Castello di Gargonza

Castello di Gargonza

3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (39)
"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "
United States
Diane
Castello di Gargonza
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down comforters, pillowtop beds, minibar
THE MONNA LISA RESORT

THE MONNA LISA RESORT

Arezzo
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is ￥19,213
￥22,218 total
includes taxes & fees
Dec 19 - Dec 20
THE MONNA LISA RESORT
Balcony
Cameracaffè Centro

Cameracaffè Centro

Arezzo Centro Storico
8.6 out of 10, Excellent, (178)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
The price is ￥13,519
￥15,955 total
includes taxes & fees
Dec 15 - Dec 16
Cameracaffè Centro
Outdoor pool, sun loungers
Rocca di Castagnoli

Rocca di Castagnoli

Gaiole in Chianti
9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is ￥36,949
￥42,088 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Rocca di Castagnoli
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ￥20,809
￥23,613 total
includes taxes & fees
Dec 9 - Dec 10
San Michele al Borgo
Front of property
L' Eroico

L' Eroico

Gaiole in Chianti
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa La Ginestra

Villa La Ginestra

Subbiano
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
1 bedroom, travel crib, free WiFi
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is ￥16,889
￥17,612 total
includes taxes & fees
Dec 10 - Dec 11
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona
The price is ￥12,645
￥16,619 total
includes taxes & fees
Dec 15 - Dec 16
Holiday home with panoramic terrace ideal for families and couples
Exterior
Podere La Chiusella

Podere La Chiusella

Rapolano Terme
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is ￥10,851
￥14,106 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Montecchio di Cortona
1 bedroom, free WiFi, bed sheets
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

Monteaperti
10.0 out of 10, Exceptional, (1)
"This place was fantastic! What a gem. The bed was comfy, the AC was cold, the bathroom was perfect. We shared the cottage with another couple we were traveling with. The bedroom doors open up to a shared living area, the front entrance is through the main indoor dining area.We had breakfast outside each morning. It was perfect. The staff here is just so nice and considerate, a true family affair. A flight of stairs leads down to a lovely restaurant with plentiful outside dining that shouldn't be...
United States
Cary W.
The price is ￥26,012
￥30,166 total
includes taxes & fees
Dec 7 - Dec 8
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
Fridge, oven, stovetop, electric kettle
The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino

Castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is ￥18,064
￥25,289 total
includes taxes & fees
Dec 19 - Dec 20
The window on the tower apartment new castiglion fiorentino
Fridge, microwave, oven, stovetop
Cennano Suite - enter apartment

Cennano Suite - enter apartment

Montevarchi
10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is ￥9,935
￥20,412 total
includes taxes & fees
Dec 24 - Dec 25
Cennano Suite - enter apartment
Exterior
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Sinalunga
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is ￥21,947
￥25,559 total
includes taxes & fees
Dec 8 - Dec 9
Il Poggio dell'Eremita
Property grounds
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Foiano della Chiana
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
The price is ￥12,711
￥14,343 total
includes taxes & fees
Dec 9 - Dec 10
Artisti del Cavallo Tourism
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 Pieve al Toppo Hotel Reviews

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
" In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. "
Safeena 1-night trip
Posted 3 days ago
Abbadia Sicille Relais

Find out more about Pieve al Toppo

Search for holiday rentals in Pieve al Toppo on Expedia! You can easily find your home rentals, villas, holiday apartments in Pieve al Toppo using one of the methods below:

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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?

Farmhouse in the hills with panoramic view and swimming pool: Visitors like this Pieve al Toppo vacation home rental. It is located in a rural location 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. Make the most of the garden in this rental home to help you unwind.

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.