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Trappola Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Trappola holiday rentals

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

1. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is HK$1,408
HK$1,549 total
includes taxes & fees
8 Sept - 9 Sept
Relais Villa Belpoggio - Residenza d'Epoca
A cozy living room with a stone wall, a wine rack, and two sofas.

2. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is HK$1,583
HK$1,741 total
includes taxes & fees
30 Aug - 31 Aug
Villa Cassia di Baccano
A modern kitchen with a tiled backsplash, a dining area with a table and chairs, and a staircase with a plant shelf.

3. Little cozy house

Little cozy house
Loro Ciuffenna
The price is HK$641
HK$806 total
includes taxes & fees
8 Sept - 9 Sept
Little cozy house
A wooden structure with a circular door, surrounded by a garden with string lights and a view of distant mountains.

4. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is HK$1,373
HK$1,556 total
includes taxes & fees
25 Aug - 26 Aug
LE BOTTI FIORENTINE
A rustic patio with a wooden table and chairs, a stone wall, and a view of greenery outside.

5. Suite in Tuscan farmhouse between Florence and Arezzo with wifi and pool

Suite in Tuscan farmhouse between Florence and Arezzo with wifi and pool
Pian di Scò
The price is HK$962
HK$1,127 total
includes taxes & fees
28 Aug - 29 Aug
Suite in Tuscan farmhouse between Florence and Arezzo with wifi and pool
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

6. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is HK$1,318
HK$1,478 total
includes taxes & fees
19 Sept - 20 Sept
Casa Vacanze Le Fornaci
A view of a swimming pool with lounge chairs and umbrellas, surrounded by trees and hills.

7. Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is HK$864
HK$969 total
includes taxes & fees
21 Sept - 22 Sept
Borgo di Erboli
A stone building with arched windows and a gravel driveway.

8. Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
The price is HK$899
HK$989 total
includes taxes & fees
17 Sept - 18 Sept
Villa La Ginestra
A compact kitchen with a wooden countertop, stainless steel appliances, and a modern design.

9. Cennano Suite - enter apartment

Cennano Suite - enter apartment
Montevarchi
10.0 out of 10, Exceptional, (3 reviews)
"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 HK$504
HK$1,035 total
includes taxes & fees
23 Aug - 24 Aug
Cennano Suite - enter apartment
A narrow stone-paved alleyway with buildings on either side, some with wooden shutters and potted plants.

10. Borgo dei Corsi - VERGAIO 6 Apartment

Borgo dei Corsi - VERGAIO 6 Apartment
Raggiolo
9.4 out of 10, Exceptional, (17 reviews)
"We had a fab family holiday in Raggiolo. Luca was very friendly and helpful .The local people were very welcoming. The accommodation was superb."
United Kingdom
Neil A.
Borgo dei Corsi - VERGAIO 6 Apartment
A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

11. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (77 reviews)
"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il...
United States
Nuno
The price is HK$750
HK$861 total
includes taxes & fees
13 Sept - 14 Sept
Villa Il Palagio
A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

12. The Florence Hills Resort & Wellness

The Florence Hills Resort & Wellness
Pelago
8.8 out of 10, Excellent, (178 reviews)
"Enjoyed our stay and breakfast was great. "
Canada
Linda
The price is HK$665
HK$768 total
includes taxes & fees
23 Aug - 24 Aug
The Florence Hills Resort & Wellness
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

13. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (75 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is HK$874
HK$975 total
includes taxes & fees
20 Sept - 21 Sept
Relais Villa Belvedere
A swimming pool with a wooden deck, a tree with red leaves, and a building with a beige facade.

14. Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Figline Valdarno
The price is HK$577
HK$1,035 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
A narrow alleyway with buildings on either side, potted plants, and a cat walking down the path.

15. Bellavista is an apartment in the historic center of Bibbiena

Bellavista is an apartment in the historic center of Bibbiena
Bibbiena
10.0 out of 10, Exceptional, (1 review)
"Overall the apartment was very nice. The stairs were a little steep but we had a nice stay. Bibbiena is such a great place "
United States
Giovanna I.
The price is HK$1,090
HK$1,292 total
includes taxes & fees
23 Aug - 24 Aug
Bellavista is an apartment in the historic center of Bibbiena
A market with a sign reading "BAR IL POGGETTO MARKET".

16. Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (74 reviews)
"Nice property, very reasonable price"
United States
Alex
The price is HK$492
HK$569 total
includes taxes & fees
15 Sept - 16 Sept
Camping Village Il Poggetto.
A stone-paved corridor with arches and columns, leading to a building entrance.

17. GUELFI 6, apartment in the heart of the historic center of POPPI casentino

GUELFI 6, apartment in the heart of the historic center of POPPI casentino
Poppi
10.0 out of 10, Exceptional, (1 review)
"Extremely clean, excellent location blocks from the Rialto Market. Our host is rightly proud of the apartment (a family home) and it shows in the furnishings and supplies for the kitchen (we shopped in the market and cooked our meals as part of this trip, so that was an important feature). Laura provided an informative guide with comprehensive lists and suggestions, but also pointed out some hidden gems and some of her favourite places, and those were excellent suggestions. We were two adults...
United States
Neil
The price is HK$870
HK$1,300 total
includes taxes & fees
5 Sept - 6 Sept
GUELFI 6, apartment in the heart of the historic center of POPPI casentino
A view from a window overlooking a rural landscape with a tall tree and distant hills.

18. A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi

A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
Cavriglia
The price is HK$779
HK$944 total
includes taxes & fees
23 Aug - 24 Aug
A Pochi Passi dal Chianti, Immersi nel Verde con Animali Ammessi
A balcony with a view of a forested hillside, a white lantern, and a black metal railing.

19. Typical Tuscan villa - nature immersion

Typical Tuscan villa - nature immersion
Castel San Niccolò
10.0 out of 10, Exceptional, (1 review)
The price is HK$989
HK$1,154 total
includes taxes & fees
2 Sept - 3 Sept
Typical Tuscan villa - nature immersion
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

20. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (24 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is HK$740
HK$1,473 total
includes taxes & fees
24 Aug - 25 Aug
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
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 Trappola Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"We had mixed feelings about our stay. The property and vineyard are beautiful, with fantastic Tuscan views. Our villa was spacious and private, the AC worked extremely well, and the semi-private pool was great with a small child. We booked through Expedia expecting more of a hotel/resort experience, but the villas operate as self-catering rentals. There was no daily housekeeping, fresh towels/linens, or replenishment of basics. We received three coffee pods and were directed to nearby grocery stores for additional provisions, so plan to stock up after arrival. We were surprised that villa guests could not use the main castle pool and were largely separate from the hotel areas. The four villas are in their own chain-link-fenced compound, which felt secluded from the otherwise beautiful property. Cleanliness could have been better: we found quite a bit of hair on arrival, and the shower flooded the bathroom with each use. We chose not to raise this during our stay. The pool itself is gorgeous, but the surrounding area felt unfinished, with loungers on gravel or long grass/weeds, few tables, and limited shade when multiple families were there. Overall, the villa has a lot going for it. Just arrive expecting a self-catering villa rather than the services and amenities of the hotel."
Justin 4-night trip
Posted 10 hours ago
Castello Vicchiomaggio

Find out more about Trappola

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

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Look no further and take a look at our great range of rental properties in Trappola!

Frequently asked questions

Can I find holiday rentals in Trappola?

Yes, there are holiday rentals close to the most popular sights in Trappola, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Trappola has to offer?

A wonderful country house in the heart of Chianti: This holiday home rental outside of Trappola is located in a rural location, and has a balcony, a garden and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

What can I see and do in Trappola?

Explore the area and family-friendly sights such as Poppi Zoo, or get out into nature at a spot like Piazza Guido Monaco. In the wider area, you’ll find Croce del Pratomagno and Franciscan Monastery of St. Francis.

What are holiday rentals like in Trappola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Trappola. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.