San Filippo Holiday Rentals

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Our top choices for San Filippo holiday rentals

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very good, (41 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
The price is NZ$185
includes taxes & fees
28 Apr - 29 Apr
Villa San Filippo

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is NZ$2,934
includes taxes & fees
24 Apr - 25 Apr
Terre di Baccio

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is NZ$358
includes taxes & fees
9 Apr - 10 Apr
Villa il Fedino

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (28 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is NZ$307
includes taxes & fees
29 Apr - 30 Apr
Villa di Sotto

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (430 reviews)
"Nice place!"
United States
Pavel
The price is NZ$251
includes taxes & fees
16 Apr - 17 Apr
Siena Vip

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
The price is NZ$154
includes taxes & fees
12 Apr - 13 Apr
Domus il Palio B&B

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (198 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is NZ$232
includes taxes & fees
12 Apr - 13 Apr
B&B Il Corso

La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (239 reviews)
"Huge room! Great location "
Canada
karen
The price is NZ$354
includes taxes & fees
20 Apr - 21 Apr
La Terrazza Sul Campo Rooming House

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (200 reviews)
"Room was excellent, location was perfect for seeing Siena and restaurant was also excellent"
United Kingdom
John
The price is NZ$268
includes taxes & fees
16 Apr - 17 Apr
Il Battistero Siena - Residenza d'Epoca

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is NZ$186
includes taxes & fees
23 Apr - 24 Apr
Palazzo Pacini

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (120 reviews)
"Great location and down right elegant!"
United States
William
The price is NZ$367
includes taxes & fees
13 Apr - 14 Apr
Residenza d'Epoca Palazzo Borghesi

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (99 reviews)
"Great host! The rooms were super clean and comfy. Highly recommend! 5 stars!"
United Kingdom
Amena
The price is NZ$385
includes taxes & fees
10 Apr - 11 Apr
PALAZZO DEL PAPA

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (336 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is NZ$186
includes taxes & fees
23 Apr - 24 Apr
ApartHotel Anghel

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (22 reviews)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
The price is NZ$502
includes taxes & fees
15 Apr - 16 Apr
Borgo Argenina

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (69 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is NZ$218
includes taxes & fees
15 Apr - 16 Apr
Regis Condo

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NZ$210
includes taxes & fees
22 Apr - 23 Apr
Antico Borgo il Cardino

B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (64 reviews)
"Excellent host and location!"
United States
Kimberly
The price is NZ$229
includes taxes & fees
9 Apr - 10 Apr
B&B Palazzo del Magnifico

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (231 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
The price is NZ$387
includes taxes & fees
12 Apr - 13 Apr
Relais Villa Olmo

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (235 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is NZ$183
includes taxes & fees
9 Apr - 10 Apr
Fattoria il Milione Agriturismo

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (91 reviews)
"Good stay"
Canada
David Joseph
The price is NZ$382
includes taxes & fees
17 Apr - 18 Apr
Marignolle Relais and Charme
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 San Filippo Hotel Reviews

Find out more about San Filippo

Everything you need to know about San Filippo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Filippo holiday rental for you. At Expedia, you can take your pick from private holiday 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 San Filippo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Filippo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Filippo. 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 San Filippo holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Filippo holiday rentals we have selected for you start as low as NZ$92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Filippo rentals

At Expedia, we put the best San Filippo holiday 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 San Filippo 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 San Filippo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Filippo. 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 holiday rental in San Filippo?

Yes, there are holiday rentals close to the most popular sights in San Filippo, 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 San Filippo has to offer?

Borgo Argiano: This holiday home rental outside of San Filippo is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an espresso maker. You can relax into your holiday with a garden and a library.

How many holiday rentals will I find in San Filippo?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your San Filippo stay.

What’s there to see and do in San Filippo?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Castello della Paneretta and Castello di Monsanto are a couple of places you'll find in the wider area.

What’s a holiday rental in San Filippo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Filippo. Holiday rentals feature amenities 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, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.