Legoli Vacation Rentals from CA $78: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals that Legoli has to offer?

House in the historic village in the Tuscan hills : Visitors like this Legoli vacation home rental. It is located in a rural location and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

Check prices for these dates

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Our top choices for Legoli vacation rentals

A garden with a round table and wicker chairs under a tree.

1. Antica Dimora Leones

Palaia

Thomas

CA $101 total

includes taxes & fees

Oct 28 - Oct 29

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

2. Tenuta Sant'Ilario

Gambassi Terme

Sergio

CA $155 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

3. Room Rent Morrona

Terricciola

Marzia

CA $115 total

includes taxes & fees

Oct 24 - Oct 25

A table with a cheese board, bread, a bottle of wine, and a potted plant.

4. DomuS Miniato

San Miniato

Thomas

CA $161 total

includes taxes & fees

Nov 12 - Nov 13

A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

5. B&B Il Moscondoro

Montopoli in Val d'Arno

Manuel

CA $127 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

6. Borgo San Giusto

Empoli

Lucy

CA $140 total

includes taxes & fees

Oct 25 - Oct 26

A dining area with a brick wall, a table with chairs, a vase of flowers, and a window with curtains.

7. Toscana Vacanze

MONTAIONE

CA $368 total

includes taxes & fees

Oct 31 - Nov 1

An arched stone corridor with a hanging lantern, leading to an open area with trees and a gate.

8. Il Castello di San Ruffino

Casciana Terme Lari

daniel

CA $182 total

includes taxes & fees

Oct 24 - Oct 25

A courtyard with outdoor seating, a brick building, and a tree.

9. Affittacamere e Ristorante Ariete

Ponsacco

"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."

Martina

CA $102 total

includes taxes & fees

Oct 24 - Oct 25

A hotel room with a bed, a desk, a chair, a mirror, and a window with curtains.

10. Easy Space

Bientina

NADINEM

CA $136 total

includes taxes & fees

Nov 4 - Nov 5

A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

11. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

CA $203 total

includes taxes & fees

Oct 25 - Oct 26

An open dining area with a table set for two, a red sofa, and a painting on the wall.

12. La Ripadoro

Chianni

Maya

CA $265 total

includes taxes & fees

Oct 24 - Oct 25

A poolside area with a lounge chair, a sun hat, and a book.

13. Il Frutteto

Casciana Terme Lari

Dr. Björn

CA $165 total

includes taxes & fees

Oct 26 - Oct 27

A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

14. Affittacamere a 20 minuti da Firenze

Empoli

Joshua

CA $127 total

includes taxes & fees

Oct 24 - Oct 25

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

15. Casa Vacanze Le Case

San Gimignano

Andrew

CA $145 total

includes taxes & fees

Nov 7 - Nov 8

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

16. Borgo Antico Residence

Certaldo Alto

jane

CA $142 total

includes taxes & fees

Oct 25 - Oct 26

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

17. AlbergoDiffusoVolterra

Volterra

Mia

CA $249 total

includes taxes & fees

Nov 6 - Nov 7

A large, historic building with a central entrance, surrounded by well-manicured hedges and a gravel pathway.

18. Villa Scorzi

Calci

Nicole

CA $202 total

includes taxes & fees

Nov 23 - Nov 24

A garden with a stone pathway, wooden benches, and various potted plants.

19. Antico Borgo il Cardino

San Gimignano

Heidi

CA $212 total

includes taxes & fees

Oct 25 - Oct 26

A narrow street with stone buildings, a tower, and an archway.

20. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

CA $171 total

includes taxes & fees

Nov 5 - Nov 6

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Top Legoli Hotel Reviews

Poderi Arcangelo

10/10 Excellent

"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Relais Santa Chiara Hotel by Double Hospitality

10/10 Excellent

"The biggest mistake we made... was leaving. What a wonderful place to stay and enjoy the Tuscan countryside. The proximity to Sam Gimignano was perfect. Short stroll of 7 minutes and you are there. Room was clean and comfortable. Great water pressure in the shower with plenty of hot water. Loved the charm of this hotel. Met by Gaia... so hospitable and helpful. She walked us out to show us where parking had been set aside for us as asked (I received welcome emails ahead of my stay and inquired about parking. All was neatly arranged.) We enjoyed dinner in the bar area twice. All meals were wonderful. But the breakfast spread was just delightful. So many choices of fresh food. Delicious!! Thank you for a wonderful stay. Molto bene!!! Gratzie mille, Gaia!!"

Mormoraia

8/10 Good

"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

Castelmartini

8/10 Good

"Clean Rooms however there was no iron, no kettle to make coffee/tea the other hotels we stayed in had those amenities, The front desk was helpful but the ladies at the breakfast station were not, I guess that was because we were Americans mind you it was 8 of us and I saw personally how they treated their own people and refused to give us a cappuccino. I enjoyed their Beautiful country of Italy but when I pay my money I expect good service."

Find out more about Legoli

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Legoli. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Legoli?

Yes, we give you a choice of vacation rentals close to popular points of interest in Legoli, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Legoli has to offer?

House in the historic village in the Tuscan hills: Visitors like this Legoli vacation home rental. It is located in a rural location and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Legoli?

Expedia has 3 vacation rentals for your stay in Legoli.

What’s there to see and do in Legoli?

While exploring the area, visit family-friendly sights like Piscina Comunale Pontedera, or get outside and enjoy nature at Casciana Thermal Baths. In the larger area, you’ll find Castelfalfi Golf Course and La Spinetta Casanova.

What’s a vacation rental in Legoli like?

Vacation rentals are privately owned properties you can book for a long or short time in Legoli. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for families.

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Check prices for these dates

Our top choices for Legoli vacation rentals

1. Antica Dimora Leones

2. Tenuta Sant'Ilario

3. Room Rent Morrona

4. DomuS Miniato

5. B&B Il Moscondoro

6. Borgo San Giusto

7. Toscana Vacanze

8. Il Castello di San Ruffino

9. Affittacamere e Ristorante Ariete

10. Easy Space

11. Tenuta Quadrifoglio

12. La Ripadoro

13. Il Frutteto

14. Affittacamere a 20 minuti da Firenze

15. Casa Vacanze Le Case

16. Borgo Antico Residence

17. AlbergoDiffusoVolterra

18. Villa Scorzi

19. Antico Borgo il Cardino

20. Materia Rooms San Gimignano

Find vacation rentals that suit your style

Top Legoli Hotel Reviews

Poderi Arcangelo

La Cisterna

Hotel Casolare Le Terre Rosse

Hotel Sovestro

Relais Santa Chiara Hotel by Double Hospitality

Mormoraia

Hotel Da Vinci

Hotel Leon Bianco

Castelmartini

Find out more about Legoli

Frequently asked questions

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