Default HTG hotel image

San Leonino Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for San Leonino vacation rentals

A stone building with a garden in front.

1. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is AED 788
AED 900 total
includes taxes & fees
5 Oct - 6 Oct
Borgo Argenina
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

2. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is AED 625
AED 695 total
includes taxes & fees
8 Oct - 9 Oct
Riserva di Fizzano Residence
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

3. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (51 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is AED 431
AED 491 total
includes taxes & fees
1 Nov - 2 Nov
Guild Living Siena Senior Resort & Residence
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

4. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AED 464
AED 518 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Pacini
A rustic stone building with a courtyard.

5. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is AED 395
AED 452 total
includes taxes & fees
2 Oct - 3 Oct
Fullino Nero
A villa with a swimming pool, outdoor seating, and a tennis court.

6. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is AED 561
AED 634 total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

7. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is AED 323
AED 372 total
includes taxes & fees
15 Oct - 16 Oct
Mariani Bed & Breakfast
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

8. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AED 247
AED 326 total
includes taxes & fees
31 Oct - 1 Nov
Tuscasì Aparthotel
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

9. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is AED 300
AED 347 total
includes taxes & fees
19 Oct - 20 Oct
ApartHotel Anghel
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

10. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is AED 467
AED 531 total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

11. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is AED 622
AED 685 total
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

12. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is AED 466
AED 537 total
includes taxes & fees
18 Oct - 19 Oct
Casa Vacanze Squarcialupi
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

13. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is AED 347
AED 407 total
includes taxes & fees
25 Oct - 26 Oct
Villa San Filippo
A stone building with a yellow sign reading "b&b erioico".

14. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is AED 559
AED 648 total
includes taxes & fees
20 Oct - 21 Oct
L' Eroico
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

15. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is AED 454
AED 516 total
includes taxes & fees
4 Oct - 5 Oct
Villa Rosa Panzano
A table with breakfast items and a view of rolling hills.

16. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is AED 267
AED 302 total
includes taxes & fees
13 Oct - 14 Oct
Chianti Village Morrocco
A stone building with outdoor seating and a view of the countryside.

17. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is AED 630
AED 705 total
includes taxes & fees
11 Oct - 12 Oct
Antico Borgo Poggiarello
A bathroom with a window view of a historic building and a tiled roof.

18. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is AED 362
AED 415 total
includes taxes & fees
1 Nov - 2 Nov
Siena Vip
A table with two wine glasses, a bottle, and a book.

19. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is AED 246
AED 287 total
includes taxes & fees
22 Oct - 23 Oct
Domus il Palio B&B
A building with a sign reading 'Villa Le Camelie' and multiple flags.

20. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is AED 303
AED 350 total
includes taxes & fees
29 Oct - 30 Oct
Villa le Camelie Siena
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Leonino Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."
Niel 2-night trip
Posted 5 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World

Frequently asked questions

Are there vacation rentals in San Leonino?

Yes, there are vacation rentals near top sights in San Leonino, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in San Leonino?

Borgo Argiano: This vacation home rental outside of San Leonino is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Val di Merse. City Hall Castellina In Chianti and Monteriggioni Castle are a couple of places you'll find in the larger area.

What’s a vacation rental in San Leonino like?

A vacation rental is a private property you can stay in for several days or longer in San Leonino. Vacation rentals provide amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.