Default HTG hotel image

Casole 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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Casole vacation rentals

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

1. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is ￥87,384
￥96,845 total
includes taxes & fees
Sep 27 - Sep 28
Terre di Baccio
A dining area with a table set for two, featuring a view of greenery through a window.

2. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is ￥24,099
￥27,226 total
includes taxes & fees
Oct 16 - Oct 17
La Locanda di Pietracupa
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

3. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (267 reviews)
"Very friendly and clean."
United States
Mohamed
The price is ￥26,165
￥29,319 total
includes taxes & fees
Oct 11 - Oct 12
Relais Villa Olmo
An arched entrance with a lantern above, flanked by two potted plants.

4. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is ￥36,030
￥40,350 total
includes taxes & fees
Oct 21 - Oct 22
Villa il Fedino
A stone building with a garden in front.

5. 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 ￥27,455
￥31,645 total
includes taxes & fees
Sep 28 - Sep 29
Borgo Argenina
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

6. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ￥24,795
￥34,499 total
includes taxes & fees
Oct 1 - Oct 2
Villa di Sotto
A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

7. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (83 reviews)
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Canada
Max
The price is ￥16,123
￥18,452 total
includes taxes & fees
Sep 30 - Oct 1
Villa Il Palagio
A villa with a swimming pool, outdoor seating, and a tennis court.

8. 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 ￥26,872
￥30,276 total
includes taxes & fees
Oct 26 - Oct 27
Villa Curina Resort
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

9. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,738 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
The price is ￥9,527
￥11,734 total
includes taxes & fees
Oct 25 - Oct 26
Hu Firenze Camping In Town
A water park with a pool, slides, and a wooden deck area.

10. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (107 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is ￥7,157
￥8,410 total
includes taxes & fees
Oct 7 - Oct 8
hu Firenze Certosa camping in town
A table with two wine glasses, a bottle, and a book.

11. 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 ￥10,586
￥12,362 total
includes taxes & fees
Oct 20 - Oct 21
Domus il Palio B&B
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

12. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is ￥24,261
￥40,595 total
includes taxes & fees
Oct 25 - Oct 26
Mamo Florence - Le Farine Della Signoria Apartments
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

13. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is ￥42,101
￥62,883 total
includes taxes & fees
Oct 12 - Oct 13
Luxury Villa in the Florentine hills
A terrace with a table set for breakfast, a chair, and a large umbrella.

14. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (255 reviews)
"Lively little place. Shower needed some work and updating. Apart from that a lovely relaxing stay"
United Kingdom
Lucy
The price is ￥21,480
￥25,073 total
includes taxes & fees
Oct 26 - Oct 27
Villa La Stella - Casa per Ferie
A bakery display with pastries and a coffee station.

15. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (210 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is ￥18,135
￥20,665 total
includes taxes & fees
Sep 30 - Oct 1
B&B Il Corso
A bathroom with a window view of a historic building and a tiled roof.

16. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (481 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is ￥17,068
￥19,492 total
includes taxes & fees
Oct 25 - Oct 26
Siena Vip
A view from a window overlooking a rural landscape with fields and a distant mountain range.

17. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is ￥19,198
￥22,013 total
includes taxes & fees
Oct 20 - Oct 21
B&B Palazzo Tortoli
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

18. 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 ￥13,655
￥15,743 total
includes taxes & fees
Sep 27 - Sep 28
ApartHotel Anghel
A wooden double door with a circular handle, a black wrought iron decorative arch above it, and a plaque with the text "Casa Fresia" on the wall to the left.

19. Relais la Corte di Cloris

Relais la Corte di Cloris
Santissima Annunziata
9.2 out of 10, Wonderful, (357 reviews)
"Spacious, clean, well equipped and good looking room with beautiful view into the garden. Polite owner who gave us clear instructions for the self check-in and parking. 15 minutes to walk to the old town. We definitely would come again."
Germany
Alexander
The price is ￥16,180
￥19,965 total
includes taxes & fees
Oct 25 - Oct 26
Relais la Corte di Cloris

20. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (327 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is ￥31,566
￥37,251 total
includes taxes & fees
Oct 14 - Oct 15
La Torre Del Cestello
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 Casole Hotel Reviews

c-hotels Ambasciatori

c-hotels Ambasciatori

8/10 Good
"The hotel Is nice and very centrally located rooms are small and the biggest problem is the shower is like a capsule of 3.5’x3.5’ i which you can hardly move without hitting yourselves everywhere Honestly I have never been a hotel with a shower that small Hotel breakfast was really good Thanks Jose"
Jose 5-night trip
Posted 9 hours ago
c-hotels Ambasciatori

Find out more about Casole

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

  • View our selection of featured holiday rentals in Casole
  • Use the map to find apartments and other holiday homes in the Casole neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Casole while they last

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

Frequently asked questions

Can I find vacation rentals in Casole?

Yes, we give you a choice of vacation rentals near well known points of interest in Casole, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Casole?

Villa La Stella - Casa per Ferie: This vacation home rental outside of Casole is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Casole?

Choose from 3 Expedia vacation rentals in Casole for a memorable vacation.

What’s there to see and do in Casole?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Boboli Gardens. In the larger area, you’ll find popular places like Piazza del Duomo and Piazza di Santa Maria Novella.

What’s a vacation rental in Casole like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Casole. Vacation rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a small group gathering.