Top Vacation Homes in Tuscany in 2026

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Top Cities in Tuscany

The Leaning Tower of Pisa with a cloudy sky in the background.

Our top choices for Tuscany vacation homes

A terrace with a table set for breakfast, a chair, and a large umbrella.

1. Villa La Stella - Casa per Ferie

Le Cure

Erin

AED 488 total

includes taxes & fees

29 Nov - 30 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with large windows.

2. San Francesco Country Resort

Rosignano Marittimo

PIETRO

AED 343 total

includes taxes & fees

7 Dec - 8 Dec

A bedroom with a large bed, a wooden ceiling, and a brick archway.

3. Borgo Argiano

Castelnuovo Berardenga

Blake

A bedroom with a bed, a chair, and a hanging light fixture.

4. Bed and Dreams

Florence

Malfred

AED 414 total

includes taxes & fees

12 Nov - 13 Nov

A neatly made bed with a folded towel, two bedside lamps, and a wall-mounted abstract painting.

5. “Non Per Caso” – Elegant Design & Private Parking

San Donato

A swimming pool with a covered seating area and stone walls.

6. Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome

Cetona

Vickie M.

A narrow street with buildings on either side, a market area with people and stalls, and a tower in the background.

7. Charming 2-bedroom apartment in the heart of Florence

Historic Centre of Florence

Matthew F.

A swimming pool with lounge chairs and a tiled deck.

8. Il Palazzetto

Siena

Francois

A sunlit outdoor dining area with a table set for two, surrounded by gravel, under a large tree, overlooking a body of water and hills.

9. House with sea view sorrounded by a beautiful garden

Porto Azzurro

Jonathan P.

A stone house with a swimming pool, wooden deck, and lounge chairs.

10. Delightful house with sea view on the hills of Camaiore LAST MINUTE DISCOUNT 10%

Camaiore

Stephan M.

A well-lit garden at night with a large moon in the sky, various potted plants, and a neatly trimmed lawn.

11. Villa with large garden in the Chianti hills

Siena

Justyna C.

A bedroom with a bed, window, and a view of the outdoors. There is a bathroom with a sink and mirror.

12. Detached villa with a private pool and garden

Castellina in Chianti

Catherine M.

A terrace with a table set for two, a chair, and a sunshade.

13. BEAUTIFUL SEA VIEW 300 m FROM THE BEACH. CIN IT049010B42FIBFRDR

Sant'andrea

Manuel D.

A stone building with a garden, a gravel path, and a large rock.

14. Welcome to Villa Dolce Vita - your private paradise in Tuscany

Pieve Vecchia

Darren B.

An outdoor dining area with a long wooden table set for four, surrounded by stone walls and a stone bench.

15. La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/C

Radda in Chianti

Aubrey S.

A building with a stone facade, a wooden door, and a staircase leading to the entrance.

16. QK Costa58 Home Tower

Historic Centre of Florence

Cedric

A stone arch window with a view of a rural landscape, including fields and a tree with red flowers.

17. Beautiful house on Chianti hilltop with exceptional views.

Siena

Darren S.

A balcony with a view of a green landscape, including hills and a tall tree.

18. Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi

Radicondoli

MARK P.

A pool with two sections, surrounded by lounge chairs and umbrellas, with a mountainous backdrop.

19. VILLA LE QUERCE, an earthly paradise in the hills of Versilia

Corsanico

Michael L.

A window with curtains, revealing a view of a rural landscape with green fields, trees, and distant mountains.

20. Historic Tuscan House with Private Panoramic Garden Medieval Bibbona, Near Sea

Bibbona

"We had a great time staying here for a few days during our Tuscany trip. The garden was beautiful, there were good restaurants in walking distance and the atmosphere of the whole place was almost magical. Parking was close by but not directly at the house, which was a good thing because you don’t want to drive in those narrow alleyways. We took so many pictures! Communication with our host was great and Marco had many helpful suggestions for activities and places to visit."

Marion S.

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Top Tuscany Hotel Reviews

Hotel Horto Convento

10/10 Excellent

"Excellent staff and a beautiful property! Great location away from the noise and congestion of central Florence."

Hotel Galileo

10/10 Excellent

"This was a great hotel! The rooms were small but adequate as we were not in them much. It is close to a great market and square with many food choices. The room and bathroom were clean and all amenities were as expected. We did not try to use the air conditioning so I’m not sure about its effectiveness, but we did open the window for some cooler air which also let in a lot of noise from the street. Would absolutely stay here again when in Florence."

Tombolo Talasso & Beach Resort

8/10 Good

"The Tallasso experience was unfortunately not lived up to the fullest due to not having much of a guided experience during the spa which is the main amenity here. The pools and cave itself were very impressive and relaxing however, no staff were there to help guide us, only one person to show us the area but then it’s very independent from there forward. The nice part is that there is parking on the property and access to the beach with different restaurants that are available. The hotel itself was also not the most renovated however, the rooms are spacious with a beautiful garden view and a delicious hearty breakfast."

Grand Hotel Baglioni

10/10 Excellent

"We had an absolutely wonderful stay at Hotel Baglioni in Florence during our honeymoon. From the moment we arrived, the team went above and beyond to make our experience truly special. The honeymoon upgrade was such a thoughtful and generous gesture, and we were incredibly grateful for the care and attention that went into making our stay memorable. Every detail was handled with warmth, professionalism, and genuine hospitality. The staff made us feel so welcomed and taken care of, and their kindness really added to an already unforgettable trip. We couldn’t have asked for a better experience or a more special place to celebrate the beginning of our married life together. Thank you to the entire team for making our honeymoon in Florence even more magical. We would absolutely love to return and highly recommend Hotel Baglioni to anyone visiting Florence!"

Vacation Homes in Tuscany

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Treat yourself

Be picky

Check prices for these dates

Top Cities in Tuscany

Pisa

Our top choices for Tuscany vacation homes

1. Villa La Stella - Casa per Ferie

2. San Francesco Country Resort

3. Borgo Argiano

4. Bed and Dreams

5. “Non Per Caso” – Elegant Design & Private Parking

6. Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome

7. Charming 2-bedroom apartment in the heart of Florence

8. Il Palazzetto

9. House with sea view sorrounded by a beautiful garden

10. Delightful house with sea view on the hills of Camaiore LAST MINUTE DISCOUNT 10%

11. Villa with large garden in the Chianti hills

12. Detached villa with a private pool and garden

13. BEAUTIFUL SEA VIEW 300 m FROM THE BEACH. CIN IT049010B42FIBFRDR

14. Welcome to Villa Dolce Vita - your private paradise in Tuscany

15. La Capanna - Radda in Chianti. Newly renovated stone farmhouse with pool & A/C

16. QK Costa58 Home Tower

17. Beautiful house on Chianti hilltop with exceptional views.

18. Spacious house between Siena e Firenze with private swimming pool, A/C and Wi-Fi

19. VILLA LE QUERCE, an earthly paradise in the hills of Versilia

20. Historic Tuscan House with Private Panoramic Garden Medieval Bibbona, Near Sea

Find vacation rentals that suit your style

Top Tuscany Hotel Reviews

Hotel Horto Convento

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