List your home
Apply filters
£ to

Holiday homes 43

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Florence Clear
  • Montelupo Fiorentino Clear

Location

  • All locations

more +

less -

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties

Filters applied: Swimming pool (43)

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
43 Results   |  

Excellent 5/5 

21 Photos

Province of Florence / Montelupo Fiorentino

House / 8 Bedrooms / sleeps 18

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £278 / night

£1943 - £4238 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
This Tuscany farmhouse and apartment are located outside of Florence on a private estate that produces its own wine and olive oil and features walking paths where you can view the Tuscan landscape. A restaurant run by the owners is on the premises where excellent local  …see more


4 May 2013

5/5

"Veronica's review of Casa Signa"

Our stay at Casa de Signa was tremendous. It is a farm house that once processed olive oil from orchards right on the property. We celebrated our 30th anniversary with family and friends and this prop… More


14 Jul 2012

5/5

"Tim's review of Casa Signa"

It was fabulous. Overall it was a great experience and would stay there again. Property sits on a 300 acre vineyard. They have a winery and tasing room within walking distance. They also have a resta… More

See all reviews Continue

100 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £48 / night

£333 - £609 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
3-room apartment 90 m2 on 2 levels, on the ground floor. Living/dining room with open-hearth fireplace and satellite TV. Kitchenette (4 hot plates). Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Barbecue. Facilities: Internet (WiFi, free). Access f  …see more

Excellent 5/5 

24 Photos

Province of Florence / Montelupo Fiorentino

Villa / 6 Bedrooms / sleeps 13

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £188 / night

£1314 - £2767 / week

View

Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
The Villa is located in Montelupo Fiorentino on the hills, near Florence, Siena, Pisa and Lucca. It features a beautiful swimming pool, private park and garden, large private parking, 6 bedrooms and 6 bathrooms (up to 13 people), large living room and spaciuos kitchen.  …see more


3 Oct 2014

5/5

"A perfect getaway"

Beautiful spot with an amazing view down to the valley of Montelupo. Great place to relax even with a bigger group. If pool time or walking at the garden isn't all you are looking for you can easily g… More


2 Oct 2014

5/5

"Grande Hieno!"

Me and a group of friends stayed there for a week and I think I speak for all of us as the place was magnificent in the middle of beautiful environment of Montelupo Fiorentino. Our hosts were very wel… More


7 Aug 2014

5/5

"Bobolino is how a perfect holiday should be !"

very nice house with a lot of rooms and a bathroom for everyone large swimming pool and very big garden with fruit and vegetables. the owner lives next door, is very friendly, and helps you with eve… More

See all reviews Continue

Featured properties

100 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

Add to shortlist

from £39 / night

£267 - £489 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
1-room apartment 90 m2, on the ground floor. Large living/dining room with 1 double sofabed, open-hearth fireplace and satellite TV. Gallery with 1 double bed. Kitchenette (4 hot plates). Shower/bidet/WC. Barbecue. Facilities: Internet (WiFi, free). The kitchen has a do  …see more

8 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £58 / night

£402 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Nei pressi sono disponibili un lago per la pesca, un maneggio, un campo da golf, itinerari per passeggiate a piedi, percorsi per mountain bike.  …see more

23 Photos

Province of Florence / Montelupo Fiorentino

Villa / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £167 / night

£1168 - £1971 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A charming old barn, perfectly located, exquisitely renovated and with breathtaking 360° views. Villa Montelupo can sleep up to six people in 2 bedrooms and 2 bathrooms. The wonderful panoramic swimming pool with Jacuzzi pool is for exclusive use of the guests.  …see more

18 Photos

Province of Florence / Montelupo Fiorentino

Villa / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £167 / night

£1168 - £1971 / week

View

Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
A charming old barn, perfectly located, exquisitely renovated and with breath taking 360° views. The owners of Villa Montelupo know what their guests want. They are proud of their formula which follows the five C's of excellent hospitality: Character, Courtesy, Calm, C  …see more

11 Photos

Province of Florence / Montelupo Fiorentino

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £166 / night

£1160 - £1957 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Two Bedroom Detached House Montelupo Fiorentino Pietra Antica is a beautiful restored barn in a fabulous elevated position enjoying beautiful views of the valley below. The house, which is fully detached has panoramic terraces and a large swimming pool and is extremely  …see more

22 Photos

Province of Florence / Montelupo Fiorentino

House / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £166 / night

£1162 - £1958 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Dolcicolline Independent house for rent in Montelupo Fiorentino  …see more

22 Photos

Province of Florence / Montelupo Fiorentino

House / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £168 / night

£1171 - £1973 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Beautiful and comfortable barn situated deep in the heart of the green Tuscan countryside in the whereabouts of Montelupo Fiorentino, a town famous for its pottery and terracotta in a strategic position for excursions. Only 20 minutes by car and you are in Florence and  …see more

100 Photos

Province of Florence / Montelupo Fiorentino

House / 6 Bedrooms / sleeps 13

Short stays welcome

Add to shortlist

from £172 / night

£1199 - £2735 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
"La Rosa", 7-room semi-detached house 250 m2 on 2 levels, on the ground floor. Entrance hall. 2 double bedrooms, each room with shower/bidet/WC, digital TV and air conditioning. 1 room with 2 beds, digital TV and air conditioning. 1 double bedroom with bath/bidet/WC, wh  …see more

100 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £48 / night

£333 - £609 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
4-room apartment 90 m2 on 2 levels, on the ground floor. Open living room with satellite TV. Open dining room. Exit to the terrace. Kitchenette (4 hot plates, oven, dishwasher, microwave, freezer). Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Larg  …see more

100 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £48 / night

£333 - £609 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
3-room apartment 110 m2, on the ground floor. Living room. 1 double bedroom. 1 room with 2 beds. Kitchen-/living room) with open-hearth fireplace and TV. Shower/bidet/WC. Barbecue. Facilities: Internet (WiFi, free). The kitchen has has a door to the privat panoramic ter  …see more

100 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 4 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £53 / night

£365 - £710 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
6-room apartment 160 m2 on 2 levels, on the ground floor. Living room with open-hearth fireplace. Dining room with satellite TV. Kitchen (4 hot plates, freezer). Upper floor: 2 double bedrooms. 2 rooms, each room with 1 bed. 2 showers/bidet/WC. Barbecue. Facilities: Int  …see more

100 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 4 Bedrooms / sleeps 7

Short stays welcome

Add to shortlist

from £56 / night

£392 - £817 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
6-room apartment 160 m2 on 2 levels, on the ground floor. Entrance hall. Lounge with satellite TV. Kitchen (4 hot plates, microwave, freezer) with dining table, open-hearth fireplace. Exit to the terrace. Shower/bidet/WC. Upper floor: 1 room with 1 bed. 2 double bedroom  …see more

24 Photos

Province of Florence / Montelupo Fiorentino

Villa / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £336 / night

£2350 - £4650 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Large Chianti villa near restaurant – when you picture a stone-built Tuscan farmhouse surrounded by acres of verdant fields and rolling hills covered in vineyards and olive groves, it is Rustico Uliveto you have in mind.  …see more

Very Good 4.5/5 

15 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £48 / night

£330 - £459 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
FLORENCE, a stunning LOFT in Villa LE MASSE, contemporary designed and furnished. With private garden and parking. Shared pool, two bedrooms and a huge loft-style living room with a designed kitchen. The LOFT is only at km. 15 from Florence center, Siena + Pisa 60 km.  …see more


6 Aug 2015

5/5

"Great time just outside Florence"

OMG!!!!!! One of the most unforgetable holidays i had in my life. The loft is stunning more of ehat i saw in the pictures. Relaxing place...... A wonderful peaceful garden surrounds it. Swim pool incl… More


19 May 2015

4/5

"Lieu somptueux"

Loft spacieux, très propre et lumineux. Très bien décoré. Un accueil très chaleureux, Daniele s'occupe de vous : messages adressés avant votre départ pour vous indiquer le lieu, puis pour savoi… More

See all reviews Continue

18 Photos

Province of Florence / Montelupo Fiorentino

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £243 / night

£1700 - £2500 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Il Girasole is a cosy 2 bedroom holiday villa in Tuscany. Perfect for your holidays, this villa looks out on to the surrounding countryside and on the city of Montelupo Fiorentino, a small pictures, picturesque town famous for its ceramics and terracotta.  …see more

24 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £37 / night

£255 - £454 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 1 bedrooms sleeps 4  …see more

18 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £58 / night

£403 - £761 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 6  …see more

20 Photos

Province of Florence / Montelupo Fiorentino

Apartment / 6 Bedrooms / sleeps 13

5 Nights min stay

Add to shortlist

from £315 / night

£2200 - £3400 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Begonia is a charming two-story apartment that is part of a villa located on top of a small hill. It sleeps 13 people. From Villa Begonia you will enjoy a splendid view of the Pesa Valley and of Montelupo Fiorentino  …see more

48 Photos

Province of Florence / Montelupo Fiorentino

Villa / 2 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £166 / night

£1160 - £1957 / week

View

Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This property affords a swimming pool, and large garden, a kitchen, living room, two bedrooms and two bathrooms with shower.  …see more

49 Photos

Province of Florence / Montelupo Fiorentino

Villa / 5 Bedrooms / sleeps 11

3 Nights min stay

Add to shortlist

from £184 / night

£1282 - £2024 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This wonderful villa, with 5 bedrooms and 5 bathrooms can accomodate 11 people, so it is ideal for large families. Located in Tuscany Italy, this villa offers a swimming Pool, air Conditioning, an internet Connection .  …see more

16 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £56 / night

£387 - £553 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Ginestra Fiorentina with 1 bedrooms sleeps 4  …see more

22 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 7

3 Nights min stay

Add to shortlist

from £68 / night

£476 - £664 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Ginestra Fiorentina with 2 bedrooms sleeps 7  …see more

16 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £58 / night

£406 - £767 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £46 / night

£317 - £560 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 5  …see more

24 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £55 / night

£379 - £658 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 5  …see more

8 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £99 / night

£687 - £1014 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 4  …see more

12 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £99 / night

£687 - £1041 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 6  …see more

12 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £102 / night

£712 - £1092 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 6  …see more

12 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £111 / night

£772 - £1171 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 3 bedrooms sleeps 6  …see more

9 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £68 / night

£470 - £676 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 1 bedrooms sleeps 2  …see more

12 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £120 / night

£834 - £1300 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 4 bedrooms sleeps 8  …see more

11 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £86 / night

£599 - £860 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 4  …see more

12 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 5 Bedrooms / sleeps 11

3 Nights min stay

Add to shortlist

from £185 / night

£1290 - £2038 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 5 bedrooms sleeps 11  …see more

14 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £261 / night

£1825 - £3285 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa in Montelupo Fiorentino with 4 bedrooms sleeps 8  …see more

24 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £64 / night

£443 - £877 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 4  …see more

12 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 8 Bedrooms / sleeps 18

3 Nights min stay

Add to shortlist

from £220 / night

£1537 - £3367 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Montelupo Fiorentino with 8 bedrooms sleeps 18  …see more

20 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £45 / night

£315 - £629 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 1 bedrooms sleeps 4  …see more

20 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £58 / night

£403 - £761 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 6  …see more

18 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £62 / night

£432 - £864 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Montelupo Fiorentino with 2 bedrooms sleeps 6  …see more

16 Photos

Province of Florence / Montelupo Fiorentino

Farmhouse / 1 Bedroom / sleeps 3

3 Nights min stay

Add to shortlist

from £39 / night

£271 - £498 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montelupo Fiorentino with 1 bedrooms sleeps 3  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page