Horse riding holiday villas and apartments Tuscany | Holiday Lettings

Close

View larger map

Also consider

Europe Holidays
431300 properties
Italy Holidays
103183 properties
Tuscany Holidays
25081 properties
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
Province of Florence
7,740 properties
Province of Siena
4,392 properties
Province of Arezzo
3,152 properties
Province of Lucca
3,096 properties
Province of Pisa
1,961 properties
Province of Grosseto
1,739 properties
Province of Livorno
1,649 properties
Province of Pistoia
668 properties
Province of Massa Carrara
457 properties
Province of Prato
78 properties
Villas Maremma
8 properties

Tuscany

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

5,263 Holiday homes

Filters applied: Horse riding (5,263)

(3) Excellent 

39

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1135 / night

£8383 - £9412 / week

Book View

from £1135 / night

13

Province of Florence / Certaldo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £236 / night

£1681 / week

Book View

from £236 / night

(30) Excellent 

20

Holiday apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly
The medieval atmosphere and typically Sienese welcome are just a part of our fully-renovated holiday home that has maintained unaltered the rustic Tuscan details.Dietro Le Mura is in the very heart of Colle di Val d'Elsa, renowned for its artisan Crystal works.  …see more

from £68 / night

£454 / week

Enquire View

from £68 / night

(15) Very Good 

26

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Ottimo per famiglie con bambini, spazi con mini club, piscina per adulti e bambini  …see more

from £55 / night

£379 - £1933 / week

Book View

from £55 / night

24

Tuscany holiday villa rental

Province of Arezzo / Castel Focognano

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Relax in Tuscany. The Villa have been renovated with materiaI typical of Tuscany. The pool is open from June to 1 October. A bit further down the villa has a elegant pool, also in a dream Absolutely quiet and even with hot summer enjoying the fresh air of this fantasti  …see more

from £253 / night

£1513 - £3068 / week

Book View

from £253 / night

(3) Excellent 

25

Holiday villa with swimming pool in Tuscany

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Benedetta is a beautiful completely renovated villa with private swimming pool located in Greve in Chianti. Featuring 10000 sf of living space the villa is offered for rent according to each group size, from a minimum of 8 to a maximum of 18 ppl occupancy.  …see more

from £660 / night

£4622 - £8404 / week

Book View

from £660 / night

(14) Excellent 

24

Holiday apartment in Volterra

Province of Pisa / Volterra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
“Beautiful apartment in a stunning part of the world” We had an absolutely brilliant stay here. The holiday began with being picked up by Jill, there was a little bit of confusion with which apartment we were staying at but it was all in good spirits a  …see more

from £75 / night

£520 - £980 / week

Book View

from £75 / night

(8) Excellent 

16

Holiday villa in Tuscany

Province of Massa Carrara / Fivizzano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 46 km
  • Swimming pool
  • Child friendly
“An AMAZING home away from home!” I've travelled to Villa Rosa on several occasions experiencing the unique environment in spring, summer and winter. It's a large, spacious and beautifully appointed house that is ideal for families and groups of frien  …see more

from £229 / night

£1600 - £2300 / week

Book View

from £229 / night

(17) Very Good 

19

Holiday apartment in Tuscany

Greve in Chianti / Poggio alla Croce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
“Great apartment, Fantastic Restaurant and Lovely Owners” The Becatini's apartment was comfortable, clean and very reasonable. My only thought would be that garbage bags and some additional kitchenware should be supplied. My husband, sister and I had  …see more

from £81 / night

£390 - £424 / week

Book View

from £81 / night

(5) Excellent 

25

Tuscany holiday cottage rental

Province of Pisa / Casale Marittimo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“Beautiful relaxing vacation in the Tuscan hills!” It was a fantastic stay… we enjoyed very much the marvelous views of the sea and Elba island from our private terrace where we had breakfast and Italian aperitivo after a fantastic day at the beach! Th  …see more

from £127 / night

£757 / week

Book View

from £127 / night

(16) Excellent 

24

Holiday villa with swimming pool in Tuscany

Province of Pisa / Orentano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A superb villa in a beautiful location” Whilst the brochure clearly shows it to be a high quality accommodation, the reality is even better. It has facilities to cater for all ages with a wonderful pool and an immense garden area. It is situated withi  …see more

from £359 / night

£2513 - £4194 / week

Enquire View

from £359 / night

(7) Excellent 

25

Tuscany holiday villa rental

Province of Lucca / Coreglia Antelminelli

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Wonderful Truly Italian Villa” We have spent in Villa Della Rocca an amazing week last August. It was an unforgettable experience, everything here is wining your favour – comfortable and spacious house, spectacular and breathtaking view of a mountain  …see more

from £127 / night

£757 - £1261 / week

Book View

from £127 / night

21

Province of Grosseto / Scansano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £43 / night

£295 - £1127 / week

Book View

from £43 / night

(23) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £169 / night

£1009 - £2353 / week

Book View

from £169 / night

(2) Excellent 

18

Farmhouse rental in Tuscany with shared pool

Province of Lucca / Castiglione di Garfagnana

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Recently renovated farmhouse in a peaceful and relaxing environment, away from traffic although easy to reach by paved road. It is a 650 sqft apartment in a stone building with two double bedrooms, one bathroom, living room with kitchen area. Can be rented if neces  …see more

from £68 / night

£471 / week

Book View

from £68 / night

(11) Very Good 

31

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Fabulous holiday!” We had an absolutely great holiday in Tuscany. La Fontanella is ideally located to everything we wanted to do. 10 mins to beautiful San Giminiano, less than an hour to Florence, Siena and Chianti. Comfortable house, lovely terrace,  …see more

from £97 / night

£601 / week

Book View

from £97 / night

(33) Excellent 

32

Tuscany holiday apartment rental

San Gimignano / Castel San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Fabulous holiday and accommodation” We stayed at this apartment in June this year. The apartment was really well fitted out and spotlessly clean, the oven looked like it had never been used !! The facilities were great and the location is lovely, it i  …see more

from £85 / night

£463 - £715 / week

Book View

from £85 / night

(9) Excellent 

18

Holiday farmhouse with swimming pool in San Gimignano

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“peaceful paradise” This villa met all our expectations. The view from the bedrooms and the terrace were spectacular. Location in small village was perfect. Villa had special arragements for food delivery from local restaurants. Vila was spotless an  …see more

from £83 / night

£555 - £1051 / week

Enquire View

from £83 / night

(21) Excellent 

43

Tuscany holiday apartment rental

San Gimignano / Castel San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Brilliant location, fantastic views and the warmest of welcomes.” We have just returned from Casa Verbena having had a fabulous time. The accommodation is very spacious and exceptionally clean and well equipped. The pictures of the apartment do not il  …see more

from £85 / night

£463 - £715 / week

Book View

from £85 / night

(16) Excellent 

20

Lucca holiday villa rental

Province of Lucca / Lucca

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Puccini and Prosecco!” This villa, set in a tiny hamlet, perched on the side of a mountain, is a delight! The house has been beautifully restored, retaining original features but making no compromises in providing high quality bedrooms, bathrooms and  …see more

from £260 / night

£1800 - £2750 / week

Enquire View

from £260 / night

(1) Excellent 

10

Pisa / Marina di Pisa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £37 / night

£246 / week

Book View

from £37 / night

(1) Very Good 

9

Province of Grosseto / Civitella Paganico

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly

 …see more

from £39 / night

£271 / week

Book View

from £39 / night

19

Castiglione Della Pescaia / Punta Ala

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £121 / night

£841 - £1891 / week

Book View

from £121 / night

(5) Excellent 

56

Tuscany holiday villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
The owner will be always available for anything you need. Lucia lives in the basement of the Villa.  …see more

from £109 / night

£757 - £1718 / week

Book View

from £109 / night

(29) Excellent 

29

Holiday b&b in Tuscany

Province of Grosseto / Vetulonia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Air conditioning
Il Mandorlo is the bed and breakfast of the farm LE GUAZZE BONE. It is an independent, romantic small house for two people, converted from a farm house, fully restored: a piece of paradise set in a landscape that looks like a painting. An enchanted place among the green  …see more

from £55 / night

£383 - £500 / week

Book View

from £55 / night

5

Province of Grosseto / Grosseto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation

 …see more

from £43 / night

£295 / week

Book View

from £43 / night

21

Holiday b&b in Tuscany

Montepulciano / Acquaviva di Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . bikes tour, spa nearby, It  …see more

from £47 / night

£324 / week

Book View

from £47 / night

(21) Excellent 

20

Tuscany holiday home rental

Province of Lucca / Bagni di Lucca

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Hidden treasure in Tuscan mountains” Fantastic. House hidden up in the mountains in a lovely village. Breathtaking scenery, House is wonderfully rustic but with all mod cons. Be prepared to walk loads, up and down cobbled lanes. The pool was a Go  …see more

from £85 / night

£589 - £925 / week

Book View

from £85 / night

17

Province of Pistoia / Serravalle Pistoiese

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £43 / night

£253 / week

Book View

from £43 / night

(11) Excellent 

53

Holiday villa in Tuscany

Poggibonsi / Staggia Senese

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Best vacation ever!” Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara we  …see more

from £505 / night

£3530 / week

Book View

from £505 / night

(2) Excellent 

16

Holiday apartment with shared pool in Tuscany

Greve in Chianti / Panzano in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
Charming sunny apartment in Chianti, surrounded by vineyards and woodlands and panoramic views of the village of Panzano and the hills of Chianti beyond.  …see more

from £122 / night

£806 - £873 / week

Book View

from £122 / night

28

Holiday apartment rental

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
Centro storico, attactions/cafes/restaurants right on your doorstep!2 bedroom apartment created from restored medieval olive oil millown garden for alfresco dining/relaxLucignano charming village, great access to all major Tuscan attractionTuscany village holidayPlease  …see more

from £70 / night

£446 - £629 / week

Book View

from £70 / night

(16) Excellent 

25

Farmhouse accommodation in Tuscany with swimming pool

Province of Lucca / Gugliano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
“Perfect mid term break” We, 2 families from The Netherlands, stayed in Casa a Corte during the kids (6 - 11) mid term break from school (3rd week in October) . We had a lovely week with beautiful weather (21 - 25 degrees), delicious food and great com  …see more

from £193 / night

£1345 - £3068 / week

Book View

from £193 / night

(1) Excellent 

26

Province of Grosseto / Magliano in Toscana

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

 …see more

from £169 / night

£1009 - £1261 / week

Book View

from £169 / night

(4) Excellent 

23

Tuscany holiday home rental

Province of Florence / Fiesole

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 113 km
  • Swimming pool
  • Child friendly
“Perfect gateaway :)” A really lovely place in a beautiful setting. We were looking for a getaway place to relax and to re-charge and we have found a perfect spot. Wth such a beautiful and peaceful surroundings, you will even forget about the fact tha  …see more

from £55 / night

£383 / week

Book View

from £55 / night

(1) Very Good 

28

Province of Grosseto / Arcidosso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

 …see more

from £43 / night

£278 - £348 / week

Book View

from £43 / night

(5) Very Good 

13

Castiglione Della Pescaia / Roccamare

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £43 / night

£295 / week

Book View

from £43 / night

16

Tuscany holiday apartment let

Camaiore / Pieve

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
Castagno is a charming apartment of 80 qm on the hills of Camaiore. Comprising kitchen / dining room, 2 large double bedrooms, bathroom with shower, large terrace for exclusive use and little fenced garden with stunning views over the valley of Camaiore to the sea, shar  …see more

from £78 / night

£551 - £1102 / week

Book View

from £78 / night

(10) Excellent 

29

Holiday farmhouse with swimming pool in Sant'Andrea di Compito

Province of Lucca / Sant'Andrea di Compito

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Swimming pool
Charming farmhouse with private pool located in the beautiful Tuscan hills. Set in it's own olive grove with stunning scenery, this is a perfect base for families to explore Tuscany.  …see more

from £193 / night

£1350 - £1650 / week

Book View

from £193 / night

(47) Excellent 

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e  …see more

from £59 / night

£337 - £589 / week

Book View

from £59 / night

Top Destination reviews

La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
Stone-built Tuscan villa an hour north of Lucca, p
Beautiful property, Beautiful location

We travelled as a group of six and found the property to be perfect; hugely spacious, wonderfully located and the highlight was the locally cooked meal served on the balcony overlooking the mountains as the sun went down! Also ideally located to visi … see more
Farm holidays in Chianti
A Christams dream

This year my husband and I decided to spend Christmas on our own, in the Chianti countryside. La Capanna delle Cozzole is just the perfect location: very quiet, romantic and private location. In the village you can find top quality food, wine and d … see more
Merville House in Centre Florence with Wifi access
Excellent place to stay!"

I stayed for almost 2 weeks at the end of November. The apartment is well appointed and comfortable. There was a grocery store just down the street and I enjoyed cooking in the complete kitchen. Location of the apartment was great. It was a pretty ea … see more
Tuscan Villa - Close to Lucca & Skiing (Abetone)
Magnificent Fully Equip Villa

Owners couldn't do enough for us. The views are breathtaking with a wonderful friendly restaurant just walking distance from villa. Pool is a added bonus, especially exploring the city all day. Great location, beautiful mountains surround the villa. … see more
44 feet sailing boat with crew
Exclusive experience

We had a day cruise on this sailing boat, we decided to have the boat just for the two of us and to agree for lunch on board. It's been a great day, skipper and co- skipper are extremely nice, food was great, is was a sunny day and the Gulf of the Po … see more