List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Florence Clear

Location

Province of Florence

  • Show all locations
  • Bagno a Ripoli (20)
  • Barberino Di Mugello (7)
  • Barberino Val d'Elsa (24)
  • Borgo San Lorenzo (10)
  • Calenzano (3)
  • Campi Bisenzio (1)
  • Capraia e Limite (5)
  • Castelfiorentino (13)
  • Castelnuovo d'Elsa (1)
  • Cerreto Guidi (6)
  • Certaldo (53)
  • Certosa (2)
  • Dicomano (14)
  • Donnini (2)
  • Empoli (9)
  • Fiesole (24)
  • Figline Valdarno (12)
  • Firenzuola (4)
  • Florence (210)
  • Fucecchio (2)
  • Galluzzo (2)
  • Gambassi Terme (32)
  • Ginestra Fiorentina (1)
  • Grassina (4)
  • Greve in Chianti (65)
  • Impruneta (34)
  • Incisa in Val d'Arno (4)
  • Lastra a Signa (6)
  • Londa (4)
  • Malmantile (2)
  • Marcialla (3)
  • Marradi (7)
  • Mercatale di Val di Pesa (16)
  • Montaione (77)
  • Montelupo Fiorentino (5)
  • Montespertoli (44)
  • Pari (7)
  • Pelago (2)
  • Polcanto (3)
  • Pontassieve (18)
  • Reggello (19)
  • Rignano sull'Arno (13)
  • Romola (3)
  • Ronta (1)
  • Rufina (14)
  • Sambuca (4)
  • San Casciano in Val di Pesa (35)
  • San Donato in Poggio (10)
  • San Godenzo (4)
  • San Piero a Sieve (1)
  • Scandicci (3)
  • Scarperia (12)
  • Sesto Fiorentino (5)
  • Settignano (2)
  • Tavarnelle Val di Pesa (29)
  • Vaglia (5)
  • Vicchio (18)
  • Vinci (18)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

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

Filters applied: Cycling holidays (954)

32 of 954 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £72 / night

£504 - £1080 / week

View

(10) Excellent 5/5 

1 / 21

Rignano sull'Arno holiday farmhouse rental

Rignano sull'Arno / Santa Maria Maddalena

Farmhouse / 4 Bedrooms / sleeps 8

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £72 / night

£504 - £1080 / week

View

Typical Farmhouse Tuscany furnished mainly in style end 800 and beginnings twentieth century with beautiful views of the Valdarno valley and swimming pool For those coming from the north motorway exit Firenze Sud, coming from the south exit Incisa!  …see more

from £157 / night

£1098 - £1839 / week

View

(1) Excellent 5/5 

1 / 15

Holiday villa with swimming pool in Reggello

Province of Florence / Reggello

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 160 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £157 / night

£1098 - £1839 / week

View

In the most authentic Tuscany countryside near Florence An excellent accommodation as a perfect starting point for Florence, Siena, Arezzo, San Gimignano, Volterra. Get relax with your children, thanks to the protected pool area  …see more

from £133 / night

£925 - £1970 / week

View

(3) Very Good 4.5/5 

1 / 20

Holiday villa rental

Province of Florence / Greve in Chianti

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £133 / night

£925 - £1970 / week

View

Villa Verde is a beautiful indipendent Villa, suitable for 10 person, located in Greve in Chianti within walking distance from all facilities. It has an ideal position, between vineyards and olive groves, and with a gorgeous view on the surrounding hills.  …see more

Featured properties

from £144 / night

£1008 - £1152 / week

View

(1) Excellent 5/5 

1 / 20

Scandicci holiday farmhouse rental

Province of Florence / Scandicci

Farmhouse / 3 Bedrooms / sleeps 7

  • Nearest beach 70 km
  • Great for children of all ages
  • Car essential
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £144 / night

£1008 - £1152 / week

View

The house is only about a 20 minute drive to Florence and less than an hour drive to Pisa, Siena, Lucca, Arezzo and the other well known Chianti towns and villages. Less than 2 hours from the Cinque Terre and one hour from the coast.  …see more

from £72 / night

£504 - £684 / week

View

(4) Excellent 5/5 

1 / 17

Impruneta holiday apartment rental

Province of Florence / Impruneta

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £72 / night

£504 - £684 / week

View

Quaint, cozy hayloft (Fienile) in the midst of the peaceful rolling green hills of the world-famous Chianti Classico region. Our Fienile is an ideal place to spend a week or more of pure relaxation far from the noise and confusion of the big cities.  …see more

from £202 / night

£1414 - £2167 / week

View

(1) Excellent 5/5 

1 / 23

Holiday villa with swimming pool, tennis court in Montaione

Montaione / Collegalli

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £202 / night

£1414 - £2167 / week

View

Corazzano is the nearest village, at 5km. Here you can buy groceries but there is also a pharmacy, a hairdresser, a bank and a post office. Montaione and San Miniato are the main villages of the area. Here you can find supermarkets, banks, bakeries, delicious local food It is advisable to hire a car. Airport of Pisa is at 50km, of Florence is also at 50km.  …see more

from £522 / night

£3650 - £7300 / week

View

(14) Excellent 5/5 

1 / 24

Holiday villa rental

Province of Florence / Tavarnelle Val di Pesa

Villa / 6 Bedrooms / sleeps 11

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £522 / night

£3650 - £7300 / week

View

Perfect for family reunions, friends groups, anniversaries n wedding celebration Walking distance from the village. Private fenced large swimming pool -15x7 mts- extensive lawns private tennis court free WIFI Air COnditioning wood fireplace private theater Perfect for golfer : there are several golf courses t1/2 h drive from the villa. perfect for yoga retreats  …see more

from £270 / night

£1889 - £3188 / week

View

(16) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Impruneta

Province of Florence / Impruneta

Villa / 5 Bedrooms / sleeps 9

  • Nearest beach 117 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £270 / night

£1889 - £3188 / week

View

Self-catering typical 17th century renovated Tuscan villa in Chianti with private swimming pool. Only some 10 miles from Florence with stunning countryside views. Surrounded by olive trees and vineyards. Ideal for families or friends seeking relaxation Built entirely using ancient terracotta and stones. Ideally located for day trips to Florence, Siena, Pisa  …see more

from £71 / night

£493 - £1522 / week

View

(2) Excellent 5/5 

1 / 24

Holiday villa with golf nearby in Fiesole

Province of Florence / Fiesole

Villa / 3 Bedrooms / sleeps 6

  • Suitable for children over 5
  • Car not necessary
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £71 / night

£493 - £1522 / week

View

Villa immersa nel verde nel cuore archeologico di Fiesole, vicino al teatro Romano. Firenze Panoramico Giardino Garage Parcheggio Parking Garden Panoramic Villa Fiesole Florence Different musical and theatral spectacles in the Roman Theater. Local products exitions in Piazza Mino.  …see more

from £569 / night

£3979 - £5036 / week

View

(3) Very Good 4.5/5 

1 / 24

Holiday farmhouse rental

Province of Florence / Montespertoli

Farmhouse / 8 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

Add to shortlist

from £569 / night

£3979 - £5036 / week

View

Exclusive and elegant Farm House. The location couldn't be better. 4 double bedrooms with private bathrooms Salt water pool Gym/fitness center Mountain Bikes Free Wi-Fi Fully Equipped Kitchen Daily cleaning included Extra Virgin Olive Oil estate 35 km from Florence 58 km from Siena 22 km from San Gimignano 38 km from Volterrra 75 km from Lucca 70  …see more

from £196 / night

£1367 - £1982 / week

View

(3) Excellent 5/5 

1 / 20

Villa letting in Montaione with swimming pool

Province of Florence / Montaione

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £196 / night

£1367 - £1982 / week

View

Private Villa with swimming-pool ideal to spend a relaxing holiday in Tuscany countryside.  …see more

from £191 / night

£1331 - £1727 / week

View

(2) Excellent 5/5 

1 / 23

Farmhouse letting in Pelago with swimming pool

Province of Florence / Pelago

Farmhouse / 5 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £191 / night

£1331 - £1727 / week

View

Wonderful hilly area easy reachable from Florence, both by car and by train. Country holiday, panoramic farmhouse near Florence. Farmholiday perfect for couples, families with children, small groups. Pilgrims and backpackers are welcome. Traditional cuisine. House for sole use or rooms with bed and breakfast treatment.  …see more

from £169 / night

£1177 - £1470 / week

View

(1) Excellent 5/5 

1 / 41

Apartment rental in Florence

Province of Florence / Florence

Apartment / 3 Bedrooms / sleeps 7

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £169 / night

£1177 - £1470 / week

View

Air-conditioning! Wi-Fi Internet! We may organize for you Waliking Guided Tours of Florence, Chianti Hills Tours & Chianti Wine tastings! The metro (on-the-ground-metro, not underground) stops at 100 metres and leads you in 5 minutes at the Central Train Station. Museums' ticket reservation (free!).We provide each guest (upon arrival) with a full &detailed city guide.  …see more

from £125 / night

£875 - £1317 / week

View

(5) Excellent 5/5 

1 / 14

Farmhouse rental in Londa with swimming pool

Province of Florence / Londa

Farmhouse / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £125 / night

£875 - £1317 / week

View

Typical Tuscan ancient farmhouse (1645) with charming atmosphere and huge fire place at 35 Km from Florence. Private Swimming pool, big garden and stunning views at 450 mt of altitude, peacufully located at the border of National Park, between vines and olive groove The house is an agritourisme, part of an organic farm where is produced wine and olive oil; Helpful hosts  …see more

from £72 / night

£504 - £648 / week

View

(2) Very Good 4.5/5 

1 / 14

Penthouse rental in Florence with shared pool

Florence / Central Florence

Penthouse / 1 Bedroom / sleeps 2

  • Nearest beach 97 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

Late Deal: save up to €730 (approx. £525)

from £72 / night

£504 - £648 / week

View

The apartment is full of light and it has a big terrace of 60 m2 where you can enjoy a wonderful view. Excellent to live romantic moments! Big mall Supermarket just out side the apartment.  …see more

from £290 / night

£2029 - £2174 / week

View

(1) Excellent 5/5 

1 / 14

Villa rental in Panzano in Chianti with swimming pool

Greve in Chianti / Panzano in Chianti

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £290 / night

£2029 - £2174 / week

View

Ancient restored farmhouse,surrounded by woods and vineyards,situated in the heart of Chianti,between Florence and Siena.Pool only for the guests.Outside dining,barbecue and pizza-oven.  …see more

from £47 / night

£329 - £789 / week

View

(1) Excellent 5/5 

1 / 20

Apartment rental in Montaione with shared pool

Montaione / Alberi

Apartment / 2 Bedrooms / sleeps 4

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Excellent 5/5 

Add to shortlist

from £47 / night

£329 - £789 / week

View

Wifi connection and private garden at the border of an enchanting torrent.  …see more

from £140 / night

£979 - £1511 / week

View

(4) Excellent 5/5 

1 / 47

Holiday apartment in Florence

Florence / Oltrarno

Apartment / 3 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £140 / night

£979 - £1511 / week

View

The Apt. is new, well furnished and has the ceiling with exposed beams and terracotta of Florentine house It is very clean and confortable.it is in front of the Porta san Frediano were you can access to the center of the town .The area s San Frediano is the most suggestive neighbor of Florence, there are market of antiques,many crafts store  …see more

from £199 / night

£1387 / week

View

(2) Excellent 5/5 

1 / 38

Apartment rental in Florence

Province of Florence / Florence

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £199 / night

£1387 / week

View

Private , covered parking place in the garage - Air-Conditioning - Wi-Fi Internet - RESTORED ON JANUARY 2013! All modern comforts in an apartment placed in a quiet & nice surrounding, near to Fortezza da Basso but far from traffic noise! Museums' ticket reservation (free!).We provide each guest (upon arrival) with a full & detailed city guide.  …see more

from £32 / night

£219 - £1095 / week

View

(1) Excellent 5/5 

1 / 22

Cottage rental in Barberino Di Mugello

Province of Florence / Barberino Di Mugello

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £32 / night

£219 - £1095 / week

View

The estate is located on a hill where you can see the whole valley of Lake Sling surrounded by the chain of the Apennines. La tenuta è collocata su un poggio dove è possibile vedere tutta la valle del lago di Bilancino circondata dalla catena degli appennini. Being a place surrounded by nature, it is necessary to be equipped with their own transport.  …see more

from £79 / night

£549 - £600 / week

View

(4) Excellent 5/5 

1 / 20

Holiday home in Montespertoli

Province of Florence / Montespertoli

House / 2 Bedrooms / sleeps 4

  • Nearest beach 88 km
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £79 / night

£549 - £600 / week

View

'Casetta' on the hill has splendid views. The hay barn is restored in Tuscany stile. Two bedrooms. The bathrooms have gold and red mosaic. Living and beautiful kitchen. Big terraces. The big oak offers shadow during hot days. Between Florence and Siena. There is WIFI, you can walk around the hill and there is plenty of culture in the surroundings.  …see more

from £626 / night

£4380 - £8760 / week

View

(39) Excellent 5/5 

1 / 24

Holiday villa with swimming pool, tennis court in Barberino Val d'Elsa

Barberino Val d'Elsa / Petrognano

Villa / 8 Bedrooms / sleeps 16

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £626 / night

£4380 - £8760 / week

View

1000 year old Tower Tuscan villa in the heart of Chianti at half hour drive from Florence n Siena n san Gimignano Perfect for family reunions, friends groups, anniversaries n wedding celebration Walking distance from the village of BArberino val d'elsa Breath taking views on the Chianti valley and on San Gimignano towers sky line wine tasting ,cooking classes  …see more

from £82 / night

£574 - £2206 / week

View

(2) Very Good 4/5 

1 / 23

Tavarnelle Val di Pesa holiday apartment rental

Province of Florence / Tavarnelle Val di Pesa

Apartment / 12 Bedrooms / sleeps 46

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Very Good 4/5 

Add to shortlist

from £82 / night

£574 - £2206 / week

View

30 km da Firenze e 40 da Siena, Podere San Filippo è situato in posizione ideale per scoprire le bellezze della regione. In collaborazione con il prestigioso Castello del Nero a soli 900 mt, gli ospiti di San Filippo godono di tariffe speciali per Spa e Ristorante.  …see more

from £73 / night

£508 - £566 / week

View

(5) Excellent 5/5 

1 / 24

Holiday cottage with shared pool in Polvereto

Montespertoli / Polvereto

Cottage / 1 Bedroom / sleeps 2

  • Nearest beach 90 km
  • Swimming pool
  • Not suitable for children
  • Car essential

Excellent 5/5 

Add to shortlist

from £73 / night

£508 - £566 / week

View

Beautifully restored cottage for two in centuries old hilltop castle,near Florence & Siena large pool and maximum 10 guests on the property. No small children ..Ideal for honeymoon or just a break. Large pool , BBQ , shady pergola, ample free parking . We can help you organise your holiday by booking museums,making restaurant reservations,planning itineraries  …see more

from £51 / night

£356 - £508 / week

View

(1) Excellent 5/5 

1 / 18

Incisa in Val d'Arno holiday apartment rental

Province of Florence / Incisa in Val d'Arno

Apartment / 1 Bedroom / sleeps 4

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £51 / night

£356 - £508 / week

View

Breathtaking views , nature, comforts, art and culture, relax & calm, cordiality ....this is Agriturismo Bellavista.  …see more

from £36 / night

£247 - £435 / week

View

(1) Excellent 5/5 

1 / 8

Holiday apartment in Florence

Florence / Porta al Prato

Apartment / 1 Bedroom / sleeps 8

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £36 / night

£247 - £435 / week

View

Apartments are modern and spacious, with wood ceilings and a unique design. The apartments come with a well-equipped kitchen. Bed linens and bath towels are included.  …see more

from £83 / night

£576 - £648 / week

View

(1) Excellent 5/5 

1 / 57

Campoli in Chianti holiday cottage rental

San Casciano in Val di Pesa / Campoli in Chianti

Cottage / 3 Bedrooms / sleeps 6

  • Nearest beach 120 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £83 / night

£576 - £648 / week

View

In the heart of Chianti, half way between Florence and Siena. An old farmhouse which has recently been restored is situated in an hamlet dating back to the 1400's. Surrounded by vineyards and olive groves offering uniquely picturesque views. A place to feel at peace and tranquil making it ideal for a family looking to relax in contact with nature.  …see more

from £61 / night

£425 - £653 / week

View

(2) Very Good 4/5 

1 / 24

Holiday apartment rental

Florence / Piazzale Michelangelo

Apartment / 2 Bedrooms / sleeps 4

  • Suitable for children over 5
  • Car not necessary
  • Air conditioning
  • No pets allowed

Very Good 4/5 

Add to shortlist

from £61 / night

£425 - £653 / week

View

Very bright apartment located in a quiet and green residential area, few steps from Arno river, closed to the best panoramic view of Florence and the city center.  …see more

from £52 / night

£363 / week

View

(4) Excellent 5/5 

1 / 23

Holiday guest house rental

Province of Florence / Polcanto

Guest house / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £52 / night

£363 / week

View

Stone House surrounded by green a few kilometers from Florence.  …see more

from £111 / night

£773 - £795 / week

View

(3) Excellent 5/5 

1 / 14

Holiday b&b in Fiesole

Province of Florence / Fiesole

B&B / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £111 / night

£773 - £795 / week

View

Waking up in the morning at Villa di Campolungo is a unique experience: the arome of bread and cakes baking, theTuscan fabrics woven on ancient looms. Silvia gives intimate cooking classes wich are loved by guests. She shares with them her grandmother Ida's recipes. Villa di Campolungo produces organic extra virgin olive oil. All food served is local, organic or home made.  …see more

from £49 / night

£338 - £562 / week

View

(1) Very Good 4/5 

1 / 49

Holiday apartment with shared pool in Certaldo

Province of Florence / Certaldo

Apartment / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages

Very Good 4/5 

Add to shortlist

from £49 / night

£338 - £562 / week

View

Comfortable 2 rooms apt with pool and private garden between Siena and Florence,. The apartment has a panoromic view on the vineyards and equipped of table, chairs and parasol. A place where to relax and strategical departing point for visiting the Tuscan citie. Massage on demande Horse riding Wine tasting Cooking class At 6 Km Certaldo Restauants. Lake  …see more

from £63 / night

£435 - £761 / week

View

(4) Excellent 5/5 

1 / 14

Holiday apartment with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa / San Silvestro

Apartment / 2 Bedrooms / sleeps 6

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £63 / night

£435 - £761 / week

View

The apartment Leonardo is the perfect place for your farm holidays, located in the heart of Chianti hills, between Florence and Siena, is a peaceful paradise and a strategic location to visit the famous historic cities and most beautiful medieval villages of Tuscany.  …see more
first

Also consider

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