Cycling holidays

Cycling holidays (49563)

Whether you are looking for some leisurely cycle sightseeing or more intense cycle trail thrashing, we have some ideal locations for you to choose a cycling holiday to remember.


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49,563 Holiday homes

Filters applied: Air conditioning (49,563)

(18) Very Good 

1 / 24

Holiday apartment in Sliema

Island of Malta / Sliema

3 8 1 night min stay

Apartment / 3 bedrooms / sleeps 8 / 1 night min stay

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from £51 / night

£1016 - £2044 / week

Book

from £51 / night

(2) Excellent 

1 / 22

Holiday apartment rental

Puerto Pollensa / Puerto Pollensa Marina

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

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from £115 / night

£750 - £1750 / week

Book

from £115 / night

(2) Excellent 

1 / 20

Holiday villa in Sfakaki

Rethymnon Prefecture / Sfakaki

5 12 6 nights min stay

Villa / 5 bedrooms / sleeps 12 / 6 nights min stay

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from £196 / night

£1368 - £2461 / week

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from £196 / night

Featured properties

(1) Excellent 

1 / 30

Fort Myers Beach holiday home let

Fort Myers Beach / Estero Island

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

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from £229 / night

£1552 - £2675 / week

Book

from £229 / night

(4) Very Good 

1 / 24

Fira Firostefani holiday home rental

Santorini / Fira Firostefani

4 10 2 nights min stay

House / 4 bedrooms / sleeps 10 / 2 nights min stay

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from £63 / night

£438 / week

Book

from £63 / night

(1) Very Good 

1 / 24

Holiday villa in Taormina

Province of Messina / Taormina

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

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from £175 / night

£875 - £3700 / week

Book

from £175 / night

(14) Excellent 

1 / 24

Holiday apartment in Sucuraj

Hvar Island / Sucuraj

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

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from £63 / night

£688 / week

Book

from £63 / night

(6) Very Good 

1 / 32

Holiday penthouse in Rio de Janeiro

Rio de Janeiro / Copacabana

4 9 Min stay varies

Penthouse / 4 bedrooms / sleeps 9 / Min stay varies

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from £313 / night

£2188 - £6250 / week

Book

from £313 / night

1 / 25

Holiday villa rental

Corfu / Sinies

4 7 Min stay varies

Villa / 4 bedrooms / sleeps 7 / Min stay varies

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from £90 / night

£629 - £1969 / week

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from £90 / night

(2) Very Good 

1 / 22

Holiday penthouse with golf nearby in Puerto Banus

Puerto Banus / Nueva Andalucia Golf Valley

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £200 / night

£900 - £1900 / week

Book

from £200 / night

(12) Excellent 

1 / 66

Holiday apartment in Miami

Florida / Miami

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £158 / night

£1106 / week

Book

from £158 / night

(6) Very Good 

1 / 20

Holiday home with swimming pool, golf nearby in Vilamoura

Faro District / Vilamoura

9 22 3 nights min stay

House / 9 bedrooms / sleeps 22 / 3 nights min stay

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from £250 / night

£1250 - £3500 / week

Book

from £250 / night

(2) Very Good 

1 / 21

Holiday guest house in Bruges

West Flanders Province / Bruges

20 50 1 night min stay

Guest house / 20 bedrooms / sleeps 50 / 1 night min stay

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from £19 / night

£121 - £6552 / week

Book

from £19 / night

1 / 71

Holiday villa with swimming pool in Chaweng

Chaweng / Chaweng Noi

9 18 1 night min stay

Villa / 9 bedrooms / sleeps 18 / 1 night min stay

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from £874 / night

£5147 - £6798 / week

Book

from £874 / night

(4) Excellent 

1 / 65

Holiday penthouse with shared pool in Taormina

Province of Messina / Taormina

4 7 Min stay varies

Penthouse / 4 bedrooms / sleeps 7 / Min stay varies

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from £110 / night

£727 - £1614 / week

Book

from £110 / night

(1) Excellent 

1 / 38

Holiday apartment with shared pool, golf nearby in Miami

Florida / Miami

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

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from £276 / night

£2414 / week

Book

from £276 / night

(15) Excellent 

1 / 34

Holiday home accommodation

California / San Diego

3 8 4 nights min stay

House / 3 bedrooms / sleeps 8 / 4 nights min stay

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from £197 / night

£1618 - £2583 / week

Book

from £197 / night

(15) Excellent 

1 / 25

Holiday townhouse in Gravedona

Lake Como / Gravedona

4 7 Min stay varies

Townhouse / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £227 / night

£1329 - £2610 / week

Book

from £227 / night

(8) Excellent 

1 / 63

Holiday villa with shared pool, golf nearby in Balaia

Albufeira / Balaia

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

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from £120 / night

£2610 / week

Book

from £120 / night

(11) Very Good 

1 / 24

Holiday apartment in Nice

Nice / Promenade des Anglais

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

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from £106 / night

£602 - £1133 / week

Book

from £106 / night

1 / 29

Holiday apartment with golf nearby in Miami

Florida / Miami

4 6 1 night min stay

Apartment / 4 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £242 / night

£1449 / week

Book

from £242 / night

(2) Excellent 

1 / 46

Coral Bay holiday villa rental

Paphos / Coral Bay

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £125 / night

£875 - £1887 / week

Book

from £125 / night

(9) Excellent 

1 / 24

Holiday villa with swimming pool in Coral Bay

Paphos / Coral Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £63 / night

£438 - £1313 / week

Book

from £63 / night

(12) Excellent 

1 / 34

Rome holiday apartment rental

Rome / Central Rome

4 8 Min stay varies

Apartment / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £309 / night

£2161 / week

Book

from £309 / night

(5) Excellent 

1 / 28

Holiday villa rental

Faro District / Vilamoura

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £157 / night

£1172 - £1407 / week

Book

from £157 / night

1 / 89

Holiday apartment in Miami Beach

Florida / Miami Beach

3 10 Min stay varies

Apartment / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £524 / night

£3104 - £4000 / week

Book

from £524 / night

(1) Excellent 

1 / 21

Holiday condo rental

Central Florida / Orlando

3 10 Min stay varies

Condo / 3 bedrooms / sleeps 10 / Min stay varies

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from £162 / night

£1381 - £2337 / week

Book

from £162 / night

(1) Excellent 

1 / 22

Sari-Solenzara holiday villa rental

Corse-du-Sud / Sari-Solenzara

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £280 / night

£1954 - £30469 / week

Book

from £280 / night

(1) Excellent 

1 / 24

Holiday villa in Protaras

Protaras / Ayia Triada

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £75 / night

£524 - £1329 / week

Book

from £75 / night

(7) Excellent 

1 / 32

Home rental in Palm Springs with swimming pool, golf nearby

Greater Palm Springs / Palm Springs

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £276 / night

£1656 - £6897 / week

Book

from £276 / night

1 / 30

Holiday apartment in Cascais

Lisbon District / Cascais

3 6 3 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £235 / night

£1641 / week

Book

from £235 / night

(16) Excellent 

1 / 30

Holiday home letting

Florida / Miami

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £158 / night

£1106 / week

Book

from £158 / night

(8) Very Good 

1 / 14

Holiday apartment with golf nearby in Costa Adeje

Costa Adeje / El Duque

3 8 1 night min stay

Apartment / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £129 / night

£899 / week

Book

from £129 / night

(2) Excellent 

1 / 20

Holiday home in Estoril

Estoril / Sao Joao do Estoril

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £235 / night

£3321 / week

Book

from £235 / night

(2) Very Good 

1 / 41

Malmok Beach holiday villa rental

Aruba / Malmok Beach

3 6 3 nights min stay

Villa / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £414 / night

£2414 / week

Book

from £414 / night

(16) Excellent 

1 / 20

Holiday cottage with swimming pool in Frigiliana

Frigiliana / Rio Chilar

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £120 / night

£855 / week

Book

from £120 / night

1 / 15

Holiday b&b letting

Albufeira / Guia

11 33 1 night min stay

B&B / 11 bedrooms / sleeps 33 / 1 night min stay

Add to shortlist

from £85 / night

£595 - £6000 / week

Book

from £85 / night

1 / 42

Pasito Blanco holiday b&b rental

Gran Canaria / Pasito Blanco

3 6 1 night min stay

B&B / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £188 / night

£1172 - £2563 / week

Book

from £188 / night

(4) Excellent 

1 / 32

Farmhouse rental in Chiavari

Italian Riviera / Chiavari

6 19 Min stay varies

Farmhouse / 6 bedrooms / sleeps 19 / Min stay varies

Add to shortlist

from £59 / night

£274 - £2266 / week

Book

from £59 / night

(20) Excellent 

1 / 18

Holiday cottage with swimming pool in Frigiliana

Frigiliana / Rio Chilar

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £120 / night

£855 / week

Book

from £120 / night

(25) Excellent 

1 / 22

Holiday apartment with shared pool in Taormina

Province of Messina / Taormina

3 8 3 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £106 / night

£625 - £2774 / week

Book

from £106 / night

1 / 24

Holiday home with swimming pool, golf nearby in Buzios

Buzios / Regiao dos Lagos

3 12 2 nights min stay

House / 3 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £352 / night

£2344 - £2891 / week

Book

from £352 / night

1 / 18

Holiday villa with swimming pool, golf nearby in Villamartin

Villamartin / Valencias

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £110 / night

£691 - £1300 / week

Book

from £110 / night

(2) Excellent 

1 / 31

Home rental in Destin with golf nearby

Florida Panhandle / Destin

6 20 Min stay varies

House / 6 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £207 / night

£1380 - £3849 / week

Book

from £207 / night

1 / 24

Holiday farmhouse rental

Estoril / Sao Joao do Estoril

6 10 Min stay varies

Farmhouse / 6 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £274 / night

£1915 - £3282 / week

Book

from £274 / night

(9) Excellent 

1 / 23

Holiday villa in Haute-Corse

Corsica / Haute-Corse

2 8 Min stay varies

Villa / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £157 / night

£938 - £1797 / week

Book

from £157 / night

(8) Excellent 

1 / 30

Holiday villa with shared pool in Ko Sire

Phuket / Ko Sire

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £463 / night

£2552 / week

Book

from £463 / night

(5) Excellent 

1 / 49

Home rental in Avignon

Vaucluse / Avignon

2 4 5 nights min stay

House / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £266 / night

£1860 - £2051 / week

Book

from £266 / night

(3) Very Good 

1 / 20

Apartment accommodation in Almerimar with shared pool, golf nearby

Almerimar / Portofino Complex

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £70 / night

£313 - £1222 / week

Book

from £70 / night

(9) Excellent 

1 / 23

Villa rental in Cala San Vicente with swimming pool

Mallorca/Majorca / Cala San Vicente

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £129 / night

£900 - £3100 / week

Book

from £129 / night

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