Cycling holiday villas and apartments Jamaica | Holiday Lettings

Close

View larger map

Also consider

North America Holidays
168256 properties
Caribbean Holidays
23572 properties
Jamaica Holidays
2462 properties
Saint James Parish
629 properties
Saint Ann Parish
624 properties
Kingston Parish
343 properties
Westmoreland Parish
204 properties
Trelawny Parish
168 properties
Saint Mary Parish
94 properties
Portland Parish
76 properties
Saint Catherine Parish
58 properties
Hanover Parish
47 properties
Saint Elizabeth Parish
40 properties
Manchester Parish
19 properties
Saint Andrew Parish
15 properties
Blue Mountains National Park
8 properties

Jamaica

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

95 Holiday homes

Filters applied: Cycling holidays

(6) Very Good 

21

Villa rental in Negril Beach with shared pool

Negril / Negril Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £52 / night

£315 - £398 / week

Book View

from £52 / night

(1) Excellent 

26

Holiday villa accommodation

Saint Ann Parish / Discovery Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“WOW! Paradise on earth!” My family went here to celebrate my birthday and what a spectacular place to do it! It really is as amazing as they say! The grounds and villa are out of this world and the villa staff really are top class. It was so wonderful
…see more

from £2025 / night

£14174 - £24410 / week

Enquire View

from £2025 / night

(2) Excellent 

29

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £674 / night

£4713 - £10630 / week

Enquire View

from £674 / night

(1)  

26

Holiday guest house in Long Bay

Portland Parish / Long Bay

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £48 / night

£315 / week

Book View

from £48 / night

(3) Excellent 

15

Holiday apartment rental

Montego Bay / St James, Montego Bay

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Absolutely amazing, perfect stay no trouble no regrets” My stay at westgate hills was truly a home away from home, on arrival at the property I was greeted by the caretaker wilbert one of the nicest people you will ever meet the house is beautiful a
…see more

from £50 / night

£275 - £405 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £50 / night

(11) Excellent 

54

Treasure Beach holiday home rental

Saint Elizabeth Parish / Treasure Beach

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly

from £150 / night

£525 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £150 / night

(1) Average 

7

Negril holiday apartment rental

Westmoreland Parish / Negril

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £103 / night

£662 / week

Book View

from £103 / night

(16) Excellent 

21

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“this was a great apartment and great location” this is apartment is so clean and such a great size, 4 adults stayed comfortably, a beach view sitting on the balcony, great, and small walk through the gates to get to it, near the bars and restaurants
…see more

from £60 / night

£420 / week

Enquire View

from £60 / night

(9) Excellent 

22

Holiday villa in Treasure Beach

Saint Elizabeth Parish / Treasure Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £47 / night

£329 - £665 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £47 / night

(10) Excellent 

Certificate of Excellence

26

Holiday villa with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

Certificate of Excellence

from £96 / night

£672 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from £96 / night

(2) Excellent 

22

Holiday b&b in Jamaica

Jamaica / Blue Mountains National Park

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
“Mandeville's best get away...” Agapantha Cottage Bed & Breakfast catered to the needs of my family for three day. We arrived late at night and our host was there to greet us and made sure we were settled in comfortably. We requested early breakfast
…see more

from £154 / night

£968 / week

Book View

Responds fast!
avg. 44 minutes

from £154 / night

24

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £282 / night

£1969 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £282 / night

(4) Excellent 

12

Holiday villa with shared pool, golf nearby in Jamaica

Montego Bay / Rose Hall

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £210 / night

£1470 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £210 / night

5

Little Bay holiday villa rental

Westmoreland Parish / Little Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £237 / night

£1654 / week

Book View

from £237 / night

(1) Excellent 

35

Ocho Rios holiday studio rental

Saint Ann Parish / Ocho Rios

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Absolutely Fabulous...” We stayed at this fabulous Apartment in Mammee Bay, Estate, St Ann's, and what a glorious time was had. It was truly an amazing experience in such beautiful surroundings, wow one and a half acres of land... can you believe tha
…see more

from £60 / night

£300 / week

Book View

from £60 / night

(2) Very Good 

17

Runaway Bay holiday guest house rental

Saint Ann Parish / Runaway Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent” Trip was well spent thanks to JSH LETTINGS we were kept updated during stay and everything went well properties were just as shown in pics
…see more

from £60 / night

£420 / week

Book View

from £60 / night

24

Villa letting in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1366 / night

£9558 - £12518 / week

Enquire View

from £1366 / night

5

Home rental in Portmore

Saint Catherine Parish / Portmore

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Private garden

from £42 / night

£275 / week

Book View

from £42 / night

(3) Excellent 

45

Villa rental in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Paradise” This villa is paradise!!! The staff are so friendly and welcoming… the best I have ever met! It was an incredible vacation for my family and we have already contacted exceptional villas to return again next year.
…see more

from £1535 / night

£10741 - £22048 / week

Enquire View

from £1535 / night

(2) Average 

15

Portmore holiday home rental

Portmore / Hellshire

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £35 / night

£280 - £300 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £35 / night

(5) Very Good 

34

Villa rental in St. Ann's Bay with golf nearby

Saint Ann Parish / St. Ann's Bay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Perfect relaxing and accommodation villa.” We spent 3 nights with family and friends at the villa. We enjoyed our stay as every where was convenient to us by car. Villa was clean and Mr Onair was only a phone call if we needed anything. Thanks for a l
…see more

from £115 / night

£800 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £115 / night

(1) Excellent 

25

Holiday villa in Ocho Rios

Saint Ann Parish / Ocho Rios

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £290 / night

£1900 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £290 / night

13

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £363 / night

£2284 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £363 / night

(1)  

12

Holiday guest house in Kingston

Kingston Parish / Kingston

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly

from £175 / night

£1050 / week

Book View

from £175 / night

7

Holiday guest house in Port Antonio

Portland Parish / Port Antonio

6 6 2 nights min

  • 6 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £50 / night

£385 / week

Book View

from £50 / night

(2)  

20

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Ask owner if suitable for children

from £45 / night

£300 / week

Book View

from £45 / night

27

Apartment rental in Portmore

Saint Catherine Parish / Portmore

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Car not necessary
  • Private garden

from £111 / night

£772 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £111 / night

19

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £375 / night

£2520 - £3504 / week

Book View

Responds fast!
avg. 44 minutes

from £375 / night

(10) Excellent 

Certificate of Excellence

29

St. Ann's Bay ski villa to rent.

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 13 km
  • Swimming pool

Certificate of Excellence

from £86 / night

£591 - £1040 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £86 / night

(10) Very Good 

36

Holiday bungalow in Negril Beach

Negril / Negril Beach

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £87 / night

£607 / week

Book View

from £87 / night

(4) Excellent 

49

Ocho Rios holiday hotel apartment rental

Saint Ann Parish / Ocho Rios

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £48 / night

£607 - £938 / week

Book View

Responds fast!
avg. 24 minutes

from £48 / night

(9) Excellent 

Certificate of Excellence

38

Falmouth holiday home rental

Trelawny Parish / Falmouth

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 4 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £35 / night

£237 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £35 / night

(1) Very Good 

14

Holiday apartment rental

Westmoreland Parish / Negril

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £146 / night

£1020 - £1571 / week

Book View

from £146 / night

7

Holiday villa rental

Saint Ann Parish / Mammee Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £71 / night

£441 - £1571 / week

Book View

from £71 / night

(17) Excellent 

27

Montego Bay holiday apartment rental

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.03 km
  • Swimming pool
“Beautiful place - couldn't ask for any better” Central location, beautiful apartment and excellent views. The flat was very clean, quiet, secure and private. I enjoyed watching the cruise ships docking across the bay and also enjoyed using the beach
…see more

from £126 / night

£877 / week

Book View

Responds fast!
avg. 1 hour 6 minutes

from £126 / night

(5) Excellent 

34

St James, Montego Bay holiday condo rental

Montego Bay / St James, Montego Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

from £95 / night

£662 / week

Book View

from £95 / night

35

Mandeville holiday townhouse rental

Manchester Parish / Mandeville

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £75 / night

£469 / week

Book View

from £75 / night

(11) Excellent 

56

Holiday home with swimming pool, golf nearby in Negril

Westmoreland Parish / Negril

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £79 / night

£552 - £23701 / week

Book View

Responds fast!
avg. 51 minutes

from £79 / night

21

Holiday home in Negril

Westmoreland Parish / Negril

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Ask about pets

from £95 / night

£567 / week

Book View

from £95 / night

(5) Excellent 

25

Holiday b&b in Kingston

Kingston Parish / Kingston

5 13 1 night min

  • 5 bedrooms
  • Sleeps 13
  • 1 night min
  • Nearest beach 16 km
  • Child friendly
  • Pet friendly

from £138 / night

£985 / week

Book View

from £138 / night

1