Watersports holiday villas and apartments Jamaica | Holiday Lettings

Close

View larger map

Also consider

North America Holidays
167304 properties
Caribbean Holidays
23209 properties
Saint James Parish
747 properties
Saint Ann Parish
643 properties
Kingston Parish
322 properties
Westmoreland Parish
210 properties
Trelawny Parish
171 properties
Saint Mary Parish
98 properties
Portland Parish
72 properties
Saint Catherine Parish
51 properties
Hanover Parish
47 properties
Saint Elizabeth Parish
39 properties
Manchester Parish
19 properties
Saint Andrew Parish
15 properties
Blue Mountains National Park
7 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

381 Holiday homes

Filters applied: Water sports

13

Holiday home with shared pool in St. Ann's Bay

Saint Ann Parish / St. Ann's Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

from £94 / night

£625 / week

Book View

from £94 / night

(10) Excellent 

49

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Modern Gem in Ocho Rios” I stayed at Serenity in Sandcastles in August 2016 and i must say its one of the nicest apartments in the complex. It has everything you want with a lovely ocean view to the rear. Sandcastles is very peaceful and quiet, you ar
…see more

from £75 / night

£525 - £630 / week

Book View

from £75 / night

(2) Very Good 

35

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
  • Nearest beach 0.2 km
  • Swimming pool

from £80 / night

£390 - £560 / week

Book View

from £80 / night

(10) Very Good 

42

Runaway Bay holiday apartment rental

Saint Ann Parish / Runaway Bay

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect Vacation!” Awesome!! If you need a perfect vacation spot, Dreamy Haven is the place to stay. It was very clean and well-equipped with everything you could ever need. The shower worked perfectly, I did not want to end my showers! The place is q
…see more

from £55 / night

£383 / week

Book View

from £55 / night

(8) Very Good 

23

Ocho Rios holiday condo let

Saint Ann Parish / Ocho Rios

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

from £58 / night

£399 - £550 / week

Book View

from £58 / night

(30) Very Good 

19

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“lovely clean spacious apartment” Had a lovely time staying here and Jacquie the owner so friendly and accommodating as was her housekeeper Annette. Central to everything, shops and nightlife. Good place to rent as a base. Well equipped and comfy. W
…see more

from £80 / night

£560 / week

Book View

from £80 / night

10

Negril Beach holiday condo rental

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £79 / night

£547 - £903 / week

Book View

from £79 / night

13

Holiday studio in Negril Beach

Negril / Negril Beach

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £54 / night

£598 / week

Book View

from £54 / night

18

Silver Sands holiday guest house rental

Trelawny Parish / Silver Sands

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £141 / night

£985 / week

Book View

from £141 / night

(8) Excellent 

33

Holiday townhouse rental

Westmoreland Parish / Negril

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £156 / night

£1368 - £2790 / week

Book View

from £156 / night

(6) Very Good 

34

Ocho Rios holiday condo rental

Saint Ann Parish / Ocho Rios

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Most Relaxing Holiday Ever” My son & I had never been to Jamaica before... traveled with friends that were born in Jamaica. People in Jamaica are the most genuine people on earth. They are so kind, helpful and always happy. I definitely will be goi
…see more

from £90 / night

£600 / week

Book View

from £90 / night

(4) Excellent 

24

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 km
  • Car not necessary
“A warm welcome in a well equiped studio apartment for a lovely stay.” We stayed for several weeks at Cinnamon studio this summer and really enjoyed our stay. Renée and Nigel who oversee the Almond Tree Villa house and apartments were very kind and hel
…see more

from £37 / night

£240 - £300 / week

Book View

from £37 / night

(4) Excellent 

20

Holiday villa with swimming pool, golf nearby in Runaway Bay

Saint Ann Parish / Runaway Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Great alternative to All Inclusives” Roger and the Pegasus staff are wonderful to deal with. Our stay was an awesome way to really be in Jamaica. Taxis and busses easy to get around into Ochos and Montego Bay and very reasonable. Lot of fun going i
…see more

from £160 / night

£880 / week

Book View

from £160 / night

(10) Excellent 

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

from £95 / night

£665 / week

Book View

from £95 / night

(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 £51 / night

£313 - £395 / week

Book View

from £51 / night

(18) Very Good 

25

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“the amazing almond tree villa” stayed 11 nights in February. it was an amazing experience! the villa was large, spacious clean and tidy. The pool area was lovely! the villa is located in a quiet street and is a short and cheap taxi ride to the town ce
…see more

from £80 / night

£500 - £896 / week

Book View

from £80 / night

(1) Excellent 

44

Ocho Rios holiday apartment let

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £70 / night

£390 - £630 / week

Book View

from £70 / night

(10) Excellent 

25

Holiday studio with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“wish you was there with me” make shore you dont have a lot off running around to do and you have lots off refreshment and snacks to enjoy whilst you relax in the pool. Bring your laptop with you it saved me a lot off trouble contacting people around
…see more

from £37 / night

£240 - £300 / week

Book View

from £37 / night

(3) Average 

18

Holiday condo with shared pool in Negril

Westmoreland Parish / Negril

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £79 / night

£391 - £665 / week

Book View

from £79 / night

17

Holiday condo in Negril Beach

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £79 / night

£547 - £903 / week

Book View

from £79 / 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

from £50 / night

(1) Very Good 

26

Ocho Rios holiday studio rental

Saint Ann Parish / Ocho Rios

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Car not necessary

from £40 / night

£250 - £315 / week

Book View

from £40 / night

(6) Very Good 

23

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £79 / night

£469 / week

Book View

from £79 / night

(6) Excellent 

15

Apartment rental in Ocho Rios with shared pool

Saint Ann Parish / Ocho Rios

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Would definitely come back to Turtle beach towers!!! Great stay” Stayed at TBT in April 2014. It was a fantastic stay and Janet the Housekeeper was one of the reasons why. Janet is warm , friendly and very welcoming. she made our stay very comfortab
…see more

from £79 / night

£547 / week

Book View

from £79 / night

(1) Excellent 

62

Villa rental in St. Ann's Bay with shared pool

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

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

from £114 / night

£743 / week

Book View

from £114 / 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 £102 / night

£657 / week

Book View

from £102 / night

(14) Excellent 

27

Holiday home in Port Antonio

Port Antonio / Blue Lagoon, Port Antonio

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Harmony Heights” As a Jamaican descendent, I have been a regular visitor to Jamaica, for over 20 years, however my stay at Harmony Heights, was in fact the most relaxing stress free, and truely Irie (no problem) stay I have ever experienced while in J
…see more

from £157 / night

£821 - £938 / week

Book View

from £157 / 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 £279 / night

£1954 / week

Book View

from £279 / 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 £114 / night

£793 / week

Book View

from £114 / 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 £668 / night

£4676 - £10547 / week

Enquire View

from £668 / night

(3) Very Good 

38

Holiday apartment rental

Saint Ann Parish / Ocho Rios

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £70 / night

£390 - £560 / week

Book View

from £70 / night

(1) Excellent 

15

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £70 / night

£469 / week

Book View

from £70 / night

(10) Very Good 

14

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Best apartment in Sandcastles” This is my 2nd time staying in this apartment, 2012 was the first and i had to come back and stay. Everything still works perfect, wifi, cooker, tv's, shower etc i was happy. As always it was easy to book the apartment
…see more

from £94 / night

£547 / week

Book View

from £94 / night

27

Apartment rental in Ocho Rios with shared pool

Saint Ann Parish / Ocho Rios

1 4 2 nights min

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

from £70 / night

£390 / week

Book View

from £70 / night

(4) Very Good 

20

Holiday apartment in Ocho Rios

Saint Ann Parish / Ocho Rios

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Private garden

from £86 / night

£520 / week

Book View

from £86 / night

(2) Excellent 

14

Ocho Rios holiday apartment let

Saint Ann Parish / Ocho Rios

1 3 1 night min

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

from £76 / night

£550 / week

Book View

from £76 / night

(12) Excellent 

40

Runaway Bay holiday bungalow rental

Saint Ann Parish / Runaway Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £62 / night

£433 / week

Book View

from £62 / night

17

Holiday studio in Negril Beach

Negril / Negril Beach

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £65 / night

£449 / week

Book View

from £65 / night

(1) Excellent 

13

Holiday villa with shared pool, golf nearby in Jamaica

Montego Bay / Rose Hall

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £275 / night

£1500 / week

Book View

from £275 / night

10

Villa rental in Long Bay

Portland Parish / Long Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £28 / night

£172 - £383 / week

Book View

from £28 / night

1