Air conditioned apartments and villas to rent in Jamaica

Close

View larger map

Also consider

North America Holidays
164787 properties
Caribbean Holidays
24964 properties
Saint James Parish
822 properties
Saint Ann Parish
674 properties
Kingston Parish
307 properties
Westmoreland Parish
210 properties
Trelawny Parish
166 properties
Saint Mary Parish
105 properties
Portland Parish
69 properties
Hanover Parish
48 properties
Saint Catherine Parish
46 properties
Saint Elizabeth Parish
37 properties
Manchester Parish
20 properties
Saint Andrew Parish
16 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

1,711 Holiday homes

Filters applied: Air conditioning

Travellers going to Jamaica are booking March dates now. Secure your holiday home today and have the perfect trip.

(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
Carib Condominiums are located on a private beach on Main street, Ocho Rios.This privately owned and managed apartment is located on the top floor of this 2 storey apartment building. Here you can see magnificant views of the Caribbean Sea from your condo'  …see more

from £58 / night

£399 - £550 / week

Book View

from £58 / night

31

Holiday villa in Montego Bay

Saint James Parish / Montego Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Private garden
Pleasant View is a luxurious villa furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. 7 miles west of Sangsters International Airport in Jamaica near Montego Bay, Mayfield Falls, Dolphin Cove, Chukka Cove, Margaritavill  …see more

from £250 / night

£1700 / week

Book View

from £250 / night

(1) Excellent 

41

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
Fishermans point resort is a one Bedroom beach apartment (living room, bedroom, kitchen, bath room), beach 3 minutes walk, with ocean view, located in Ocho Rios Turtle Street Mahogany Beach. The spacious apartments sleeps 4, Cable TV. The living and dining area a  …see more

from £70 / night

£350 - £590 / week

Book View

from £70 / night

(25) 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
“Ideal location!” A friend of mine goes to Jamaica every year and since I hadn’t visited for quite some time, so I decided why not. From the initial communication with Jacqueline I was put at ease. Communication was always prompt and pleasant and  …see more

from £80 / night

£560 / week

Book View

from £80 / night

(10) Very Good 

37

Runaway Bay holiday apartment rental

Saint Ann Parish / Runaway Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect Vacation Apt!!!” This vacation apt is the best that I have stayed. It was ideally situated near all attractions, stores, day and night activities, beaches, restaurants. I could literally walk to the nearest beach and restaurant. the apt was co  …see more

from £57 / night

£396 / week

Book View

from £57 / night

(1) Excellent 

29

Mammee Bay holiday apartment rental

Saint Ann Parish / Mammee Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Beautiful Jamaican two bedrooms can be rented separately . The rooms are located in the prestigious resort of Mamme Bay a secured gated community. This villa is set in 1 1/2 acres of landscaped gardens,with a variety of fruit trees also its own pool, gazebo, BBQ <  …see more

from £80 / night

£500 / week

Book View

from £80 / 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
******** Our $450. per week special ends December 31, 2016 ********** Located on Norman Manley Blvd, Negril hip strip, directly across the street from Negril's famous 7 miles white sand beach. Access to the beach right across the street just a few steps away. We  …see more

from £53 / night

£323 - £621 / week

Book View

from £53 / 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
Negril' absolute beachfront studios, Carib Beach Apartments, for less than the cost of a hotel room, offer swimming-pool, Jacuzzi, choice of beach styles (one is clothing optional), on to uninterrupted beach over 4 miles with atmospheric bars, carvings, cafes etc.&  …see more

from £81 / night

£404 - £726 / week

Book View

from £81 / night

(2) Average 

23

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This fully furnished, ground floor, studio apartment, with wheelchair access and ensuite bathroom is located in a complex right on the beach, in the heart of Ocho Rios. This apartment has a king size bed, which has the flexibilty of being used as two singles. Sleep 2/3  …see more

from £41 / night

£280 / week

Book View

from £41 / night

22

Holiday guest house in Falmouth

Trelawny Parish / Falmouth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This is Charmaine's 2 Bedroom guest house. It is a spacious and beautiful private destination that is situated in the middle of Montego Bay and Ocho Rios. The house is newly built in 2015 and is a gated community. The guest house is close to all tourist attraction  …see more

from £65 / night

£455 / week

Book View

from £65 / night

(6) Very Good 

27

Negril holiday villa rental

Westmoreland Parish / Negril

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the Villa 3, your Jamaican vacation beach home. Just steps from the sea, Villa 3 sleeps and entertains groups of 2 to 10 comfortably.The villa is located in the gated Little Bay Country Club: an exquisite, brand new, beachfront community in Negril. Vi  …see more

from £560 / night

£3920 / week

Book View

from £560 / 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
Beautifully decorated one bedroom ocean view suite on the beach. Just a few steps away from the water, with the sound of the waves and the cool breeze flowing in its a great relaxation spot to be lazy and unwind. The suite sleeps up to four people comfortably, with a Qu  …see more

from £81 / night

£565 - £932 / week

Book View

from £81 / night

(1) Very Good 

5

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Air conditioning
The apartment is elegantly furnished and has an awesome viewing balcony overlooking the Caribbean sea. the car park is very spacious, the bed sitting room is also spacious and has a separate kitchen and bathroom area. The apartment is 5 minutes drive from the famous Dun  …see more

from £33 / night

£162 / week

Book View

from £33 / night

(1) Excellent 

12

Duncans holiday villa rental

Trelawny Parish / Duncans

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Location: The Yellow Canary Villa is a few steps to white sandy beach and is located half way between Montego Bay and Ochio Rios, off the north coast. The villa comes with our gourmet cook/housekeeper Miss Iris, assistant Sandra, Curtis gardener and Johnny our experien  …see more

from £130 / night

£904 / week

Book View

from £130 / night

37

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
This rental is in the fruited grounds off Villa Patiently Waiting, in the presitgious Mamme Bay Estate with 24 hours security. Located in Villa Patiently Waiting an established holiday rental This property consists of one large room with 2 double beds, TV, sound syste  …see more

from £53 / night

£323 - £380 / week

Book View

from £53 / night

(3) Very Good 

20

Holiday apartment with shared pool, golf nearby in Runaway Bay

Saint Ann Parish / Runaway Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This one bedroom apartment comes with pool,wifi air condition, ceiling fan,and all amenities for self catering.  …see more

from £53 / night

£367 / week

Book View

from £53 / 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
Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area.<br />• Board: Catered  …see more

from £1399 / night

£9789 - £12821 / week

Enquire View

from £1399 / night

(7) Very Good 

34

Holiday villa rental

Saint Ann Parish / Runaway Bay

5 7 3 nights min

  • 5 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
“Mrs” Myself and 6 other friends stayed at this villa in June and all I have to say is it was a great holiday the lady who owns the villa treated us like family from day one and as for the villa its self it was really nice and clean. All the rooms are  …see more

from £180 / night

£1100 - £1310 / week

Book View

from £180 / night

21

Villa rental in Silver Sands with swimming pool

Trelawny Parish / Silver Sands

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Perfect for a relaxing vacation. You will be well looked after by the villa staff - cook, housekeeper and gardener,. The villa is also well located - halfway between Montego Bay (airport 40 mins) and Ocho Rios - to make excursions to other attractions in Jamaica. <  …see more

from £323 / night

£2017 / week

Book View

from £323 / 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
Gorgeous and affordable 3 bedroom Villa Ocho Rios St Ann Jamaica, perfect holiday getaway.  …see more

from £117 / night

£767 / week

Book View

from £117 / 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 £117 / night

£819 / week

Book View

from £117 / night

(6) Very Good 

26

Holiday villa with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Situated on Jamaica's north coast, in a gated community with twenty four hour security. Nearby attractions include: Dunn's River Falls, Dolphin Cove and Mystic Mountain. Onsite pool, gym, tennis courts, children's play area and park. Daily housekeeper  …see more

from £93 / night

£651 / week

Book View

from £93 / night

(3) Very Good 

35

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
Fishermans point resort is a one Bedroom beach apartment (living room, bedroom, kitchen, bath room), beach 3 minutes walk, with ocean view, located in Ocho Rios Turtle Street Mahogany Beach. The spacious apartments sleeps 4, Cable TV. The living and dining area a  …see more

from £70 / night

£350 - £520 / week

Book View

from £70 / night

4

Jamaica holiday home rental

Montego Bay / St James, Montego Bay

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Stay with the locals instead of an hotel. Located near to Chukka Adventure Tours, Pier 1, Margaritaville, Sumfest, etc.  …see more

from £242 / night

£1630 / week

Book View

from £242 / night

(3) Very Good 

15

Holiday apartment in Ocho Rios

Saint Ann Parish / Ocho Rios

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Imagine an apartment a which has fabulous views, in a quiet location. This is a superb 2 bedroom holiday apartment in a quiet location yet minutes away from the fun and activities which the Ocho Rios scene can offer! 'Reggae Beach', Jet Ski rentals, mountain,  …see more

from £39 / night

£260 / week

Book View

from £39 / night

(2) Very Good 

29

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
The Resort is situated on 19 acres of lush landscaped gardens with 90 story residences surrounding a freshwater swimming pool, swim-up bar, whirlpool and bar. There are also two tennis courts and a Spa. Beach 7 minutes walk from apartment. We also have rentals at S  …see more

from £75 / night

£350 - £590 / week

Book View

from £75 / night

(2) Excellent 

7

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Beautiful newly decorated one bedroom Suite. This is your home away from home. You can walk easily to the town for restaurants and entertainment. But, you really have no need as there is restaurant and pool onsite. The beaches are a short drive or walk away and many  …see more

from £65 / night

£390 - £450 / week

Book View

from £65 / night

(2) Very Good 

24

Holiday villa in Mammee Bay

Saint Ann Parish / Mammee Bay

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
The Property is quiet, very clean, and in a secure environment with 24-hour mobile security patrol.The resort town of Ocho Rios is easily accessible or just enjoy the privacy and solitude of your own space with the beach just a stroll away.  …see more

from £105 / night

£735 / week

Book View

from £105 / night

(6) 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
“Ms” Beautiful gem in a great location, close to shops, restaurants and entertainment. Superbly clean and modern. The listing is exactly as the description. Suzzane and Ms. Theresa are a great team. They made every effort to make my stay a pleasant and  …see more

from £75 / night

£525 - £630 / week

Book View

from £75 / night

(1) Excellent 

21

Holiday villa in Ironshore

Montego Bay / Ironshore

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical g  …see more

from £588 / night

£4110 - £5375 / week

Book View

from £588 / night

(2) Excellent 

14

Ocho Rios holiday apartment let

Saint Ann Parish / Ocho Rios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Chrisanns Beach Resort is a complex of beach front vacation apartments located four miles east of Ocho Rios that offer any holidaymaker an experience of Jamaica they could never forget. This enchanting property has its own private pool and beach with gazebo that overloo  …see more

from £76 / night

£550 - £560 / week

Book View

from £76 / night

(1) Excellent 

23

Holiday villa with swimming pool, golf nearby in Runaway Bay

Saint Ann Parish / Runaway Bay

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Whistling villa is one of the most affordable private villas with pool in Runaway Bay. Free access to public beach and shared private private beach for villa guests is just minutes away.Whistling villa is adjacentto Runaway bay's 18-hole, pga-quality golf course.  …see more

from £230 / night

£1609 / week

Book View

from £230 / night

(3) Very Good 

24

Holiday condo with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
A song can always be heard in Ocho Rios.. Ochee as the locals call it..soak up the magical vibes in one of the most varied tourist hot spots in the Caribbean..Ocho Rios has everything for the discerning traveler...beach is on your doorstep..eateries..clubs...sports bars  …see more

from £60 / night

£390 - £488 / week

Book View

from £60 / night

(2) Very Good 

13

Villa accommodation in Runaway Bay with swimming pool, golf nearby

Saint Ann Parish / Runaway Bay

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Stunning 3 bedroom villa in close proximity to the local beach and numerous shops and restaurants. Fully staffed and furnished for maximum comfort and enjoyment. Property boasts large private gardens and outdoor swimming pool.  …see more

from £146 / night

£968 / week

Book View

from £146 / 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 £81 / night

£565 / week

Book View

from £81 / 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
The studio is located inside the beach complex The Point right on Jamaica's 7 mile beach in Negril. The suite as a beautiful ocean-view from inside the unit and balcony. There is a kitchenette with full appliances, and Queen size bed.. Located on over 14 acres o  …see more

from £55 / night

£616 - £617 / week

Book View

from £55 / night

(31) Very Good 

77

Holiday villa with swimming pool, golf nearby in Ocho Rios

Saint Ann Parish / Ocho Rios

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Had a wonderful time in Ocho Rios. Had a great stay at the condo, quiet and comfortable” The Property is very well maintained clean and tidy and the grounds are beautiful! Very classy in and out and very modernised. The pool was always clean and we  …see more

from £150 / night

£900 / week

Book View

from £150 / 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
This beautifully decorated one bedroom suite sleeps a maximum of 4 people. The suite as a Kind bed in the main bedroom and two twin size sofa beds in the living room for extra sleeping space. There is relaxing bathtub with shower, a galley style kitchen complete with fu  …see more

from £81 / night

£565 - £932 / week

Book View

from £81 / night

(5) Average 

32

Ski apartment to rent in Ocho Rios

Saint Ann Parish / Ocho Rios

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
FREE WIFIBeautiful beachfront apartment, villa, condo, vacation rental Ocho rios, Jamaica, cheap, affordable sea, sun, sunshine, fun, family, getaway<br />FREE WIFI, NETFLIX  …see more

from £72 / night

£503 / week

Book View

from £72 / night

(5) Very Good 

59

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We offer additional extras such as Airport Transfer service Tour Guide service and extra Housekeeper service  …see more

from £80 / night

£560 - £896 / week

Book View

from £80 / night