Jamaica apartment or villa with a private pool area | Holiday Lettings

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Jamaica

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453 Holiday homes

Filters applied: Private pool (454)

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

(18) Excellent 

31

Holiday cottage in Alzira

Province of Valencia / Alzira

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“A perfect getaway” We had an incredible few days in Para Dos away from our hectic working lives in London. The location is really unique overlooking the orange groves and mountains in Valencia and even though it is a little tough to get to at first th  …see more

from £57 / night

£398 - £475 / week

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from £57 / night

(26) Excellent 

26

Valencia holiday apartment rental

Valencia / El Puig Beach

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“ABSOLUTELY FANTASTIC” This apartment was a delight to stay in. The owners are welcoming and generous. There were a lot of facilities that you wouldn't normally have otherwise. One of my best stays ever. The owners had so much food and free beverages a  …see more

from £51 / night

£339 - £488 / week

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from £51 / night

(9) Excellent 

40

Holiday lodge with swimming pool, golf nearby in Valencia

Province of Valencia / Valencia

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
“Super villa and super hosts” We arrived on an evening flight to be met by a smilingGina the owner of the lodge at the airport, Gina had also organised a taxi. The lodge was only a 20 minute drive away. Gina also had some food and drinks for all the  …see more

from £43 / night

£250 - £649 / week

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from £43 / night

(4) Excellent 

24

Holiday cottage with swimming pool, golf nearby in Alzira

Alzira / Barraca de Aguas Vivas

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
La Isla del Júcar is a charming house with 4 rooms to accommodate up to 8 people, located in a small town in the south of Valencia, cradle of paella and las Fallas. Is provided with all basic services like bars, restaurants, supermarket, roaster, taxi and hospital to 2  …see more

from £149 / night

£793 - £1272 / week

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from £149 / night

(2) Excellent 

22

Alzira holiday villa rental

Alzira / Barraca de Aguas Vivas

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Swimming pool
“From the minute we arrived we felt at home.” On arrival we were greeted and shown around the villa but it wasn't long before the kids hit the pool! The view is stunning and amazing to wake up to each morning. The beach at Tavernes was our favour  …see more

from £55 / night

£380 - £875 / week

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from £55 / night

(1) Excellent 

16

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 £574 / night

£4013 - £5248 / week

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from £574 / night

(8) Very Good 

10

Holiday apartment in Playa de Gandia

Gandia / Playa de Gandia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“spanish hot clean and beautiful white sandy beach” Hi Rob and sian Well just getting back into the flow of things with normal life so thought I would finally do what I wanted to do from the moment we returned . Just wanted to say what a beautifu  …see more

from £65 / night

£450 / week

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from £65 / 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.This  …see more

from £225 / night

£1571 / week

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from £225 / night

33

Ocho Rios holiday villa rental

Saint Ann Parish / Ocho Rios

8 19 Min stay varies

  • 8 bedrooms
  • Sleeps 19
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
Garden House is located in the prestigious area of Shaw Park, in Ocho Rios. This historical property comes fully staffed and is easily reached by either airport, car or taxi. Approx. 3mins drive from Ocho Rios main street, 10mins walk. On arrival guests will gain en  …see more

from £414 / night

£3583 / week

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from £414 / night

14

Holiday villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Sunset 1 is truly the hidden gem of the Silver sands community. This 3 bedroom, 3 bathroom vacation rental is less than a 2 minute stroll from the pristine beaches . Breezy living room, comfortable dinning. Let our onsite housekeeper and butler cater to your eve  …see more

from £226 / night

£2126 / week

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from £226 / night

(4) Excellent 

34

Holiday villa rental

Province of Valencia / Sagunto

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Peacefull and Perfect” We have just spent a week at this villa and it was heaven. If it's peace and quite you want this is the place. Accommodation is great with everything you need. The outdoor terrace is large with a lovely pool to cool off in. Vie  …see more

from £100 / night

£700 - £1199 / week

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from £100 / 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
Welcome to Calypso Shores, a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. Calypso Shores, located in a stunning California-style residential neighbourhood named Lagoons, is possibl  …see more

from £674 / night

£4713 - £10630 / week

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from £674 / night

26

Playa de Gandia holiday chalet rental

Province of Valencia / Playa de Gandia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Semi detached house with a private garden and set in the peaceful environment of a well-kept urbanisation with a lovely pool area with shower, Barbeque and varios terrases with sunbeds.. Ideal location, just between the beach and the city of Gandia. No parking problem  …see more

from £114 / night

£795 / week

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from £114 / night

45

Holiday villa with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
A hidden gem located in Gibraltar Estate, surrounded by luscious greenery nestled in the hills, overlooking Oracabessa Bay, James Bond Beach and the world famous Golden Eye Resort. All rooms have private bathrooms AND private access! Oracabessa is the nearest village a  …see more

from £142 / night

£945 / week

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from £142 / night

33

Province of Valencia / Alzira

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

 …see more

from £163 / night

£1138 / week

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from £163 / night

(6) Very Good 

34

Holiday villa rental

Saint Ann Parish / Runaway Bay

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“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 £165 / night

£735 - £805 / week

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from £165 / night

20

Holiday villa with swimming pool in White House

Westmoreland Parish / White House

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Palm Trees is an imposing hillside villa and guest house with a large private pool. It is located within it’s own grounds on the gated Anchor Estate on Jamaica’s South Coast. The villa is about 200 ft above sea level and 400 yards from the Beach. The views over the  …see more

from £197 / night

£1378 - £1701 / week

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from £197 / night

24

Villa letting in Jamaica with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • 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.• Board: Catered  …see more

from £1789 / night

£12518 / week

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from £1789 / 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

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from £76 / night

(6) Very Good 

24

Valencia holiday villa rental

Province of Valencia / Valencia

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Great holiday villa, would highly recommend” Me and my husband have just returned from a weeks stay at villa espana. I must admit having read the previous review we were a little apprehensive about our stay. However i can assure anyone that these issu  …see more

from £90 / night

£490 - £550 / week

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from £90 / night

20

Holiday villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
Ocean views, al fresco dining, family friendly...Please see our reviews on Trip Advisor.  …see more

from £256 / night

£1792 - £2536 / week

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from £256 / night

(1) Excellent 

24

Holiday villa rental

Saint James Parish / Montego Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios.Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately  …see more

from £736 / night

£5146 - £7902 / week

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from £736 / 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

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from £60 / night

(10) Excellent 

37

Holiday villa with swimming pool in Valencia

Valencia / Urbanizacion El Rellano

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Swimming pool
A beautiful Ibiza style house in peaceful Valencian countryside. 15 min from Valencia airport (Manises). 20 minutes from city. 35 min from sandy beaches. Absolute privacy. Lush garden, Jacuzzi in pool , large hot tub in terrace. Outdoor Lounge, 2 dining areas, chillout  …see more

from £200 / night

£600 - £4470 / week

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from £200 / 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

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from £80 / night

26

Holiday villa rental

Saint Ann Parish / Discovery Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
Welcome to villa Sea Grapes on the Beach, a wonderful 5 bedroom beach front villa on its own sugary white sandy beach lapped by the clear turquoise waters of Discovery Bay.The calm turquoise waters here are excellent for swimming and kayaking. There is complimen  …see more

from £856 / night

£5985 - £14174 / week

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from £856 / night

23

Costa de Valencia holiday home rental

Province of Valencia / Gandia

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Jasmin perches on the side of a mountain overlooking historical and elegant Gandia, within 10 minutes drive of the town or Gandia Playa' vast golden beaches. The top terrace is our pool and seating area, below that are terraced gardens, then a sheltered car port  …see more

from £114 / night

£631 / week

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from £114 / 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 £142 / night

£945 / week

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from £142 / night

(5) Very Good 

23

Penthouse rental in Valencia with swimming pool

Valencia / Puerto-Playa

3 14 Min stay varies

  • 3 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Lovely place, great location next to the beach!” Pilar and Antonio were so helpful before and during our stay. The place was lovely and clean and a fantastic place to stay for us  …see more

from £178 / night

£997 - £3465 / week

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from £178 / 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 This  …see more

from £60 / night

£500 / week

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from £60 / night

(5) Excellent 

23

Holiday studio in Ocho Rios

Saint Ann Parish / Ocho Rios

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
The is a beautiful apartment with all your fully furnished comforts with free wi/fi internet service and laptop provided for your own personal use. Telephone, daily housemaid, all included in the price.Studio, fantastic, ocean view, 24 hours security, free wi/fi, dail  …see more

from £70 / night

£490 - £630 / week

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from £70 / 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
Go swimming at Bamboo Blu our private white sand beach, which is a 5 min walk from the villa, Bamboo Blu serves some of the best Lobster cuisine in St Ann and many activities for everyone. After a long day of fun in the sun, come unwind and relax in our outdoor Jacuzzi  …see more

from £282 / night

£1969 / week

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from £282 / night

(29) 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

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from £150 / night

(6) Excellent 

29

Holiday home in St. Ann's Bay

Saint Ann Parish / St. Ann's Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Located along Jamaica's scenic Northern Coast, Richmond St. Ann is an easy one hours drive from the Sangster International Airport in Montego Bay. Near by attractions: * Dunn's River * Mystic Mountains * Dolphin Cove * Cranbrook Flower Forest * Seville Great House *  …see more

from £142 / night

£993 / week

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from £142 / night

(2) Excellent 

24

Costa de Valencia holiday villa rental

Province of Valencia / Gandia

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Great Villa, nice pool and short stroll to beach, lovely” Took my in- laws for a week to this villa, wasn't sure what to expect as we normally book packages but the owner was great, very helpful. The villa is fab, two floors so the oldies could sta  …see more

from £44 / night

£304 - £1029 / week

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from £44 / night

22

Holiday home with swimming pool in Ocho Rios

Saint Ann Parish / Ocho Rios

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
With the beauty of nature as its backdrop, Drax Hall Villas offer its guests a tranquil island escape that provides all the comfort of home with the flair and amenities of a luxury hotel. A stay at this luxurious 2 bed, 2 baths villa provide guests with access to beach  …see more

from £105 / night

£735 / week

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from £105 / night

24

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
Welcome to Sunset on the Beach, a charming 5 bedroom private beach front villa located at the exclusively renowned Tryall Club in Montego Bay.• Board: Catered  …see more

from £1519 / night

£10630 - £22048 / week

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from £1519 / night

22

Alzira holiday villa rental

Province of Valencia / Alzira

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Exterior:Large, Furnished Garden equipped with facilities for a Barbeque. There is a terrace, orchard and Parking area.Interior: Games room featuring a pool table, Air Conditioning, Stereo, Microwave, Heating, Dishwasher, FireplaceRooms: Dining room, En-suite bath  …see more

from £151 / night

£1051 / week

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from £151 / night

(1) Excellent 

46

Ocho Rios holiday villa rental

Saint Ann Parish / Ocho Rios

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
If you've ever dreamed of paradise then Grande Haven Gibraltar is simply your ultimate dream come true. This modern and magnificently designed villa is nestled amidst a lush, tropically landscaped, palm tree-lined driveway, with dazzling ocean views of the famous James  …see more

from £394 / night

£2756 / week

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from £394 / night

29

Villa rental in Runaway Bay with swimming pool, golf nearby

Saint Ann Parish / Runaway Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome Villa Turrasann (formally known as Las Palmas) is a beachfront villa located in Runaway Bay 70 kilometers east, and approximately 60 minutes’ drive from Montego Bay Airport. Villa Turrasann offers solitude, perfect for a family vacation, a romantic getaway  …see more

from £570 / night

£3390 - £4970 / week

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from £570 / night

Top Destination reviews

Beautiful Waterfront Apt across from Beach Club
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 at the nearby Sea Wind on the Bay (5 mins walk … see more
Garden Villa Ocho Rios St.Ann
Saying good bye is never easy

Our stay at Gradens Villa was wonderfull to say the least. Mr Barns was very accommodating as well as the house keeper that took care of all our needs. I love this place so much that we are booked for the first week of August. Clarke's family.. … see more
Island Treasure Villas
TRULY AN……Island Treasure Villla

Our stay at Island Treasure Villas was beyond what was expected! From the moment of booking to the end of our stay at this wonderful villa the professionalism of the owner and staff was truly top notch. We decided to stay based on the amazing pho … see more
JamRest Villas
Excellent holiday

Had a wonderful time in Jamaica. Really glad we stayed at Jamrest. It is as beautiful as the photos and we were thankful to have met Suzie; such a lovely person and excellent housekeeper, who maintains the house to a high standard. Suzie was so frien … see more
Negril Ocean Front Studio-.Renovated..2 weeks left.. Jan 10-17th and March 6-13!
Point village negril

Beautiful setting fantastic apartment with lots of good food places to eat both Jamaican and European food within a short taxi drive. Apartment had everything you could need and located very close to the beach at point village for sborkling and swim … see more
Sunshine Reggae Villa
Great Resort Style Living

I saw many similar properties at Cool Shades/ Richmond advertised on online. I selected Sunshine Reggae Villa largely based on the reviews. On my arrival I was happy to find that even after reading the reviews, the property exceeded my expectations.. … see more