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Beach or lakeside relaxation
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216 rentals

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Great rentals within 20 miles that match your search

Serene Room 2

Ironshore house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$75

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

3 bedrooms
3 bathrooms

sleeps 7

Responds fast! avg. 2 hours 0 minutes

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Price per night from

$373

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 2 hours 0 minutes

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Price per night from

$230

Vacation Paradise

Cousins Cove house

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$69

Bay Pointe Villa

Montego Bay villa

3 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$345

Casa Bella Villa

Rose Hall villa

4 bedrooms
5 bathrooms

sleeps 8

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Price per night from

$803

Nickel's Garden Villas

Montego Bay house

2 bedrooms
1 bathroom

sleeps 6

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Price per night from

$117

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

6 bedrooms
8 bathrooms

sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

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Price per night from

$826

Cozy Montego Bay Studio Apartment Jamaica

Montego Bay apartment

1 bedroom
1 bathroom

sleeps 2

“Beautiful apartment - Can Not Wait to Come Back” Lovely stay! Really clean apartment great for 2. Store downstairs was so easy to get groceries to make lunch. Alyssa made it into a kingsize bed for us last minute, and she was great arranging a driver to drop us at the airport for our 9am flight. Very cool location, we woke up every morning and walked right across the street to the beach. (Theres a free local beach if you keep walking to the left, but Docs Cave was worth the 5 bucks) Best part is everything you need you can walk to. The building is old but the apartment made up for it- we saw a couple others with their doors open and we felt lucky to get an updated one. And we got beach towels provided. Cant wait to go back. Thanks alyssa

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Price per night from

$114

Gorgeous Oceanview Condo Montego Bay Jamaica

Montego Bay apartment

2 bedrooms
3 bathrooms

sleeps 4

“A great place to stay!” We spent three wonderful days at alyssa's Condo in the heart of Montego Bay. It is in a quiet, gated community, with a 1 minute walk to Doctor's Cave beach. What more could you ask for? The condo is clean, and everything stated in her description is accurate. Alyssa is easily contacted and has a very pleasant demeanor. When we left her condo to continue the rest of our vacation in another parish, an iphone was left behind. Alyssa immediately contacted her cleaning lady and the iphone was left with the reception. We picked up the iphone 4 days later. Thank you alyssa for being so accommodating and we would definitely like to stay with you again on our next visit. Highly recommended!!

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Price per night from

$332

Bruce Seacastles Vacation Penthouse

Montego Bay apartment

2 bedrooms
2 bathrooms

sleeps 4

“awesome” arrived at seacastle with a few friends for a girls weekend. The condo was nice,clean and very spacious. Everything was ready when we got there and the owner very courteous and even helped us with an extra night when we missed our flight.the hotel next door had a great bar and we enjoyed our stay very much. I would definitely recommend seacastle for a great relaxation trip

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Price per night from

$194

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$213

High View Villa

Montego Bay villa

6 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$689

Oceanfront 4 Bedroom Villa

Lucea private room

1 bedroom
4 bathrooms

sleeps 2

“A relaxing holiday set on a gorgeous bay in Jamaica.” My wife and I throughly enjoyed our stay at Le Mer. The owners, Karin and Coleman were attentive and accommodating throughout our stay. For a reasonable price Karin picked us up at the airport and took us to the Mega Mart in Montego Bay to get supplies for our week long stay. Karin, for a reasonable price also took us into Lucea for a needed stop at the aTM, to beautiful and exciting Mayfield Falls (quite an adventure); Half-moon Bay and our transfer to Negril. Le Mer is ideal for a quiet getaway in a tropical setting. It's location on the ocean is great for snorkelling in the sheltered bay in front of the property. Ocean access is easy with a ladder or you can jump or dive right in! The coral is in good shape and recovering. We saw some smaller fish, octopi and cuttlefish but no bigger fish. There are also two nice beaches at Bull's Bay, a 10 minute walk up the road. You can pick up a cold red strip after your swim at a small shop nearby! This beach is safe and used by friendly locals. The bedrooms are huge and have a private balcony. The ensuite bathrooms have generous amounts of hot water provided form solar energy. Spacious living areas are available and a great place to meet other travellers. The mosaic tiled bar separating the kitchen from the other common areas proved to be a favourite place to sit and chat with new friends. The tables in the dining room are quite unique, look handcrafted and are a comfortable place to dine with a wonderful view of the sunset over the Bay. The large, well kept pool was a favourite spot to catch the morning breeze and a refreshing dip at any time of the day! This place is ideal if you are travelling as a larger group as you could occupy one or both of the two villas. The dogs which provide security are friendly and we enjoyed their company. They are well behaved and can be tethered if you are uncomfortable around them. In summary; great value for the money, a safe, secure environment; at a Beautiful location

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Price per night from

$75

Allamanda - Montego Bay 5 Bedrooms

Montego Bay house

5 bathrooms

sleeps 2

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Price per night from

$1,718

Luxurious 1 BdRm Ocean Front Condo in Montego Bay

Montego Bay apartment

1 bedroom
1 bathroom

sleeps 3

“WONDERFUL TIME!” Property is beautiful....This is my second stay at the Palmyra and once again we had a wonderful time. This is a condo that is built on the most beautiful beach there is in Montego Bay, between the former Ritz Carlton and Hilton Rosehall hotels. We had views of both beach and mountains. I can still feel the tradewinds. Sharon, the owner is most gracious and the staff there was very attentive and accomodating. Thank you all, So, Sharon Im ready to book my vacation for Feb, 2015. This time NO KIDS. Looking forward til Feb. Denise

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$224

Bogue Villa

Montego Bay villa

4 bedrooms
4 bathrooms

sleeps 10

“R & R at it's Finest!” I have stayed at this Villa three years in a row and am planning on going again for 2 weeks in February 2015! It is relaxing, comfortable and spacious and the staff are amazing as Sophia is the best and will make your stay incredible. I can't wait to return for my 4th visit!

Responds fast! avg. 3 hours 54 minutes

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Price per night from

$172

Zimbali Culinary Retreats

Negril b&b

7 bedrooms
10 bathrooms

sleeps 16

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Price per night from

$143

5 Bedroom Luxury and Affordable Villa on 9 acres

Wiltshire villa

5 bedrooms
6 bathrooms

sleeps 10

“Quiet, Crazy Wonderful” Dutura - Peaceful, beautiful, quiet, lush, green, roomy, comfortable, spacious! Dutura Staff - Amazing, kind, caretakers, fun, Great Cooks, great trainer, attentive, major attention to details that make you feel comfortable. Those are the words that describe this place. We were met with warmth and smiles. Chisholm took us to some great spots for Crazy adventures but really safe. Then home to an amazing staff that felt like family from day one! We stepped out of our comfort zones, we rested, we ate, we laughed, we Yogaed, we walked in beauty, we were challenged and we did not want to leave. Thank you Randel and Dutura for an experience we will never forget. We were the crazy 8's becoming indigenous! haha inside joke!

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Price per night from

$787