Cottages Jamaica

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315 cottages

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Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$614

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$916

TEST PROPERTY

Port Royal chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$246

Villas Sur Mer (1-Bedroom)

Negril cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$474

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$803

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$201

Luxury Villas with Beautiful Ocean Views

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$895

Zyani Boutique Resort Voted #1 Seaside Villa in Ocho Rios Jamaica

Rio Nuevo villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$688

Scotch on the Rocks Villa, Ocho Rios, Jamaica

Ocho Rios villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Great Family Vacation” Excellent facilities, wonderful staff with extraordinary cook, food exceeded expectations as well as accommodating children's requests. Pool, kayaks and snorkeling gear provided, we took kids fins and goggles. Would not hesitate to return.

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$2,003

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.

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$826

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$975

mango ridge backpackers retreat

Port Antonio cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“True experience of what you envision heaven to be” The personalized service was beyond expectation, from the fishes in the home made pond, the birds in the trees, the animals in the distance, being able to watch the stars from your bedroom, and the boats as they come and go in the harbour was a breathtaking experience. The fact I could walk to the town, to the supermarket, the craft markets and other stores made my experience less challenging and more adventorous. Overall it was a great experience. Will be taking my family there next year

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$69

Sol Mar Villa

Silver Sands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$505

Kingston Vacation Rental Call 1876-631-2910

Kingston cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A WONDERFUL PLACE TO STAY....” MRS.Ragbeir, and family were most helpful. the place was clean and very welcoming. I will be planning many more trips here. any questions or any help getting around kingston just ask and Mrs.Ragbeir will be there to help you. The place is very quiet and very safe. I had no worries, thank you Mrs.Ragbeir for all your help... :-)

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$69

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$482

KINGSTON COTTAGE - Tropical Serenity - B&B

Kingston cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional service and amenities” Natalee and Barbara provided warm genuine hospitality during our stay. Breakfast was on time and exquisite every morning, a little Jamaican food, a little continental fare, your wish is their command. The facilities were clean, comfortable and the internet access fast. It was as if you were staying in a luxury resort. The hidden secret is the flora, if you like flowers, if you like orchids, you will be delighted in your stay. There are orchids of every color and type in the gardens which are a botanists dream.

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$104

Tropical Dreams: Sunny, picturesque, Large and Beautiful Frontroom

Kingston private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful place to be!” We were looking for more of a cultural experience and this was a wonderful place to start! Vivienne and Lloyd are amazing and we so enjoyed the time we had with them. We are already planning another vacation and will definitely be staying here again when in Kingston!! Our new home away from home!! Thanks again Viv and Lloyd for such great hospitality!!!

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$52

Linga-Awile - Discovery Bay 3 Bedrooms

Discovery Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$615

Secrets and Dreams Studio Suite at Strawberry Fields Together!, Jamaica

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$321

Dream Maker. Private beach paradise in Jamaica.

Robin's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$379

Doubloon Villa, large pool and sandy beach at heart of Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation and service I've ever had” There are so many wonderful things to say about this vacation its hard to consolidate it down :) The house is absolutely amazing. Each bedroom is special and unique and the outdoor living space is more than we could dream of. Hio and Nadine were our chefs and housekeepers and I couldn't say anything better about those two - they made the most delicious food, helped us with any favors or questions we had, and probably made too many trips to the grocery store (and liquor store!) than usual for us! Robert was awesome as the groundskeeper - as soon as it started raining (which probably lasted 5 minutes the entire trip) he would appear out of thin air to get the outdoor seat cushions out of the rain. We had such a great time and it was my husband and mine's first time bringing our friends - its a different kind of vacation, much more authentic and cultural than most are used to so we were a little nervous about how they would like it but everyone agreed - this vacation was amazing. I would highly recommend it to anyone looking for a more relaxing, private, and less touristy vacation spot.

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$728

Tranquility Villa - Port Antonio & Blue Mountains

Port Antonio villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$344

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$172

Lhorizon A Jewel in the Caribbean

Ocho Rios villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 22

“You Promised...You Delivered!” Our group of 18 (13 adults and 5 children) stayed at L’Horizon for a week in January 2015. The entire experience, from booking to the time of the stay, was amazing. The owner, Barrington, was more than helpful and very responsive during the planning phase. And then we arrived! We were greeted by the Manager and staff with smiles, “welcomes”, and rum punch. The house was immaculate and the rooms were very spacious and more than sufficient for our large group. The staff kept the house spotless the entire stay even with 5 young kids doing what they do best (making a mess). The first day, we were provided a cell phone to reach the Manager (Kelly) if there were any issues that needed to be addressed. The cell phone also gave us the opportunity to make local calls which came in handy. We had pre-arranged a formal family dinner (details worked out with Barrington) for the day after our arrival which turned out to be a huge success! The food was amazing and included everything we requested. Each night thereafter we had delicious dinners prepared by the cook (thank you Miss Rose!). We did not purchase the all-inclusive package so we had to purchase our own food which was a bit inconvenient. This was a lesson learned (not the owners fault) and we all agreed that next time, all-inclusive would be the way to go. Regardless, breakfast and dinners were tastily prepared to order. We mostly went out for lunch or brought lunch back to the house. This gave us a chance to go out and see what the area had to offer and try some local foods. We even tried the local KFC which we were told was much different from those in the US. We proved that was true . While we didn’t get an all-inclusive package, inclusive in our package was a personal driver who took us wherever we wanted to go locally. We had the opportunity to go shopping, eat at local seafood and jerk spots (yummy), visit the Dunn’s River Falls (a must-do), and our “party group” even got driven to local dance clubs and picked up at 2:30 and 3:30 in the morning! On the nights we stayed in, we hung out at the Jam Eng Bar on the property by the pool, danced, and sang! The bartender was amazing and tons of fun! As for the younger kids, they lived in the pool and had an amazing time. When they were not in the pool, the private beach was only a quick 5-minute walk away. But let’s not forget the older crowd. My mom, aunt, and mother-in-law spent their days relaxing poolside and around the house (so many places to relax) chatting it up with the staff that were all so very friendly. The entire family agreed that this was one of their best vacations ever! We’ve even talked about the next time we’ll vacation at L’Horizon. A special thank you to Barrington and his wonderful staff at L’Horizon for making this vacation one of the best my family has ever had! For us, you more than delivered on your promises!!

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,625

Serendipity - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 1

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,583

Idleawile - Rio Bueno 6 Bedrooms - ask about our 3, 4 and 5 Bdrm rates

Discovery Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,002

Malatai - Ocho Rios 6 Bedroom Beachfront - Ask about 4 & 8 bedroom Rates

Ocho Rios house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$4,292

Summerhill - Spring Farm 9 Bedrooms (ask about our 4-8 bdrm rates)

Montego Bay house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,989

Siesta - Runaway Bay 5 Bedroom Beachfront - Ask about our 3 and 4 Bdrm rates

Runaway Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 1

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,072

Amanoka - Discovery Bay 7 Bedroom Beachfront

Discovery Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$3,434

Quadrille - Silver Sands 4 Bedroom Beachfront

Silver Sands house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 1

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,002

Nutmeg - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“The best vacation ever at the best villa with the best staff” Alan & Reg, We had a fabulous time at Nutmeg! All six of us loved this villa/property. The ocean view was heavenly. All of the bedroom were great, and the master was simply beautiful. The staff was outstanding! We fell in love with all of them; Ms. P, Carlington, Nataleen, Shereen, Andre and Wilton. They were very professional and all were great at their jobs. Ms. P is an excellent chef. We loved each meal! We plan to retun to Nutmeg next year! We wish we could buy this property. I was told that it would be going on the market soon, however, we are sure that it will be too pricey for us. So, for now, we will just have to visit yearly. Thanks so much for all of you assistance, you all were fabulous, too! Sincerely, Rodney & Neshanta Banks Reginald & Belinda Burney Ruben & Pam Tillman

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,653

Makana - Discovery Bay 7 Bdrm Beachfront - Ask about 4-6 bdrm rates

Discovery Bay house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$3,849

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,159

Selah - Runaway Bay 4 Bedroom Beachfront

Runaway Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$2,003

Award-winning villa with private beach and pool

White House villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wow!” We stayed as a family of 6 adults in September & had the time of our life! Andy the owner is really easy to do business with & communicates well. The location is superb with its own small private beach as well as an infinity pool. The grounds are spectacular with fruit trees, abundant flowers and many different species of birds. The housekeepers (Dion & Lilly) are superb cooks & hosts, their food was top drawer restaurant standard the whole time we were there. Karon the caretaker / gardener is an interesting guy & is really knowledgeable when it comes to the plants in the garden. Mervyn provided the night security which was discreet & appreciated. We are already saving hard to go again next year (but for longer)! Thank you andy & the team!

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$571

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!

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$787

San San Port Antonio, Private 5 acres private staffed 4 bedrooms estate.

Port Antonio house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Paradise Found” The first time I traveled to the Chateau was in 1995 for my honeymoon. Since then I have returned four times. There was no internet then, and only a few pictures provided via snail mail. We were so suprised at the wonder of the Chateau and surrounding area. Getting to the Chateau is the biggest challenge best to fly into Kingston and rent a car and driver. The driver will get you there safetly and then you have care to enjoy all Port Antonio has to offer. The driver returns when you leave and takes the drive back to the airport. The Chateau is beautiful. The pictures on the intenet show the real thing, they are not shot at the best angles, but really show what is there and what you get. The three bedrooms all have seperate bathrooms, so perfect for couples traveling together. The views are spectacular from the Chateua and it will become for ever engrained in your memeroy. The staff truly help to make you vacation spectacular. Nalbert, Doris, and Sylvia are the best. Drois cooks the best food ever, no restuarant has ever compared. She will cook what you want and take you to the store to get all that will be needed for the trip. You will be suprised at the fantasic meals she creates from the shopping adventure. You do not need to go with, but do as it is a geat experience and a way to ease in around Port Antonio. Sulvia keeps the place spotless and always has a huge smile. Nalbert will take care of all of your needs and is a wealth of information about Jamaica itself and the area. The staff are there when you need them and disappear quietly when you don't. Port Antonio itself is the most beautiful place I have ever been. I have travelled through out the caribbean and Mexico, and still is the most beautiful place on earth. The vegitation is huges, the rivers so serene, and the beaches will make you long to see them again. The best parts, there are no crowds. If you are looking for paradise this is the place to be!!!

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$746

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