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Family Friendly Holidays in North America - Holiday Lettings

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Orlando holiday townhouse rental

Orlando townhouse

4 bedrooms • 3 bathrooms • sleeps 8

“our vacation was perfect nice people great weather clean environment” We had a wonderfull time clean pleasent place to stay we felt very welcome when we walked in to our house, places at the table we made beds neatly done , I cant wait to go back again I wish disney it self was so expensive, the kids and I had a wonderful time in the pool and water slide, thanks for making it affordable, sylvia you were great you gave us good advise for doing other things that were family friendly

from £135 / night

£799 / week

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Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

5 bedrooms • 5 bathrooms • sleeps 10

“Amazing!” This was better then a home away from a home. The house was well kept, clean and spacious. The location was very good as well, close to all amenities. Denise was very prompt with response to requests. Kind and very pleasant to interact with as well. We look forward to another stay in the future :) If you are looking for a rental villa for your stay, search no more..you have found the right place!

from £148 / night

£1,031 / week

1 / 35

Madeira Beach holiday apartment rental

Madeira Beach apartment

2 bedrooms • 2 bathrooms • sleeps 6

“Beatiful Condo and Great Location” The Condo was very comfortable and well equipped. The view was amazing with the balcony in front of both the lounge and master bedroom. In the mornings we would sit on the balcony watching the dolphins swim by and on one morning one of the dolphins decided to perform leaps out of the water. Some mornings we would walk along the beach to Johns pass with its boardwalk, gift shops and restaurants. Screwie Louies across the street from the condo served a great breakfast. We also took golf clubs and played 3 of the many courses in the vicinity. We would recommend this condo for its comfort, view and location.

from £109 / night

£745 - £1,523 / week

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Holiday cottage rental

Clearwater cottage

2 bedrooms • 1 bathroom • sleeps 5

“This was an excellent experience” The property was clean and well maintained. Theresa and Max checked with us to make sure everything was to our satisfaction. The location to the beach was perfect, less than a five minute walk. Shopping and dining was within walking distance of the cottage. We plan on staying here again.

from £97 / night

£669 - £1,593 / week

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Home rental in Marco Island

Marco Island house

3 bedrooms • 2 bathrooms • sleeps 5

from £337 / night

£2,102 - £4,203 / week

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Holiday condo with shared pool, golf nearby in Frigate Bay

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

“TOTAL RELAXATION” Well appointed Condo. Excellent value with everything you could need for a relaxing vacation. Lovely pool right on your doorstep. Beautifully tended gardens. Great position with the Atlantic literally at the bottom of the gardens and the Caribbean a 10 minute stroll away. Peace and quiet. The owner, Sue, is excellent and will answer your questions promptly and try to do everything she can to help you have a great stay.

from £95 / night

£664 / week

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Holiday villa with golf nearby in Davenport

Davenport villa

3 bedrooms • 8 bathrooms • sleeps 8

“Excellent fully equipped villa and location” The villa is fully equipped and is maintained to a very high standard. It is spacious and also has a swimming pool which is big enough for adults and safe for children to use.

from £177 / night

£841 / week

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Holiday villa rental

Davenport villa

5 bedrooms • 3 bathrooms • sleeps 11

“Simply Fabulous!!!” Everything about our stay at Kylemore was fantastic! We were a party of 5 adults and 3 children so we had loads of space and never felt cramped at all. We weren't so lucky with the weather so didn't use the pool much but when we did the kids thought having a pool in the back garden was amazing. There were supermarkets just a short drive away as well as take-aways and restuarants aplenty. We had a take-away from the chinese near applebees/publix was really yummy and perfect after a long day at the parks. John was the perfect virtual host, he made sure we had all the information we needed for an easy arrival and transfer as well as those handy extras and recommendations. We will definately look at Kylemore when the time comes to booking our next Orlanda holiday.................I can't wait!!!

from £135 / night

£942 / week

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Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

5 bedrooms • 4 bathrooms • sleeps 10

“Home from Home and more” Having just completed a 7day Caribbean cruise, we ended the perfect holiday by renting this beautiful villa for a further week. I have stayed in other villas before, this is by far the best. Sue and Paul took customer service to another level. They have a beautiful home and the moment we entered the house, it was a"wow" moment. They have thought of everything to make your stay enjoyable and they/their agent are at hand if you need anything. Excellent for a family with children or like my group a children free holiday!! Shops and places to eat was a very short drive from the villa. Would we come back? Most definitely with my family.

from £161 / night

£1,603 / week

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Self-catering villa with private pool in Bottom Bay, Barbados

Bottom Bay villa

3 bedrooms • 2 bathrooms • sleeps 4

“Beautiful location” Just returned from a two week stay at Hideaway at Bottom Bay. Wonderful villa and stunning location. Villa was well equipped with easy access to shops and beautiful sandy beaches. Weather was fantastic with may evenings sat on the terrace watching the resident toad make his or her nightly journey to the front garden. Looking forward to booking next year.

from £119 / night

£831 - £1,071 / week

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Holiday villa in Kissimmee

Kissimmee villa

5 bedrooms • 5 bathrooms • sleeps 10

from £303 / night

£2,119 / week

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Kissimmee holiday villa rental

Kissimmee villa

5 bedrooms • 3 bathrooms • sleeps 10

from £190 / night

£1,324 / week

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Villa rental in Sunset Ridge, Barbados with swimming pool

Sunset Ridge, Barbados villa

4 bedrooms • 4 bathrooms • sleeps 8

“Happy In Holetown | La Paz Didn't Let Us Down” Our stay at the La Paz was fabulous. There was so much to like about the place. It was well furnished and appointed, with everything we needed; which made it very comfortable. Swimming pool was well maintained, as were the grounds (which gave us plenty of outdoor space). The location made it possible to easily walk into town, to the grocery store, selection of bars and restaurants and high end shopping (i.e., Louis Vuitton, Bulgaria Diamonds0. Nestled two houses away from the U.S. Embassy and in a very quiet neighborhood. The only surprise guests or pedestrians were the local family of monkeys, who would come for their mango outing from time to time. On a return trip to Barbados, we would most definitely opt to stay at the La Paz.

from £484 / night

£3,363 - £3,951 / week

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Holiday villa with swimming pool in Bon Accord

Bon Accord villa

3 bedrooms • 2 bathrooms • sleeps 8

“I hope we will come back...” We had ten wonderful days at Villa Kiskadee. It was the percect stay. The house is very nice and spacious, Beverly took good care of us and all administration around the renting worked perfect. Safe, clean and a nice garden with pool. What more can you wish for?

from £169 / night

£1,177 / week

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Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 8

“Excellent location, peaceful and very well equipped” Easy to find. Had everything we needed and a great place to come back to after busy days at the attractions.

from £189 / night

£934 / week

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Holiday villa in Fort Myers

Fort Myers villa

3 bedrooms • 2 bathrooms • sleeps 6

“Lovely villa, in a great location overlooking the lake” This lovely villa has a great pool with views overlooking the lake, with a bbq and seating area to enjoy the warm Florida evenings. It's spacious, very well furnished and has everything you need to enjoy your holiday. It's located only a short drive from the beaches of Fort Myers and Sanibel Island. Ruth (the owner) is very helpful and responded quickly to any questions we had during the booking process.

from £115 / night

£802 / week

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Ocho Rios holiday apartment let

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 3

from £77 / night

£527 / week

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Bottom Bay holiday home rental

Bottom Bay house

2 bedrooms • 2 bathrooms • sleeps 4

“Holiday of a lifetime” This was not our first time in the Caribbean but it was definitely our best. We were a mixed group of teenage boys, early twenties girls and the oldies who paid for most of it. Barbados is a brilliant place to visit with loads of brilliant beaches and activities and Bougan Villa was a brilliant place to be based. The activities of the 'Crop Over' were great family events and there are lots of activities going on into the night for those with plenty of energy. The locals certainly encourage you to take part!! We did belly boarding, snorkelling, scuba. kayaking and catamaran cruise as well as quiet walks (all suggested by Nicola, the owner) and loads and loads of sunbathing. Nicola also gave a suggestion of places to eat both up-market and 'cheap and cheerful' and the Bajan hospitality was brilliant. Bougan Villa was supperb for chilling and relaxing. We had fabulous meals at home, barbecues around the pool and there were even some 'fast food' options for the younger members close by. All told, this was a brilliant holiday - made even better by staying in a house that was a real 'home from home'. We are just checking our diaries to see when our next visit will be.

from £130 / night

£911 - £1,071 / week

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Kissimmee holiday home rental

Kissimmee house

4 bedrooms • 3 bathrooms • sleeps 10

“Beautiful sunsets and a fabulous vacation home” We choose Star Lake View as we were looking for a nice lakeside view as we were not disappointed. The views of the sunset were gorgeous and we loved spotting all the wild birds. The villa was immaculately clean and well maintained - in particular the pool area. The amenities were everything we could possibly require and the owner even provided waterproof coats and umbrellas for guest use. As we were visiting in February we paid for pool heat - it was like having a hot bath it was so efficient - we couldn't use the pool in the villa we stayed in earlier in our stay as it was so cold. Rolling Hills is very close to Disney - so close you can nip back for lunch and some pool time and then go back to the parks later.

from £149 / night

£1,042 / week

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Holiday villa with golf nearby in Davenport

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

“Perfect!” Had a fantastic time in this great villa. We have stayed in many villas over the years and were particularly impressed with the size of the deck/pool area and the fact that there were plenty loungers/chairs. We can't wait to return!

from £74 / night

£516 - £642 / week

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Holiday villa with swimming pool in Holetown

Holetown villa

3 bedrooms • 4 bathrooms • sleeps 6

“Perfect haven for a fabulous holiday” My Wife and I and our dear friends stayed at Beija Flor for our first Bajan holiday. The house is wonderfully relaxing, in a near perfect location, is fully equipped to satisfy your every need and the pool is a joy to be in. A short stroll to the beach, bars and restaurants whilst being away from the road. Dealing with Sharon and her local agent could not have been more pleasant. We wish we could have stayed longer and will certainly rent again if we ever return to Barbados. Julie, Paul, Deb and Phil, Worcestershire, England

from £243 / night

£1,703 - £3,383 / week

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Holiday villa letting

Terres Basses villa

5 bedrooms • 17 bathrooms • sleeps 10

from £858 / night

£6,672 / week

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Holiday townhouse with swimming pool in Enterprise

Enterprise townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from £163 / night

£1,135 - £1,219 / week

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Holiday villa rental

Garrison villa

3 bedrooms • 2 bathrooms • sleeps 6

from £218 / night

£1,523 / week

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Holiday villa with swimming pool, golf nearby in Prospect, Tobago

Prospect, Tobago villa

4 bedrooms • 5 bathrooms • sleeps 12

“The perfect holiday hideaway” In September we had a fabulous holiday at Plantation View, there were 4 in our party although the Villa could easily have taken 8 as it was very spacious. Situated on a hillside overlooking the lowlands of Tobago the views were breathtaking, day and night. The area was very peaceful and secure nestled within a local neighbourhood which we found most refreshing. We organised a hire car prior to our trip which was ready on our arrival and the meet and greet was perfect. All the facilities at the villa were excellent especially the lush garden and pool area with its sun loungers and the lovely pool had a perfect depth of 4' for us non-swimmers, a great chilling out area. We found local shops and supermarkets not too far away for our self catering needs, but there were also some lovely restaurants in easy reach which we visited several times. The beaches locally are all clean and tidy and in this area at the bottom of the hill was Mount Irvine Bay which was like having your own private beach, very peaceful but with full bar facilities. Just up the road we found the local fishermen have a daily fish sale, which was ideal for bbq's back at the villa. We would thoroughly recommend the Villa and look forward to our return in the future.

from £252 / night

£1,603 - £1,718 / week

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Davenport holiday villa rental

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

“Oasis away from but close to Disney World” We were looking for a home away from home for our 3 week trip to Disney and other parks in the Orlando region and found the perfect holiday home. The house was an easy 20 minute drive from the Magic Kingdom on a private development. The location was amazing being both private and overlooking a lake and nature reserve. We saw an alligator on our first day. The house was equipped with everything we needed including Wi-Fi, a games room, a spacious living area and perhaps best of all a pool deep for me to dive into. The house became a real Oasis for us after long, hot days at the theme parks and it was great to be able to eat al fresco. Other benefits we appreciated included air conditioning - it was over 90F every day and humid and 2 TV's so no arguing over what the kids and adults wanted to watch! The owners Caz and Tel are incredibly helpful to deal with and made the rental process very easy. I really appreciated the photo based directions to the house especially as we didn't have sat nav. Overall 10 out of 10 for a holiday rental home - it suited us perfectly.

from £139 / night

£974 - £1,317 / week

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Holiday villa in Naples

Naples villa

4 bedrooms • 3 bathrooms • sleeps 8

“Great House in perfect location” Our family of four adults and one teenager found Conway House perfectly laid out and with all the amenities we required. The house and everything inside just seemed to work well for us. The location is peaceful and provided easy access to downtown, shopping and also local restaurants (as well as a great choice of golf courses which mostly seem to be reasonable and welcoming to visitors). If we were to return to Naples Conway House we would our first choice.

from £147 / night

£1,028 - £1,469 / week

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Holiday hotel apartment with shared pool in Marigot Bay

Marigot Bay hotel apartment

2 bedrooms • 4 bathrooms • sleeps 6

“Peaceful, friendly, safe - heavenly relaxation!” Wonderful apartment in quiet bay. We travelled with our nanny & 2 young children (2 & 3 yrs old) for a fortnight. Spacious, clean, luxurious development with daily maid service etc. all the benefits of a private apartment but also hotel services & convenience. A breakfast in the tropical bay, with beautiful hummingbirds hovering by and slow pace of life is perfect break from the stresses of working through winter in London!

from £257 / night

£1,800 - £2,700 / week

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Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms • 3 bathrooms • sleeps 9

“Everything you need..and more” Beautiful open plan villa, lots of room, clean, the sofas are really soft and cosy after a day at the parks. The pool was a definate hit with the kids, as was the games room. The gated community was very friendly and helpful, although we Didn't use the pool, but the TVs are linked up to show an information page, with cinema listings. Location wise, this was our 1st stay in Kissimmee and we loved it. I am already saving up to stay again. Thanks so much

from £119 / night

£831 - £974 / week

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Spring Bay holiday villa rental

Spring Bay villa

9 bedrooms • 12 bathrooms • sleeps 20

from £1,081 / night

£7,565 / week

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Holiday condo with shared pool in Ocho Rios

Ocho Rios condo

1 bedroom • 1 bathroom • sleeps 3

“Spectacular views” Right from the booking of this condo with Janet everything went swimmingly. This was my 9th trip to Jamaica and my 4th staying self catering, this place far outshines any other I have stayed at. The views are spectacular day or night, we loved to sit out on the balcony and look over Ochi bay. The condo itself is also very comfortable and has everything you need and if it doesnt, for example no hair dryer, one quick call to Bruce and I had one delivered to the door. We will be returning in Jan 2013 and will definitely look to book here. My only niggle which would need addressing is towel and linen change just once a week is not acceptable, yes Bruce brought new towels when asked and we paid to get the linen washed but I do not expect to pay someone extra for clean linen and towels

from £63 / night

£424 / week

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Holiday home rental

New York City house

3 bedrooms • 3 bathrooms • sleeps 8

from £169 / night

£925 - £1,665 / week

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Holiday villa in Rotonda West

Rotonda West villa

3 bedrooms • 2 bathrooms • sleeps 6

“Amazing!!!!” As soon as we drove up the drive we were impressed, lights on, no fumbling about in the dark trying to find the key. Home from home, very well equipped. It's just amazing. The pool area is very spacious & lots of seating & loungers. Canal right there! Saw alligators, turtles, tortoises, osprey & many more. Our own wildlife park by the pool. Very quite and relaxing area. All shops a short drive away or be a bit adventurous & travel a bit further out Fort Myers as we did, there is a big outlet shopping area there. Will be going as soon as we can. XXX

from £118 / night

£826 / week

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Holiday villa accommodation

Davenport villa

4 bedrooms • 3 bathrooms • sleeps 8

“Fantastic villa” Couldn't recommend this villa enough. It is in a perfect location and is absolutely beautiful. It has everything you need - was great not to have to bring heavy beach towels as they were provided. Getting the sun at the pool all day was also a bonus. It was also very reasonably priced compared to other similar villas. Thanks for a great stay, we had a fabulous holiday and would definitely stay in this villa again.

from £115 / night

£802 / week

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Holiday villa with swimming pool in Six Cross Roads

Six Cross Roads villa

3 bedrooms • 2 bathrooms • sleeps 6

“Excellent” Great place to stay, the only thing that was missing was a microwave...but overall was a great trip.

from £115 / night

£802 / week

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Davenport holiday villa rental

Davenport villa

5 bedrooms • 3 bathrooms • sleeps 8

“Fantastic villa near everything... highly recommended.” Stayed at Jenny's villa with my wife, 3 kids (8,7 & 4) and my mother & father-in-law in July/August 2014. ***** The villa was perfect for us all - a very comfortable place to chill out after the parks. The games room is great with a really good pool table and air hockey. There is also a large south-facing pool which gets the sun all day with a shaded lanai to lunch in. Bedrooms were spacious and comfortable, my kids loved having the TV in their rooms. Location wise it was ideal - a 5 min drive from the i4 and a further 10 mins to Disney, 20 to Universal, 40 to Legoland & about an hour from Kennedy Space Centre. There are a few takeaways, shops and restaurants nearby that we also used - all pretty good. Near Mystic Dunes Golf course too which was excellent. The communication from Jenny could not have been better throughout the whole booking process, lovely to deal with and gave me total confidence. She even left us a bottle of wine and a message on the answer-phone to welcome us plus full written instructions / directions / recommendations etc. A nice touch. Would love to stay here again if I'm lucky enough to return to Orlando and would definitely recommend a holiday here to anybody.

from £155 / night

£1,031 - £1,145 / week

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Holiday townhouse in Kissimmee

Kissimmee townhouse

3 bedrooms • 3 bathrooms • sleeps 6

“Fantastic holiday home” This holiday villa is absolutely great and I cannot recommend it highly enough. We travelled as a family with a 5 year old boy, so there was plenty of room for us. Our son had one of the twin bedroom for himself and we were in the master bedroom. I would recommend taking a portable blackout blind if you have kids who cannot sleep in a room if it is bright. There are slatted blinds at the window but without curtains so the room was pretty light at bed time and also first thing in the morning. We learnt this last year when we stayed in the same villa so this year we took the blackout blind with suckers to stick it to the window and our son slept much better. The living area is spacious and having your own private outside area and pool is really good. We would come home after a hot day in the parks and just jump in the pool. There are lots of fantastic places to eat just out onto the main road. The kitchen is well equipped to cook meal in the villa if you didn't want to eat out. And the dishwasher is great to ease the load on your holiday. I would recommend taking your own bin bags, dishwasher tablets, loo rolls, kitchen roll and clothes washing detergent if you want to make use of the washing machine and dryer that is also in the villa. These things are not provided and last year we found them to be quite expensive in the Walmart, so this year we took them with us and it was no hassle to put them in the suitcases and it saved us a little bit of holiday cash! The management company at the clubhouse are very helpful and we also printed our boarding cards for our return flight at the clubhouse free of charge. There is free WiFi so we took our own laptop so we could keep in touch at home via email and that worked out well. Also having the TV to watch in the evenings was good after our son was in bed. I do recommend this villa to anyone and will be using it myself again in the future.

from £60 / night

£420 / week

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Holiday bungalow with shared pool in Holetown

Holetown bungalow

1 bedroom • 2 bathrooms • sleeps 2

“Brilliant holiday in glorious sunshine!” Ellie's apartment is spotlessly clean and very convenient for local facilities. There's no need to cook as so many restaurants are within walking distance, all price ranges catered for. It's great to have the card for the Beach House to use the pool and sandy beach. We hired a car and explored more of the island but the buses are cheap and frequent. Loved Sitar the Indian restaurant on 2nd Street Holetown and enjoyed Happy Hour at Surfside watching the sun setting. A great place to stay especially with the additional shower room.

from £69 / night

£481 - £682 / week

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Villa rental in Port Antonio

Port Antonio villa

2 bedrooms • 2 bathrooms • sleeps 6

from £295 / night

£1,681 / week

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Home rental in Bradenton with golf nearby

Bradenton house

4 bedrooms • 2 bathrooms • sleeps 8

from £12 / night

£695 - £1,699 / week

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