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Help narrowing list of Santorini & Mykonos hotels

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Hoping the Forum gurus can help us find a good hotel match for our first trip to Mykonos & Santorini in October. I've put lots of time into reading, but it is getting more confusing it seems, not less!
As background, these are our priorities:
- Budget: 150-250 Euros/night (for 1 room/3 people) - but could be persuaded higher if we balance the 2 location costs. If we splurge, I think it will be on a Santorini hotel vs Mykonos.
- VIEWS! It's all about the views for us. Definitely private terrace/balcony with sea views & ideally a sunset view would be perfect (seems that Oia will either be caldera or sunset view not both?)
- Prefer walking distance to town, restaurants, etc.
- Pool is a nice extra, but will it be open mid October? (looks like a private jacuzzi is out of our budget range)

MYKONOS: We'd like to be in Mykonos Town. Enjoy the town, tavernas - not so much night life. Ilios Maris was on my first list, when I started with a smaller budget, but now we have added Harmony Boutique or Semeli Hotel. Which has best views?

SANTORINI: We know we want to stay in Oia, smaller town with spectacular sunsets were what sold us. So we are considering:
- on the lower end: Oia's Sunset & Aethrio but just read that Aethrio may have a "small caldera view across the square" ?
- Or Filotera Villas, Kima Villas, Lava Oia' Museum, Esperas, Chelidonia Villas, Strogili Houses, The Residence
- I looked up several other hotels based on Forum recommendations of places with caldera views. Many are not available or over our budget.

Any help crossing any hotels off the above lists, or adding your favorites, is very much appreciated. Thanks !

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