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Hand-picked deals by our pirate team

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Hand-picked deals by our pirate team
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TravelPirates

Hand-picked deals by our pirate team

Get inspired!

Hand-picked deals by our pirate team
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Your Greek Island Getaway Starts in Santorini 💙🤍

Flights + 5 Nights from $743 — Stay in a Traditional Villa With Pool, Just Minutes From Fira 🇬🇷

From $743

Published by
Celia Robbins·5/28/2025
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Wake up to whitewashed charm and Aegean views in Santorini. From $743, this deal gets you flights and 5 nights at Villa Livadaros (rated 4.1/5 on TripAdvisor), a peaceful, family-run guest house in Karterados—just a short walk from Fira.

Enjoy laid-back island vibes with a sunny pool, private balconies, and warm Greek hospitality. With fewer crowds and golden sunsets, September is the perfect time to go.

Highlights

Close to the Beach
Close to the Sea
Family Friendly
Great for Couples
Great for Groups
Kids Friendly
Outdoor Pool
Swimming Pool
Top Location

Departure

  • New York City
  • Chicago
  • Miami
  • Boston
  • Los Angeles
  • Washington
  • San Francisco

Destination

  • Santorini
  • Greece

Additional Information

Hotel photos courtesy of Booking.com

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

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