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Hand-picked deals by our pirate team

Inspire me!

Hand-picked deals by our pirate team
HolidayPirates
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HolidayPirates

Hand-picked deals by our pirate team

Inspire me!

Hand-picked deals by our pirate team
Holidays

❤️🎡 Orlando group getaway with a private pool 🇺🇸💦

❤️‍🔥 Save 30% | With ✈️, top-location resort stay & 3 cars 😍 | Based on 12 people sharing 🧑‍🧑‍🧒‍🧒

From £799 pp

Published by
Grace·20/06/2025
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Pirates! 🏴‍☠️ Get ready for an epic group trip to Orlando! We've found a fab 7-night stay with Luxtripper (formerly Affordable Luxury Travel) to the ideally-located Windsor Hills from £799 per person, based on 12 sharing (adults/children/infants). 🏡🌴

This deal is already 30% off and includes:

✨ Return flights ✈️

A 6-bedroom home less than a 10-minute drive from Walt Disney World® Resort 🎢

3 five-seater cars for the entire trip (with no excess & unlimited mileage) 🚗❤️

This package can cost over well over £1,000 on other dates, so this November departure date is a steal! Lock in this early bird offer now with a deposit of just £85 per person. 🌟

Highlights

Family Friendly
Flights included
Great for groups
Kids friendly
Private pool
Rental car included
Top location

Details

  • Lead dates: between 1–30 November 2025 (other dates in 2025, 2026 and 2027 available for a supplement)

  • Prices are based on a family of 12 (adults/children/infants)

  • Deposits start from only £85 per person

  • Return flights from London (other options available but might cost more)

  • Flight + villa package from award-winning Luxtripper (formerly Affordable Luxury Travel)

  • To read all about the exciting re-brand, click here

Booking example

⚠️ Dates & prices for 2026 and 2027 can be found using the link below

Where you'll stay

7 nights | Windsor Hills Ocean 246, Kissimmee, Orlando

  • Six bedrooms on a self-catering basis

  • Private swimming pool

Additional Information

We might be Pirates, but we’re an honest bunch. We check all our deals when we review them to make sure everything is available. However, with deals this hot, things change quickly—flight prices fluctuate, hotel rooms sell out, currencies yo-yo. But mainly, demand for the best deals means the lowest prices don’t last long. If you’ve missed out this time, don’t worry, we’re working on more great offers.

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