A water fountain, palm trees, and a Ferris wheel.

Southwest Orlando Luxury Holidays

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Top Luxury holiday packages in Southwest Orlando

Price found within the past 48 hours. Click for updated prices.
  • 24 Oct - 30 Oct

    Seasons Florida Resort + Flight

    Kissimmee
    6 nights
    2.0 star property
    9.0/10 - Wonderful (3,764 reviews)
    Return Dublin (DUB) - Orlando (MCO)
    DUB - MCO1 stop MCO - DUB1 stop
    £799
    £567
    per traveller
    found 2 days ago
    Seasons Florida Resort
  • 24 Oct - 30 Oct

    The Delaney Hotel + Flight

    South Orange
    6 nights
    3.5 star property
    9.6/10 - Exceptional (1,170 reviews)
    "Location and amenities! Liked everything!!!"
    Reviewed July 31, 2026
    Return Dublin (DUB) - Orlando (MCO)
    DUB - MCO1 stop MCO - DUB1 stop
    £1,207
    £755
    per traveller
    found 2 days ago
    The Delaney Hotel
  • 15 Sept - 21 Sept

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    Return London (LON) - Orlando (MCO)
    LGW - MCODirect MCO - LGWDirect
    Save 100% on your flight
    £1,844
    £1,158
    per traveller
    found 13 hours ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • 15 Sept - 21 Sept

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    6 nights
    3.0 star property
    7.8/10 - Good (562 reviews)
    "Desayuno repetitivo"
    Reviewed July 30, 2026
    Return London (LON) - Orlando (MCO)
    LGW - MCODirect MCO - LGWDirect
    £1,195
    £802
    per traveller
    found 13 hours ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
  • 6 Sept - 9 Sept

    Vero Beach Inn & Suites I-95 + Flight

    West Vero Corridor
    3 nights
    3.0 star property
    8.6/10 - Excellent (1,653 reviews)
    "I had a great stay at Vero Beach Inn. The room was very clean and comfortable, and the entire property was well maintained. The staff was friendly, welcoming, and always ready to help. The food was delicious, especially the breakfast, with a nice variety of options. Overall, it’s a beautiful, relaxing place to stay, and I would definitely recommend it to anyone visiting the area. I look forward to staying here again!"
    Reviewed August 1, 2026
    Return Manchester (MAN) - Orlando (MCO)
    MAN - MIA2 stops MIA - MAN1 stop
    £2,064
    £1,568
    per traveller
    found 2 days ago
    Vero Beach Inn & Suites I-95

Discover the most popular places to visit in Southwest Orlando

Top Luxury Southwest Orlando Hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All you need to know about luxury holidays in Southwest Orlando

What can I expect from a luxury Southwest Orlando holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Southwest Orlando?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Southwest Orlando holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Southwest Orlando?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Southwest Orlando starting at £567. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Southwest Orlando?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Southwest Orlando spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Southwest Orlando?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Southwest Orlando?

You can wangle a top-notch luxury holiday in Southwest Orlando for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Southwest Orlando with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Southwest Orlando with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Southwest Orlando to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.