Southwest Orlando Luxury Holidays

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Top flight + Luxury hotel deals in Southwest Orlando

Price found within the past 48 hours. Click for updated prices.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

Reunion
Save 100% on your flight
£823
per person
5 Dec - 12 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
8.8/10 Excellent! (1,618 reviews)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight
£998
per person
3 Dec - 10 Dec
found 18 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
We stayed with family for a few days and enjoyed everything about the resort and cottage!

Reviewed on 21 Sept 2026

Castle Hotel, Autograph Collection

Castle Hotel, Autograph Collection

International Drive District
£929
per person
7 Dec - 14 Dec
found 2 hours ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (1,017 reviews)
Un hotel muy limpio tranquilo el personal te atiende muy bien me gusto y buena ubicacion

Reviewed on 21 Sept 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

£1,038
per person
25 Nov - 2 Dec
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
9.2/10 Wonderful! (1,206 reviews)
WorldMark Reunion

WorldMark Reunion

Reunion
£939
per person
26 Nov - 3 Dec
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
9.4/10 Exceptional! (697 reviews)
I love how family friendly the resort is. Everyone was super helpful and informative. The townhouse was gorgeous and had everything we needed, my family felt comfortable and happy the entire time. We had an amazing view of the golf course and the Waterpark was a blast!

Reviewed on 20 Sept 2026

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5* Luxury holidays in Southwest Orlando

Price found within the past 48 hours. Click for updated prices.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

Reunion
Save 100% on your flight
£823
per person
5 Dec - 12 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
8.8/10 Excellent! (1,618 reviews)
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

Save 100% on your flight
£1,191
per person
5 Dec - 12 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
8.4/10 Very good! (1,005 reviews)
Conrad Orlando at Evermore

Conrad Orlando at Evermore

£1,735
per person
30 Nov - 6 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (552 reviews)
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3 Night Luxury holidays in Southwest Orlando

Price found within the past 48 hours. Click for updated prices.
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

£579
per person
25 Nov - 28 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
8.8/10 Excellent! (3,769 reviews)
The AC went out in the building we were supposed to be in. They called before we arrived and offered to upgrade us to a cottage. Above and beyond our expectations. We had a late arrival of 3 am due to flight delays and they had someone waiting with a golf cart to take us to the cottage. Restaurant was excellent. Waterpark was super close and the kids had a blast. Pool at the resort was beautiful as well. Already looking to book again!

Reviewed on 20 Sept 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

£784
per person
23 Oct - 26 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
We stayed with family for a few days and enjoyed everything about the resort and cottage!

Reviewed on 21 Sept 2026

Hyatt Regency Orlando

Hyatt Regency Orlando

International Drive District
£634
per person
25 Nov - 28 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
9.2/10 Wonderful! (2,077 reviews)
Parking is quite far from the entrance. The property could use a little bit of updating. Microwaves in the room things like that. Pool was closed which I didn’t know before booking but 4th floor pool is nice. The food was really not good. Had to throw away a French dip. Wasn’t even edible! It’s an OK place to stay, but I don’t know that I would recommend it or stay again.

Reviewed on 20 Sept 2026

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4 Night Luxury holidays in Southwest Orlando

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

£502
per person
3 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9/10 Wonderful! (3,855 reviews)
Good hotel

Reviewed on 21 Sept 2026

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

£552
per person
16 Nov - 20 Nov
found 22 hours ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
8.4/10 Very good! (5,314 reviews)
The Delaney Hotel

The Delaney Hotel

South Orange
£748
per person
3 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,202 reviews)
Great place and location. Parking is convenient

Reviewed on 21 Sept 2026

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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 £502. 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.

Things to do

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

£20
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

£43
per traveller
84% of travellers recommend
Aquatica Orlando
"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

£62
per adult
94% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
See all activities in Southwest Orlando

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.