Middleton Vacation Packages
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Top Middleton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Price was CA $1,129, price is now CA $678 per person
CA $678
per person
Sep 6 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,647 reviews)
I specifically like the quietness of the property, although we were close to a major street,i also like the outside waiting area,the looks very clean and well maintained but didn't have the time to enjoy it;I also like the fact that there were so many store at walking distance. Good value for your buck.
Reviewed on Jun 29, 2026
The Delaney Hotel
South Orange
Price was CA $1,823, price is now CA $1,154 per person
CA $1,154
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.6/10 Exceptional! (1,125 reviews)
Despite the location. The stay was peaceful and quiet. the staff was kind. Informative and professional. overall the facility was clean. the room was more than expected. despite the amenities. overall the stay was satisfactory.
Reviewed on Jun 29, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,450, price is now CA $921 per person
CA $921
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (6,584 reviews)
Clean room great staff great resort
Reviewed on Jun 29, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was CA $1,980, price is now CA $1,328 per person
CA $1,328
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
7.8/10 Good! (518 reviews)
Everything was amazing, since the welcoming until the checkout, highly recommeded
Reviewed on Jun 29, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was CA $2,964, price is now CA $2,003 per person
CA $2,003
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
The home we stayed was super cute, and inside very clean. Pool was a little dirty lots of leaves.
The lady who did my check in was very courteous. I booked for 5 guests but house was accommodated only for 4; So linen must be requested for the sofa bed.
Sofa bed was horrible mattress was old and you could feel the springs.
Aside from all those things grounds are well.kept, clean. Parking was never an issue lots of it.
Reviewed on Jun 28, 2026
Middleton Hotel Deals
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
The price is CA $142 per night from Jul 8 to Jul 9
CA $142
CA $152 total
Jul 8 - Jul 9
includes taxes & fees
9.2/10 Wonderful! (1,434 reviews)
"Definitely an Adult environment."
Reviewed on Jun 29, 2026
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jul 2 to Jul 3
CA $154
CA $164 total
Jul 2 - Jul 3
includes taxes & fees
9.8/10 Exceptional! (1,237 reviews)
"The staff was awesome and the rooms were very comfortable."
Reviewed on Jun 29, 2026
Hotel Eastport
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 2 to Jul 3
CA $150
CA $161 total
Jul 2 - Jul 3
includes taxes & fees
9.6/10 Exceptional! (209 reviews)
"new hotel, great rooms first class in my opinion"
Reviewed on Jun 25, 2026
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.
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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.
