Meadows Vacation Packages

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Top Holiday Package Deals in Meadows

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $1,864, price is now CA $1,348 per person
CA $1,348
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,059 reviews)
The hidden resort fees were absolutely ridiculous! $40 a day, plus $5 a day plus $150 coverage without any explanation. This property is located directly next to the airport and they do not provide a shuttle service to pick you up. We used Uber for everything, another extra expense. ( The Hampton Inn next door had a shuttle that went everywhere)

Reviewed on May 5, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was CA $2,971, price is now CA $1,831 per person
CA $1,831
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
The accommodation was very nice! Great property location and extremely clean. For a 100 year old mansion, it was in great shape! It’s right next door to the southern most point buoy! Walkable to Mallory square. The parking lot is only for guests and although there was a charge, it was cheaper than parking in Mallory square!

Reviewed on Apr 27, 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $3,286, price is now CA $2,157 per person
CA $2,157
per person
Jul 13 - Jul 20
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,025 reviews)
Food options were good but limited

Reviewed on May 5, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,274, price is now CA $2,319 per person
CA $2,319
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (552 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on Apr 21, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was CA $2,093, price is now CA $1,556 per person
CA $1,556
per person
Jul 13 - Jul 20
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,266 reviews)
Clean room and a free shuttle to downtown. The two restaurants were great and all of the staff was friendly and very helpful!

Reviewed on May 5, 2026

Where to stay in Meadows

Find the best Meadows areas and neighborhoods for the activities you enjoy most. Learn more about Meadows
Old Town Key West

Old Town Key West

4 out of top 10 points of interest in this area
3.5/5(8 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Find hotels in Old Town Key West

Meadows Hotel Deals

Authors of Key West Guest House

Authors of Key West Guest House

3 out of 5
725 White St. & Petronia Key West FL
The price is CA $219 per night from May 11 to May 12
CA $219
CA $247 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Property was great. Location was nice, close enough but not too close to all the craziness of Duval St.

Reviewed on May 4, 2026

Authors of Key West Guest House
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from May 25 to May 26
CA $207
CA $309 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (2,194 reviews)
An overall great experience would definitely recommend.

Reviewed on May 5, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $292 per night from Jun 1 to Jun 2
CA $292
CA $415 total
Jun 1 - Jun 2
includes taxes & fees
8.8/10 Excellent! (1,805 reviews)
Breakfast was great. Check in was easy. Pool was refreshing.

Reviewed on May 3, 2026

Margaritaville Beach House Key West
See all 2,752 properties in Meadows
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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Frequently asked questions

How much does a Meadows vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Meadows from just CA $1,348. And the more you bundle, the more dollars you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Meadows?
Our Meadows vacation packages offer plenty of savings for the savvy wanderer. For the best deal, simply combine your hotel, flights and extras (including tours) into a budget-friendly package. But cheap prices are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotels globally to select from. No matter your budget, there's a package here just for you.
Where should I stay in Meadows?
Urban adventurers come from every corner of the globe to see Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Meadows. Book yourself a room within walking distance of these wonderful attractions and visit them whenever you please.
What are the top hotels in Meadows?
Get your vacation off to a great start by booking a stay at Tropical Old Town Bungalow - Lovely 2nd Floor 1bedroom Unit. It's one of most popular properties in Meadows. Another cozy option is Petite Pearl Spacious 1 Bedroom.
How far in advance should I book my Meadows vacation?
Browse Expedia to compare international flights as soon as you've got your travel dates. In many cases, you can purchase a ticket up to 12 months before departure. If you don't see your preferred air carrier, or you have to book last minute, don't despair. The lowest prices to Meadows sometimes occur just weeks before the date of departure.
What does an Expedia Meadows travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to build your ideal Meadows travel package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember — the more you bundle, the more cash you'll save!
What should I know before booking a Meadows travel package?
You can look forward to saving with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy fantastic discounts. Hotels aren't your only choice, though. Book with us and select from beachfront villas, cabins in the mountains and even ranches and treehouses!
Can I choose my airline with a Meadows Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Meadows vacation package?
Whether it's your hotel, flight or rental car, you can cancel or alter it. Booked your Meadows vacation package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For further information, browse our Customer Service Portal. We'll help you every step of the way.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $59
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $77
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

CA $38
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.