Meadows Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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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 Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $1,438, price is now CA $934 per person
CA $934
per person
Apr 27 - Apr 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
This place is amazing! The property is beautiful and quiet. The pool area was clean and well cared for. Our room was spacious, very clean and had everything we needed. The staff was kind and always helpful. We would definitely go back.

Reviewed on Feb 5, 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $6,663, price is now CA $4,081 per person
CA $4,081
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!

Reviewed on Jan 28, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,205, price is now CA $1,465 per person
CA $1,465
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Said there was beach There is no beach Our initial flight was cancelled we re-rebooked for two days later The hotel would not refund the 2 nights We will reach out again to Expedia but hotel is. also very difficult to reach a live person

Reviewed on Feb 5, 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $3,021, price is now CA $2,162 per person
CA $2,162
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Wonderful all around!

Reviewed on Jan 25, 2026

Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Old Town Key West
Price was CA $3,194, price is now CA $2,291 per person
CA $2,291
per person
Apr 18 - Apr 25
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (291 reviews)
This was a fantastic hotel. Warm like a home with all the amenities you could want. Staff were friendly, often going above and beyond. Breakfast was lovely and the pools were outstanding. Ivan the hotel cat was a great touch. The room was clean and very comfortable. We’d stay here again!

Reviewed on Feb 4, 2026

Where to stay in Meadows

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

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 $368 per night from Feb 9 to Feb 10
CA $368
CA $414 total
Feb 9 - Feb 10
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Clean room, comfy beds, and beautiful outdoor areas. The staff was friendly and helpful. Eats after hours check in and on-street parking was plentiful.

Reviewed on Feb 1, 2026

Authors of Key West Guest House
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is CA $637 per night from Feb 8 to Feb 9
CA $637
CA $817 total
Feb 8 - Feb 9
includes taxes & fees
8.6/10 Excellent! (3,045 reviews)
Room was nice. The sink was clogged.

Reviewed on Jan 31, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $389 per night from Feb 8 to Feb 9
CA $389
CA $475 total
Feb 8 - Feb 9
includes taxes & fees
8/10 Very Good! (2,066 reviews)
Everything was fantastic

Reviewed on Feb 1, 2026

Ibis Bay Beach Resort
See all 2,837 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $934. 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 $62
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 $85
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Commotion on the Ocean Sunset Sail

Key West Sunset Sail with Live Music, Drinks and Appetizers!

CA $111
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
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.