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 Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Oct 5 - Oct 11
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great place to stay. If I am back I would stay again

Reviewed on Aug. 1, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Beautiful place ,the price incredible ,but the view from my balcony is the best , I fall in love with my apt/room .

Reviewed on Jul. 30, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
It was just a all around grest place to stay. Clean, quiet, great staff snd walkable to nice restaurants and shopping.

Reviewed on Jul. 31, 2025

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
8.4/10 Very Good! (304 reviews)
Kathy needs to get a raise !!! Pay that woman !!!

Reviewed on Jun. 9, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
great hotel in Key west ,friendly staff and old style 50's feel...rooms are on the small side ,however breakfast and water by the pool means rooms are for sleeping only

Reviewed on Aug. 1, 2025

Where to stay in Meadows

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

3 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

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 18 to Aug 19
CA $186
CA $280 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,399 reviews)
"Wow I would definitely be back What an amazing time Love the views the nicely kept property All round 5 stars"

Reviewed on Jul. 30, 2025

Beachside Resort & Residences
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 $256 per night from Aug 25 to Aug 26
CA $256
CA $381 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (2,665 reviews)
"We had an awesome girls trip here! The staff were accommodating in putting our two rooms next to each other. The 3 pools/pool bars are great and have fun activities daily! It’s so close to everything either a quick walk or Uber got us everywhere we needed to go. We will definitely be back!"

Reviewed on Jul. 30, 2025

Southernmost Beach Resort and Guesthouses
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 $169 per night from Sep 1 to Sep 2
CA $169
CA $268 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (1,490 reviews)
"Good value for your money, convenient location and a friendly, welcoming staff. As a pet friendly resort, perhaps in the future have a couple of dog friendly entertainment areas on the resort so owners and their fur babies can spend time together."

Reviewed on Jul. 29, 2025

Blue Flamingo Resort Key West
See all 2,787 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 $1,047. 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 $55
per adult
92% 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 $76
per adult
86% 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
78% 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.