Meadows Holidays

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Your Meadows Holiday

Reserving a Meadows holiday package is a wonderful way to become acquainted with this unique neighbourhood. From its must-visit places to its lesser-known delights, you won't be short of adventures. Want to head out and see the sights during your trip to Meadows? Be sure to stop by nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. No matter what your dream Meadows holiday may look like, you can make it a reality with Expedia.

Our guide on 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

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Our pick of the best 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 AU$297 per night from 25 Aug to 26 Aug
AU$297
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very Good! (1,471 reviews)
"I decided to go with this property despite some negative reviews and I am so glad i did. The entire stay was perfect. Staff was so nice and helpful. Special shout out to Ro for making sure we were taken care of. Definitely book again!"

Reviewed on 20 Aug. 2025

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 1 Sept to 2 Sept
AU$221
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."

Reviewed on 18 Aug. 2025

Hilton Garden Inn Key West / The Keys Collection
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 AU$295 per night from 21 Sept to 22 Sept
AU$295
21 Sept - 22 Sept
includes taxes & fees
7.8/10 Good! (1,547 reviews)
"Good for the price! Cleanliness can improve, when we complained about the cleaning our room we were promptly moved rooms and were very satisfied. Breakfast situation is a bit off, way overpriced for the portion, prepaid breakfast for the room but only offered one complimentary plate? Literally the ..."

Reviewed on 19 Aug. 2025

Blue Flamingo Resort Key West
See all 2,772 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Meadows holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Meadows from just . And the more you bundle, the more dollars you save. Your dream holiday has never been so affordable.
How do I get a cheap travel package to Meadows?
Our Meadows holiday 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 holiday 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 cosy option is Petite Pearl Spacious 1 Bedroom.
How far in advance should I book my Meadows holiday?
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 holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday 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 holiday package?
Whether it's your hotel, flight or rental car, you can cancel or alter it. Booked your Meadows holiday 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.

Activities

See Key West's most famous landmarks from the water

Key West Sushi Sunset Cruise with Complementary Drinks

AU$115
per adult
98% of travellers recommend
Key West Sushi Sunset Cruise with Complementary Drinks
Key West Tiki Bar Sunset Cruise

Key West Tiki Bar Sunset Cruise (by the seat)

AU$123
per adult
100% of travellers recommend
Key West Tiki Bar Sunset Cruise (by the seat)
Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat

Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat

AU$864
per traveller
100% of travellers recommend
Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat
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.