Meadows Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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
5/5(6 area reviews)

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

Top hotels in Meadows

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 S$260 per night from 16 Jun to 17 Jun
S$260
16 Jun - 17 Jun
includes taxes & fees
8.4/10 Very Good! (1,165 reviews)
"Outstanding suite. Clean, friendly and helpful staff. Will definitely be back next year."

Reviewed on 10 Jun, 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 refundableReserve now, pay when you stay
The price is S$417 per night from 30 Jun to 1 Jul
S$417
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (2,508 reviews)
"Not our first time at this resort. Disappointed in some little noticeable differences – they discontinued the morning happy hour at the beach restaurant and no longer have cable. I know we weren’t there to watch television but it’s nice to have it on when you are back in the room winding down – only ..."

Reviewed on 10 Jun, 2025

Southernmost Beach Resort and Guesthouses
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 S$417 per night from 29 Jun to 30 Jun
S$417
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (1,714 reviews)
"The shuttle was nice, since the resort is not located near anything of interest. The bar and restaurant is way overpriced and there is no discounts or happy hour for guests."

Reviewed on 11 Jun, 2025

Margaritaville Beach House Key West
See all 2,817 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.

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.

Things to do

Key West Tiki Bar Sunset Cruise

Key West Tiki Bar Sunset Cruise (by the seat)

S$104
per adult
100% of travellers recommend
Key West Tiki Bar Sunset Cruise (by the seat)
See Key West's most famous landmarks from the water

Key West Sushi Sunset Cruise with Complementary Drinks

S$97
per adult
98% of travellers recommend
Key West Sushi Sunset Cruise with Complementary Drinks
Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat

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

S$725
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.