Key West Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

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

Find the Best Key West Vacation Packages

Key West 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 SARĀ 439 per night from Aug 17 to Aug 18
SARĀ 439
SARĀ 853 total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (2,348 reviews)
"Check in could have been better. We arrived early and was told we would be notified when our room was ready but no one notified us. I had to check again on my own after waiting for hours in the lobby. Room was clean, but the bathroom door handle came off when I tried to close the door, the sink had ..."

Reviewed on 16 July 2026

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 SARĀ 740 per night from Aug 17 to Aug 18
SARĀ 740
SARĀ 1,107 total
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (3,471 reviews)
"/"

Reviewed on 17 July 2026

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 SARĀ 504 per night from Aug 9 to Aug 10
SARĀ 504
SARĀ 778 total
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very Good! (2,539 reviews)
"Wonderful hotel! A lot of things to do there. Shuttle bus was a plus. The only thing that I had a problem with was housekeeping. I had to call consistently for towels and also for them to pick up the garbage. And it will take a long time for them to come to the room. They never clean the bathroom ..."

Reviewed on 16 July 2026

Blue Flamingo Resort Key West
See all 2,653 properties in Key West
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.

Stay near popular Key West attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Stroll the vibrant heart of Key West where historic architecture meets lively entertainment. Evening visits offer the full experience of Duval Street's renowned music scene and spirited local culture.
See properties

Frequently asked questions

How much does a Key West vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. But how much your vacation to Key West costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Key West?
August, September and October are the best times to look for cheap Key West vacation packages. Traveling in quieter months means you can usually find reduced prices on accommodations and flights.
How to find the best Key West package deals?
Use Expedia's filters to help you find some fabulous Key West package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Key West package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Key West vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can tailor your Key West getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Key West?
If you're planning an impromptu Key West getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Key West?

  1. Pick your travel dates: The things you want to do in Key West and your preferred season will help you decide when to get away.
  2. Budget wisely: As well as the price of your accommodations, you should consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Key West.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Key West. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Key West vacation package for you.