
Sunset Key Vacation Packages
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Top Sunset Key vacation package deals
Price found within the past 48 hours. Click for updated prices.


3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (564 reviews)
Jan 12 - Jan 19
7 night stay
Cleveland (CLE) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,251, price is now $3,328 per person
$3,328
per person
found 1 day ago
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026

4.0-star property
Parrot Key Hotel & Villas
Northside Resort
9/10 Wonderful! (1,482 reviews)
Jan 4 - Jan 8
4 night stay
Cleveland (CLE) to Key West (EYW)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,231, price is now $841 per person
$841
per person
found 1 day ago
Great stay! Would visit again.
Reviewed on Nov 3, 2026

4.0-star property
The Gardens Hotel
Old Town Key West
9.8/10 Exceptional! (1,006 reviews)
Jan 12 - Jan 19
7 night stay
Cleveland (CLE) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,818, price is now $3,508 per person
$3,508
per person
found 1 day ago
Best place we have stayed. The staff was amazing location perfect and the room was perfect
Reviewed on Nov 3, 2026

4.0-star property
The Marker Key West Harbor Resort
Key West Historic District
9.2/10 Wonderful! (1,033 reviews)
Jan 4 - Jan 8
4 night stay
Cleveland (CLE) to Key West (EYW)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,476, price is now $1,078 per person
$1,078
per person
found 1 day ago
Really nice boutique hotel with a great location, delicious food, pleasant service and lovely pool area. Will definitely return and recommend to others.
Reviewed on Nov 3, 2026
Top rated hotels for your Sunset Key vacation package

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
2.68 mi from Sunset Key
$285 nightly
The price is $321 total per night
$321 total
Nov 17 - Nov 18
Total with taxes and fees
Guests of Margaritaville Beach House Key West have access to an outdoor pool, a 24-hour gym, and a hot tub. Airport transportation is made easy with a free airport shuttle (available on request). The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a business center, a terrace, and a TV in a common area.
Pool
Hot Tub

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
3.31 mi from Sunset Key
$197 nightly
The price is $222 total per night
$222 total
Dec 1 - Dec 2
Total with taxes and fees
At Havana Cabana at Key West , guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a meeting room, a terrace, and a banquet hall.
Pool
Hot Tub

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
3.75 mi from Sunset Key
$179 nightly
The price is $201 total per night
$201 total
Dec 3 - Dec 4
Total with taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, meeting rooms, and conference space.
Pool
Pet friendly
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.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$45
per adult
94% of travellers recommend

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$33
per adult
82% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
$56
per adult
88% of travellers recommend