
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.

3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,016 reviews)
Nov 10 - Nov 17
7 night stay
Baltimore (BWI) to Key West (EYW)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,770, price is now $1,122 per person
$1,122
per person
found 1 day ago
Such a nice property
Reviewed on Jun 3, 2025

3.5-star property
Ridley House - Key West Historic Inns
Key West Historic District
9.2/10 Wonderful! (819 reviews)
Nov 29 - Dec 6
7 night stay
Baltimore (BWI) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,412, price is now $1,442 per person
$1,442
per person
found 1 day ago
Breakfasts with Chef Andrew were amazing
Reviewed on Feb 19, 2025

3.5-star property
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
9/10 Wonderful! (791 reviews)
Nov 29 - Dec 6
7 night stay
Baltimore (BWI) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,855, price is now $1,160 per person
$1,160
per person
found 1 day ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval
Reviewed on Sep 22, 2024

4.0-star property
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
9.2/10 Wonderful! (1,017 reviews)
Nov 29 - Dec 6
7 night stay
Baltimore (BWI) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,902, price is now $1,220 per person
$1,220
per person
found 1 day ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.
Reviewed on Jul 15, 2025

3.0-star property
Douglas House
Old Town Key West
9.6/10 Exceptional! (167 reviews)
Nov 29 - Dec 6
7 night stay
Baltimore (BWI) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,103, price is now $1,387 per person
$1,387
per person
found 1 day ago
Great location to see Key West.
Reviewed on Feb 10, 2025
Top rated hotels for your Sunset Key vacation package

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
5.34 mi from Sunset Key
$199 nightly
The price is $223 total per night
$223 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 30.38 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, luggage storage, and tours or tickets. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
Pool
Pet friendly

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
3.88 mi from Sunset Key
$176 nightly
The price is $198 total per night
$198 total
Sep 21 - Sep 22
Total with taxes and fees
Guests of Beachside Resort & Residences have access to a private beach, a marina, and an outdoor pool. If you drive, self parking is USD 25.00 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
On private beach
Pool

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
2.68 mi from Sunset Key
$235 nightly
The price is $264 total per night
$264 total
Oct 5 - Oct 6
Total with taxes and fees
Margaritaville Beach House Key West features an outdoor pool, a 24-hour gym, and a business center. The front desk is staffed 24/7 to help with luggage storage, concierge services, 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 an ATM and a banquet hall.
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.
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