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.
2.5-star property
Ibis Bay Beach Resort
Northside Resort
8.2/10 Very Good! (2,289 reviews)
Sep 13 - Sep 16
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Price was $786, price is now $575 per person
$575
per person
found 1 day ago
The rooms were clean but room service did not come to clean the room. The food from the restaurant was Great. Breakfast was not so good. They had boiled eggs with the shel.
Reviewed on Jul 21, 2026
3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (559 reviews)
Sep 10 - Sep 13
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,496, price is now $1,025 per person
$1,025
per person
found 1 day ago
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
3.0-star property
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
10/10 Exceptional! (1 review)
Sep 26 - Sep 30
4 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,300, price is now $1,724 per person
$1,724
per person
found 8 hours ago
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
4.0-star property
Pier House Resort & Spa
Key West Historic District
9/10 Wonderful! (1,199 reviews)
Sep 24 - Sep 27
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Price was $1,492, price is now $1,120 per person
$1,120
per person
found 1 day ago
The beach and location was the real hit at this property. We enjoyed our stay.
Reviewed on Jul 21, 2026
Top rated hotels for your Sunset Key vacation package
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
3.88 mi from Sunset Key
$202 nightly
The price is $227 total per night
$227 total
Aug 17 - Aug 18
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 concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
1.44 mi from Sunset Key
$210 nightly
The price is $237 total per night
$237 total
Aug 18 - Aug 19
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
3.84 mi from Sunset Key
$156 nightly
The price is $175 total per night
$175 total
Aug 18 - Aug 19
Total with taxes and fees
Guests staying at Hilton Garden Inn Key West / The Keys Collection enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, self parking is USD 15 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a hot tub, meeting rooms, and a business center.
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
$27
per adult
90% of travellers recommend
Key West Mangrove Kayak Eco Tour
$80
per adult
100% of travellers recommend