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.
4.0-star property
The Gardens Hotel
Old Town Key West
9.8/10 Exceptional! (1,003 reviews)
Dec 13 - Dec 18
5 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,256, price is now $1,624 per person
$1,624
per person
found 1 day ago
Excellent Hotel, staff very helpful and room was excellent. Breakfast was included which was delicious. Beautiful surrounding gardens. Highly recommend
Reviewed on Sep 26, 2026
2.5-star property
Coconut Beach Resort
Old Town Key West
8.8/10 Excellent! (219 reviews)
Oct 27 - Oct 30
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Price was $1,349, price is now $996 per person
$996
per person
found 1 day ago
Nice room with lovely ocean view. Bedding was a little uncomfortable as sheets kept creeping off the bed. Staff was great and quickly resolved concerns. Great pool and hot tub. Walking distance to everything. Would definitely return.
Reviewed on Sep 25, 2026
3.0-star property
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
10/10 Exceptional! (1 review)
Dec 1 - Dec 6
5 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Coach
Save 100% on your flight
Price was $3,935, price is now $2,914 per person
$2,914
per person
just found
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
Top rated hotels for your Sunset Key vacation package
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
$168 nightly
The price is $189 total per night
$189 total
Sep 28 - Sep 29
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 tours/tickets and luggage storage. 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, a hot tub, and meeting rooms.
Pool
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
$229 nightly
The price is $258 total per night
$258 total
Sep 28 - Sep 29
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 dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this spa hotel include free WiFi in public areas, conference space, and coffee/tea in a common area.
Pool
Spa
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
2.68 mi from Sunset Key
$265 nightly
The price is $298 total per night
$298 total
Sep 28 - Sep 29
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 concierge services, dry cleaning/laundry, and luggage storage. 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 an ATM.
Pool
Hot Tub
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
$42
per adult
94% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
$68
per traveler
92% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend