Sunset Key Vacation Packages
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2.5-star property
Ibis Bay Beach Resort
Northside Resort
8/10 Very Good! (2,299 reviews)
Jul 31 - Aug 3
3 night stay
Cleveland (CLE) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $589, price is now $375 per person
$375
per person
found 1 day ago
It is wonderful! This is old Florida, so things are not the generic neverwear plastic we see everywhere now. So things like doors and walls show use, and that is part of the beauty.
My kid (and me!) loved the animals; they appear healthy and cared for. Restaurant was great, wonderful service and yummy food for hungry travellers. I will absolutely stay here again, and for longer.
Reviewed on Jun 18, 2026
4.0-star property
Southernmost House - Adult Exclusive
Old Town Key West
9.4/10 Exceptional! (1,003 reviews)
Jul 28 - Aug 1
4 night stay
Cleveland (CLE) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,045, price is now $1,016 per person
$1,016
per person
found 1 day ago
Staff was professional, courteous, and responsive.
Breakfast was very fresh, well arranged and very delicious!!!
Views of the ocean were amazing. The pool was well kept and picturesque!
Truly a wonderful experience at a first class, historic facility!
Reviewed on Oct 30, 2025
3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (559 reviews)
Jul 31 - Aug 3
3 night stay
Cleveland (CLE) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,264, price is now $885 per person
$885
per person
found 1 day ago
A wonderful, magical place in the tourist heart of Key West while not feeling at all like it. It’s ideal if you plan to be on foot. KWH’s tag line is “Come Hide”, which describes it to a T. Everything about it — the room, staff, Bali Bar in back with daily music, the other guests and patrons I met — all combine for an overwhelming feeling of welcome. I unequivocally recommend it and plan to return.
Reviewed on Apr 2, 2026
4.0-star property
Parrot Key Hotel & Villas
Northside Resort
9/10 Wonderful! (1,417 reviews)
Jul 31 - Aug 3
3 night stay
Cleveland (CLE) to Key West (EYW)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $578, price is now $432 per person
$432
per person
found 1 day ago
Had large room, king bed, small table with one very small, uncomfortable chair. When I requested a second chair the delivered a small, folding, metal chair. No place for two, drinking morning coffee except the bed. When I mentioned it to the front desk, their reply was those rooms only have one chair per room. They charge an extra $50 per night for amenities. But only get one chair? Bring your own chairs! Shower was nice but needs a handrail.
Reviewed on Feb 23, 2026
4.0-star property
Southernmost Beach Resort and Guesthouses
Old Town Key West
8.8/10 Excellent! (3,398 reviews)
Aug 5 - Aug 9
4 night stay
Cleveland (CLE) to Key West (EYW)
American Airlines • Coach
Key West (EYW) to Cleveland (CLE)
Frontier Airlines • Coach
Save 100% on your flight
Price was $906, price is now $686 per person
$686
per person
found 1 day ago
El hotel estaba muy bien ubicado y su personal muy servicial y amoroso.
Reviewed on Jun 22, 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
$212 nightly
The price is $239 total per night
$239 total
Jun 29 - Jun 30
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, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
On private beach
Pool
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
$175 nightly
The price is $197 total per night
$197 total
Jun 29 - Jun 30
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 tours/tickets. 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
$254 nightly
The price is $286 total per night
$286 total
Jul 6 - Jul 7
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 beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa
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
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
$56
per adult
88% of travellers recommend