
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 Beach House, Key West
9.2/10 Wonderful! (1,003 reviews)
Oct 8 - Oct 11
3 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
The hotel was very nice. The bathroom in the primary sweet was amazing. Suzy at the tiki hut on the property was great!
Reviewed on May 16, 2025

3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,002 reviews)
Oct 4 - Oct 9
5 night stay
Hartford (BDL) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Hartford (BDL)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Such a nice property
Reviewed on Jun 3, 2025

3.5-star property
Orchid Key Inn - Adults Only
Old Town Key West
9.8/10 Exceptional! (1,005 reviews)
Sep 13 - Sep 19
6 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop • Coach
Key West (EYW) to Hartford (BDL)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Great place. Very cool retro motel that’s been renovated. Room was a little small but very comfortable and clean. There’s a nice bar with great cocktails. Staff are friendly and attentive. The location was great. Central to everything and very walkable to most of the popular sites.
Reviewed on Jan 20, 2025

3.5-star property
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
9/10 Wonderful! (749 reviews)
Oct 17 - Oct 19
2 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop • Coach
Key West (EYW) to Hartford (BDL)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
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! (1,006 reviews)
Oct 17 - Oct 19
2 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop • Coach
Key West (EYW) to Hartford (BDL)
Breeze Airways • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.
Reviewed on Jul 15, 2025
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
$194 nightly
The price is $218 total per night
$218 total
Aug 18 - Aug 19
Total includes 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

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
1.46 mi from Sunset Key
$244 nightly
The price is $275 total per night
$275 total
Aug 25 - Aug 26
Total includes 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 47 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, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
3.74 mi from Sunset Key
$172 nightly
The price is $193 total per night
$193 total
Sep 1 - Sep 2
Total includes 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 concierge services, luggage storage, and dry cleaning/laundry. 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.
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