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.
Hyatt Vacation Club at Beach House, Key West
3.5-star property

Hyatt Vacation Club at Beach House, Key West

9.4/10 Exceptional! (1,025 reviews)

Dec 7 - Dec 11

4 night stay

Boston (BOS) to Key West (EYW)

JetBlue Airways • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Coach
Price was $1,033, price is now $681 per person
$681
per person
found 1 day ago
The property was truly amazing. We.rented a 2 bedroom villa and it was comfortable and very well decorated and equipped. The only complaint would be the " complimentary breakfast" needs to be better. It was only a selection of cruisants with water and orange juice. For the price spent, please add eggs, meat and coffee at least. Other than that, it was very nice

Reviewed on Sep 7, 2025

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,722 reviews)

Dec 15 - Dec 20

5 night stay

Albany (ALB) to Key West (EYW)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,037, price is now $688 per person
$688
per person
found 1 day ago
Great area for the cost. Very clean and inviting. Room had a water harbor view which was nice.

Reviewed on Jul 12, 2025

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

Old Town Key West
8.6/10 Excellent! (2,750 reviews)

Dec 15 - Dec 20

5 night stay

Albany (ALB) to Key West (EYW)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,901, price is now $1,298 per person
$1,298
per person
found 1 day ago
We visited in July and were able to upgrade to an oceanfront room with a balcony. If you get the chance, it’s worth it! Pools are beautiful and food and drinks are offered poolside. The view was incredible! The staff were all incredibly accommodating and friendly!! We can’t wait to come back!!

Reviewed on Aug 1, 2025

Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
9.2/10 Wonderful! (1,017 reviews)

Dec 15 - Dec 20

5 night stay

Albany (ALB) to Key West (EYW)

United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,448, price is now $1,000 per person
$1,000
per person
found 1 day ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.

Reviewed on Jul 15, 2025

Havana Cabana at Key West
4.0-star property

Havana Cabana at Key West

New Town
8.8/10 Excellent! (1,751 reviews)

Nov 1 - Nov 7

6 night stay

Albany (ALB) to Key West (EYW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,632, price is now $1,132 per person
$1,132
per person
found 1 day ago
The bartenders were wonderful.

Reviewed on Jul 2, 2025

Top rated hotels for your Sunset Key vacation package

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
5.34 mi from Sunset Key
$192 nightly
The price is $216 total per night
$216 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

Beachside Resort & Residences

3.5 out of 5
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 22 - Sep 23
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

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
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
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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.