
Exclusive Simonton Beach Vacation Deals

Simonton Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,432, price is now $964 per person
$964
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit box and concierge services are also provided.

The Key West Hotel
Key West Historic District
Price was $3,875, price is now $2,081 per person
$2,081
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,403, price is now $1,360 per person
$1,360
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $2,431, price is now $1,568 per person
$1,568
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $2,279, price is now $1,541 per person
$1,541
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,962, price is now $1,328 per person
$1,328
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.
Frequently asked questions
Top Simonton Beach hotel deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$530 nightly
The price is $596 total per night
$596 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pool
Spa

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$481 nightly
The price is $542 total per night
$542 total
Jan 25 - Jan 26
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$625 nightly
The price is $703 total per night
$703 total
Jan 25 - Jan 26
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool
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.