
Exclusive Smathers Beach Vacation Deals
Smathers 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 $1,274, price is now $756 per person
$756
per person
Dec 7 - Dec 12
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.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,890, price is now $1,247 per person
$1,247
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

The Perry Hotel & Marina Key West
Price was $1,621, price is now $1,081 per person
$1,081
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.

Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $3,635, price is now $2,469 per person
$2,469
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Hyatt Vacation Club at Windward Pointe, Key West
Price was $1,324, price is now $914 per person
$914
per person
Nov 13 - Nov 17
found 21 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.

Southernmost House
Old Town Key West
Save 100% on your flight
Price was $3,573, price is now $2,484 per person
$2,484
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Unwind with a drink at the poolside bar and enjoy perks like free continental breakfast and free WiFi. Self parking, a terrace, and a garden are also offered.
Frequently asked questions
Top Smathers Beach hotel deals

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $264 total per night
$264 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $142 total per night
$142 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free continental breakfast each morning.
Pool
Breakfast included

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $197 total per night
$197 total
Sep 28 - Sep 29
Total with taxes and fees
This eco-certified hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free beach shuttle.
Pool
Free WiFi
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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- Japan Airlines Cleveland (CLE) to Osaka (KIX) flights
- Orlando to Traverse City (MCO - TVC)
- Chicago to Myrtle Beach (MDW - MYR)
- Milwaukee to Los Angeles (MKE - LAX)
- United Houston (IAH) to Nadi (NAN) flights
- Air France Charlotte (CLT) to Nice (NCE) flights
- Charleston to Cleveland (CHS - CLE)
- Delta New York (JFK) to Ronchi dei Legionari (TRS) flights
- Honolulu to Chicago (HNL - ORD)
- Los Angeles to Papeete (LAX - PPT)
- Delta Norfolk (ORF) to New York (JFK) flights
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