Exclusive Florida Keys Beaches Vacation Deals

Florida Keys Beaches vacation package deals

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,542, price is now $1,107 per person
$1,107
per person
May 28 - Jun 1
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.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,241, price is now $1,387 per person
$1,387
per person
May 28 - Jun 1
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.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $3,511, price is now $2,504 per person
$2,504
per person
Jun 6 - Jun 13
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $3,521, price is now $2,526 per person
$2,526
per person
Jun 6 - Jun 13
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and concierge services are also provided.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was $1,738, price is now $1,255 per person
$1,255
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

3 out of 5
Save 100% on your flight
Price was $3,378, price is now $2,474 per person
$2,474
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.

Frequently asked questions

How much are vacation packages to Florida Keys Beaches?
Score an express ticket to an impressive deal with Travelocity's $1,107 Florida Keys Beaches vacation package. Not only will you save a ton of cash on your hotel and flights, you can also add on a couple more fun local activities or even a rental car.
Where can I get the best vacation package deals for Florida Keys Beaches?
You'll come across a tempting selection of Florida Keys Beaches package deals on Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, putting together the ultimate escape will be a breeze.
Why should I purchase my Florida Keys Beaches vacation bundle via Travelocity?
We offer round-the-clock support, excellent service and a Price Match Guarantee. Travel is all about the journey — and we have amazing destinations for you to journey to all across the globe. Travel with us and make your hip pocket happy.

Top Florida Keys Beaches hotel deals

Florida Keys Beach Getaway

Florida Keys Beach Getaway

Sugarloaf Key FL
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$249 nightly
The price is $280 total per night
$280 total
Mar 21 - Mar 22
Total with taxes and fees
This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge and a garden are also provided.
Pool
Parking included
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
On private beach
Pool
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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.