Deals on vacations and trips to Key Haven

Save when you book Key Haven package deals

Choose two or more items and save on your trip:

Key Haven flight + hotel vacation packages

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
per person
Jul 21 - Jul 25
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.
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
Old Town Key West
Save 100% on your flight
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This guesthouse's 2 outdoor pools and hot tub are among the featured amenities. Unwind with a drink at the poolside bar and enjoy perks like free continental breakfast and free WiFi. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
Old Town Key West
Save 100% on your flight
per person
Jun 21 - Jun 28
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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free continental breakfast each morning.

Top Key Haven hotels deals

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
The price is $366 per night
$366
includes taxes & fees
$326 per night
Jun 3 - Jun 4
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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
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
The price is $267 per night
$267
includes taxes & fees
$237 per night
May 11 - May 12
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.
Pool
Pet friendly
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $315 per night
$315
includes taxes & fees
$280 per night
Jun 3 - Jun 4
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
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
The price is $267 per night
$267
includes taxes & fees
$238 per night
May 6 - May 7
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
Pool
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $209 per night
$209
includes taxes & fees
$185 per night
May 6 - May 7
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $289 per night
$289
includes taxes & fees
$257 per night
May 21 - May 22
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.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Key Haven
View all properties
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.

Frequently asked questions

How much are vacation packages to Key Haven?
Your travel dreams can become a reality in Key Haven from an impressive $680. Our vacation packages include flights and hotels, so booking your trip will be a cinch. The only thing you’ll need to focus on is having a good time.
Where can I get the best vacation package deals for Key Haven?
Travelocity has endless ways to score an amazing Key Haven package deal. Choose from 400 airlines and 1,000,000 properties around the globe and craft a vacation package that’s suited to you. With so many options at hand, it’s time to start planning your next big adventure.
Why should I purchase my Key Haven vacation bundle via Travelocity?
Nothing tops the satisfaction of knowing you’ve scored the best deal in town — that’s our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you’ve got the blueprint for an unforgettable vacation.
Can I save on my Key Haven car rental if I bundle it with my hotel or flight?
You can with our Key Haven vacation packages. With one of these, there are lots of ways to make your hard-earned cash go further. Combine any two or more car, hotel, flight and tour bookings and see the savings pile up. With your own set of wheels, all the popular attractions around Key Haven are a fun road trip away.
Where should I stay when visiting Key Haven?
If you’re looking for somewhere to base yourself, have a look at the Key Haven Oasis! 3 Bedroom Waterfront Home w/Pool. It’s the top choice for many travelers.

Photos of local treasures

Browse Key Haven vacation photos for more inspiration