Key Haven Vacation Packages 2025 from $886

Key Haven flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Havana Cabana at Key West - Adults Only

New Town

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Ibis Bay Beach Resort

Northside Resort

Save 100% on your flight

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

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.

Alexander's Gay and Lesbian Guesthouse - Adults Only

Key West Historic District

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Key West (EYW)

This hotel features an outdoor pool and a spa tub. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

The Key West Hotel

Key West Historic District

Save 100% on your flight

per person

Mar 14 - Mar 19

found 1 day ago

Roundtrip 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.

The Marker Key West Harbor Resort

Key West Historic District

Save 100% on your flight

per person

Mar 14 - Mar 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

This eco-certified hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Top Key Haven hotels deals

Havana Cabana at Key West - Adults Only

3420 N. Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$291

includes taxes & fees

$259 per night

Jan 13 - Jan 14

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Pool

Hot Tub

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$216

includes taxes & fees

$192 per night

Jan 12 - Jan 13

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

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$489

includes taxes & fees

$434 per night

Jan 13 - Jan 14

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

The Perry Hotel & Marina Key West

7001 Shrimp Road, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$320

includes taxes & fees

$284 per night

Jan 12 - Jan 13

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.

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$383

includes taxes & fees

$340 per night

Jan 29 - Jan 30

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. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

Pool

Pet friendly

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$400

includes taxes & fees

$356 per night

Jan 14 - Jan 15

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.

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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.

Frequently asked questions

How much are vacation packages to Key Haven?

Your travel dreams can become a reality in Key Haven from an impressive $886. 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.