Key Haven Vacation Packages 2024/2025 from $1,001

Key Haven flight + hotel vacation packages

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

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

per person

Jan 9 - Jan 13

found 1 day ago

Roundtrip non-stop flight included

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

The Perry Hotel & Marina Key West

per person

Jan 25 - Jan 30

found 1 day ago

Roundtrip 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.

Ridley House - Key West Historic Inns

Key West Historic District

per person

Jan 25 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free buffet breakfast each morning. Concierge services are provided for your convenience.

Havana Cabana at Key West - Adults Only

New Town

per person

Jan 25 - Jan 30

found 1 day ago

Roundtrip 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.

24 North Hotel Key West - Newly Renovated

New Town

per person

Jan 25 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

Top Key Haven hotels deals

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$341

includes taxes & fees

$303 per night

Dec 17 - Dec 18

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

Havana Cabana at Key West - Adults Only

3420 N. Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$232

includes taxes & fees

$206 per night

Dec 9 - Dec 10

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

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

$285

includes taxes & fees

$253 per night

Dec 17 - Dec 18

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.

Fairfield Inn and Suites by Marriott Key West

2400 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$209

includes taxes & fees

$186 per night

Dec 1 - Dec 2

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi. A poolside bar, a 24-hour front desk, and a terrace are also provided.

Beachside Resort & Residences

3841 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$205

includes taxes & fees

$182 per night

Nov 24 - Nov 25

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.

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$260

includes taxes & fees

$231 per night

Dec 1 - Dec 2

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

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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 $1,001. 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.