Lower Sugarloaf Key Vacation Packages 2026 from $439

Lower Sugarloaf Key flight + hotel vacation packages

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

President Hotel Villa

South Beach

$439

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Miami (MIA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and luggage storage are also offered.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$4,874

per person

Feb 1 - Feb 4

found 17 hours ago

Roundtrip flight included

Baltimore (BWI) to Miami (MIA)

This aparthotel features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

The Penguin Hotel

South Beach

$482

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Miami (MIA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.

Cavalier Hotel South Beach

South Beach

$511

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

President Hotel

South Beach

$446

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Miami (MIA)

This hotel features an outdoor pool and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.

Top Lower Sugarloaf Key hotels deals

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

$285 nightly

$321 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, poolside bar, and concierge services.

Pool

Hot Tub

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

$200 nightly

$225 total

Nov 29 - Nov 30

Total with taxes and fees

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 hot tub and perks like free self parking.

Pool

Hot Tub

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$197 total

Nov 15 - Nov 16

Total with taxes and fees

This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.

Pool

Pet friendly

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Get rates

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

3101 N. Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

$226 nightly

$254 total

Dec 7 - Dec 8

Total with taxes and fees

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

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Free Cancellation

Reserve now, pay when you stay

$298 nightly

$335 total

Nov 22 - Nov 23

Total with taxes and fees

A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.

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.

Frequently asked questions

How much are vacation packages to Lower Sugarloaf Key?

Travelocity offers hotel and flight vacation packages from just $439. With such great bargains, you'll be exploring all of Lower Sugarloaf Key before too long.

Where can I get the best vacation package deals for Lower Sugarloaf Key?

Landing the perfect package deal to Lower Sugarloaf Key is a piece of cake with Travelocity. With as many as 400 airlines and 1,000,000 properties all over the globe, you're flush with choice when picking your flights and hotels.

Why should I purchase my Lower Sugarloaf Key vacation package with Travelocity?

We offer destinations and experiences for every type of traveler, top-notch service and customer support available 24/7. To top that off, we'll match any lower price you discover with our Price Match Guarantee.

Will I save money on my Lower Sugarloaf Key car rental if I combine it with hotels and flights?

Combining your bookings into a Lower Sugarloaf Key vacation package will save you a handsome sum. Combine a flight and car; a flight, hotel and car; or a hotel and car. You won't find a better way to discover the greater Lower Sugarloaf Key region than from the driver's seat of your own rental car. You can also add experiences and activities to your Travelocity package.