Lower Sugarloaf Key Vacation Packages 2025 from $368

Lower Sugarloaf Key flight + hotel vacation packages

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

Sunrise in Miami Suites

South Beach

Save 100% on your flight

per person

Jun 7 - Jun 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. A communal living room and express check-out are also provided.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Jun 14 - Jun 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This condo resort 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.

Ocean Villas of Deerfield

Save 100% on your flight

per person

May 11 - May 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Henrosa Hotel

South Beach

Save 100% on your flight

per person

May 8 - May 11

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

per person

May 8 - May 11

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. Valet parking, a terrace, and express check-out are also offered.

Top Lower Sugarloaf Key hotels deals

Beachside Resort & Residences

3841 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$334

includes taxes & fees

$297 per night

Apr 29 - Apr 30

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

Southernmost Beach Resort

1319 Duval Street, Key West, FL

$563

includes taxes & fees

$500 per night

Apr 6 - Apr 7

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.

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$385

includes taxes & fees

$342 per night

May 4 - May 5

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

$261

includes taxes & fees

$232 per night

May 5 - May 6

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.

Pool

Breakfast included

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$335

includes taxes & fees

$298 per night

Apr 6 - Apr 7

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.

Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$276

includes taxes & fees

$245 per night

Apr 27 - Apr 28

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

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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 $368. 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.