Lower Sugarloaf Key Vacation Packages 2025 from $375

Lower Sugarloaf Key flight + hotel vacation packages

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

Sunrise in Miami Suites

South Beach

per person

May 10 - May 15

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.

Hotel Colonnade Coral Gables, Autograph Collection

Coral Gables Section

per person

May 2 - May 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Make the most of the a rooftop terrace and hot tub, and relax with drinks at one of the 2 bars/lounges.

Henrosa Hotel

South Beach

per person

Apr 10 - Apr 15

found 1 day 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.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Apr 21 - Apr 25

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.

Villas At Hawks Cay Resort

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This luxury resort features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the children's pool, playground, and arcade/game room.

Top Lower Sugarloaf Key hotels deals

Beachside Resort & Residences

3841 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$371

includes taxes & fees

$330 per night

Apr 1 - Apr 2

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.

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Get rates

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.

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$422

includes taxes & fees

$375 per night

Mar 5 - Mar 6

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.

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$572

includes taxes & fees

$509 per night

Apr 1 - Apr 2

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

$309

includes taxes & fees

$275 per night

Apr 1 - Apr 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.

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$416

includes taxes & fees

$370 per night

Mar 31 - Apr 1

This eco-certified hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. 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 $375. 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.