Lower Sugarloaf Key Vacation Packages 2026 from $404

Lower Sugarloaf Key flight + hotel vacation packages

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

1818 Meridian House Apartments and Suites by Eskape Collection

South Beach

$404

per person

Feb 5 - Feb 11

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This aparthotel features free WiFi in public areas, laundry facilities, and self parking. A terrace, limo/town car service, and a garden are also on offer.

Creekside Inn

$474

per person

Feb 5 - Feb 9

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

Miami Downtown Condos

Downtown Miami

$1,216

per person

Mar 28 - Apr 4

found 1 hour ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This smoke-free condo includes 2 restaurants, an outdoor pool, and a 24-hour gym. Business travelers can take advantage of the business center. A poolside bar, a 24-hour front desk, and a coffee shop are also provided.

The Shelborne By Proper, a Member of Design Hotels

South Beach

$951

per person

Feb 20 - Feb 23

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Solé Miami, A Noble House Resort

Ocean Four

$709

per person

Feb 5 - Feb 10

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

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 and an off-leash area. Enjoy the 24-hour gym and unwind at the beach bar and poolside bar.

Top Lower Sugarloaf Key hotels deals

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

$317 nightly

$357 total

Jan 19 - Jan 20

Total with taxes and fees

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.

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Free Cancellation

Reserve now, pay when you stay

$292 nightly

$329 total

Jan 11 - Jan 12

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 an arcade/game room, 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.

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

Free Cancellation

Reserve now, pay when you stay

$289 nightly

$325 total

Jan 11 - Jan 12

Total with taxes and fees

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. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Free Cancellation

$419 nightly

$472 total

Jan 26 - Jan 27

Total with taxes and fees

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.

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

$325 nightly

$366 total

Jan 14 - Jan 15

Total with taxes and fees

This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free beach shuttle.

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL

Free Cancellation

Reserve now, pay when you stay

$378 nightly

$425 total

Jan 20 - Jan 21

Total with taxes and fees

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.

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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 $404. 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.