Deals on vacations and trips to Lower Sugarloaf Key

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Lower Sugarloaf Key flight + hotel vacation packages

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

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
Price was $922, price is now $527 per person
$527
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. 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. Valet parking, a business center, and limo/town car service are also offered.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $19,702, price is now $9,667 per person
$9,667
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Private Oasis at Arya

Private Oasis at Arya

3.5 out of 5
Coconut Grove
Price was $1,805, price is now $977 per person
$977
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Save 100% on your flight
Price was $1,523, price is now $847 per person
$847
per person
Dec 4 - Dec 11
found 2 hours ago
Roundtrip flight included
Boston (BOS) 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.
Shore View Hotel

Shore View Hotel

3 out of 5
Hollywood Beach
Save 100% on your flight
Price was $1,671, price is now $945 per person
$945
per person
Dec 9 - Dec 16
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and laundry facilities are also on offer.

Top Lower Sugarloaf Key hotels deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $189 total per night
$189 total
Sep 29 - Sep 30
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
Hot Tub
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $258 total per night
$258 total
Sep 29 - Sep 30
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a gym.
Pool
Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$265 nightly
The price is $298 total per night
$298 total
Sep 29 - Sep 30
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
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $146 total per night
$146 total
Sep 29 - Sep 30
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
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $188 total per night
$188 total
Sep 29 - Sep 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
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$291 nightly
The price is $327 total per night
$327 total
Oct 5 - Oct 6
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.
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 $527. 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.

Photos of local treasures

Browse Lower Sugarloaf Key vacation photos for more inspiration

A waterfront with a pier, calm water, and houses with palm trees in the background.
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.
A cluster of palm trees with green fronds and some yellowing, under a partly cloudy sky.
A coastal view with houses and palm trees.
A waterfront property with a pool, palm trees, and a building with a white roof.

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