Deals on vacations and trips to Sugarloaf Key

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Sugarloaf Key flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Save 100% on your flight
Price was $525, price is now $266 per person
$266
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This aparthotel features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking, a garden, and luggage storage are also offered.
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
Price was $972, price is now $443 per person
$443
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the gym and unwind at the bar/lounge and poolside bar.
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Price was $723, price is now $343 per person
$343
per person
Aug 5 - Aug 8
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
A full-service spa, 2 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the gym, poolside bar, and concierge services.
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 $11,900, price is now $5,724 per person
$5,724
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Grayson Miami Downtown

The Grayson Miami Downtown

4.5 out of 5
Downtown Miami
Save 100% on your flight
Price was $646, price is now $352 per person
$352
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This smoke-free hotel features a full-service spa, 2 outdoor pools, and a restaurant. Enjoy the 24-hour gym and perks like free WiFi. Enjoy the hot tub and unwind at the bar/lounge and poolside bar.

Top Sugarloaf Key hotels deals

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
Get rates
The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
On private beach
Pool
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$192 nightly
The price is $216 total per night
$216 total
Jul 7 - Jul 8
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.
On private beach
Pool
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
$175 nightly
The price is $197 total per night
$197 total
Jul 6 - Jul 7
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
$232 nightly
The price is $261 total per night
$261 total
Jul 14 - Jul 15
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 on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pool
Spa
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $168 total per night
$168 total
Jul 14 - Jul 15
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
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
$347 nightly
The price is $390 total per night
$390 total
Jul 14 - Jul 15
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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See all available properties in Sugarloaf Key
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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 Sugarloaf Key?
Travelocity offers flight and hotel packages from just $266. With such amazing deals, you'll be saying hello to Sugarloaf Key before too long.
How long should my Sugarloaf Key vacation be?
Many travelers like to spend roughly 2 nights in Sugarloaf Key. But that's not set in stone. Whether you opt to stay for a matter of days or weeks, you'll enjoy discovering all the fantastic things that this place has to offer.
Where can I get the best vacation package deals for Sugarloaf Key?
There are incredible Sugarloaf Key package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties worldwide? Remember this when you're ready to cross another destination off the old bucket list.
Why should I purchase my Sugarloaf Key vacation bundle via Travelocity?
From enchanting destinations to memorable experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also make sure you're taken care of during your trip. And don't panic if you notice a lower price on your booking, we'll match it. That's our Price Match Guarantee.
Can I save on my Sugarloaf Key car rental if I bundle it with hotels and flights?
Combining your flight, hotel and car into a Sugarloaf Key vacation package is the best way to score an amazing deal. Plus, having your own set of wheels gives you the freedom to find your way to all those famous sights you want to check out. Sitting 120 mi away from Sugarloaf Key, PortMiami is one attraction that should have a place on your itinerary. Top up the tank and make a day trip of it.
What is the best time of year to go to Sugarloaf Key?
Going in the low season, April, September and October, has its upsides — think more affordable airfares and hotels and less bumping elbows with hordes of tourists. But there's magic in the air in the busiest season. More events will be staged and more attractions will be open in February, March and November. If you want to stretch your budget, has the thriftiest hotel rates. Expect to pay more for a bed in .
Which airport is best for Sugarloaf Key?
Key West Intl. Airport (EYW) is roughly 14 mi west of central Sugarloaf Key.
What is there to do in Sugarloaf Key?
While venturing off the beaten track is rewarding, you shouldn't ignore the well-known sights that make a place famous. Sugarloaf Beach and Upper Sugarloaf Sound are just two of them in Sugarloaf Key.
Where should I stay when visiting Sugarloaf Key?
If you're looking for a place to spend your nights, have a look at the Sugar Loaf Lodge. It's the top choice for many visitors.

Photos of local treasures

Browse Sugarloaf Key vacation photos for more inspiration

A waterfront with a pier, calm water, and houses with palm trees in the background.
A cluster of palm trees with green fronds and some yellowing, under a partly cloudy sky.
A waterfront property with multiple houses, palm trees, and a calm sea.
A boat docked near a waterfront with a house and palm trees in the background.
A coastal view with houses and palm trees.

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