
Exclusive Upper Sugarloaf Key Vacation Deals

Upper Sugarloaf Key vacation package deals
Price found within the past 48 hours. Click for updated prices.

Creekside Inn
Price was $1,220, price is now $487 per person
$487
per person
Mar 30 - Apr 3
found 1 day 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
Price was $2,869, price is now $1,064 per person
$1,064
per person
Mar 25 - Mar 29
found 1 day 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.

Cavalier Hotel South Beach
South Beach
Price was $1,101, price is now $499 per person
$499
per person
Apr 1 - Apr 5
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Bay Breeze Premium Apartments By Eskape Collection
Price was $1,428, price is now $649 per person
$649
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Casablanca Miami Beach
North Beach
Price was $1,341, price is now $615 per person
$615
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

Solé Miami, A Noble House Resort
Ocean Four
Price was $1,459, price is now $681 per person
$681
per person
Mar 29 - Apr 3
found 1 day 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.
Frequently asked questions
Top Upper Sugarloaf Key hotel deals

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
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
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View all propertiesLowest 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.

