Exclusive Upper Sugarloaf Key Vacation Deals

Upper Sugarloaf Key vacation package deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,000, price is now $454 per person
$454
per person
Apr 15 - Apr 19
found 1 day 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.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,408, price is now $568 per person
$568
per person
Mar 12 - Mar 17
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.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
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

Casablanca Miami Beach

3 out of 5
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.
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 $25,797, price is now $11,895 per person
$11,895
per person
Feb 27 - Mar 5
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.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $1,306, price is now $642 per person
$642
per person
Mar 12 - Mar 17
found 1 day 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 a garden are also offered.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?
You'll want to check out Travelocity's affordable $454 Upper Sugarloaf Key package deal. With all the cash you save on hotels and flights, you'll be able to splash out on some local travel experiences. Upper Sugarloaf Key, here you come!
Where can I get the best vacation package deals for Upper Sugarloaf Key?
It's difficult to beat Travelocity when it comes to putting together your Upper Sugarloaf Key package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to select from. Lock in your trip now and get ready to cross another destination off your to-do list.
Why should I book my Upper Sugarloaf Key vacation package via Travelocity?
From incredible destinations to thrilling experiences, we have everything you need to satisfy your love for travel. Our 24/7 customer care will also ensure you're taken care of before, during and after your vacation. And don't panic if you notice a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.

Top Upper Sugarloaf Key hotel deals

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
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
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

Summerland Key FL
Stay at this cottage in Summerland Key. Enjoy free WiFi, patios, and air conditioning. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
Soothing cabin in Sugarloaf Key

Soothing cabin in Sugarloaf Key

2 out of 5
Summerland Key FL
This cabin features laundry facilities.
Washer
Dryer
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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.