Exclusive Upper Sugarloaf Key Vacation Deals

Upper Sugarloaf Key vacation package deals

Price found within the past 48 hours. Click for updated prices.
6080 Design Hotel by Eskape Collection

6080 Design Hotel by Eskape Collection

4 out of 5
Mid Beach
Save 100% on your flight
Price was $1,075, price is now $531 per person
$531
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and perks like a free beach shuttle.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,520, price is now $603 per person
$603
per person
Mar 29 - 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.
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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,242, price is now $585 per person
$585
per person
Apr 8 - Apr 12
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.
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
Price was $1,160, price is now $570 per person
$570
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip 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.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?
You'll want to check out Travelocity's affordable $531 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.
Pet friendly
Free WiFi
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.