Exclusive Upper Sugarloaf Key Vacation Deals

Upper Sugarloaf Key vacation package deals

Price found within the past 48 hours. Click for updated prices.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $899, price is now $460 per person
$460
per person
Apr 25 - Apr 30
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.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,498, price is now $660 per person
$660
per person
Apr 25 - Apr 30
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.
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 $17,729, price is now $8,077 per person
$8,077
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip non-stop 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.
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
Price was $1,357, price is now $693 per person
$693
per person
Apr 27 - May 2
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.
Ilios Rentals

Ilios Rentals

2 out of 5
Brickell
Price was $2,628, price is now $1,370 per person
$1,370
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. There's a hot tub on site, and a 24-hour front desk and a terrace are also provided.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was $1,784, price is now $954 per person
$954
per person
Mar 24 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and luggage storage are also offered.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?
You'll want to check out Travelocity's affordable $460 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
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)

Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)

Summerland Key FL
Stay at this cottage in Summerland Key. Enjoy free WiFi and air conditioning. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
Pet friendly
Free WiFi
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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.