Exclusive Upper Sugarloaf Key Vacation Deals

Upper Sugarloaf Key vacation package deals

Price found within the past 48 hours. Click for updated prices.
Le Particulier Miami

Le Particulier Miami

3.5 out of 5
Mid Beach
Price was $1,401, price is now $560 per person
$560
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, free WiFi in public areas, and a snack bar/deli. Luggage storage is provided and the front desk is staffed around-the-clock.
Iberostar Waves Berkeley Shore

Iberostar Waves Berkeley Shore

4 out of 5
South Beach
Price was $2,110, price is now $770 per person
$770
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $2,049, price is now $769 per person
$769
per person
Jan 31 - Feb 7
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.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,617, price is now $648 per person
$648
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Price was $2,120, price is now $891 per person
$891
per person
Jan 21 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $2,324, price is now $1,014 per person
$1,014
per person
Feb 12 - Feb 17
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.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?
You'll want to check out Travelocity's affordable $560 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
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)

Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)

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
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

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.