Upper Sugarloaf Key Vacation Deals: Upper Sugarloaf Key, Summerland Key Vacations

Upper Sugarloaf Key vacation package deals

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

Henrosa Hotel

South Beach

Save 100% on your flight

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

The Shelborne By Proper

South Beach

per person

Aug 24 - Aug 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A private beach, a 24-hour gym, and a restaurant are all featured at this boutique hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Cavalier Hotel South Beach

South Beach

per person

Aug 24 - Aug 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. Valet parking, a terrace, and express check-out are also offered.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

President Hotel

South Beach

Save 100% on your flight

per person

Jul 19 - Jul 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This hotel features an outdoor pool and a bar/lounge. Enjoy the free buffet breakfast each morning. Valet parking, a terrace, and a garden are also offered.

Pelican Hotel

South Beach

Save 100% on your flight

per person

Aug 21 - Aug 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 $247 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

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)

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)

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.