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.

Casablanca Miami Beach

North Beach

Save 100% on your flight

per person

Jul 9 - Jul 12

found 5 hours ago

Roundtrip flight included

New York (NYC) to Miami (MIA)

An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A grocery/convenience store, a communal living room, and express check-out are also on offer.

Cavalier Hotel South Beach

South Beach

per person

Jul 25 - Jul 28

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.

Flow Miami

Downtown Miami

Save 100% on your flight

per person

Jul 14 - Jul 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This hotel features an outdoor pool and a 24-hour gym. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.

1 Hotel South Beach

South Beach

Save 100% on your flight

per person

Jul 25 - Jul 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Jun 6 - Jun 9

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.

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

per person

Jul 28 - Aug 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?

You’ll want to check out Travelocity’s affordable $378 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

Sugar Loaf Lodge

17001 Overseas Hwy, Summerland Key, FL

$179

includes taxes & fees

$159 per night

May 5 - May 6

This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge and a garden are also provided.

Pool

Parking included

Date Palm Destination: Charming 3BR Canal Front Home in Sugarloaf, Dockage & Dog-Friendly Amenities!

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Upper Sugarloaf Key

View all properties

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.