Exclusive Upper Sugarloaf Key Vacation Deals

Upper Sugarloaf Key vacation package deals

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

Barcelona Studios Guesthouse

2 out of 5
South Beach
Save 100% on your flight
Price was $661, price is now $341 per person
$341
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Free WiFi in public areas, a garden, and a picnic area are available at this guesthouse. Express check-out and a virtual front desk 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 $29,505, price is now $14,649 per person
$14,649
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel 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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was $814, price is now $415 per person
$415
per person
Dec 9 - Dec 13
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.
Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

5 out of 5
Downtown Miami
Save 100% on your flight
Price was $1,936, price is now $1,087 per person
$1,087
per person
Dec 5 - Dec 11
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. Enjoy the sauna and perks like free WiFi. A poolside bar, a 24-hour front desk, and a terrace are also provided.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $780, price is now $440 per person
$440
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was $711, price is now $408 per person
$408
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. WiFi in public areas is free. Valet parking, a terrace, and a garden are also offered.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?
You'll want to check out Travelocity's affordable $341 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
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. Luggage storage is also provided.
Pool
Pet friendly
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW

9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW

Monroe County FL
This vacation home features laundry facilities.
Pool
Kitchen
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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.