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 $822, price is now $445 per person
$445
per person
Nov 9 - Nov 13
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.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was $3,602, price is now $2,037 per person
$2,037
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Miami Vacation Rentals - Brickell

Miami Vacation Rentals - Brickell

4 out of 5
Brickell
Save 100% on your flight
Price was $1,481, price is now $854 per person
$854
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, poolside bar, and snack bar/deli.
Solara Surfside

Solara Surfside

3.5 out of 5
Save 100% on your flight
Price was $882, price is now $509 per person
$509
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This condo features an outdoor pool and a gym. Families will appreciate the arcade/game room and onsite laundry facilities. There's a hot tub on site, and a 24-hour front desk and a terrace are also provided.
Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

5 out of 5
Downtown Miami
Save 100% on your flight
Price was $1,887, price is now $1,089 per person
$1,089
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

Frequently asked questions

How much are vacation packages to Upper Sugarloaf Key?
You'll want to check out Travelocity's affordable $445 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.