
Deals on vacations and trips to Lower Sugarloaf Key
Save when you book Lower Sugarloaf Key package deals

Lower Sugarloaf Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach
South Beach
Price was $814, price is now $386 per person
$386
per person
Jan 21 - Jan 24
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.

The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $1,624, price is now $664 per person
$664
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Flow Miami Hotel
Downtown Miami
Price was $1,643, price is now $750 per person
$750
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment 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.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $17,468, price is now $8,290 per person
$8,290
per person
Jan 14 - Jan 18
found 3 hours ago
Roundtrip flight included
Boston (BOS) 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.

Hawks Cay Resort
Price was $961, price is now $465 per person
$465
per person
Feb 2 - Feb 5
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.
Top Lower Sugarloaf Key hotels deals

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $234 total per night
$234 total
Nov 16 - Nov 17
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Pool
Pet friendly

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $177 total per night
$177 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Hot Tub

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$193 nightly
The price is $217 total per night
$217 total
Nov 17 - Nov 18
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
Pool

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$242 nightly
The price is $272 total per night
$272 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $264 total per night
$264 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. 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. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $126 total per night
$126 total
Dec 1 - Dec 2
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Lower Sugarloaf Key
View all propertiesLowest 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.
Frequently asked questions
Photos of local treasures
Browse Lower Sugarloaf Key vacation photos for more inspiration





Book a vacation to Lower Sugarloaf Key
Explore More Ways to Travel with Travelocity
- Hotels near Saddlebunch Keys
- 3 Star Hotels in Sugarloaf Shores
- Sugarloaf Shores Hotels
- Farmstay in Sugarloaf Key
- Apartments in Sugarloaf Key
- B&B in Sugarloaf Key
- Cabins in Sugarloaf Key
- Condos in Sugarloaf Key
- Cottages in Sugarloaf Key
- Holiday Park Resorts in Sugarloaf Key
- Hostels in Sugarloaf Key
- Beach Resorts & in Sugarloaf Key
- Cheap Hotels in Sugarloaf Key
- Kid Friendly Hotels in Sugarloaf Key
- Hotels with Pools in Sugarloaf Key
- Hotels with Balconies in Sugarloaf Key
- Oceanfront Hotels in Sugarloaf Key
- Pet Friendly Hotels in Sugarloaf Key
- Sugarloaf Key Hotels
- Houseboats in Sugarloaf Key
- Vacation Homes in Sugarloaf Key
- Rv Parks in Sugarloaf Key
- Resorts in Sugarloaf Key
- Treehouses in Sugarloaf Key
- Villas in Sugarloaf Key
- 5 Star Hotels in Lower Florida Keys
- Condos in Lower Florida Keys
- Cottages in Lower Florida Keys
- Beach Resorts & in Lower Florida Keys
- Kimpton Hotels in Lower Florida Keys
- Lower Florida Keys Hotels
- Vacation Homes in Lower Florida Keys
- 5 Star Hotels in Cudjoe Key
- B&B in Cudjoe Key
- Cottages in Cudjoe Key
- Beach Resorts & in Cudjoe Key
- Kid Friendly Hotels in Cudjoe Key
- Fishing Resorts & in Cudjoe Key
- Hotels with Pools in Cudjoe Key
- Pet Friendly Hotels in Cudjoe Key
- Romantic Getaways & Hotels in Cudjoe Key
- Cudjoe Key Hotels
- Rv Parks in Cudjoe Key
- Villas in Cudjoe Key
- Flights to Key West
- Flights to Sugarloaf Key
- Flights from Houston to Sugarloaf Key
- Flights from Minneapolis - St. Paul to Sugarloaf Key
- Flights from New York to Sugarloaf Key
- Flights from Atlanta to Lower Florida Keys
- Flights from Minneapolis - St. Paul to Lower Florida Keys
- Flights from New York to Lower Florida Keys
- Flights from Raleigh to Lower Florida Keys
- Flights from Richmond to Lower Florida Keys
- Flights from Tampa to Lower Florida Keys
- Flights to Cudjoe Key
- Flights from Austin to Cudjoe Key
- Flights from Las Vegas to Cudjoe Key
- Flights from Phoenix to Cudjoe Key
- Old Town Key West Vacations
- Audubon House and Tropical Gardens
- Ramrod Key Vacations
- Stock Island Vacations
- Smathers Beach
- Cow Key Vacations
- Dredgers Key Vacations
- Sombrero Beach
- Donkey Milk House
- Key West Historic District Vacations
- Big Pine Key Vacations
- Ernest Hemingway Home and Museum
- Robbie's
- Seven Mile Bridge
- South Beach
- Raccoon Key Vacations
- Marathon Vacations
- Key West Vacations
- Southernmost Point
- Mel Fisher Maritime Museum
- Clarence S. Higgs Memorial Beach Park
- Key West Golf Club
- Sugarloaf Key Vacations
- Fort Zachary Taylor Historic State Park
- Duval Street
- Summerland Key Vacations
- Little Torch Key Vacations
- Fleming Key Vacations
- Pigeon Key
- Uptown - Upper Duval Vacations
