Cheap Vacations in Lower Sugarloaf Key

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3-night Lower Sugarloaf Key vacations

Prices and availability subject to change. Additional terms may apply.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
per person
Jun 8 - Jun 11
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Mondrian South Beach

Mondrian South Beach

4.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fortuna Hotel

Fortuna Hotel

3 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 19
Roundtrip flight included
New York (JFK) to Miami (MIA)
Ocean Villas of Deerfield

Ocean Villas of Deerfield

2.5 out of 5
Save 100% on your flight
per person
May 28 - May 31
Roundtrip flight included
New York (LGA) to Miami (MIA)
Kimpton EPIC Hotel, an IHG Hotel

Kimpton EPIC Hotel, an IHG Hotel

5 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Fortune House Hotel Suites

Fortune House Hotel Suites

4 out of 5
Save 100% on your flight
per person
Jun 6 - Jun 9
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
May-Dee Suites

May-Dee Suites

2.5 out of 5
per person
Jun 8 - Jun 11
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)

4-night Lower Sugarloaf Key vacations

Prices and availability subject to change. Additional terms may apply.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
per person
Jun 12 - Jun 16
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
per person
Jun 19 - Jun 23
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Mayfair House Hotel & Garden

Mayfair House Hotel & Garden

4.5 out of 5
Save 100% on your flight
per person
May 29 - Jun 2
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 11
Roundtrip flight included
New York (JFK) to Miami (MIA)
B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fortune House Hotel Suites

Fortune House Hotel Suites

4 out of 5
Save 100% on your flight
per person
May 29 - Jun 2
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
EAST Miami

EAST Miami

4.5 out of 5
Save 100% on your flight
per person
May 29 - Jun 2
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Holiday Isle Yacht Club

Holiday Isle Yacht Club

2.5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fort Lauderdale Beach Resort by Vacatia

Fort Lauderdale Beach Resort by Vacatia

4.5 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Kimpton Angler's Hotel, an IHG Hotel

Kimpton Angler's Hotel, an IHG Hotel

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Save 100% on your flight
per person
May 26 - May 30
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 19
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

5-night Lower Sugarloaf Key vacations

Prices and availability subject to change. Additional terms may apply.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
per person
Jun 18 - Jun 23
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
per person
Jun 7 - Jun 12
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 12
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Save 100% on your flight
per person
May 30 - Jun 4
Roundtrip flight included
Newark (EWR) to Miami (MIA)
B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
Save 100% on your flight
per person
May 27 - Jun 1
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Best Florida Resort

Best Florida Resort

2 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 24
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Fort Lauderdale Beach Resort by Vacatia

Fort Lauderdale Beach Resort by Vacatia

4.5 out of 5
Save 100% on your flight
per person
May 30 - Jun 4
Roundtrip flight included
New York (NYC) to Miami (MIA)
Ocean Villas of Deerfield

Ocean Villas of Deerfield

2.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 24
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 22
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Kimpton EPIC Hotel, an IHG Hotel

Kimpton EPIC Hotel, an IHG Hotel

5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 22
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
EAST Miami

EAST Miami

4.5 out of 5
Save 100% on your flight
per person
Jun 17 - Jun 22
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fortune House Hotel Suites

Fortune House Hotel Suites

4 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 23
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

6-7 night Lower Sugarloaf Key vacations

Prices and availability subject to change. Additional terms may apply.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
per person
Jun 2 - Jun 8
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
per person
Jun 2 - Jun 8
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Ocean Villas of Deerfield

Ocean Villas of Deerfield

2.5 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Broadmore Miami Beach

Broadmore Miami Beach

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip flight included
New York (NYC) to Miami (MIA)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Save 100% on your flight
per person
Jun 2 - Jun 8
Roundtrip flight included
Newark (EWR) to Miami (MIA)
May-Dee Suites

May-Dee Suites

2.5 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 21
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Holiday Inn Express Hotel & Suites Ft. Lauderdale-Plantation, an IHG Hotel

Holiday Inn Express Hotel & Suites Ft. Lauderdale-Plantation, an IHG Hotel

2.5 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Fortune House Hotel Suites

Fortune House Hotel Suites

4 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 21
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
EAST Miami

EAST Miami

4.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 21
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Hampton Inn Miami Beach - Mid Beach, FL

Hampton Inn Miami Beach - Mid Beach, FL

2.5 out of 5
Save 100% on your flight
per person
May 26 - Jun 1
Roundtrip flight included
Detroit (DTW) to Miami (MIA)

Flight deals to Lower Sugarloaf Key

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jun 13 - Thu, Jun 13
TPA
Tampa
EYW
Key West
$207 Roundtrip, found 16 hours ago
$207
Roundtrip
found 16 hours ago
Select Silver Airways flight, departing Thu, Jun 13 from Tampa to Key West, returning Thu, Jun 13, priced at $207 found 16 hours ago
Tue, Jul 30 - Sat, Aug 3
ORD
Chicago
EYW
Key West
$225 Roundtrip, found 19 hours ago
$225
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Jul 30 from Chicago to Key West, returning Sat, Aug 3, priced at $225 found 19 hours ago
Mon, Jul 8 - Fri, Aug 9
LGA
New York
EYW
Key West
$226 Roundtrip, found 4 days ago
$226
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Jul 8 from New York to Key West, returning Fri, Aug 9, priced at $226 found 4 days ago

Top rated hotels for your Lower Sugarloaf Key vacation

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
13.4 mi from city center
The price is $289 per night
$289
per night
Apr 29 - Apr 30
With a stay at Havana Cabana at Key West in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street.
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
16.05 mi from city center
The price is $359 per night
$359
per night
Apr 28 - Apr 29
With a stay at Southernmost Beach Resort, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Pool
Breakfast available
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
14.52 mi from city center
The price is $294 per night
$294
per night
May 13 - May 14
Located in Key West, Margaritaville Beach House Key West is by the ocean, within a 5-minute drive of Smathers Beach and Clarence S. Higgs Memorial Beach Park.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.