Book Exclusive Monroe County Vacation Packages

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Key West

Vacations
Key West

Monroe County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $2,020, price is now CA $815 per person
CA $815
per person
Jul 3 - Jul 6
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Stay at this apartment in Fort Lauderdale. Enjoy free WiFi, 12 outdoor pools, and valet parking (surcharge). Popular attractions Fort Lauderdale Beach and Las Olas Boulevard are located nearby.
Brickell Bay 3505

Brickell Bay 3505

3 out of 5
Brickell
Price was CA $1,917, price is now CA $830 per person
CA $830
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this apartment in Miami. Enjoy free WiFi, free parking, and 12 outdoor pools. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was CA $2,084, price is now CA $937 per person
CA $937
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
Book a stay at this luxury apartment in Miami. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Bayside Marketplace and Kaseya Center are located nearby.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was CA $9,563, price is now CA $4,383 per person
CA $4,383
per person
Aug 5 - Aug 10
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
Book a stay at this beach aparthotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and laundry facilities. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
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 CA $17,798, price is now CA $8,589 per person
CA $8,589
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Book a stay at this luxury aparthotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Top Monroe County hotels deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free cancellation
Reserve now, pay when you stay
The price is CA $197 per night
CA $197
CA $299 total
May 27 - May 28
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Free cancellation
Reserve now, pay when you stay
The price is CA $302 per night
CA $302
CA $395 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby.
On private beach
Pool
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free cancellation
The price is CA $271 per night
CA $271
CA $405 total
Jun 8 - Jun 9
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Spa
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
The price is CA $310 per night
CA $310
CA $436 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
The price is CA $249 per night
CA $249
CA $358 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2 out of 5
527 Caribbean Drive Key Largo FL
Free cancellation
Reserve now, pay when you stay
The price is CA $171 per night
CA $171
CA $231 total
May 31 - Jun 1
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby.
Pool
Hot tub
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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.

Photos of local treasures

Browse Monroe County vacation photos for more inspiration

Monroe County
Aerial panorama Key West Florida stock image
Florida Keys Bridge, beautiful sunset aerial view
Tropical landscape with palm trees reflected in a canal at sunrise, in Key West, Florida.
Village of Islands Founders Park Aerial View Islamorada

Frequently asked questions

How much are vacation packages to Monroe County?
Your vacation dreams can come true in Monroe County from an impressive CA $815. Packages include flights and hotels, so organizing everything should be nice and easy. The only thing you'll have to focus on is having an incredible time.
Where can I get the best vacation package deals for Monroe County?
There's no need to look any further than Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, it's easy to put together a Monroe County package deal that ticks all your boxes.
Why should I purchase my Monroe County vacation bundle with Travelocity?
Fantastic savings, an abundance of enticing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Monroe County car rental if I combine it with a hotel or flight?
Combining your bookings into a Monroe County vacation package will save you a handsome sum. Book a flight and car; a car, flight and hotel; or a car and hotel. There's no better way to explore the greater Monroe County area than with your own set of wheels. You can also add tours and experiences to your Travelocity package.
What is there to do in Monroe County?
A diverse and exciting destination, Monroe County is home to some wonderful tourist attractions. Sombrero Beach and Jimmy Johnson's Big Chill are among the most renowned here.