Book Exclusive Monroe County Vacation Packages

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Search vacation packages deals in Monroe County's top destinations

A beach with palm trees, people sunbathing, and a resort in the background.

Key West

Vacations
Key West

Monroe County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Luxuri Suites

Luxuri Suites

3 out of 5
South Beach
Price was CA $1,422, price is now CA $753 per person
CA $753
per person
Sep 23 - Sep 30
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, Netflix, and satellite TV channels. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Residence Inn by Marriott West Palm Beach

Residence Inn by Marriott West Palm Beach

3 out of 5
Villages of Palm Beach Lakes
Price was CA $2,067, price is now CA $1,147 per person
CA $1,147
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Lauderdale (FLL)
Book a stay at this business-friendly hotel in West Palm Beach. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Port of Palm Beach and CACTI Park of the Palm Beaches are located nearby.
Viscay Hotel

Viscay Hotel

2.5 out of 5
South Beach
Price was CA $4,192, price is now CA $2,329 per person
CA $2,329
per person
Oct 27 - Nov 1
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a business center, and daily housekeeping. Popular attractions Collins Avenue Shopping Area and Ocean Drive 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 $21,356, price is now CA $12,168 per person
CA $12,168
per person
Sep 25 - Sep 29
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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.
Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was CA $2,520, price is now CA $1,440 per person
CA $1,440
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Miami Beach Boardwalk and Lincoln Road Mall are located nearby.

Top Monroe County hotels deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free cancellation
Reserve now, pay when you stay
The price is CA $190 per night
CA $190
CA $315 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this spa 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.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free cancellation
Reserve now, pay when you stay
The price is CA $205 per night
CA $205
CA $332 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and Lorelei Restaurant & Cabana Bar are located nearby.
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Free cancellation
Reserve now, pay when you stay
The price is CA $304 per night
CA $304
CA $426 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Vaca Key are located nearby.
Pool
Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
The price is CA $148 per night
CA $148
CA $211 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Free cancellation
Reserve now, pay when you stay
The price is CA $256 per night
CA $256
CA $394 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this luxury hotel in Marathon. 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 Little Conch Key and Walkers Island are located nearby.
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
The price is CA $198 per night
CA $198
CA $311 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
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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.

Stay near popular Monroe County attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.
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Photos of local treasures

Browse Monroe County vacation photos for more inspiration

A waterfront promenade with multi-story buildings, palm trees, and a clear blue sky.
An aerial view of a coastal city with a marina, clear blue waters, and a mix of residential and commercial buildings.
A bridge connecting two landmasses over turquoise waters, surrounded by clear skies and a sunset.
A calm waterfront with a boat docked, palm trees, and a white fence.
An aerial view of a coastal area with a marina, tennis courts, a baseball field, and surrounding greenery.

Frequently asked questions

How much are vacation packages to Monroe County?
Your vacation dreams can come true in Monroe County from an impressive CA $753. 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.