
Book Exclusive Florida Keys Vacation Packages

Florida Keys flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was CA $4,751, price is now CA $2,019 per person
CA $2,019
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a private beach, and 3 bars/lounges. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Bentley Hotel South Beach
South Beach
Price was CA $6,029, price is now CA $2,735 per person
CA $2,735
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $18,886, price is now CA $8,710 per person
CA $8,710
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this 5-star luxury condo 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.

Park Central South Beach
South Beach
Price was CA $5,004, price is now CA $2,402 per person
CA $2,402
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this 4-star historic resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Maison Felix
North Beach
Price was CA $6,018, price is now CA $3,029 per person
CA $3,029
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy a 24-hour front desk, daily housekeeping, and a garden. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Top Florida Keys hotels deals

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $195 per night
CA $195
CA $313 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 5-star 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 MoradaWay Arts & Cultural District are located nearby.
On private beach
Pool

Reefhouse Resort & Marina
103800 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $307 per night
CA $307
CA $401 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 3.5-star beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the bar in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby.
On private beach
Pool

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $405 per night
CA $405
CA $533 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby.
On private beach
Pool

Isla Bella Beach Resort & Spa
1 Knights Key Boulevard, MM 47, Marathon, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $339 per night
CA $339
CA $461 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 5-star 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

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $303 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $166 per night
CA $166
CA $266 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 3.5-star 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
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.
Popular places to visit

Duval Street
4.5/5(161 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.

Southernmost Point
4/5(160 reviews)
You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.

Mallory Square
4.5/5(148 reviews)
You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's seaside or experience its lively festivals.
Frequently asked questions
Photos of local treasures
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