
Book Exclusive Southwest Florida Vacation Packages
Southwest Florida flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

BEST DEAL! 2BR Modern Beachfront Ocean Drive WiFi
South Beach
Save 100% on your flight
per person
May 13 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this 3-star business-friendly vacation home in Miami Beach. Enjoy free parking, laundry facilities, and cable TV channels. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
per person
Jun. 6 - Jun. 9
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Miami Beach Boardwalk are located nearby.

The Avalon Club
per person
Jun. 11 - Jun. 18
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Henrosa Hotel
South Beach
Save 100% on your flight
per person
Jun. 19 - Jun. 24
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
Save 100% on your flight
per person
May 5 - May 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Miami (MIA)
Stay at this 4-star luxury hotel in Fort Lauderdale. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
Top Southwest Florida hotels deals

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
The price is CA $460 per night
CA $460
CA $568 total
includes taxes & fees
May 1 - May 2
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
Pool
Hot tub

Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $212 total
includes taxes & fees
Apr 30 - May 1
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square are located nearby.
Pool
Free WiFi

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
The price is CA $413 per night
CA $413
CA $516 total
includes taxes & fees
Apr 27 - Apr 28
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Pool
Spa

Sunseeker Resort Charlotte Harbor
5500 Sunseeker Way, 785, Punta Gorda, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $336 per night
CA $336
CA $438 total
includes taxes & fees
Apr 17 - Apr 18
Stay at this 4.5-star luxury resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Pool
Hot tub

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $266 per night
CA $266
CA $333 total
includes taxes & fees
Apr 21 - Apr 22
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Kitchen

Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
The price is CA $406 per night
CA $406
CA $514 total
includes taxes & fees
Apr 29 - Apr 30
Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Pool
Hot tub
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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.
Popular places to visit

Siesta Key Beach
4.5/5(75 reviews)
Nothing says vacation like spending a lazy day at Siesta Key Beach, a popular beach in Siesta Key. Amble around this relaxing area's seaside or experience its live music.

Lido Beach
4.5/5(46 reviews)
Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

St. Armands Circle
4.5/5(49 reviews)
When you visit St. Armands Circle, a favorite shopping spot in Sarasota, you can find the perfect gifts to bring home. Stroll along the beautiful beaches or discover the area's beautiful sunsets.
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