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

Sunrise in Miami Suites
South Beach
Save 100% on your flight
per person
Jun. 22 - Jun. 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
per person
Jun. 12 - Jun. 17
found 1 day ago
Roundtrip non-stop 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.

Ocean Club Treasure Island Hotel
per person
May 25 - May 31
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

The Landon Bay Harbor - Miami Beach
Save 100% on your flight
per person
Jun. 24 - Jul. 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
Stay at this 3.5-star business-friendly hotel in Bay Harbor Islands. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Miami Beach Boardwalk and Aventura Mall are located nearby.

Hawks Cay Resort
Save 100% on your flight
per person
Jun. 21 - Jun. 28
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Book a stay at this beach 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 Little Conch Key and Walkers Island are located nearby.
Top Southwest Florida hotels deals

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
The price is CA $490 per night
CA $490
CA $600 total
includes taxes & fees
May 4 - May 5
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 $217 per night
CA $217
CA $286 total
includes taxes & fees
Apr 21 - Apr 22
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.

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
The price is CA $412 per night
CA $412
CA $515 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.

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 $332 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.

Sunseeker Resort Charlotte Harbor
5500 Sunseeker Way, 785, Punta Gorda, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $341 per night
CA $341
CA $444 total
includes taxes & fees
Apr 20 - Apr 21
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

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Free cancellation
Reserve now, pay when you stay
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Bradenton Beach and Cortez Beach are located nearby.
Don't see what you're looking for?
See all available properties in Southwest Florida
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 quaint 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 seaside or discover the area's beautiful sunsets.
Frequently asked questions
Photos of local treasures
Browse Southwest Florida vacation photos for more inspiration





Book a vacation to Southwest Florida
Most popular
Hotels
Beach Resorts & Hotels in South BeachAll Inclusive Resorts & Hotels in South FloridaBeach Resorts & Hotels in Clearwater BeachHotels in Treasure IslandHotels in International DriveHotels in ClearwaterAll Inclusive Resorts & Hotels in Fort Walton Beach - DestinAll Inclusive Resorts & Hotels in Sanibel Captiva IslandHotels in South FloridaWaterpark Hotels and Resorts in South FloridaHotels near Walt Disney World® Resort
Flights
Cars