Plan, book, travel with confidence
Better together
Save up to CA $775 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Southwest Florida Vacation Deals
Price found within the past 48 hours. Click for updated prices.
1 Hotel South Beach
South Beach
per person
Aug. 17 - Aug. 23
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (1,012 reviews)
Our experience here was excellent. Housekeeping was exceptionally great! The customer service and attention to detail was outstanding.
Reviewed on May 31, 2024
Holiday Isle Yacht Club
East Fort Lauderdale
Save 100% on your flight
per person
Jul. 15 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
9.2/10 Wonderful! (72 reviews)
Very nice place to stay near the beach l, very beautiful view of bay from room balcony
Reviewed on May 27, 2024
Amazing Apartments at H Beach House
Hollywood Beach
Save 100% on your flight
per person
Aug. 17 - Aug. 23
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (10 reviews)
We are very disappointed because the last 2 days of our stay a scaffolding was hunging for our full, out side balcony, to do maintenance of which we were not informed in any way, a jackhammer was drilled into the foundation, which greatly disturbed our peace and quiet due to the enormous noise and our privacy. We have a video recording of that and we believe we should receive compensation for this. We were literally chased out of our apartment.
Reviewed on May 3, 2024
Where to stay in Southwest Florida
Find the best Southwest Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Florida
Siesta Key Village
4.5/5(12 area reviews)
One reason travelers love spending time in Siesta Key Village is the stunning beaches, and Siesta Key Beach is a top place to visit.
Southwest Florida Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Jun. 11 to Jun. 12
CA $119
CA $153 total
includes taxes & fees
Jun 11 - Jun 12
8.8/10 Excellent! (3,424 reviews)
"Should be allowed to smoke on property at minimum"
Reviewed on May 29, 2024
Hyatt Regency Sarasota
1000 Blvd Of The Arts, Sarasota, FL
Fully refundable
The price is CA $217 per night from Jun. 9 to Jun. 10
CA $217
CA $291 total
includes taxes & fees
Jun 9 - Jun 10
8/10 Very Good! (1,007 reviews)
Wonderful hotel
"I enjoyed my stay at this hotel from the staff to the amenities, the pool, restaurant and the comfortable room. My only issue was the elevators. They were extremely slow and very small considering most people had luggage with them. Everything else was wonderful!"
Reviewed on May 27, 2024
The Westin Sarasota
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from Jun. 10 to Jun. 11
CA $285
CA $352 total
includes taxes & fees
Jun 10 - Jun 11
8.6/10 Excellent! (1,008 reviews)
"Stayed one night and it was great. Staff helpful and courteous."
Reviewed on May 30, 2024
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.
Frequently asked questions
Other vacations you might like
Hotels
Flights
Activities
Packages
Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.