Siesta Key Vacations 2026 from CA $652

Siesta Key flight + hotel packages

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

Mar Bay Motel &Suites

CA $652

per person

Jul 30 - Aug 3

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.

CW Hotel

CA $2,057

per person

Aug 29 - Sep 5

found 1 hour ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

The Marker

CA $2,705

per person

Aug 29 - Sep 5

found 1 hour ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Clearwater Beach and Beach Walk are located nearby.

ChartHouse Clearwater Beach Marina Hotel

CA $1,659

per person

Aug 29 - Sep 5

found 1 hour ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Cedar Cove Resort and Cottages

CA $1,899

per person

Aug 24 - Aug 30

found 15 hours ago

Roundtrip flight included

Montreal (YUL) to Tampa (TPA)

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bean Point Beach and Anna Maria Beach are located nearby.

Top Siesta Key hotels deals

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Free cancellation

Reserve now, pay when you stay

CA $240

CA $341 total

Jun 29 - Jun 30

includes taxes & fees

Book a stay at this 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.

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

CA $272

CA $386 total

Jun 24 - Jun 25

includes taxes & fees

Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

Free cancellation

Reserve now, pay when you stay

CA $259

CA $328 total

Jun 30 - Jul 1

includes taxes & fees

Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Azul Resort Siesta Key

1105 Point of Rocks Rd Siesta Key FL

Free cancellation

Reserve now, pay when you stay

CA $233

CA $264 total

Jun 29 - Jun 30

includes taxes & fees

Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Siesta Key Beachside Villas

124 Columbus Blvd Siesta Key FL

CA $235

CA $344 total

Jun 24 - Jun 25

includes taxes & fees

Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

The Ringling Beach House

523 Beach Road Siesta Key FL

CA $330

CA $517 total

Jun 24 - Jun 25

includes taxes & fees

Stay at this apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido 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.

Popular places to visit

Siesta Key Beach

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.

Crescent Beach

Why not spend a carefree afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this relaxing area.

Siesta Key Marina

Explore the waterfront in Siesta Key with a trip to Siesta Key Marina. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Frequently asked questions

How much are vacation packages to Siesta Key?

You can pick up a great hotel and flight bundle for as little as CA $652. With one of our Travelocity vacation packages, an escape to Siesta Key has never looked so enticing! Save your time and money and then start packing those bags.

Where can I get the best vacation package deals for Siesta Key?

You'll find an amazing range of Siesta Key package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, putting together the ultimate escape will be a breeze.

Why should I book my Siesta Key vacation bundle with Travelocity?

We have experiences and destinations to suit every kind of globetrotter, excellent service and 24/7 customer support. On top of that, we'll match any lower price you happen to find with our Price Match Guarantee.

Can I save money on my Siesta Key car rental if I combine it with a hotel or flight?

You sure can with our Siesta Key vacation packages. With one of these, there are loads of ways to make your vacation budget go further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings pile up. With your own set of wheels, all the popular sights in and around Siesta Key are a fun road trip away.