Siesta Key Vacations 2025 from CA $1,282

Siesta Key flight + hotel packages

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

Mar Bay Motel &Suites

Save 100% on your flight

per person

Mar. 10 - Mar. 17

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Tampa (TPA)

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

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Mar. 8 - Mar. 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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.

Barsala at Champions Walk

Save 100% on your flight

per person

Feb. 6 - Feb. 13

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

Stay at this 4-star aparthotel in Bradenton. Enjoy free WiFi, in-room washers/dryers, and in-room soaking tubs. Popular attractions Manatee Golf Course and Smugglers Cove Adventure Golf are located nearby.

The Avalon Club

Save 100% on your flight

per person

Feb. 13 - Feb. 16

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) 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.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Feb. 20 - Feb. 25

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Sarasota (SRQ)

Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Aluna Wellness Center & Spa and Anna Maria Sound are located nearby.

Top Siesta Key hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

CA $298

CA $416 total

includes taxes & fees

6 Jan - 7 Jan

Book a stay at this beach motel 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 Lido Beach and Siesta Key Beach are located nearby.

Pool

Hot tub

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL

Free cancellation

Reserve now, pay when you stay

CA $235

CA $298 total

includes taxes & fees

9 Jan - 10 Jan

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 Lido Beach and Siesta Key Beach are located nearby.

Pool

Kitchen

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

CA $629

CA $796 total

includes taxes & fees

16 Jan - 17 Jan

Stay at this 3-star 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 Lido Beach and Siesta Key Beach are located nearby.

Pool

Hot tub

The Residences at Siesta Key Beach by Hyatt Vacation Club

915 Seaside Drive, Siesta Key, FL

CA $732

CA $900 total

includes taxes & fees

22 Jan - 23 Jan

Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Pool

Breakfast included

Siesta Key Beachside Villas

124 Columbus Blvd, Siesta Key, FL

CA $281

CA $397 total

includes taxes & fees

6 Jan - 7 Jan

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 Lido Beach and Siesta Key Beach are located nearby.

Pool

Free WiFi

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

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Stay at this vacation home in Siesta Key. Enjoy a beach locale, an in-room coffeemaker, and air conditioning. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Kitchen

Pet-friendly

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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

4.5/5(75 reviews)

If a restful vacation is part of your travel plans, Siesta Key Beach might be the perfect place to seek out during your trip to Siesta Key. Amble around this quaint area's seaside or experience its live music.

Crescent Beach

5/5(5 reviews)

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 quaint area.

Point of Rocks

3/5(1 review)

Enjoy the beautiful sunsets and explore Point of Rocks, a lovely green space in Siesta Key. 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 $1,282. 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.