Siesta Key Vacations 2025 from CA $703

Siesta Key flight + hotel packages

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

Highland Down Town Tampa

Old Seminole Heights

Save 100% on your flight

per person

Jan. 11 - Jan. 18

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 3.5-star vacation home in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Raymond James Stadium and Busch Gardens Tampa Bay are located nearby.

Ocean Club Treasure Island Hotel

per person

Feb. 16 - Feb. 23

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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 Wayland Condos By Barsala

per person

Jan. 25 - Feb. 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Stay at this 4-star aparthotel in St. Petersburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Tropicana Field and Salvador Dali Museum are located nearby.

Wyndham Grand Clearwater Beach

Save 100% on your flight

per person

Jan. 25 - Feb. 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Tampa (TPA)

Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Mar Bay Motel &Suites

Save 100% on your flight

per person

Jan. 25 - Feb. 1

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) 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.

Top Siesta Key hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

CA $171

CA $271 total

includes taxes & fees

4 Dec - 5 Dec

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 Siesta Key Beach and Lido Beach are located nearby.

Pool

Hot tub

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL

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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

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

CA $345

CA $437 total

includes taxes & fees

16 Dec - 17 Dec

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 Siesta Key Beach and Lido Beach are located nearby.

Pool

Hot tub

The Residences at Siesta Key Beach by Hyatt Vacation Club

915 Seaside Drive, Siesta Key, FL

CA $520

CA $659 total

includes taxes & fees

11 Dec - 12 Dec

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 Siesta Key Beach and Lido Beach are located nearby.

Pool

Breakfast included

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 Siesta Key Beach and Lido Beach are located nearby.

Kitchen

Pet-friendly

Siesta Key Beachside Villas

124 Columbus Blvd, Siesta Key, FL

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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.

Pool

Free WiFi

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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)

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

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 relaxing 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 $703. 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.