Siesta Key Vacations 2025 from CA $1,052

Siesta Key flight + hotel packages

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

Legacy Vacation Resorts - Indian Shores

Save 100% on your flight

per person

Jun. 18 - Jun. 25

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this 3-star beach aparthotel in Indian Shores. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Wesley Chapel South

Save 100% on your flight

per person

May 13 - May 20

found 18 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Tampa (TPA)

Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

The Avalon Club

Save 100% on your flight

per person

May 19 - May 24

found 9 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) 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.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

May 19 - May 24

found 9 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) 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.

FUSION Resort Waterfront Suites

Save 100% on your flight

per person

May 28 - Jun. 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

Stay at this 3.5-star aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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.

Top Siesta Key hotels deals

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL

Free cancellation

Reserve now, pay when you stay

CA $220

CA $280 total

includes taxes & fees

Apr 23 - Apr 24

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

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

CA $446

CA $581 total

includes taxes & fees

May 5 - May 6

Stay at this 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 Breeze Resort

140 Columbus Blvd., Siesta Key, FL

Free cancellation

Reserve now, pay when you stay

CA $473

CA $599 total

includes taxes & fees

Apr 14 - Apr 15

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 Ringling Beach House

523 Beach Road, Siesta Key, FL

CA $514

CA $722 total

includes taxes & fees

Apr 16 - Apr 17

Stay at this 3.5-star 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.

Pool

Kitchen

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Get rates

Book a stay at this family-friendly vacation home in Siesta Key. Enjoy private pools, a water park, and balconies. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Hot tub

Captiva Beach Resort

6772 Sara Sea Circle, Siesta Key, FL

Free cancellation

Reserve now, pay when you stay

CA $249

CA $328 total

includes taxes & fees

May 1 - May 2

Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. 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

Kitchen

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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 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 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 $1,052. 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.