Siesta Key Vacations 2025/2026 from CA $390

Siesta Key flight + hotel packages

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

Hotel Alba, Tapestry Collection by Hilton

Westshore

Save 100% on your flight

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

per person

Sep 3 - Sep 8

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Barsala At The Wayland Condos

Save 100% on your flight

per person

Aug 30 - Sep 6

found 11 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

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

The Pointe Condos by Barsala

Port Tampa City

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per person

Aug 22 - Aug 25

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

Stay at this 4.5-star luxury aparthotel in Tampa. Enjoy free parking, in-room washers/dryers, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions Picnic Island Park and Picnic Island Beach are located nearby.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Sep 3 - Sep 8

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

Stay at this 3-star beach resort in Holmes Beach. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and Bean Point 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 $197

CA $254 total

Aug 11 - Aug 12

includes taxes & fees

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

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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.

Pool

Hot tub

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

Free cancellation

Reserve now, pay when you stay

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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.

SeaSpray Resort

574 Canal Rd, Siesta Key, FL

Free cancellation

Reserve now, pay when you stay

CA $380

CA $430 total

Aug 4 - Aug 5

includes taxes & fees

Stay at this 4-star aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

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

CA $2,061

CA $3,821 total

Jul 27 - Jul 28

includes taxes & fees

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

The Ringling Beach House

523 Beach Road, Siesta Key, FL

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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

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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 $390. 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.