Siesta Key Vacation Packages 2025/2026 from $340

Siesta Key flight + hotel vacation packages

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

Mar Bay Motel &Suites

Save 100% on your flight

per person

Aug 28 - Sep 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Tampa (TPA)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Sep 20 - Sep 27

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Sarasota (SRQ)

Free WiFi in public areas, a terrace, and a garden are available at this resort. A snack bar/deli, a picnic area, and luggage storage are also on offer.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Sep 4 - Sep 8

found 11 hours ago

Roundtrip flight included

Austin (AUS) to Tampa (TPA)

This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Hotel Alba, Tapestry Collection by Hilton

Westshore

Save 100% on your flight

per person

Sep 4 - Sep 10

found 23 hours ago

Roundtrip flight included

Austin (AUS) to Sarasota (SRQ)

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Barsala At The Wayland Condos

Save 100% on your flight

per person

Sep 4 - Sep 8

found 11 hours ago

Roundtrip flight included

Austin (AUS) to Tampa (TPA)

This aparthotel features an outdoor pool and a gym. WiFi in public areas is free. Barbecue grills and a virtual front desk are also provided.

Top Siesta Key hotels deals

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL

Free Cancellation

Reserve now, pay when you stay

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This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.

Pool

Kitchen

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

Free Cancellation

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This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

Pool

Hot Tub

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

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This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also offered.

Pool

Hot Tub

Captiva Beach Resort

6772 Sara Sea Circle, Siesta Key, FL

Free Cancellation

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A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.

Pool

Kitchen

The Ringling Beach House

523 Beach Road, Siesta Key, FL

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An outdoor pool, free self parking, and concierge services are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.

Pool

Kitchen

Siesta Key Beachside Villas

124 Columbus Blvd, Siesta Key, FL

Free Cancellation

Reserve now, pay when you stay

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An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

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

Southwest Florida featuring general coastal views and a beach as well as a large group of people

Siesta Key Beach

4.5/5(1,425 reviews)

The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.

Crescent Beach

4.5/5(146 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

4.5/5(31 reviews)

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 $340. 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.