Siesta Key Beach Vacation Deals: Siesta Key Beach, Siesta Key Vacations

Siesta Key Beach vacation package deals

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

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Jul 21 - Jul 24

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

The Avalon Club

Save 100% on your flight

per person

Jun 19 - Jun 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

The Residences at Siesta Key Beach by Hyatt Vacation Club

Save 100% on your flight

per person

Jun 17 - Jun 24

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

This aparthotel features an outdoor pool and a 24-hour gym. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free valet parking.

Captiva Beach Resort

Save 100% on your flight

per person

Jun 11 - Jun 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

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.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Pelican Post at Anna Maria Island Inn

Save 100% on your flight

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

This apartment features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden and barbecue grills are also provided.

Frequently asked questions

How much are vacation packages to Siesta Key Beach?

Let Travelocity take the trouble out of organizing your visit to Siesta Key Beach. Check out our handy $757 package deal and save both time and money. With your hotel and flights sorted, you can channel your energy into planning the fun parts of your getaway — like getting to those can’t-miss attractions!

Where can I get the best vacation package deals for Siesta Key Beach?

It’s simple — head to Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, it’s a piece of cake to find a Siesta Key Beach package deal that suits your travel style.

Why should I book my Siesta Key Beach vacation bundle via Travelocity?

With top-quality service, customer support available 24/7 and some of the most amazing escapes around, you’ll never wander alone. And if you find a lower price, we’ll match it. That’s our Price Match Guarantee.

Top Siesta Key Beach hotel deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

$307

includes taxes & fees

$271 per night

Jun 2 - Jun 3

This motel 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.

Amazing view of the Gulf!! Siesta Key at its best.

A gym is featured at this condo, along with laundry facilities and barbecue grills.

The Ringling Beach House

523 Beach Road, Siesta Key, FL

$336

includes taxes & fees

$297 per night

May 4 - May 5

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.

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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.