Siesta Key Village Vacation Packages 2026 from $385

Siesta Key Village flight + hotel vacation packages

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

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$385

per person

Jul 30 - Aug 2

found 2 days ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

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

CW Hotel

Save 100% on your flight

$529

per person

Aug 20 - Aug 23

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.

The Avalon Club

Save 100% on your flight

$1,551

per person

Jul 29 - Aug 3

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Tampa (TPA)

This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Cedar Cove Resort and Cottages

Save 100% on your flight

$865

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

This resort 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.

Villa Valentino Luxury 8BR Villa & Pool

Allen's Ridge

Save 100% on your flight

$1,972

per person

Aug 20 - Aug 23

found 1 day ago

Roundtrip flight included

Cleveland (CLE) to Tampa (TPA)

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

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$241 nightly

$273 total

Jun 24 - Jun 25

Total with taxes and fees

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.

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

Free Cancellation

Reserve now, pay when you stay

$187 nightly

$212 total

Jun 21 - Jun 22

Total with taxes and fees

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.

Siesta Key Beachside Villas

124 Columbus Blvd Siesta Key FL

Free Cancellation

Reserve now, pay when you stay

$215 nightly

$243 total

Jun 23 - Jun 24

Total with taxes and fees

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.

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$78 total

Jun 24 - Jun 25

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free Cancellation

Reserve now, pay when you stay

$171 nightly

$193 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. Free WiFi in public areas, a snack bar/deli, and a communal living room are also on offer.

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Free Cancellation

Reserve now, pay when you stay

$230 nightly

$260 total

Jun 28 - Jun 29

Total with taxes and fees

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area 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.

Popular places to visit

Siesta Key Farmers Market

You can enjoy retail therapy at Siesta Key Farmers Market during your trip to Siesta Key. Amble around this quaint area's beautiful beaches and enjoy its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Siesta Key Village?

Adventure calls in Siesta Key Village, with Travelocity vacation packages starting at just $385. In addition to hotels and flights, these amazing deals make it a cinch to visit all corners of the globe.

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

There's no need to look any further than Travelocity. With 400 partner airlines and 1,000,000 properties worldwide, it's a piece of cake to put together a Siesta Key Village package deal that appeals to your wanderlust.

Why should I purchase my Siesta Key Village vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any better price you find. Add to that our 24/7 customer support and top-shelf service and the vacation you've been dreaming of is well within reach.

Will I save money on my Siesta Key Village car rental if I bundle it with hotels and flights?

You certainly can — and if you also add a tour to your Siesta Key Village vacation package, you'll save some more. With an affordable package from Travelocity, you can find things to do in the region that are right for you. Then, hop in your rental car and work your way through the list. Universal Studios Florida is one much-loved sight to visit. You'll find it 110 mi from Siesta Key Village.