Siesta Key Village Vacation Packages 2026 from $552

Siesta Key Village flight + hotel vacation packages

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

Saddlebrook Resort

Wesley Chapel South

Save 100% on your flight

$552

per person

Mar 12 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy the 2 outdoor pools and perks like free WiFi.

Delray House With Hot tub & Game Room

Palm River-Clair Mel

Save 100% on your flight

$598

per person

Mar 12 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, free self parking, and a virtual front desk are featured at this vacation home. Dry cleaning is also provided.

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Town 'n' Country

$616

per person

Mar 12 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, free self parking, and laundry facilities are featured at this villa. Barbecue grills and a virtual front desk are also provided.

Family Home Tampa

Forest Hills

$721

per person

Mar 12 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This guesthouse includes a garden and a virtual front desk. Take advantage of the free self parking.

Hotel Tampa Riverwalk

Downtown Tampa

Save 100% on your flight

$892

per person

Mar 12 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and wedding services.

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$237 nightly

$268 total

Jan 11 - Jan 12

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.

Pool

Hot Tub

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$205 total

Jan 13 - Jan 14

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.

Pool

Hot Tub

Siesta Key Beachside Villas

124 Columbus Blvd Siesta Key FL

$198 nightly

$223 total

Jan 11 - Jan 12

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.

Pool

Free WiFi

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$168 total

Jan 28 - Jan 29

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.

Pool

Hot Tub

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

$164 nightly

$185 total

Jan 11 - Jan 12

Total with taxes and fees

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

Pool

Kitchen

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free Cancellation

Reserve now, pay when you stay

$227 nightly

$256 total

Jan 19 - Jan 20

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.

Pool

Breakfast included

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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 $552. 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.