Siesta Key Village Vacation Packages 2026 from $489

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

$489

per person

Dec 6 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Saddlebrook Resort

Wesley Chapel South

$854

per person

Jan 15 - Jan 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

A golf course, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Family-friendly amenities include a children's pool and kid-friendly dining, along with hiking/biking trails. Enjoy the 15 outdoor tennis courts and perks like free WiFi.

Innisbrook Resort

$610

per person

Dec 5 - Dec 12

found 2 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

This Tudor resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 6 outdoor pools and perks like free WiFi.

Cedar Cove Resort and Cottages

$1,363

per person

Dec 9 - Dec 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

Las Palmas by beachside Management

$5,437

per person

Jan 4 - Jan 8

found 16 hours ago

Roundtrip flight included

Detroit (DTW) to Tampa (TPA)

This vacation home features an outdoor pool and a hot tub. A picnic area and barbecue grills are also provided.

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$208 nightly

$235 total

Nov 16 - Nov 17

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

$138 nightly

$156 total

Dec 1 - Dec 2

Total with taxes and fees

This hotel's 3 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

$211 nightly

$239 total

Nov 29 - Nov 30

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

Beachfront Luxury - Resort Pool - Steps to Village

Siesta Key FL

Get rates

A water park and an outdoor pool are featured at this smoke-free vacation home. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Kitchen

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$70 nightly

$79 total

Dec 1 - Dec 2

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, free WiFi in public areas, and valet parking. 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

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$203 total

Nov 29 - Nov 30

Total with taxes and fees

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, a picnic area, and luggage storage are also on offer.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Siesta Key Village

View all properties

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.

Stay near popular Siesta Key Village attractions

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 lively bars.

See properties

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 $489. 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.