Siesta Key Village Vacation Packages 2026 from $451

Siesta Key Village flight + hotel vacation packages

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

ChartHouse Clearwater Beach Marina Hotel

Save 100% on your flight

$451

per person

Jun 7 - Jun 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. A rooftop terrace is on site, and self parking and a 24-hour front desk are also offered.

Mar Bay Motel &Suites

$637

per person

Jun 15 - Jun 21

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

$888

per person

Jun 12 - Jun 15

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 snack bar/deli are also on offer.

Surf Beach Treasure Island Resort

Save 100% on your flight

$1,305

per person

Jul 8 - Jul 15

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and laundry facilities are also on offer.

The Avalon Club

Save 100% on your flight

$733

per person

Jun 7 - Jun 10

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. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$286 total

per night

May 25 - May 26

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

$262 total

per night

May 12 - May 13

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

Free Cancellation

Reserve now, pay when you stay

$297 total

per night

May 25 - May 26

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

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Free Cancellation

$85 total

per night

May 10 - May 11

This hotel features an outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Pool

Parking included

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$114 total

per night

May 7 - May 8

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

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free Cancellation

Reserve now, pay when you stay

$219 total

per night

May 19 - May 20

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

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.

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 lively bars.

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 $451. 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.