Siesta Key Village Vacation Packages 2025/2026 from $432

Siesta Key Village flight + hotel vacation packages

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

Embassy Suites by Hilton Sarasota, FL

Central Sarasota

Save 100% on your flight

per person

Sep 21 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free on-the-go breakfast.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Oct 7 - Oct 11

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.

Wyndham Grand Clearwater Beach

Save 100% on your flight

per person

Sep 21 - Sep 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-out, and valet parking. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Captiva Beach Resort

Save 100% on your flight

per person

Oct 5 - Oct 11

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.

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, express check-out, and laundry service. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

$232 nightly

$262 total

Aug 10 - Aug 11

Total includes 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

$250 nightly

$282 total

Aug 14 - Aug 15

Total includes 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.

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

$2,482 nightly

$2,775 total

Jul 27 - Jul 28

Total includes taxes and fees

A water park and a hot tub are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and onsite laundry facilities.

Siesta Key Beachside Villas

124 Columbus Blvd, Siesta Key, FL

Free Cancellation

Reserve now, pay when you stay

$235 nightly

$265 total

Aug 10 - Aug 11

Total includes 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

$85 nightly

$96 total

Aug 3 - Aug 4

Total includes 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. Enjoy the hot tub and perks like free self parking.

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$204 total

Jul 17 - Jul 18

Total includes taxes and fees

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.

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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 $432. 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.