Siesta Key Village Vacation Packages 2025 from $426

Siesta Key Village flight + hotel vacation packages

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

Days Inn by Wyndham St. Petersburg / Tampa Bay Area

Lealman

per person

Jun 15 - Jun 20

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. Traveling on business? Take advantage of the express check-out, conference center, and conference space. There's an outdoor pool on site, and laundry facilities and wedding services are also offered.

The Avalon Club

Save 100% on your flight

per person

Jun 15 - Jun 20

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. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Jun 22 - Jun 27

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.

Cedar Cove Resort and Cottages

Save 100% on your flight

per person

Jun 26 - Jul 3

found 2 days ago

Roundtrip non-stop flight included

Boston (BOS) to Sarasota (SRQ)

This hotel 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.

Pelican Pointe Clearwater Beach Hotel

per person

Jun 15 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

An outdoor pool is featured at this hotel, along with free WiFi in public areas and laundry facilities.

Top Siesta Key Village hotels deals

Siesta Key Beach Resort and Suites

5311 Ocean Blvd, Siesta Key, FL

$307

includes taxes & fees

$271 per night

Jun 2 - Jun 3

This motel 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

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

Get rates

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.

Pool

Hot Tub

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

Free Cancellation

Reserve now, pay when you stay

$335

includes taxes & fees

$296 per night

Jun 3 - Jun 4

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 a picnic area 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

$325

includes taxes & fees

$288 per night

May 13 - May 14

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

Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

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Stay at this apartment in Siesta Key. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Kitchen

Kompose Boutique Hotel

965 University Pkwy, Sarasota, FL

Free Cancellation

Reserve now, pay when you stay

$98

includes taxes & fees

$87 per night

May 11 - May 12

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.

Pool

Hot Tub

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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 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 $426. 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.