Siesta Key Village Vacation Packages 2026 from $625

Siesta Key Village flight + hotel vacation packages

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

The Sarasota Modern, a Tribute Portfolio Hotel

Central Sarasota

Save 100% on your flight

$625

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

This smoke-free hotel features 3 outdoor pools, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A poolside bar, a 24-hour front desk, and a terrace are also provided.

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$994

per person

May 16 - May 23

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.

FUSION Resort Waterfront Suites

Save 100% on your flight

$1,212

per person

May 20 - May 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

This aparthotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, luggage storage, and concierge services are also on offer.

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,576

per person

May 23 - May 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

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.

Captiva Beach Resort

South Village

$675

per person

Apr 25 - Apr 29

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.

Top Siesta Key Village hotels deals

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL

Free Cancellation

Reserve now, pay when you stay

$427 nightly

$482 total

Apr 12 - Apr 13

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.

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

$341 nightly

$386 total

Apr 12 - Apr 13

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.

Siesta Key Beachside Villas

124 Columbus Blvd Siesta Key FL

Free Cancellation

Reserve now, pay when you stay

$338 nightly

$382 total

Apr 12 - Apr 13

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.

Steps to Beach/Siesta Village-Resort Pool w/Slide

Siesta Key FL

Get rates

This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden, concierge services, and barbecue grills are also on offer.

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$163 total

Apr 5 - Apr 6

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.

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Free Cancellation

$87 nightly

$99 total

Apr 12 - Apr 13

Total with taxes and fees

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.

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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 $625. 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.