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Siesta Key Vacation Packages

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A coastal city with a long sandy beach, a marina, and several high-rise buildings.

Siesta Key
Florida
United States of America
North America
Hotwire.com

Siesta Key Flight + Hotel Packages

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

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5

Price was $393, price is now $256 per person

$256

per person

Jan 15 - Jan 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a fitness center. Popular attractions Seminole Hard Rock Casino Tampa and Busch Gardens Tampa Bay are located nearby.

Innisbrook Resort

3.5 out of 5

Price was $906, price is now $580 per person

$580

per person

Jan 17 - Jan 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.

Cedar Cove Resort and Cottages

3 out of 5

Price was $2,683, price is now $1,745 per person

$1,745

per person

Jan 14 - Jan 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.

The staff was extremely accommodating and really made you feel like you were part of a family. Eric is the man to talk to if you need some help or if you have some special requests. The Palm Suite was everything and more with a gorgeous view of the beach. Between the grill, tiki hut, and more, we had no reason to travel outside the property. Highly recommend and will be back in the near future.

Reviewed on Oct 30, 2026

CW Resort

4 out of 5

Price was $1,946, price is now $1,317 per person

$1,317

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Bloomington (BMI) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

El resort es prácticamente nuevo todo es Exelente todo y lo mejor eh ido a muchos hoteles y las comidas en los restaurantes son muy caras en CW resort tienen un 20% de descuento y es bien barato por primera ves como en un resort donde me hospedo visítenlo es Exelente

Reviewed on Oct 30, 2026

Ocean Club Treasure Island Hotel

4 out of 5

Price was $895, price is now $608 per person

$608

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

The Hotel Zamora

4 out of 5

Price was $791, price is now $541 per person

$541

per person

Dec 19 - Dec 24

found 17 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Fort De Soto Park and John's Pass Village & Boardwalk are located nearby.

The staff at Hotel Zamora were fabulous! From the kitchen staff (forgot her name) and Shannon loaning us a veggie scraper to William and Rachel (?) as breakfast Wait Staff, and Angela (I think) at the front desk, everyone was the best! I love love love the art on the walls, too!!!

Reviewed on Oct 28, 2026

Legacy Hotel at IMG Academy

4 out of 5

Price was $989, price is now $680 per person

$680

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Golf Academy are located nearby.

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5

Price was $904, price is now $626 per person

$626

per person

Jan 8 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this historic hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.

Siesta Key Vacation Packages 3-4 Night Stays

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

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5

Price was $725, price is now $488 per person

$488

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)