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Siesta Key Vacation Packages

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A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

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.

ChartHouse Clearwater Beach Marina Hotel

2 out of 5

Price was $398, price is now $207 per person

$207

per person

Sep 18 - Sep 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Ocean Club Treasure Island Hotel

4 out of 5

Save 100% on your flight

Price was $749, price is now $440 per person

$440

per person

Oct 23 - Oct 26

found 13 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Cedar Cove Resort and Cottages

3 out of 5

Price was $2,292, price is now $1,370 per person

$1,370

per person

Oct 17 - Oct 23

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 Coquina Beach and Manatee Public Beach are located nearby.

I loved it here, would come back! 5 out of 5 stars! We had everything we needed!

Reviewed on Aug 11, 2026

The Westin Sarasota

4 out of 5

Price was $1,350, price is now $847 per person

$847

per person

Oct 17 - Oct 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.

Had a wonderful experience, convenient location

Reviewed on Aug 12, 2026

CW Hotel

4 out of 5

Save 100% on your flight

Price was $536, price is now $338 per person

$338

per person

Sep 18 - Sep 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Sueñe

Reviewed on Aug 11, 2026

Wyndham Grand Clearwater Beach

4 out of 5

Save 100% on your flight

Price was $770, price is now $500 per person

$500

per person

Oct 23 - Oct 26

found 13 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5

Save 100% on your flight

Price was $491, price is now $323 per person

$323

per person

Sep 22 - Sep 26

found 5 hours ago

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

The staff were welcoming ,amazing and very kind the property is very clean , near some of the most incredible local restaurants and bars will be returning soon Hibiscus is the best 👍

Reviewed on Aug 11, 2026