Book Exclusive Siesta Key Vacation Packages
Siesta Key flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort
Wesley Chapel South
Price was CA $1,048, price is now CA $562 per person
CA $562
per person
Jan 26 - Jan 30
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this spa resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Family Home Tampa
Forest Hills
Price was CA $1,854, price is now CA $974 per person
CA $974
per person
Feb 27 - Mar 5
found 20 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Stay at this guesthouse in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Busch Gardens Tampa Bay and Raymond James Stadium are located nearby.
FUSION Resort Waterfront Suites
Price was CA $4,281, price is now CA $2,330 per person
CA $2,330
per person
Feb 27 - Mar 6
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. 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 Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was CA $5,462, price is now CA $3,226 per person
CA $3,226
per person
Feb 3 - Feb 10
found 21 hours ago
Roundtrip flight included
Vancouver (YVR) to Sarasota (SRQ)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Hotel Tampa Riverwalk
Downtown Tampa
Price was CA $2,423, price is now CA $1,432 per person
CA $1,432
per person
Feb 27 - Mar 5
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
Top Siesta Key hotels deals
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
The price is CA $174 per night
CA $174
CA $228 total
Dec 25 - Dec 26
includes taxes & fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
Free cancellation
Reserve now, pay when you stay
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Kitchen
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $234 per night
CA $234
CA $296 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Hot tub
SeaSpray Resort
574 Canal Rd Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $426 per night
CA $426
CA $481 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Pet-friendly
The Residences at Siesta Key Beach by Hyatt Vacation Club
915 Seaside Drive Siesta Key FL
Free cancellation
The price is CA $550 per night
CA $550
CA $692 total
Jan 20 - Jan 21, 2026
includes taxes & fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Breakfast included
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 Beach
4.5/5(75 reviews)
Nothing says vacation like spending a lazy day at Siesta Key Beach, a popular beach in Siesta Key. Amble around this relaxing area's seaside or experience its live music.
Crescent Beach
5/5(5 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this relaxing area.
Siesta Key Marina
4/5(10 reviews)
Explore the waterfront in Siesta Key with a trip to Siesta Key Marina. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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