Book Exclusive Siesta Key Vacation Packages
Siesta Key flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Bayview Plaza Waterfront Resort
Belle Vista
Price was CA $1,822, price is now CA $1,128 per person
CA $1,128
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $3,449, price is now CA $1,784 per person
CA $1,784
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 4-star 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 Avalon Club
Price was CA $4,607, price is now CA $2,543 per person
CA $2,543
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Clearwater Beach Sheraton Resort on Sand Key
Sand Key
Price was CA $2,459, price is now CA $1,459 per person
CA $1,459
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 4-star beach resort in Clearwater Beach. Enjoy 2 restaurants, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel
Price was CA $2,099, price is now CA $1,386 per person
CA $1,386
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Top Siesta Key hotels deals
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $178 per night
CA $178
CA $233 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this 3.5-star 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.
Pool
Kitchen
Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
Stay at this 3-star 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
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.
Pool
Hot tub
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
SeaSpray Resort
574 Canal Rd, Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $322 per night
CA $322
CA $364 total
Oct 20 - Oct 21
includes taxes & fees
Stay at this 4-star 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
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.
Point of Rocks
3/5(1 review)
Enjoy the beautiful sunsets and explore Point of Rocks, a lovely green space in Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Frequently asked questions
Photos of local treasures
Browse Siesta Key vacation photos for more inspiration
Most popular
Hotels
Flights
Activities
