Book Exclusive Siesta Key Vacation Packages
Siesta Key flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel
Save 100% on your flight
per person
Jul. 19 - Jul. 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Ocean Club Treasure Island Hotel
per person
Jul. 1 - Jul. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Save 100% on your flight
per person
Jun. 16 - Jun. 19
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 Pier 60 Park are located nearby.
Barsala At The Wayland Condos
Save 100% on your flight
per person
Jul. 1 - Jul. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
Stay at this 4-star aparthotel in St. Petersburg. Enjoy free WiFi, in-room washers/dryers, and in-room soaking tubs. Popular attractions Tropicana Field and Salvador Dali Museum are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
per person
Jul. 1 - Jul. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
Stay at this 3-star beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Bradenton Beach and Cortez Beach 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 $218 per night
CA $218
CA $278 total
includes taxes & fees
May 4 - May 5
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
Siesta Key Beach Resort and Suites
5311 Ocean Blvd, Siesta Key, FL
The price is CA $393 per night
CA $393
CA $521 total
includes taxes & fees
May 11 - May 12
Stay at this motel 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
Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $405 per night
CA $405
CA $513 total
includes taxes & fees
May 11 - May 12
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
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Book a stay at this family-friendly vacation home in Siesta Key. Enjoy private pools, a water park, and balconies. 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
The price is CA $263 per night
CA $263
CA $344 total
includes taxes & fees
May 5 - May 6
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 Beachside Villas
124 Columbus Blvd, Siesta Key, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $330 per night
CA $330
CA $449 total
includes taxes & fees
May 13 - May 14
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). 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
Free WiFi
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 quaint 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.
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