Book Exclusive Siesta Key Vacation Packages

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Siesta Key flight + hotel packages

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Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Price was CA $1,198, price is now CA $832 per person
CA $832
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this family-friendly hotel in St. Pete Beach. Enjoy free WiFi, a marina, and room service. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $1,508, price is now CA $974 per person
CA $974
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Price was CA $1,244, price is now CA $850 per person
CA $850
per person
Nov 22 - Nov 27
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this 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.
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Sunshine Beach
Price was CA $5,517, price is now CA $3,789 per person
CA $3,789
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Tampa (TPA)
Stay at this apartment in Treasure Island. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $2,108, price is now CA $1,457 per person
CA $1,457
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) 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.

Top Siesta Key hotels deals

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
The price is CA $188 per night
CA $188
CA $249 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. 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

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
The price is CA $191 per night
CA $191
CA $292 total
Sep 17 - Sep 18
includes taxes & fees
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
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $171 per night
CA $171
CA $217 total
Sep 22 - Sep 23
includes taxes & fees
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Pet-friendly
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $172 per night
CA $172
CA $217 total
Sep 21 - Sep 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

SeaSpray Resort

4 out of 5
574 Canal Rd Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $290 per night
CA $290
CA $328 total
Sep 22 - Sep 23
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
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
The price is CA $194 per night
CA $194
CA $297 total
Sep 20 - Sep 21
includes taxes & fees
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
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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.

Stay near popular Siesta Key attractions

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 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.
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Frequently asked questions

How much are vacation packages to Siesta Key?
You can pick up a great hotel and flight bundle for as little as CA $832. With one of our Travelocity vacation packages, an escape to Siesta Key has never looked so enticing! Save your time and money and then start packing those bags.
Where can I get the best vacation package deals for Siesta Key?
You'll find an amazing range of Siesta Key package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, putting together the ultimate escape will be a breeze.
Why should I book my Siesta Key vacation bundle with Travelocity?
We have experiences and destinations to suit every kind of globetrotter, excellent service and 24/7 customer support. On top of that, we'll match any lower price you happen to find with our Price Match Guarantee.
Can I save money on my Siesta Key car rental if I combine it with a hotel or flight?
You sure can with our Siesta Key vacation packages. With one of these, there are loads of ways to make your vacation budget go further. Bundle any two or more car, flight, hotel and tour bookings and watch the savings pile up. With your own set of wheels, all the popular sights in and around Siesta Key are a fun road trip away.

Photos of local treasures

Browse Siesta Key vacation photos for more inspiration

A yellow lifeguard tower with an American flag on a beach with people and umbrellas.
A beach with a lifeguard tower, colorful umbrellas, and people enjoying the beach.
A sunset over a beach with people sitting in chairs.
A beach with white sand, a large sand sculpture, and a clear blue sky.
A sunset over the ocean with palm trees and a sailboat.

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