Book Exclusive Siesta Key Vacation Packages

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Siesta Key flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was CA $1,249, price is now CA $740 per person
CA $740
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Fort De Soto Park and John's Pass Village & Boardwalk are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,518, price is now CA $828 per person
CA $828
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was CA $1,474, price is now CA $873 per person
CA $873
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was CA $1,663, price is now CA $998 per person
CA $998
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was CA $1,311, price is now CA $806 per person
CA $806
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

Top Siesta Key hotels deals

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $188 per night
CA $188
CA $249 total
Dec 1 - Dec 2
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 $178 per night
CA $178
CA $278 total
Nov 2 - Nov 3
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 $165 per night
CA $165
CA $186 total
Nov 30 - Dec 1
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 $135 per night
CA $135
CA $170 total
Dec 1 - Dec 2
includes taxes & fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 3 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 $288 per night
CA $288
CA $326 total
Nov 29 - Nov 30
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
Free cancellation
Reserve now, pay when you stay
The price is CA $178 per night
CA $178
CA $278 total
Nov 2 - Nov 3
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.
See properties

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 $740. 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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