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 Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $1,361, price is now CA $995 per person
CA $995
per person
Sep 26 - Oct 3
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
CW Hotel

CW Hotel

4 out of 5
Price was CA $2,029, price is now CA $1,303 per person
CA $1,303
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Price was CA $3,649, price is now CA $2,357 per person
CA $2,357
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
Book a stay at this 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $3,935, price is now CA $2,753 per person
CA $2,753
per person
Oct 8 - Oct 13
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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 Coquina Beach and Bean Point Beach are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $2,395, price is now CA $1,714 per person
CA $1,714
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 $201 per night
CA $201
CA $264 total
Aug 23 - Aug 24
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 $244 per night
CA $244
CA $354 total
Aug 16 - Aug 17
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
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $203 per night
CA $203
CA $229 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. 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 $222 per night
CA $222
CA $281 total
Aug 31 - Sep 1
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
Siesta Key Beachside Villas

Siesta Key Beachside Villas

2.5 out of 5
124 Columbus Blvd Siesta Key FL
The price is CA $221 per night
CA $221
CA $327 total
Aug 23 - Aug 24
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
Siesta Key Island Rentals

Siesta Key Island Rentals

3 out of 5
515 Beach Rd Siesta Key FL
The price is CA $278 per night
CA $278
CA $648 total
Aug 6 - Aug 7
includes taxes & fees
Stay at this vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Washer
Dryer
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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 $995. 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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