Casey Key Vacation Packages

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Top Casey Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was CA $2,137, price is now CA $1,136 per person
CA $1,136
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9/10 Wonderful! (1,156 reviews)
4 times I encountered cockroaches in the room. One time scurrying across my foot while in the bathroom. Doubtful I’ll ever come back here.

Reviewed on Feb 5, 2026

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was CA $6,704, price is now CA $3,343 per person
CA $3,343
per person
Mar 28 - Apr 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sarasota (SRQ)
9.6/10 Exceptional! (45 reviews)
The room was exactly as shown, plenty of room to stretch out and we especially loved the end unit. Steps from the beach and shelling was perfect! Grounds were raked each morning with umbrellas taken down each day. Nice cushions on the lounge chairs, deck furniture and the beach towels were nice & fluffy. A great lil refrigerator, we would have liked a coffee maker, rather than a cappuccino and the coffees offered were strong. No microwave. Bathroom with a lovely rain-head was favorable. We definitely recommend and it is located in a desirable area.

Reviewed on Jan 24, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $4,937, price is now CA $3,107 per person
CA $3,107
per person
Mar 24 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Such a cute cottage. Great location and friendly staff.

Reviewed on Feb 4, 2026

Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Price was CA $2,811, price is now CA $1,870 per person
CA $1,870
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9/10 Wonderful! (1,001 reviews)
Great location. Friendly staff

Reviewed on Feb 4, 2026

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was CA $1,845, price is now CA $1,232 per person
CA $1,232
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9/10 Wonderful! (913 reviews)
Very convenient to athletic fields

Reviewed on Jan 12, 2026

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Casey Key Hotel Deals

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is CA $119 per night from Feb 11 to Feb 12
CA $119
CA $135 total
Feb 11 - Feb 12
includes taxes & fees
8.4/10 Very Good! (2,246 reviews)
The room was fine and recently

Reviewed on Feb 3, 2026

Golden Host Resort - Sarasota
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Feb 8 to Feb 9
CA $125
CA $158 total
Feb 8 - Feb 9
includes taxes & fees
9/10 Wonderful! (4,975 reviews)
I love staying here when I’m in Sarasota. The rooms are efficient. The work out facility is outstanding with circuit training, free weights, Peloton, stair master, tread. The breakfast is plentiful. The staff are friendly. And the price is excellent. A great value. I look forward to my next ...

Reviewed on Feb 5, 2026

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from Feb 8 to Feb 9
CA $272
CA $343 total
Feb 8 - Feb 9
includes taxes & fees
9.2/10 Wonderful! (5,284 reviews)
Room was clean and comfortable. A pleasant walk to the beach. Staff was friendly and helpful. We loved the location - so close to the bridge.

Reviewed on Feb 7, 2026

Tropical Beach Resorts
See all 11,728 properties in Casey Key
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.
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Discover the most popular places to visit in Casey Key

An idyllic beach on a clear, sunny day., Shutterstock ID 70473109, Purchase Order: SP-1891 Wave 0, Client/Licensee: Hotels.com

Nokomis Beach

If a restful vacation is part of your travel plans, Nokomis Beach might be the perfect place to seek out during your trip to Nokomis.

Nokomis Beach
Never get tired of the sunsets

North Jetty Beach

Why not spend a carefree afternoon at North Jetty Beach during your travels in Nokomis? Make some time to visit the shops while you're in the area.

North Jetty Beach

What to do in Casey Key

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

CA $82
per adult
92% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

CA $90
per adult
84% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

CA $82
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
See all activities in Casey Key

Frequently asked questions

Can I cancel my flight booking to Casey Key due to COVID-19?
Our Customer Service Portal is your one-stop shop for most travel questions, including about flight changes due to COVID-19. For more peace of mind, we suggest reading through the terms and conditions of your preferred airline before booking your tickets.
What's the best way to find cheap flights to Casey Key that have flexible change policies?
Search for your affordable fares to Casey Key, then mark the "No change fee" box directly under the "Flexible change policies" filter. It really is that easy. We know that travel plans can change and flexibility is essential, so you can book with confidence with Expedia.
What are some of the general tips for travelers to Casey Key during the COVID-19 outbreak?
The COVID-19 pandemic has transformed how the world works in many ways, and travel has changed with it. The following tips will help you better understand the new challenges and get you ready for your trip to Casey Key:
  • Before booking anything, check if any travel restrictions apply — in both your destination and origin. Get the latest updates by checking government and travel websites.
  • Keep your face mask on during airport screening. A TSA employee will ask you to adjust your mask to verify your identity.
  • Rather than handing a TSA officer your boarding pass, place it directly on the scanner yourself. Once that's done, hold it up for inspection.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag and submitted for screening.
  • To minimize handling during the screening process, put items such as your phone, wallet and keys into your carry-on instead of into the bins.
  • If you're bringing food through security screening, place it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA employee will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Casey Key?
Delta operates flights into or near Casey Key, including 929 that arrive at Tampa Intl. Airport (TPA) each month. Decide on your vacation dates and then secure your airfare early to bag a bargain.
How can I find cheap tickets to Casey Key?
You'll always score an amazing deal with Expedia, but our "flexible dates" search function makes it even easier. Enter your preferred travel date, then click on the flexible dates link above to compare the cheapest prices for nearby days. was the lowest price for a flight to Casey Key in the last seven days.
How much is a flight to Casey Key?
One-way trips departing from () sold for as little as in the last seven days. During this time, the price of a round-trip journey to Casey Key varied between and . If you find a deal, grab it fast — these prices don't stick around.
What are the most popular airports to fly into in Casey Key?
Tampa Intl. Airport (TPA) is the main entry point for many eager to explore Casey Key. Roughly 6309 flights a month touch down at this airport.
When is the cheapest time to fly to Casey Key?
Fly out on a Tuesday to increase your chances of securing the cheapest deal to Casey Key. Mondays are usually the second most affordable day to depart. Saturday is generally the priciest day to fly anywhere.
How much is a plane ticket to Casey Key?
In the last seven days, fares ranged between and . Take a look at our awesome deals to Casey Key, make a booking and then get packing!
Which airlines with flights to Casey Key employ COVID-19 cleanliness policies?
In response to the ongoing pandemic, airlines have adopted new rules and standards to help their passengers take to the skies again. Here are just a few examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.