Casey Key Mountain Vacations and Getaways

Book a Mountain Hotel + Flight or Car together to unlock savings

Top Mountain vacation packages in Casey Key

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

$664
per person
Oct 25 - Oct 31
found 14 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
8.8/10 Excellent! (1,234 reviews)
The pool is really nice. Dining options are convenient if you don’t want to leave the property.

Reviewed on Aug 16, 2026

Landing Palmetto Apartments

Landing Palmetto Apartments

$783
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (68 reviews)
Great option if you’re looking for a comfortable, home-like stay. The only downside was that there wasn’t a coffee maker, which would have been a nice addition (just Kuerig). The kitchen could also be better stocked with basic cooking utensils, such as a can opener and other essentials. We ended up having to run out and buy several basic items that we only needed for a one-time use.

Reviewed on Aug 5, 2026

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

$901
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (478 reviews)
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3 Night Mountain vacations in Casey Key

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

$515
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (1,234 reviews)
The pool is really nice. Dining options are convenient if you don’t want to leave the property.

Reviewed on Aug 16, 2026

Landing Palmetto Apartments

Landing Palmetto Apartments

$542
per person
Sep 21 - Sep 24
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9/10 Wonderful! (68 reviews)
Great option if you’re looking for a comfortable, home-like stay. The only downside was that there wasn’t a coffee maker, which would have been a nice addition (just Kuerig). The kitchen could also be better stocked with basic cooking utensils, such as a can opener and other essentials. We ended up having to run out and buy several basic items that we only needed for a one-time use.

Reviewed on Aug 5, 2026

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

$656
per person
Oct 22 - Oct 25
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (478 reviews)
Don't see what you're looking for?
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4 Night Mountain vacations in Casey Key

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

$453
per person
Sep 22 - Sep 26
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (1,234 reviews)
The pool is really nice. Dining options are convenient if you don’t want to leave the property.

Reviewed on Aug 16, 2026

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

$716
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (1,002 reviews)
The property was very well maintained. There is no front desk on property so bear in mind if you lock your phone in room on arrival and go to retrieve your luggage.

Reviewed on Aug 16, 2026

Landing Palmetto Apartments

Landing Palmetto Apartments

$694
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (68 reviews)
Great option if you’re looking for a comfortable, home-like stay. The only downside was that there wasn’t a coffee maker, which would have been a nice addition (just Kuerig). The kitchen could also be better stocked with basic cooking utensils, such as a can opener and other essentials. We ended up having to run out and buy several basic items that we only needed for a one-time use.

Reviewed on Aug 5, 2026

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Find amazing mountains vacations in Casey Key

How to plan for a mountain vacation in Casey Key?

The first step to planning your mountain vacation to Casey Key is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Casey Key, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Casey Key, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Casey Key mountain vacation.

What amenities should I look for when booking a mountain resort in Casey Key?

When booking accommodation for your mountain vacation to Casey Key, check to see if where you're staying has heating. Casey Key's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Casey Key vacation package.

Why should I choose a package for my mountain vacation in Casey Key?

Choosing a package for your Casey Key vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.

What does a Casey Key package typically include?

Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Casey Key from $453. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Casey Key vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Casey Key all-inclusive vacation packages as these include all meals.

How can I book my Casey Key on Expedia?

Comparing some of the best deals using the search wizard is one of the first steps to booking your Casey Key mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Casey Key package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.

Why book your Casey Key mountain vacation with Expedia?

With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Casey Key vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.

Can I cancel my mountain vacation package booking?

Yes, as most of Expedia's mountain vacation packages to Casey Key are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Casey Key vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Casey Key vacation packages.

What types of mountain accommodations are available in Casey Key?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Casey Key. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.

Things to do

Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

$71
per adult
98% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

$59
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

$59
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
See all activities in Casey Key

More vacations you might like

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