Top Cottages in Casey Key in 2026

Q: Why book your cottage in Casey Key with Expedia?

Booking a cottage in Casey Key is as easy as entering your travel dates and selecting your ideal place for outdoor fun and relaxation. From high-end retreats to affordable properties and cottages that have amenities like a kitchenette, Expedia has something for all traveller tastes. As for the best offers around? We've got your back!

Q: How can I find cheap cottages in Casey Key?

With Expedia's filter tool, locating cheap cottages in Casey Key couldn't be easier. To find properties that are very pocket friendly, narrow your search results by amenities, budget and star rating.

A coastal town with a beach, marina, and clear blue waters.

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Our top choices for Casey Key cottages

1. The Inn On Siesta Key

Siesta Key

"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and...

Lisa

2. Siesta Heron 6 / Sunset

Siesta Key

Rp12.880.692 total

includes taxes & fees

31 Aug - 1 Sept

3. Unwind Poolside + Walk to Beach! Sarasota Retreat

South Village

"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "

Eleuterio

Rp12.262.349 total

includes taxes & fees

5 Aug - 6 Aug

4. Siesta Heron 7

Siesta Key

5. Home < 1-mi Walk to Warm Mineral Springs Park!

North Port

Rp8.037.271 total

includes taxes & fees

3 Aug - 4 Aug

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Top Casey Key Hotel Reviews

Inn at the Beach

10/10 Excellent

"They provide pretty much everything so you don’t have to pack a crazy amount to be settled at the beach. They even provide tools to look for shark teeth!"

Azul Resort Siesta Key

8/10 Good

"They really did a great renovation on this property you can tell it's an older Florida motel shell but it feels brand new like you're in South Beach. Problems are the curbless showers in the room always let water out they look like a great idea and some architects studio but then the poor tile guy has to figure out how to make the slopes work and they didn't work in our room. You had to pull the shower door up to push it in or would catch on the tile. Main negative was the 10:00 a.m. check out time which I've never encountered anywhere. Otherwise very nice place good value for the money"

The Westin Sarasota

10/10 Excellent

"Staff very helpful . They were always opening doors helping with luggage. When we needed beach towels or towels for our room they were very quick in response. Needed to go anywhere you always had hotel shuttle to drop you off and pick you up at no additional cost. We would definitely refer this hotel to friends or family. Great place to stay."

Casey Key Resorts - Beachfront

8/10 Good

"The room was big enough for a king bed, night stands, one chair, dresser, and refrigerator. The bed & linens were nice and comfy. Bathroom was nice but towel rack and toilet paper holder was coming loose from the wall. Like many other lodging places, I wish there were more places to hang wet towels or swim suits to dry. Appreciated the cool air of the air conditioner, but it was SO NOISY and ran non-stop due to the hot/humid conditions outside. LOVED the access to the beach right there! And the beach chairs & umbrellas. And the less crowded nature of this area of beach. Drank my morning coffee out on the shore. LOVE!!! Because of the beach, I would stay there again. I would have loved to stay longer. Liked how easy/close it was to get off island to shopping and restaurants. Beware of the boardwalk and putting green while barefoot during sunny days - HOT!!!"

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Frequently asked questions

Why book your cottage in Casey Key with Expedia?

Booking a cottage in Casey Key is as easy as entering your travel dates and selecting your ideal place for outdoor fun and relaxation. From high-end retreats to affordable properties and cottages that have amenities like a kitchenette, Expedia has something for all traveller tastes. As for the best offers around? We've got your back!

How can I find cheap cottages in Casey Key?

With Expedia's filter tool, locating cheap cottages in Casey Key couldn't be easier. To find properties that are very pocket friendly, narrow your search results by amenities, budget and star rating.

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