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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Casey Key Cottages

The Inn On Siesta Key
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a comfortable stay.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The Inn On Siesta Key
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Enjoy a serene beach experience with access to the ocean.

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (60)
"Was easy to grab this little oasis in a pristine location to grab some much needed getaway time with the family. The surrounding area is low key and relaxed, plenty to do and see or just walk out and enjoy the beach!"
The price is CA $272
CA $653 total
includes taxes & fees
Aug 9 - Aug 10
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Enjoy a serene beach experience with a wide, well-maintained shoreline and lush vegetation.

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (94)
"We have stayed at this cottage before- just love this beach."
The price is CA $245
CA $591 total
includes taxes & fees
Aug 13 - Aug 14
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Guests can enjoy a serene beach scene with ocean views and a clear horizon.

Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

10.0 out of 10, Exceptional, (125)
"We had an awesome vacation! The house beach and pool were outstanding. Hope to return next year!!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Outdoor dining

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (135)
"Our stay was great. Everything was as advertised and expected. "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Island Life! King Bed Studio-Steps to beach
Enjoy stunning ocean views from this beachfront property, situated near a sandy beach area.

Island Life! King Bed Studio-Steps to beach

9.6 out of 10, Exceptional, (163)
"This is a fantastic place to stay. We will be back next year without a doubt. Thank you!!!"
Island Life! King Bed Studio-Steps to beach
Island-Life-Steps to Stunning Beach! Pool!
Enjoy a serene beach experience with a shaded spot under the umbrella, perfect for relaxation and leisure activities.

Island-Life-Steps to Stunning Beach! Pool!

9.4 out of 10, Exceptional, (10)
"Oir host was amazing and on point. She quckly answered any all questions and immediately addressed any issues. Had an amzing workation. 10 out of 10 stars."
Island-Life-Steps to Stunning Beach! Pool!
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Enjoy the serene ocean views from this expansive deck.

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"We were extremely happy with our stay and Evan as our host. He went out of his way to make sure everything went smoothly including helping us find all the beach amenities. The house was excellent and just what we needed, just a short walk across the road to the beach. We would definitely stay here again!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is CA $205
CA $696 total
includes taxes & fees
Aug 12 - Aug 13
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Guests can enjoy a lively beach scene with ocean views and access to various activities.

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (71)
"Wonderful quiet neighborhood property with very attentive property owners. Flamingo Cottage is ideally located for easy access to the beach as well as Shopping within walking distance. We look forward to our return next year!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Enjoy bird watching and relaxation on this serene beach with calm seas and a nearby coastal town.

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (23)
"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
1-bedroom cottage just 10 minutes from Siesta Key Beach
Relax in a serene outdoor space surrounded by lush greenery and a canopy.

1-bedroom cottage just 10 minutes from Siesta Key Beach

9.0 out of 10, Wonderful, (36)
"We greatly enjoyed our stay. The yard is very secluded and quite large, which was ideal for us. The house was exceptionally clean, and is well laid out. Powerful a/c system, super welcome for hot florida days. It also has a very large screened in lanai, which is perfect for relaxing. "
1-bedroom cottage just 10 minutes from Siesta Key Beach
Across The Street From #1 Beach
Enjoy the serene coastal scenery from the shore.

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Very cute beach cottage! Great location,very clean ,no complaints,if ever in Siesta Key again would definitely stay here "
Across The Street From #1 Beach
Sarasota Vacation Rental w/ Private Pool & Lanai!
Relax by the pool surrounded by lush greenery and a well-maintained lawn.

Sarasota Vacation Rental w/ Private Pool & Lanai!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home was great for our family. Everything was clean and well-kept. We enjoyed the pool and backyard. The home is also conveniently located with many stores and restaurants nearby."
Sarasota Vacation Rental w/ Private Pool & Lanai!
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!
Relax under the pergola, where a barbecue grill and dining area await.

Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

10.0 out of 10, Exceptional, (65)
"Our family of four had a fantastic stay at this condo. It was incredibly clean and had wonderful amenities. We loved the kayaks and bikes. The location was perfect and the beach access was close by. We look forward to booking here again! "
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!
12 Mi to Beach: Home w/ Patio & Yard in Bradenton
House (3 Bedrooms) | Interior

12 Mi to Beach: Home w/ Patio & Yard in Bradenton

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean & close to the convention center"
12 Mi to Beach: Home w/ Patio & Yard in Bradenton
Country Cottage Home
Relax in a serene outdoor space surrounded by a tropical mural and lush greenery.

Country Cottage Home

9.4 out of 10, Exceptional, (140)
"Perfect place for short stay. Great little cottage in a private quiet setting. Nothing super fancy but everything you need and exceptionally clean. "
Country Cottage Home
Remodeled Siesta Key Escape – Walk to the Beach!
Compact kitchen with a refrigerator, stove, and dining area with a table and two stools.

Remodeled Siesta Key Escape – Walk to the Beach!

10.0 out of 10, Exceptional, (10)
"The property was great and easy communication would recommend very peaceful didn’t want to leave to be honest"
Remodeled Siesta Key Escape – Walk to the Beach!
This cottage is a 0 bedroom(s), 2 bathrooms, located in Englewood, FL.
Enjoy ocean views from the beach, where umbrellas and sun loungers provide ample shade and relaxation areas.

This cottage is a 0 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (192)
"Cottages for my daughter and I were adjacent. Having a pool was nice. The free washer and dryer was a plus. "
This cottage is a 0 bedroom(s), 2 bathrooms, located in Englewood, FL.
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
Enjoy stunning ocean views from the resort's beachfront location.

Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

10.0 out of 10, Exceptional, (2)
"The property was very nice and clean. It's also in a great location - very close to the beach and the Village. I will definitely stay here again."
Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!
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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Top Casey Key Hotel Reviews

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"I truly don’t have the words to express how incredibly grateful I am to have discovered this hidden gem. From the moment we arrived, everything was beyond perfect—not just a five-star experience, but a 5000-star one. The unit was absolutely immaculate, and the entire resort, along with the surrounding area, was pristine and beautifully maintained. The front desk service was exceptional. I was warmly welcomed by someone who even shared my name, along with her wonderful colleague—both of whom made my family and me feel completely at home. Thank you from the bottom of my heart for such a remarkable experience and an unforgettable vacation. We will absolutely be back soon for more magical moments."
Adriana 2-night trip
Posted 22 hours ago
Tropical Breeze Resort