Longboat Key Cottages

A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

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Our top choices for Longboat Key cottages

A two-story house with a green exterior, a blue door, and orange trim.

1. The "Grouper"

Sunny Shores

Savannah S.

includes taxes & fees

15 Oct - 16 Oct

A patio with two blue lounge chairs, a potted plant, and a gravel area.

2. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Bradenton

Rob

includes taxes & fees

15 Oct - 16 Oct

A pair of stacked front-loading washing machines in a commercial setting.

3. Beach View 100ft To Beach and SPA

Siesta Key Village

A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

4. Cozy Private Cottage, Minutes to Anna Maria Island

Bradenton

Ismael

includes taxes & fees

19 Oct - 20 Oct

A covered outdoor area with a wooden deck, green walls, and blue chairs.

5. Romantic Island Getaway! Just Steps from the Beach

Bradenton Beach

Valerie T.

A yellow house with a porch, a mailbox, and a number 5306 on the door.

6. Yellow Palm Cottage, Heart of Siesta Key

Siesta Key Village

includes taxes & fees

15 Oct - 16 Oct

A covered porch with a sign reading "BEACH HOUSE," outdoor seating, a grill, and a view of the water.

7. Bridge Street Pier Beach House + Dog-friendly

Bridge Street

Michelle R.

A room with a dining table, chairs, a television, a sofa, and a lamp.

8. BlueDolphin Cottage Walk To Siesta Beach

Siesta Key Village

includes taxes & fees

19 Oct - 20 Oct

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Top Longboat Key Hotel Reviews

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

10/10 Excellent

"Nice place, very clean, and grounds are well kept. Loved that the beach was out our back door!"

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent

"Annette’s condo was amazing and exactly as shown! It was clean, easy to check in, and right off the beach! It was a beautiful beach, the pool was clean, and there were plenty amenities in the condo. Annette was very thorough, helpful and went above and beyond to ensure our stay was perfect!! The beach view was TOP TIER!! 1000/10 recommend and I will be visiting again!!"

Sea Club I Beach Resort

10/10 Excellent

"The room was great but when I moved the bed to plug in my phone I found 3 dead roaches… I know how fumigation works and they spray and days later they come out but it wasn’t cleaned ! So it was not good …. Thank god my girl didn’t see that … Everything else was very good . Great staff , no beach view , balcony was quaint.. the room was clean but the dead roaches not good .."

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent

"View fantastic of the gulf! Watched dolphins daily along with exotic wildlife Very clean room. Very comfortable and enjoyable. Once you check in, won’t need anything to go out for if you stock food! Had a wonderful stay. Communication with the host was smooth and effortless! Will not hesitate to go back!!!!!! Laundry facilities on site! Overall had a delightful stay!"

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