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A beach with a volleyball net, people, and colorful umbrellas.

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    Check prices for these dates

    Check prices for these dates, December 14 – 15, 2026

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    Our top choices for Lakewood Ranch cottages

    1. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

    A backyard with a tree, a wooden fence, a blue shed, and a house with a door.

    2. Cozy Private Cottage, Minutes to Anna Maria Island

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

    3. Beach Tree Cottage,Walk To Beach& Siesta

    An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

    4. The "Grouper"

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

    5. NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

    An outdoor swimming pool with a wooden deck and a ladder.

    6. New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

    A single-story house with a front porch, a red door, and a pathway leading to the entrance.

    7. Beach View 100ft To Beach and SPA

    A patio with a sun lounger, a table with chairs, and an umbrella.

    8. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

    A deck with a table and chairs, a blue umbrella, and a white fence.

    9. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

    A modern house with a driveway, a tree with purple lighting, and a white car parked in front.

    10. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

    Shared sunbathing deck by the pool, at the resort.

    11. Yellow Palm Cottage, Heart of Siesta Key

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

    12. BlueDolphin Cottage Walk To Siesta Beach

    A small, single-story building with a porch, surrounded by tropical vegetation.

    13. Lido Beach Studio with Heated Pool

    A patio with a table set for two, a blue umbrella, and a white fence.

    14. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

    A two-story building with a blue exterior and white railings.

    15. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

    A riverfront restaurant with outdoor seating and a view of the water.

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

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

    17. Lido Key Casita w Pool Steps to the Beach

    A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

    18. PinkMango Cottage Steps to Beach&Village

    A small pink house with a white door, a blue car parked in front, and a white picket fence.

    19. Pirate's Pointe Resort

    A patio with a wicker chair and a table, overlooking a lake and a forested area.

    20. Casey Key Beachfront Escape: Charming 1BR Cottage

    A beachfront property with a single-story house, a paved driveway, and a palm tree in the foreground.

    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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    Learn more about Lakewood Ranch

    Planned communities don't get much better than this sun-soaked slice of Florida, where golf courses and shopping plazas abound. Stroll through Main Street's boutiques, catch a polo match at Sarasota Polo Club, or explore nearby Myakka River State Park's wild wetlands.

    See all hotels in Lakewood Ranch

    A beach with a volleyball net, people, and colorful umbrellas.

    Top reviews in Lakewood Ranch

    Pirate's Pointe Resort

    A patio with a wicker chair and a table, overlooking a lake and a forested area.

    Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

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

    Unwind Poolside + Walk to Beach! Sarasota Retreat

    A single-story house with a front porch, a small deck, and a garage.

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