Cottages in Siesta Key

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Cottages in Siesta Key

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Siesta Key on Hotels.com. These Siesta Key Cottages consistently deliver on quality, location and traveller experience. Last updated on .

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Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
Siesta Heron 6 / Sunset
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 neighbourhoods in Siesta Key

A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village

Siesta Key Village feels like a tropical daydream with tiki bars and surf shops surrounding America's top-rated beach. You'll find sugar-white sand just steps from colourful boutiques, while live music drifts through palm-lined streets. Sunset cocktails flow as freely as the Gulf breeze at open-air restaurants where fresh grouper sandwiches are practically required eating. Getting around is easy on foot within the compact village core, though many visitors rent golf carts for style points. Holiday rentals and boutique hotels dominate the accommodation scene, most offering beach gear and those essential sunset views. When night falls, the village lights up with beachfront dining and steel drum soundtracks.

A sunset over a body of water with a dock and palm trees.

Bay Island

Bay Island offers an exclusive slice of paradise on Siesta Key with direct access to award-winning beaches and stunning Gulf views. This peaceful residential enclave features luxury waterfront properties with private docks, perfect for beach lovers and boating enthusiasts. You'll be just minutes from the powdery white sands that made Siesta Key famous and close to Shell Beach and Lido Beach. Dining requires a short drive to nearby Siesta Key Village or Sarasota for fresh seafood and upscale restaurants. Accommodation options focus on high-end holiday rentals with premium amenities like private pools. A hire car is essential for exploring the area's attractions, including Marie Selby Botanical Gardens and St. Armands Circle.

A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.
Photo by Michael Serrao
Open Photo by Michael Serrao

South Village

Siesta Key's South Village neighbourhood is home to attractions, such as Safe Harbor Siesta Key and Crescent Beach.

Aloha Kai

Aloha Kai delivers pristine beach access without the tourist crowds of busier Siesta Key spots. The area sits between sugar-white Siesta Key Beach and tranquil intracoastal waters, giving you the best of both worlds. Crystal-clear Gulf waters invite swimming year-round, while the neighborhood's peaceful streets and tropical landscaping create a true holiday vibe. Most accommodation offer luxury holiday rentals with private pools and Gulf views. You'll find limited dining within the area, but Siesta Key Village is just a 10-minute drive away. The flat terrain makes for easy walking and biking, while rental cars are recommended for exploring beyond this peaceful beachfront haven.

Top landmarks in Siesta Key

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)
If being by the water is a major draw, Siesta Key Beach is one of the most popular seaside spots located 0.9 mi (1.5 km) from central Siesta Key. Enjoy the sunset by the shore at Lido Beach, Crescent Beach and Shell Beach.
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Learn more about Siesta Key

Barefoot luxury awaits on beaches where the sand feels like powdered sugar between your toes. Siesta Key Beach consistently ranks among America's finest, with quartz sand that stays cool even under the Florida sun. Kayak through mysterious mangrove tunnels where manatees and dolphins make surprise appearances in crystal-clear waters. The village offers beachside dining where seafood arrives fresh from Gulf waters to your plate. Crescent Beach provides a quieter alternative when the main strand gets crowded. Live music creates the soundtrack for spectacular sunsets that paint the sky in impossible colours. Nearby Turtle Beach offers excellent shelling opportunities without the crowds. For a change of scenery, hop over to Lido Beach where the shoreline curves gracefully along the Gulf's edge.

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A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Find out more about Siesta Key

Siesta Key is a relaxing place known for its beaches. Beachcombers can spend the day at Siesta Key Beach when the weather is nice. Popular sights in the surrounding area include Lido Beach.

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