370 Properties in Siesta Key, Florida, United States of America. December 23, 2025 through December 24, 2025

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Siesta Key Beach

Point of Rocks

St. Boniface Episcopal Church Labyrinth

Safe Harbor Siesta Key

Jim Neville Marine Preserve

Turtle Beach

Crescent Beach

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Irma Beach

Siesta Key Farmers Market

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Siesta Key

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Aloha Kai

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Bailey Hall

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Enjoy the season with activities like ice skating, snowmobiling, or sledding.

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A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.

A stone pathway leading through a tropical garden with palm trees and a signboard.

Tropical Breeze Resort

Siesta Key Village

Pool
Hot tub

9.09.0 out of 10

Wonderfulwonderful

1,001 reviews(1,001 reviews)

$448 nightly

The current price is $567 total

$567 total

Total with taxes and fees

We have 1 left at this price

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A bar area with a wooden ceiling, bar stools, and a neon sign.

A covered outdoor area with a pool, lounge chairs, and a wooden deck.

VIP Access

Siesta Key Palms Resort

Pool

9.29.2 out of 10

Wonderfulwonderful

1,005 reviews(1,005 reviews)

$310 nightly

The current price is $401 total

$401 total

Total with taxes and fees

We have 2 left at this price

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A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

Tropical Beach Resorts

South Village

Pool
Kitchen

Fully refundable

9.49.4 out of 10

Exceptionalexceptional

5,705 reviews(5,705 reviews)

$246 nightly

The current price is $304 total

$304 total

Total with taxes and fees

We have 3 left at this price

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Photo gallery for Tropical Breeze Resort

Tropical Breeze Resort

Photo gallery for Siesta Key Palms Resort

Siesta Key Palms Resort

Photo gallery for Tropical Beach Resorts

Tropical Beach Resorts