459 Properties in Siesta Key, Florida, United States of America. October 9, 2025 through October 10, 2025

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Siesta Key Beach

Point of Rocks

St. Boniface Episcopal Church Labyrinth

Safe Harbor Siesta Key

Jim Neville Marine Preserve

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Siesta Key

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Aloha Kai

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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

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

1,009 reviews(1,009 reviews)

$351 nightly

The current price is $444 total

$444 total

Total with taxes and fees

We have 3 left at this price

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A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

VIP Access

Captiva Beach Resort

South Village

Pool
Kitchen

9.09.0 out of 10

Wonderfulwonderful

1,303 reviews(1,303 reviews)

$67 off

$237 nightly

The current price is $285 total

$285 total

Total with taxes and fees

We have 2 left at this price

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A modern living room with a blue sofa, wooden coffee table, and a bookshelf.

A beach with several beach chairs and umbrellas, a small table, and a few people relaxing.

Siesta Key Beach Resort and Suites

Siesta Key Village

Pool
Hot tub

9.09.0 out of 10

Wonderfulwonderful

1,184 reviews(1,184 reviews)

Sale $54 off

$272 nightly

The current price is $363 total

$363 total

Total with taxes and fees

We have 4 left at this price

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Photo gallery for Tropical Breeze Resort

Tropical Breeze Resort

Photo gallery for Captiva Beach Resort

Captiva Beach Resort

Photo gallery for Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites