489 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

Shell Beach

Irma Beach

Siesta Key Beach Playground

Siesta Key Farmers Market

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Siesta Key

Siesta Key Village

Aloha Kai

Bay Isle

Bay Island

Point of Rocks

Bailey Hall

South Village

White Beach

Sandy Hook

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

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An outdoor seating area with blue cushioned sofas and tables, a thatched roof, and a sign for Big Tiko Lounge.

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

Beach

Bar and lounge

Restaurant

Beach, Bar and lounge, Restaurant

9.09.0 out of 10

Wonderfulwonderful

1,182 reviews(1,182 reviews)

$29 off

$146 nightly

The current price is $220 total

$220 total

Total with taxes and fees

We have 2 left at this price

More information about Siesta Key Beach Resort and Suites, opens in a new tab

An outdoor patio with wicker furniture and a thatched roof.

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

Tropical Breeze Resort

Siesta Key Village

Beach access

Hot tub on site

Housekeeping

Beach access, Hot tub on site, Housekeeping

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

1,004 reviews(1,004 reviews)

$178 nightly

The current price is $225 total

$225 total

Total with taxes and fees

More information about Tropical Breeze Resort, opens in a new tab

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

Private beach

Outdoor pool

Kitchenette

Private beach, Outdoor pool, Kitchenette

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

1,303 reviews(1,303 reviews)

$75 off

$142 nightly

The current price is $178 total

$178 total

Total with taxes and fees

We have 1 left at this price

More information about Captiva Beach Resort, opens in a new tab

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Photo gallery for Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

Photo gallery for Tropical Breeze Resort

Tropical Breeze Resort

Photo gallery for Captiva Beach Resort

Captiva Beach Resort