USD Login About
USD
About Terms & Conditions Login

Best hotels in Siesta Key

Jamaica Royale Townhome #3 - Steps To Pool & Beach image

Jamaica Royale Townhome #3 - Steps To Pool & Beach

Condo
Condo
5830 Midnight Pass Rd, FL, 34242, United States Of America
Cove II 420D 3 Bedroom Holiday home By Midnight Cove II image

Cove II 420D 3 Bedroom Holiday home By Midnight Cove II

Condo
Condo
1600 Cove II Place Unit 420D, FL, 34242, United States Of America
3706 Gulf Dr 2 Bedroom Home by RedAwning image

3706 Gulf Dr 2 Bedroom Home by RedAwning

Cottage
Cottage
3706 Gulf Drive, FL, 34217, United States Of America
The Resort at Longboat Key Club image

The Resort at Longboat Key Club

Resort
Resort
8.4
Very Good
220 Sands Point Road, FL, 34228, United States Of America
Gulf Sands 102 image

Gulf Sands 102

Holiday home
Holiday home
4200 Gulf Drive Unit 102, US, Holmes Beach, 34217, United States Of America
The Oasis in Siesta Key image

The Oasis in Siesta Key

Private vacation home
Private vacation home
105 Columbus Blvd, FL, 34242, United States Of America
Azure Paradise on the Canal image

Azure Paradise on the Canal

Private vacation home
Private vacation home
5440 Azure Way, FL, 34242, United States Of America
Hyland Hills Ave image

Hyland Hills Ave

Condo
Condo
5330 Hyland Hills Ave, FL, 34241, United States Of America
Serene Casarina image

Serene Casarina

Condo
Condo
5880 Midnight Pass Rd, FL, 34242, United States Of America
Sarasota Architecture Home image

Sarasota Architecture Home

Private vacation home
Private vacation home
5153 Sandy Cove Ave, FL, 34242, United States Of America
The Hideaway image

The Hideaway

Holiday home
Holiday home
8
Very Good
320 Calle Miramar, US, Siesta Key, 34242, United States Of America
Excelsior Beach to Bay-bayside image

Excelsior Beach to Bay-bayside

Condo
Condo
6263 Midnight Pass Rd, FL, 34242, United States Of America
Americas Best Value Inn Bradenton Sarasota image

Americas Best Value Inn Bradenton Sarasota

Motel
Motel
7.6
Good
607 67th Street Circle East, FL, 34208, United States Of America
Americas Best Value Inn Sarasota Downtown image

Americas Best Value Inn Sarasota Downtown

Hotel
Hotel
6.6
Fair
811 S Tamiami Trail, FL, 34236, United States Of America
Tropical Breeze Resort image

Tropical Breeze Resort

Hotel
Hotel
8.4
Very Good
140 Columbus Blvd., FL, 34242, United States Of America
Walking on Sunshine image

Walking on Sunshine

Holiday home
Holiday home
2906 Gulf Dr, US, Holmes Beach, 34217, United States Of America
AM I Dreaming image

AM I Dreaming

Holiday home
Holiday home
10
Outstanding
113 N Bay Blvd, US, Anna Maria, 34216, United States Of America
Serenity Beach image

Serenity Beach

Holiday home
Holiday home
228 Willow Ave, US, Anna Maria, 34216, United States Of America
Beach Breeze image

Beach Breeze

Holiday home
Holiday home
205 Elm Ave, Anna Maria, 34216, United States Of America
Gulf Holiday by Beachside Management image

Gulf Holiday by Beachside Management

Condo
Condo
7.8
Good
73 Avenida Messina, FL, 34242, United States Of America
The Beach on Longboat Key image

The Beach on Longboat Key

Apartment
Apartment
7.8
Good
3465 Gulf of Mexico Drive #223B, Longboat Key, FL 34228, United States Of America
Bay Oaks A Ground Floor image

Bay Oaks A Ground Floor

Condo
Condo
9.1
Outstanding
6157 Midnight Pass Rd, FL, 34242, United States Of America
Pelican's Nest image

Pelican's Nest

Holiday home
Holiday home
115 Pelican Dr, US, Anna Maria, 34216, United States Of America
Endless Summer image

Endless Summer

Holiday home
Holiday home
406 Spring Ave, US, Anna Maria, 34216, United States Of America
Sail Away image

Sail Away

Holiday home
Holiday home
241 Willow Ave, US, Anna Maria, 34216, United States Of America
123456789101112131415161718192021222324252627282930
Top destinations
Company
(c) 2026 simplyhotels, All Rights Reserved