New Siesta Key Vacation Rentals

Discover Siesta Key vacation rentals new to Beachside Management Vacation Rentals! From charming beach cottages to condo rentals with ocean views, these latest additions are ready to welcome you to Siesta Key's white sand beaches and crystal clear waters. Explore what's new below and book your Siesta Key vacation rental directly with Beachside Management to get the best deal. 

Properties Available 3 properties available
Looking for that home away from home? Gulf & Bay Club is a beautifully landscaped property on Siesta Key, perfect for those long beach getaways! Featuring 3 pools, 6 tennis courts, a fitness center, dry saunas, and private beach access. 
Gulf & Bay Club
Gulf & Bay Club 2
Gulf & Bay Club 3
Gulf & Bay Club 4
Gulf & Bay Club 5
Gulf & Bay Club 6
Gulf & Bay Club 7
Gulf & Bay Club 8
Gulf & Bay Club 9
Prev
Next
Gulf & Bay Club - 2 Units
$169 - $459 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
The property features a heated community pool, shuffleboard courts right outside your door, and on-site coin-operated laundry. Just south of Siesta Key Public Beach and a short distance from Siesta's Crescent Village, you'll be close to popular restaurants, unique shops, and lively entertainment.
Siesta Beach House
Siesta Beach House - 2 Units
$189 - $449 / per night
Bedrooms 2 - 3 bedrooms
Bathrooms 1 - 2 baths
Guests 7 - 8 guests
Rating 5 (6)

Tell us what you're looking for and someone will contact you with available options.

I agree

Copyright © 2026 • Beachside Management

All Rights Reserved.