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siesta key vacation rentals

Gulf views from the pool at night

Take a Siesta Key offers hand-selected Siesta Key vacation rentals designed for comfort, location, and unforgettable beach experiences. Our properties include Gulf-front homes, walk-to-beach rentals, private pools, and spacious layouts

perfect for families, couples, and group getaways.

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Located near world-famous Siesta Key Beach and Siesta Key Village, our rentals provide easy access to award-winning dining, nightlife, and Florida’s iconic white-sand beaches. Book direct and experience Siesta Key the way it’s meant to be enjoyed.

Rental welcome gift

✨ Arriving late?

We’ve got you covered.
Every stay* includes a thoughtful Welcome gift bag with items like coffee pods, creamers, toiletries, laundry and dishwasher pods, a laundry bag, and other essentials — so you can settle in, relax, and skip the late-night store run. 🌴🕯️

Your vacation starts the moment you walk in.​

3 night minimum. We’ll continue to offer this based on guest feedback,,

so please let us know what you think by sending us a message!

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Terms & Disclaimer. The information provided on this website is for general information purposes only. While we strive to keep information accurate and up to date, rental availability, pricing, local events, and business operations are subject to change without notice. Take a Siesta Key is not responsible for changes, cancellations, service disruptions, or experiences related to third-party businesses, events, attractions, transportation providers, restaurants, or activity operators mentioned on this site. Any recommendations are provided for convenience only and do not constitute endorsement or guarantee of services. Guests are responsible for verifying current details directly with booking platforms, service providers, and local authorities where applicable. Participation in recreational activities (including but not limited to fishing, beach activities, boating, sporting events, and local attractions) involves inherent risk. Guests assume full responsibility for their participation. We encourage all visitors to conduct their own due diligence before making travel or activity decisions. Third-Party & Featured Partners: We are proud to connect our guests with local businesses that offer exclusive discounts to Take A Siesta Key visitors. Each business is independently owned and operated. While we enjoy sharing these resources, all services, availability, and experiences are managed directly by the provider. Welcome amenities: Complimentary welcome items, including food and personal care products, may be provided as a courtesy to guests. Guests are responsible for reviewing ingredient labels and using discretion based on individual allergies or sensitivities. Take a Siesta Key is not responsible for reactions, dietary restrictions, or misuse of provided items.

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