Siesta Chillin Anchorage 305 Siesta Key — 4-Star Luxury Hotel in Siesta Key, United States
★★★★ 4-Star Luxury Hotel

Siesta Chillin Anchorage 305 Siesta Key

Siesta Key  ·  United States  ·  6415 Midnight Pass Road

4.2 49 guest reviews

About Siesta Chillin Anchorage 305 Siesta Key — Luxury Boutique Hotel in Siesta Key

Siesta Chillin Anchorage 305 Siesta Key is an exceptional 4-star hotel in Siesta Key, United States. Guests enjoy a distinctive experience combining world-class facilities including pool, parking, tennis, and more with the personalised warmth that defines great boutique hospitality.

Amenities & Features

Guest Reviews 4.2 / 5

Jared McGrath
★★★★★ May 2025

Cozy rooms among tropical villas characterize this quaint spot on the water. Bikes and beach chairs are available for use, as well as a private pool, grills and a fishing deck overlooking the lagoon. Ample parking for guests. Affordable rates while still close to everything. Drive, bike/walk, or catch the free Breeze Trolley into town or to the beach - it stops right outside! Recommended.

Kathryn Clarke
★★★★★ Mar 2025

My husband and I had a blast! Such a cute & cozy bungalow - very clean, comfy beds, great shower / water pressure (things we often don’t always get renting). Just a little bike ride away from Turtle beach (much nicer and quieter than Siesta Key main beach. They have a pool, fishing dock & bikes for the guests. Very friendly owner - we had a great time!!! 🤗

Mia Pomerenke
★★★★★ Jul 2024

We loved the quaint beach vines at this property. Enjoyed the pool, fishing dock, bikes and laundry. Rooms were remodeled and decorated nicely and everything we needed was provided for us. Kitchen had ample counter space and a large fridge. Location is everything and from here we were able to bike to some great fishing spots or the village, take the shuttle service or just a quick drive to anything we'd like to do in Siesta. Communication was great and the information provided was thorough. There is a little bit of a smell to the rooms which probably can't be helped much between the beach and the lagoon. Not a moldy smell but a musty beachy smell. We got used to it pretty quickly and it didn't effect our stay. There were also some tiny bugs in our of the cabinets and around the sink which also probably can't be helped given the moisture in those areas. Pool was warm and clear with nice furniture around it. It could use a little cleaning in and around. My 13 year old had a grand time skimming the tree debris out though so we definitely left it better than we found it.