Title: Anchorage 305 - Siesta Chillin - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=72623390&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Anchorage 305 - Siesta Chillin ## Photo gallery for Anchorage 305 - Siesta Chillin ![Unclassified image, 1 of 32, button - Anchorage 305 - Siesta Chillin (Siesta Key)](https://images.trvl-media.com/lodging/73000000/72630000/72623400/72623390/w1020h678x4y4-9000b5d9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Unclassified image, 2 of 32, button - Anchorage 305 - Siesta Chillin (Siesta Key)](https://images.trvl-media.com/lodging/73000000/72630000/72623400/72623390/w800h449x0y1-ff42d6e1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Unclassified image, 3 of 32, button - Anchorage 305 - Siesta Chillin (Siesta Key)](https://images.trvl-media.com/lodging/73000000/72630000/72623400/72623390/w1024h678x0y4-882c4cc4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Unclassified image, 4 of 32, button - Anchorage 305 - Siesta Chillin (Siesta Key)](https://images.trvl-media.com/lodging/73000000/72630000/72623400/72623390/w1020h678x4y4-d4ca449f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Unclassified image, 5 of 32, button - Anchorage 305 - Siesta Chillin (Siesta Key)](https://images.trvl-media.com/lodging/73000000/72630000/72623400/72623390/w1024h678x0y4-2f49507c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies At The Anchorage Community Rental Program's Siesta Chillin condo, experience the best of Siesta Key in a spacious 2-bedroom retreat. Unwind on the balcony with picturesque views of the Inter-Costal Waterway or relax by the heated Olympic-sized pool. This recently updated condo offers quality furnishings, new floors, and luxury linens - perfect for an amazing vacation spot at The Anchorage Yacht and Tennis Club. ## Reviews 6.0 ### Entire condo 2 bedrooms2 bathroomsSleeps 6 ## Popular amenities - Pool - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire condo to yourself and will only share it with other guests in your party. ### Anchorage 305 - Siesta Chillin We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Program provides quality homes at a fair price and is managed by experienced professionals located onsite at The Anchorage complex. 'Siesta Chillin' is a spacious 2 bed 2 bath condo located across from the beautiful crystal sands of Crescent Beach on Siesta Key. Siesta Chillin has been recently updated and has all the conveniences of home in an amazing vacation ...spot at The Anchorage Yacht and Tennis Club. When you walk through the front door, a large welcoming space greets you with our freshly renovated open-concept kitchen, quality furnishings, new floors and luxury linens. Siesta Chillin is a very large unit at 1280 square feet. Everyone loves the spacious balcony that covers the entire width of the condo so it is accessible from the living room and both bedrooms. Southern exposure makes the condo bright and cheerful with picturesque views through the sliding glass doors in every room. The condo cpmplex backs up to the Inter-Costal Waterway with a serene park-like setting. Amenities include heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise roomnand free boat docking. Everything you need is within walking distance from The Anchorage. The market, charter boats, fishing equipment, jet ski rentals, kayak/paddleboard rentals, para-sailing and bike rentals are just across the street. Convenience stores and several great dining establishments are only a short stroll to the hidden treasure of Siesta South Village. There is even some of Sarasota's best Karaoke! You can also hitch a free ride (tips appreciated) to Siesta Key Village where a wide range of shopping and dining fun awaits. Or, hop in you car and explore the local attractions of Sarasota and St. Armand's Circle. Siesta Key is truly a little slice of heaven for everyone in the family from grandparents to the young children. Siesta Chillin is the perfect location for an amazing Siesta Key experience - whether you are staying for months to escape the northern winters or taking a short getaway to relax and rejuvenate. Come and chill with us in Siesta Key! Amenities Include: \- Coin operated washer dryer: Yes \- TUB/SHOWER: Yes \- Balcony: Yes \- BBQ Grill: 2 GAS \- Beach Access: PRIVATE \- Bed Size 1st/Master: KING \- Bed Size 2nd Rm: 2 QUEENS \- Elevator: Yes \- Exercise Facility: Yes \- Floor No.: TILE KIT, CARPET \- Internet Access: Yes \- Parking: Yes \- Parking Space Type: OPEN SPOT \- Electric Stove: Yes \- View: CANAL VIEW \- PICKLEBALL: Yes \- Tennis Courts: Yes \- Pool: Yes ## Property amenities ### Beach - On the beach ### Pool/Spa - Private pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms ### Bathroom - 2 bathrooms - Hair dryer ### Living spaces - Dining table - Living room ### Entertainment - Karaoke - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Elevator - Smoking not allowed - Note from host: Smoking is not allowed. ### Services and conveniences - Iron/ironing board ### Location highlights - On the waterfront ### Things to do - Gym - Tennis ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden ## Similar properties ![Beach nearby](https://images.trvl-media.com/lodging/65000000/64660000/64651500/64651492/bbec20d7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1006 South Village - Dryer - Air conditioning - Outdoor Space - Parking available [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-14&endDate=2026-03-15&selected=64651492&PinnedHotelID=64651492&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/65000000/64660000/64651600/64651564/a13191c8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1025 South Village - 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 41875 ## About the area Located on the beach, this condo is in South Village, a neighborhood in Siesta Key. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Check out an event or a game at Ed Smith Stadium, and consider making time for Mote Marine Laboratory & Aquarium, a top attraction not to be missed. [Visit our Siesta Key travel guide](https://www.expedia.ca/Siesta-Key.dx6881) [View more Condo rentals in Siesta Key](https://www.expedia.ca/Siesta-Key-Condos.d6881-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.25363%2C-82.53404&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Mk6XNP3e_mJ2ZG2Cxx9AW75HpPs=) Siesta Key, FL ### What's nearby - ![SiestaKey_SiestaKeyMarina_6295966-4](https://images.trvl-media.com/place/6295966/f3cc8ba3-b51d-4cff-b4c4-894d1c04236e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Marina 3 min walk \- 0.3 km - ![USA, Florida, Crescent Beach, Siesta Key, Sarasota, Seascape, Orange Sunset](https://images.trvl-media.com/place/553248621532652551/4a53536a-a503-47c2-8adc-e2d5c2b47074.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Crescent Beach 6 min walk \- 0.6 km - ![Southwest Florida featuring general coastal views and a beach as well as a large group of people](https://images.trvl-media.com/place/6066003/ad6a01c6-1eea-49fa-a977-77719bf71f3d.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Siesta Key Beach 11 min walk \- 0.9 km - ![SiestaKey_StBonifaceEpiscopalChurchLabyrinth_6295832-2](https://images.trvl-media.com/place/6295832/0234e27f-680b-4700-9ba6-49f2b268f067.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) St. Boniface Episcopal Church Labyrinth 3 min drive \- 2.8 km - Siesta Key Beach Playground 4 min drive \- 3.1 km ### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) 33 min drive ### Restaurants - Panera Bread 3 min drive - McDonald's 2 min drive - Hooters 3 min drive - Five Guys 3 min drive - Captain Curt's Crab & Oyster Bar 6 min walk ## Frequently asked questions ### Does Anchorage 305 - Siesta Chillin have a pool? ### Is Anchorage 305 - Siesta Chillin pet-friendly? ### How much is parking? ### What time is check-in at Anchorage 305 - Siesta Chillin? ### What time is check-out at Anchorage 305 - Siesta Chillin? ### Where is Anchorage 305 - Siesta Chillin located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Anchorage 305 - Siesta Chillin Reviews ## Reviews All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 0 8 - Good 0 6 - Okay 2 4 - Poor 0 2 - Terrible 0 ### 5.0 Cleanliness ### 8.0 Location ## Reviews ### 6/10 Okay #### Lorraine W. Mar 11, 2023 Liked: Check-in, communication, location Disliked: Listing accuracy #### Siesta key Nice facility, pool and grounds; the location was right next to a busy highway. The unit was very dated and the beds uncomfortable. The OLD box springs were very squeaky! ##### Lorraine W. Stayed 7 nights in Mar 2023 ### 6/10 Okay #### Noreen D. Mar 27, 2023 Liked: Check-in, communication, location, listing accuracy Disliked: Cleanliness #### A good place to stay... We had a wonderful stay in Siesta Key. The location was great for us. It’s across the street from the beach and short walk to the Orange Octopus (ice cream) and Captain Curt’s. The apartment was spacious for our family of 4, but not our favorite place we stayed at. It's pretty noisy at night, due to being so close to the bridge. The unit was not clean when we arrived. The kitchen counters, some dishes, the fridge, and the floors were dirty. The management team offered another cleaning, but I declined as we had stayed for 2 days already and didn’t feel comfy having someone in the unit and I cleaned already. The shower door needs a replacement. We could barely open/close it. Again, the management team sent someone up right away to look at it. It worked better for a day, but we continued to have issues for the rest of our stay. We also didn't have control over the AC - the owner was kind enough to lower the temperature to 70 at night as per our request, but we weren't able to adjust anything during our stay. We only had 3 beach towels in the unit. The management team gave us an extra one but said that there would be a charge for additional towels. The unit does not have a washer/dryer - there is a laundry room on the floor to use for a fee, so it would have been nice to have another set of beach towels. The management team was great, but the unit needs some work and deep cleaning. ##### Noreen D. Stayed 7 nights in Mar 2023 ## Expedia's Latest Trends ### Hotels > [Park Central South Beach](https://www.expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information) > > [Steps to Beach/Gulf Views/Pool Volleyball/Slide](https://www.expedia.ca/Siesta-Key-Hotels-Gulf-Views-All-Levels.h74593704.Hotel-Information) > > [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) > > [Hampton Inn Ft. 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