Title: Siesta key Guest House 5 star on the water Private - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Siesta key Guest House 5 star on the water Private Guesthouse in Sarasota ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/f52cf6cc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/bbc3fdb2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/4e18c132.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/c4961f42.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/85eef7c5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies The Siesta Key Guest House offers a five-star experience in a secluded wooded setting. Enjoy a refreshing pool, private drive, spacious deck, fire pit, paddle boards, kayaks, and in-room WiFi. Complete privacy makes it ideal for travelers seeking seclusion with amenities. 9.0 Wonderful ## Popular amenities - Parking available - Pool - Laundry - Pet-friendly - Kitchen - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 31 - Nov. 1](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 1 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 31 - Nov. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-02&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) ## You may also like Ad ![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/810000/806200/806101/d7040a4d_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Ritz-Carlton, Sarasota Central Sarasota - Pool - Spa - Pet-friendly - Free WiFi 9.2 Wonderful 1,009 reviews CA $781 CA $973 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information?chkin=2025-11-30&chkout=2025-12-1&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=6ae188ae-14b8-439e-82c7-f1efa0aadeb1&top_cur=CAD) Ad ![Restaurant](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/103000000/102560000/102551300/102551255/fee34b14_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Palmetto Marriott Resort & Spa Palmetto - 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FSarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information) ## About the area ![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%7C27.28407%2C-82.52187&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=5OQuOYLx8gkzoljNux-QTksZ5uA=) Sarasota, FL #### What's nearby - Sarasota Memorial Hospital - 5 min drive - 4.5 km - Siesta Key Beach - 7 min drive - 4.1 km - Marina Jack - 10 min drive - 7.2 km - St. Armands Circle - 15 min drive - 12.9 km - Lido Beach - 17 min drive - 15.0 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 27 min drive #### Restaurants - ‪Starbucks - ‬16 min walk - ‪Phillippi Creek Oyster Bar - ‬2 min drive - ‪La Violetta - ‬13 min walk - ‪Olive Garden - ‬14 min walk - ‪Stragglers - ‬2 min drive ## About this property ### Siesta key Guest House 5 star on the water Private Guesthouse near Siesta Key Beach Take advantage of a firepit, a garden, and laundry facilities at Siesta key Guest House 5 star on the water Private. Stay connected with in-room WiFi (surcharge). You'll also find perks like: - Barbecue grills and smoke-free premises Room features All guestrooms at Siesta key Guest House 5 star on the water Private offer perks such as private pools and fireplaces, as well as amenities like air conditioning and WiFi. Other conveniences in all rooms include: - Bathrooms with hair dryers - Smart TVs with cable channels - Balconies, kitchens, and refrigerators ## Similar properties ![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hibiscus Suites - Gateway to Siesta Key Sarasota - Pool - Kitchen - Pet-friendly - Parking included 8.6 Excellent 2,187 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=1212924&PinnedHotelID=1212924&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/21000000/20920000/20913500/20913488/55589f37.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine! 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Private Jacuzzi 6 Min from the Siesta Key! Sarasota - Pool - Hot tub - Kitchen - Washer 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=63164567&PinnedHotelID=63164567&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/120000000/119992300/119992278/f9cd6895.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport. Siesta Key - Kitchen - Washer - Dryer - Pet-friendly CA $139 CA $208 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&selected=119992278&PinnedHotelID=119992278&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/58000000/57950000/57946700/57946676/d31eb89c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf! Siesta Key - Kitchen - Pet-friendly - Free WiFi - Air conditioning 9.4 Exceptional 35 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=57946676&PinnedHotelID=57946676&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/68000000/67300000/67294600/67294525/67059b5e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL" Siesta Key Village - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 141 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=67294525&PinnedHotelID=67294525&HadPinnedHotel=true®ionId=-1&adults=2) ![Deluxe Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SeaSpray Resort Siesta Key - Pool - Pet-friendly - Parking included - Free WiFi 9.4 Exceptional 56 reviews CA $347 CA $392 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=114189452&PinnedHotelID=114189452&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: WiFi (surcharge) - In-room WiFi speed: 500+ Mbps (good for 6+ people or 10+ devices) ### Things to do - Kayak - Stereo ### Conveniences - Laundry facilities ### Outdoors - Barbecue grill - Firepit - Garden - On a lake ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - Hair dryer - Towels provided ### Entertainment - Private pool - Smart TV with cable/satellite channels ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dining table - Dishwasher - Kitchen - Microwave - Oven - Refrigerator - Stovetop ### More - Air conditioning - Desk - Dryer - Fireplace - Heating - Iron/ironing board - Living room ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 11:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Check-out instructions The host requires you complete the following before checking out: Lock the doors Please set the AC to 78 and lock the Doorwall and doors. Food dishes just load into dishwasher Failure to complete these may result in a negative review from the host. ### Pets Pets allowed Service animals are welcome, and are exempt from fees Note from host: A pet fee of $150 per pet and client is responsibl ### Children and extra beds This property does not allow children ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. 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 102577 Vrbo Property Siesta Key Waterfront Estate W Pool Privacy! Sarasota ## Frequently asked questions ### Is Siesta key Guest House 5 star on the water Private pet-friendly? > Yes, pets are allowed at this property. ### How much does it cost to stay at Siesta key Guest House 5 star on the water Private? > As of Oct 31, 2025, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Nov 3, 2025 start from CA $209.18, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Siesta key Guest House 5 star on the water Private? > Check-in begins at 4:00 PM. ### What time is check-out at Siesta key Guest House 5 star on the water Private? > Check-out is at 11:00 AM. ### Where is Siesta key Guest House 5 star on the water Private located? > Located in South Sarasota, this guesthouse is within 2 mi (3 km) of The Landings, Coconuts Family Entertainment Center, and Bee Ridge Park. Sarasota Memorial Health Care System and Gulf Gate Mall are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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