[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 Travelers discover a private waterfront paradise at Siesta Key Guest House where relaxation meets adventure with evening bonfires under star-filled skies ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/32862b62.jpg?impolicy=resizecrop&rw=598&ra=fit) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/f4f00fbd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/9bad2281.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/9ad7c73a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/c3e6b6ab.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 - Pet-friendly - Laundry - Kitchen - Air conditioning ## Room options ### Check availability for these dates Tonight [Oct. 4 - Oct. 5](https://www.expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 5 - Oct. 6](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 10 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 17 - Oct. 19](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&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 1,002 reviews CA $782 CA $974 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-The-Ritz-Carlton.h806101.Hotel-Information?chkin=2025-11-2&chkout=2025-11-3&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Private beach, white sand, sun loungers, beach umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/10000/5500/5487/e480b30a_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The St. Regis Longboat Key Resort Longboat Key - On private beach - Pool - Hot tub - Spa 9.8 Exceptional 49 reviews CA $1,101 CA $1,331 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information?chkin=2025-10-5&chkout=2025-10-6&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Beach Front Room, 1 Queen Bed | View from property](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/6000000/5790000/5783100/5783044/fb144900_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Casey Key Resorts - Beachfront Casey Key - Pet-friendly - Parking included - Free WiFi - Air conditioning 8.8 Excellent 1,001 reviews CA $213 CA $270 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Beachfront.h5783044.Hotel-Information?chkin=2025-10-20&chkout=2025-10-21&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41400/41390/3b045894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hampton Inn & Suites Venice Bayside South Sarasota Venice - Pool - Breakfast included - Parking included - Free WiFi 8.8 Excellent 1,000 reviews CA $171 CA $193 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Venice-Bayside-South-Sarasota.h41390.Hotel-Information?chkin=2025-10-12&chkout=2025-10-13&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&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 - Pool - Spa - Free WiFi - Restaurant 9.2 Wonderful 338 reviews CA $206 CA $296 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Palmetto-Hotels-Marriott-Palmetto.h102551255.Hotel-Information?chkin=2025-10-12&chkout=2025-10-13&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Terrace/patio](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/37000000/36290000/36287900/36287894/5b7e638b_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### TownePlace Suites by Marriott Sarasota Bradenton West Bradenton - Pool - Breakfast included - Pet-friendly - Parking included 8.8 Excellent 328 reviews CA $194 CA $219 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-TownePlace-Suites-By-Marriott-Sarasota-Bradenton-West.h36287894.Hotel-Information?chkin=2025-10-5&chkout=2025-10-6&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Legacy Hotel at IMG Academy Bradenton - Pool - Parking included - Free WiFi - Restaurant 9.0 Wonderful 896 reviews CA $191 CA $255 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-Legacy-Hotel-At-IMG-Academy.h22882236.Hotel-Information?chkin=2025-10-5&chkout=2025-10-6&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### DoubleTree by Hilton Sarasota Bradenton Airport Sarasota - Pool - Hot tub - Free airport shuttle - Parking included 8.8 Excellent 1,446 reviews CA $172 CA $194 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information?chkin=2025-10-12&chkout=2025-10-13&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2240000/2235800/2235711/9610afe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Holiday Inn Express & Suites Bradenton East-Lakewood Ranch by IHG Lakewood Ranch - Pool - Hot tub - Breakfast included - Parking included 9.0 Wonderful 1,000 reviews CA $156 CA $177 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sarasota-Hotels-Holiday-Inn-Express-Suites-Bradenton-East-Lakewood-Ranch.h2235711.Hotel-Information?chkin=2025-10-19&chkout=2025-10-20&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) Ad ![Lobby](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/910000/909500/909447/7a3bf010_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Fairfield Inn & Suites by Marriott Sarasota Lakewood Ranch Bradenton - Pool - Hot tub - Breakfast included - Pet-friendly 8.6 Excellent 650 reviews CA $177 CA $200 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Fairfield-Inn-Suites-By-Marriott-Sarasota-Lakewood-Ranch.h909447.Hotel-Information?chkin=2025-10-12&chkout=2025-10-13&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=4983ec46-523e-45b9-9000-2b8a72e4021f&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [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%7C27.28409%2C-82.52270&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=nNg5Waoed5KXxNKzynurEJDppaQ=) 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) - 26 min drive #### Restaurants - ‪Starbucks - ‬16 min walk - ‪Phillippi Creek Oyster Bar - ‬2 min drive - ‪Olive Garden - ‬13 min walk - ‪Daruma South Sarasota - Japanese Steakhouse & Sushi Lounge - ‬14 min walk - ‪La Violetta - ‬14 min walk ## 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 ![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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Oct 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=1212924&PinnedHotelID=1212924&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tropical Beach Resorts South Village - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 5,015 reviews CA $177 CA $231 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=1240909&PinnedHotelID=1240909&HadPinnedHotel=true®ionId=-1&adults=2) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lido Beach Resort Lido Key - On private beach - Pool - Hot tub - Pet-friendly 8.8 Excellent 1,003 reviews CA $375 CA $487 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=34597&PinnedHotelID=34597&HadPinnedHotel=true®ionId=-1&adults=2) ![2 outdoor pools, a heated pool](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Palms Resort Sarasota - Pool - Pet-friendly - Parking included - Free WiFi 9.2 Wonderful 1,001 reviews CA $79 CA $160 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=15191010&PinnedHotelID=15191010&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfort Suites Sarasota - Siesta Key Sarasota - Pool - Hot tub - Breakfast included - Pet-friendly 9.0 Wonderful 1,816 reviews CA $139 CA $157 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=5637457&PinnedHotelID=5637457&HadPinnedHotel=true®ionId=-1&adults=2) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### voco Sarasota by IHG Central Sarasota - Pool - Pet-friendly - Free WiFi - Restaurant 9.2 Wonderful 1,002 reviews CA $186 CA $245 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13&selected=1577382&PinnedHotelID=1577382&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) - Available in some public areas: Internet access ### Things to do - Kayak - Stereo ### Conveniences - Laundry facilities ### Outdoors - Barbecue grill - Firepit - Garden - On the waterfront ### 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 ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### 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 4, 2025, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Oct 5, 2025 start from CA $209.28, 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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