Title: The Lookout in Siesta Key Reviews, Deals & Photos 2026 - Expedia [See all properties](http://www.expedia.com/Hotel-Search?regionId=6881&destination=Siesta+Key%2C+Florida%2C+United+States+of+America&selected=111588728&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Lookout in Siesta Key ## Photo gallery for The Lookout in Siesta Key ![House, Accessible | 5 bedrooms, Internet - The Lookout in Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/112000000/111590000/111588800/111588728/7539c461.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House, Accessible | 5 bedrooms, Internet - The Lookout in Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/112000000/111590000/111588800/111588728/c6e9809a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, Accessible | 5 bedrooms, Internet - The Lookout in Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/112000000/111590000/111588800/111588728/d1cfbd52.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, Accessible | 5 bedrooms, Internet - The Lookout in Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/112000000/111590000/111588800/111588728/14b6ef0f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, Accessible | 5 bedrooms, Internet - The Lookout in Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/112000000/111590000/111588800/111588728/f29a4f6b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies A short walk from Siesta Key Beach, The Lookout in Siesta Key provides amenities like a garden. Guests can connect to free WiFi in public areas. ### Entire home 5 bedrooms6 bathroomsSleeps 164500 sq ft ## Popular amenities - Free WiFi - Outdoor Space - Barbecue grill ## Add dates for prices Check-in Check-out Travelers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Lookout in Siesta Key Express check-in, express check-out, and a garden are available at this vacation home. WiFi in public areas is free. Other amenities include barbecue grills. The vacation home offers 6 bathrooms and a stovetop. This vacation home offers 12 accommodations. ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the house: High-speed internet - Available in some public areas: Free WiFi ### Parking and transportation - Street parking available ### Food and drink - Cookware, dishware, and utensils - Stovetop - Toaster ### Bedrooms - 5 bedrooms ### Bathroom - 6 private bathrooms ### Entertainment - Games ### Outdoor areas - Barbecue grill - Garden ### Pets - Service animals only (pets not allowed) ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Elevator - Wheelchairs on site ### Things to do - Table tennis ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - 12 units - Garden ## Similar properties ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/36292117.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites Siesta Key Village - Pool - Hot tub - Free WiFi - Restaurant 9.0 Wonderful 1,081 reviews $393 nightly $444 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=9560&PinnedHotelID=9560&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/f85b62a5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tropical Beach Resorts South Village - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 5,378 reviews $226 nightly $256 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=1240909&PinnedHotelID=1240909&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spark by Hilton Sarasota Siesta Key Gateway Sarasota - 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Pool - Pet friendly - Parking included - Free WiFi 9.0 Wonderful 85 reviews $325 nightly $367 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=123471528&PinnedHotelID=123471528&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3d46ab53.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Captiva Beach Resort South Village - Pool - Kitchen - Parking included - Free WiFi 9.0 Wonderful 1,216 reviews $277 nightly $311 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-25&endDate=2026-03-26&selected=1163507&PinnedHotelID=1163507&HadPinnedHotel=true®ionId=-1&adults=2) ![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/c95abc81.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Island Rentals Siesta Key - Washer - Dryer - Parking included - Free WiFi 9.6 Exceptional 64 reviews $475 nightly $537 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&selected=89714291&PinnedHotelID=89714291&HadPinnedHotel=true®ionId=-1&adults=2) ![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/b278ba9a.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 2,271 reviews $213 nightly $241 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=1212924&PinnedHotelID=1212924&HadPinnedHotel=true®ionId=-1&adults=2) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5460000/5453000/5452904/d705f490.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Ringling Beach House Siesta Key - Pool - Kitchen - Parking included - Free WiFi 9.0 Wonderful 356 reviews $474 nightly $536 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01&selected=5452904&PinnedHotelID=5452904&HadPinnedHotel=true®ionId=-1&adults=2) ![Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/5b42b650.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### SeaSpray Resort Siesta Key - Pool - Pet friendly - Parking included - Free WiFi 9.6 Exceptional 102 reviews $379 nightly $428 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22&selected=114189452&PinnedHotelID=114189452&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-07&endDate=2026-04-08&selected=111588728&PinnedHotelID=111588728&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=111588728,9560,1240909,26397,879629) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Express check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM Contactless check-out available Express check-out available ### Special check-in instructions Guests must contact the property for check-in information To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed (service animals are welcome, and are exempt from fees) ### Children and extra beds Children are welcome ### Property payment types ## 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 This property accepts credit cards Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is professionally cleaned ### We should mention A mandatory cleaning fee is included in this property's rental rate ### Property is also known as The Lookout in Siesta Key Siesta Key The Lookout in Siesta Key Private vacation home The Lookout in Siesta Key Private vacation home Siesta Key ## About the neighborhood Siesta Key is home to this vacation home. 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. [Visit our Siesta Key travel guide](https://www.expedia.com/Siesta-Key.dx6881) [View more Vacation Homes in Siesta Key](https://www.expedia.com/Siesta-Key-Private-Vacation-Homes.d6881-aaPrivateVacationHomes.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%7C27.26989%2C-82.55720&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=BBy5b2ZbrfKgOFVZInPuy10apwA=) Siesta Key, FL ### What's nearby - ![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 2 min walk \- 0.1 miles - ![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 15 min walk \- 0.8 miles - ![North America, United States, Florida, Miami-Dade County, Miami Beach, Ocean Drive ](https://images.trvl-media.com/place/553248635976197551/cf299ff0-958b-4481-9cd5-91eeead50b5c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Irma Beach 3 min drive \- 1.6 miles - Siesta Key Beach Playground 12 min walk \- 0.7 miles - Siesta Key Farmers Market 12 min walk \- 0.7 miles ### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) 33 min drive ### Restaurants - Siesta Beach Pavilion 10 min walk - Siesta Key Snack Bar 9 min walk - Circle K 15 min walk - Gilligan's Island Bar & Grill 11 min walk - Sun Garden Cafe 14 min walk ## Frequently asked questions ### Is The Lookout in Siesta Key pet-friendly? ### What time is check-in at The Lookout in Siesta Key? ### What time is check-out at The Lookout in Siesta Key? ### Where is The Lookout in Siesta Key located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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