[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Siesta key Guest House 5 star on the water Private Waterfront vacation home with private pool and kitchen ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/32862b62.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/9bad2281.jpg?impolicy=resizecrop&rw=297&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) ![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 - Amenities - Policies - Location 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 ### Entire home 1 bedroom1 bathroomSleeps 5 ## Popular amenities - Dryer - Parking available - Pool - Washer - Fireplace - Pet-friendly ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Siesta key Guest House 5 star on the water Private OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going to the #1 beach in the USA than coming back to a huge refreshing pool. Than after sitting in a massive wooded back yard with a huge fire pit and listening to great music and making s’mores! This is like your in the woods yet on the water where NO ONE will tell you the music is too loud you can have the fire going late. The Cabin is built on top of the water hidden in the woods We are 5 star rated! Fire pit, patio, paddle boards, kayaking, Pool, Private drive and wooded location. Great deck wrapped around the house. Your 100 yards away from the main house so you will enjoy total privacy and private parking. The pool is at the main house but well worth the walk:) We have an additional room private entrance at the main guest house with a private bathroom for additional guest if you need it! Ask us about boating options you can walk in the back yard and boat to the Gulf of Mexico or Siesta Key beach! The Cabin and almost 1 acre wooded lot. Amazing location to everything. Tons of private parking away from houses or anyone. Main house is 100 yards away for anything you may need. No more than 6 six guest at anytime. Siesta key beach 5 minutes away. Downtown Sarasota, st. Armands circle are all 5-10 minutes away. Srq airport is 15-20 minutes away Car or Uber you have your own parking Its the best spot for privacy anywhere! No neighbors! We have bon fires every weekend and play our music and never have to worry about anyone complaining. This is just seclusion at its best with high quality! Look at our reviews. OFF THE CHART! CLEAN CLEAN CLEAN plus privacy! and the amenities are world class! Anything you need let us know. You are here to relax and enjoy the property and I promise if you use it you will love it. If you use kayaks or paddle boards just spray them off with the hose at the dock. Make sure they are out of the water and the paddles go back under the covered porch at the dock. Our team will clean the unit when you are done. If you need more towels, toilet paper, paper towels, soap, shampoo, coffee pods, napkins, laundry detergent just let us know. No more than a total of 6 guest are allowed at any time. Pets are allowed $150 per pet fee. When you leave please leave all towels, sheets, blankets on the floor so we know which ones to clean. PLEASE TURN THE AC UNITS TO 78 WHEN YOU LEAVE Thanks ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Private pool ### Internet - Available in the house: WiFi (surcharge) ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop ### Dining - Dining table ### Bedrooms - Bedroom - Bedsheets provided ### Bathroom - 1 bathroom - Hair dryer - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Balcony - Barbecue grill - Firepit - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - On the waterfront ### Things to do - Kayak ### 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 not reported (host has not indicated whether there is a smoke detector on the property) - Fire extinguisher ### General - Garden ## 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 2,180 reviews CA $163 CA $184 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&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! 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special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property 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 ## About the area Located on the waterfront, this vacation home is in South Sarasota, a neighborhood in Sarasota. 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 Stardust Event Center. [Visit our Sarasota travel guide](https://www.expedia.ca/Sarasota.dx602719) [View more Vacation homes in Sarasota](https://www.expedia.ca/Sarasota-Private-Vacation-Homes.d602719-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%7C27.28409%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 - ‪La Violetta - ‬14 min walk - ‪Olive Garden - ‬13 min walk - ‪Origin Craft Beer & Pizza Cafe The Landing - ‬16 min walk ## 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 15, 2025, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Oct 19, 2025 start from CA $210.54, 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 vacation home 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. Ask a question ## Siesta key Guest House 5 star on the water Private Reviews 9.0 ### Wonderful 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) ### 9.4 Cleanliness ### 9.2 Location ### 10 Staff & service ### 10 Eco-friendliness ### 8.0 Property conditions & facilities 10 - Excellent 11 8 - Good 5 6 - Okay 1 4 - Poor 1 2 - Terrible 0 ### 10/10 Excellent #### Giancarlo May 27, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend. ##### Giancarlo Stayed 3 nights in May 2025 ### 10/10 Excellent #### Dar C. Jan 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Siesta Key Guesthouse Property and amenities were wonderful and Roy was very helpful. ##### Dar C. Stayed 6 nights in Dec 2023 ### 10/10 Excellent #### Stephanie B. Dec 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet retreat Perfect for a weekend getaway. I loved the solitude and being near the water with many cool spots to hang out in the sun. ##### Stephanie B. Stayed 3 nights in Nov 2022 ### 10/10 Excellent #### Paula S. Feb 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very Nice Place This is a great place if you enjoy being outdoors! We enjoyed the deck with the overhang, fire pit, hot tub/pool, and the dock on the water. The various wildlife was a bonus. Great location, close to the beach and restaurants. Would recommend this property. ##### Paula S. Stayed 14 nights in Feb 2024 ### 10/10 Excellent #### Elaine K. Mar 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great cottage Semi-secluded, cozy, bungalow. Great for two people. Updated with a full kitchen and washer and dryer. The hot tub/pool is great. Nice fire pit and is near the water. ##### Elaine K. Stayed 7 nights in Mar 2024 ### 10/10 Excellent #### Renee R. Jun 8, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very nice Very nice, would recommend ##### Renee R. Stayed 4 nights in Jun 2023 ### 10/10 Excellent #### Andrea B., Circle Pines, Mn Mar 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Absolutely perfect little hidden gem! Me and my 2 teenage daughters stayed in this little gem. Our stay was amazing! My favorite part the washer and dryer so we came home with clean clothes!! The pond was serene, the kayaks to go down the creek so cool! Ray was an amazing host! Would absolutely stay again if in Sarasota! ##### Andrea B. Stayed 5 nights in Mar 2024 ### 8/10 Good #### Sandra L., Hernando, Citrus County Florida Nov 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice dock on Phillipe Creek Cottage was cute. Well stocked. Easy access to Sarasota Bay by boat. ##### Sandra L. Stayed 4 nights in Nov 2023 ### 8/10 Good #### Robert R. Apr 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Get away Pictures were a little misleading but over all a nice place to just get away. Very clean. Just needs a little TLC outside. Would not recommend for children. ##### Robert R. Stayed 4 nights in Apr 2024 ### 4/10 Poor #### Blanca P. Jul 17, 2024 Disliked: Communication, location, listing accuracy #### Guess house Ok ##### Blanca P. Stayed 3 nights in Jul 2024 ### 8/10 Good #### Eileen M. Feb 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### sweet spot pleasantly surprised. had everything we needed plus a private space with a dock for fishing , a private fountain and a great fire pit with plenty of wood. didn’t get in the heated pool but the water temp felt great. shopping very close. very clean place…we could have used a little more time to enjoy it more. we were there during presidents week so siesta key which is a few miles away was crazy crowded. ##### Eileen M. Stayed 2 nights in Feb 2024 ### 10/10 Excellent #### Molly M. Jun 26, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best VRBO house we've stayed at! Love this property. I would buy it if I could. It's so comfortable and Roy is the perfect host. Super great property and we will definitely be recommending to friends and family and also renting again. You will not regret staying here. Also... RENT.THE.BOAT. It was so much fun and we saw dolphins and manatees. Also took out the kayaks and saw iguanas, fish, and birds. It's a paradise! While in the pool we saw squirrels, racoons, woodpeckers, herons, lizards and more! Roy is so very personable and friendly. Great communication with hosts and you won't want to stay in a hotel ever again. LOVE THIS PLACE! ##### Molly M. Stayed 4 nights in Jun 2022 ### 6/10 Okay #### Michelle M. Apr 1, 2024 Liked: Check-in, communication Disliked: Cleanliness #### Could be really cute We were attracted to this property due to the access to the creek behind. We liked that paddle boards and kayaks were provided. They could use a good spray down to clean them between guests. We liked the fountain outside. The decor is cute however, the property is pretty run down. Nails are sticking out of the wrap around deck. The wood looks should prob be replaced. Walls and doors inside could use a good cleaning. The towels and wash clothes should be replaced. They were miss matched, worn and stained. Our host was very nice and responsive to our requests. ##### Michelle M. Stayed 6 nights in Mar 2024 ### 10/10 Excellent #### dayami Apr 22, 2024 Liked: Cleanliness, staff & service, amenities Es un lugar hermoso, muy tranquilo, limpio y cómodo, lo único q necesitan es cambiar sus colchones inflables, pues ya no funcionan bien ##### dayami Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### Mina K., Auburn Apr 24, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### perfect place You have to stay here if you want to have a perfect vacation on Siesta Key. This is a great location.everything is there. And every place recommended by the friendly host Roy were excellent. We had a good time and were lucky to see manatees and dolphins. ##### Mina K. Stayed 4 nights in Apr 2023 ### 10/10 Excellent #### J.Elizabeth C. Sep 10, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### For true believers who prefer magic over cookie cutter home! This was....just a magical spot. Unexpected and incredible perfect. .Everything you could ever dream of if you want to be transported back to the 1950s and old Florida. The house sheets, pillows and basic elements were of the highest quality and the house was fresh and clean and the best getaway you could imagine...we slept and didnt wake up until noon the next day ..and then we realized we were sleeping on top of a ebbing bayou jetty off the river...the fish gathered outside the porch and the whole cabin was private and quiet and safe feeling ...perfect for mom & child....I will be sending customers to this enchanting little villa .. There is nothing you could want here. Perfect for a week getaway!!! Safe neighborhood & right on the river! Like a fairytale! Huge screen tv if you needed that...tiny kitchen but perfect for us...washer and dryer too! Incredible escape! ##### J.Elizabeth C. Stayed 5 nights in Aug 2022 ### 8/10 Good #### Rob C. Apr 13, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Seclusion Quiet and relaxing. Car traffic-noise in the mornings was loud. ##### Rob C. Stayed 7 nights in Mar 2022 ### 8/10 Good #### Salvatore M., Hudson Feb 27, 2022 Liked: Cleanliness, check-in, communication, location Disliked: Listing accuracy #### 2022 Golf Trip Property was great except we thought 3 of the bedrooms would have more than one bed. So only 4 of the 8 of us had adequate sleeping accommodations. Host was great and checked on us often ##### Salvatore M. 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