Title: Pineapple on Siesta Key - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Pineapple on Siesta Key Waterfront vacation home with private pool and kitchen ## Photo gallery for Pineapple on Siesta Key ![Beach nearby - Pineapple on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/113000000/112760000/112757400/112757341/8714cd36.jpg?impolicy=resizecrop&rw=598&ra=fit) ![3 bedrooms, desk, iron/ironing board, free WiFi - Pineapple on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/113000000/112760000/112757400/112757341/270080b1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Pineapple on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/113000000/112760000/112757400/112757341/628cddc6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Pineapple on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/113000000/112760000/112757400/112757341/30a87dfe.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Pineapple on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/113000000/112760000/112757400/112757341/d2b8f8eb.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to Siesta Key Beach, Pineapple on Siesta Key provides golfing on site, a garden, and laundry facilities. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 3 bedrooms4 bathrooms12917 sq ft ## 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 home to yourself and will only share it with other guests in your party. ### Pineapple on Siesta Key Kick back and relax in this calm, stylish 3-bedroom, 4-full bathroom canal-front home, perfect for families or couples seeking a tranquil getaway. Just a short 5-minute walk away, you\`ll find the vibrant Siesta Key Village, offering a variety of shops, restaurants, and entertainment. And, of course, you\`re just minutes from Siesta Key Beach, consistently ranked as the #1 beach in the US! Book your dream vacation today and experience the best of Siesta Key!\` Minimum age 25 without parents. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Books - Smart TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Fenced yard - Garden ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - On the waterfront ### Things to do - Golf - Heated pool - Ecotours nearby - Fishing nearby - Golfing nearby - Parasailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby ### 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) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Garden - Unit size: 12,917 square feet ## Similar properties ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/64000000/63500000/63492100/63492002/w825h615x3y19-a358be2d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Entire private house Hudson Bayou - Pool - Hot tub - Kitchen - Washer 10 Exceptional 48 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=63492002&PinnedHotelID=63492002&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92410000/92402200/92402102/f6a5f98e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious 3 Bedroom Gulf Side Townhome with Rooftop Sun Deck On Siesta Key! 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Siesta Key - Pool - Kitchen - Washer - Dryer 8.8 Excellent 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=92103318&PinnedHotelID=92103318&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122070000/122061700/122061622/ba58ed76.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Trendy & Relaxing: Close to Beach \~ Pool \~ Hot Tub South Village - Pool - Hot tub - Washer - Dryer CA $322 CA $804 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-20&endDate=2026-01-21&selected=122061622&PinnedHotelID=122061622&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33500000/33490200/33490177/15ec3120.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key private beach access South Village - Pool - Kitchen - Washer - Dryer 10 Exceptional 111 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=33490177&PinnedHotelID=33490177&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/123000000/122580000/122574400/122574360/ae3c037d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Two Connected Villas, Walk to Beach, Nightlife & Pool South Village - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=122574360&PinnedHotelID=122574360&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93403700/93403627/dbf8ced0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Designer Siesta Key Home Hot Tub, Private Dock & Walk to Beach Siesta Key - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=93403627&PinnedHotelID=93403627&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89760000/89758000/89757974/1d9910ce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bayfront Home with Beach Access and Community Amenities - Sea Club II Unit 2A Siesta Key - Pool - Washer - Dryer - Air conditioning 9.8 Exceptional 14 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=89757974&PinnedHotelID=89757974&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Rules Minimum age 25 without parents. ### Pets Pets not allowed ### 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 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 indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 357154 ## About the area Located in Siesta Key, this vacation home is on the waterfront. 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. Mote Marine Laboratory & Aquarium and Coconuts Family Entertainment Center are also worth visiting. Discover the area's water adventures with scuba diving, snorkeling, and parasailing nearby, or enjoy the great outdoors with ecotours. [Visit our Siesta Key travel guide](https://www.expedia.ca/Siesta-Key.dx6881) [View more Vacation homes in Siesta Key](https://www.expedia.ca/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%7C27.27465%2C-82.55790&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=nhr8231RePksAEG6fT2qbOLKgAU=) Siesta Key, FL ### What's nearby - Siesta Key Farmers Market \- 9 min walk \- 0.8 km - Siesta Key Beach \- 9 min walk \- 0.8 km - Siesta Key Beach Playground \- 20 min walk \- 1.7 km - Irma Beach \- 2 min drive \- 1.8 km - St. Boniface Episcopal Church Labyrinth \- 2 min drive \- 1.4 km ### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 37 min drive ### Restaurants - ‪Circle K - ‬11 min walk - ‪Gilligan's Island Bar & Grill - ‬11 min walk - ‪Siesta Key Oyster Bar - ‬10 min walk - ‪The Big Tiki Lounge - ‬10 min walk - ‪Sun Garden Cafe - ‬9 min walk ## Frequently asked questions ### Does Pineapple on Siesta Key have a pool? ### How much does it cost to stay at Pineapple on Siesta Key? ### Is Pineapple on Siesta Key pet-friendly? ### How much is parking? ### What time is check-in at Pineapple on Siesta Key? ### What time is check-out at Pineapple on Siesta Key? ### Where is Pineapple on Siesta Key located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Pineapple on Siesta Key Reviews ## Reviews ### Exceptional 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 7 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Yvonne P. Apr 13, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect! Perfect stay! Location, clean and has everything you could ever need! ##### Yvonne P. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### lesley p. Jul 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Nikki and Marcus were great to rent from! quick communication and everything was as expected! house was great and great location!! highly recommend! ##### lesley p. Stayed 5 nights in Jul 2025 ### 10/10 Excellent #### Nicole M. Apr 4, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect getaway This house was in the perfect location. Short walk to the beach and Siesta Village for shopping and restaurants. It was comfortable, clean, and quiet. The pool was perfect to relax at at the end of the day. Will stay here again if we come back to the area! ##### Nicole M. Stayed 4 nights in Mar 2025 ### 10/10 Excellent #### alejandra R. Aug 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The house is very comfortable, the master bedroom is huge, it has a king size bed another bed definitely fits in there. The house had everything we needed. The pool is very nice, my kids loved it. The neighborhood is nice and quiet and min away from the village and beach. We rented a golfcart to get around and it was great. Marcus was quick to respond for any concerns. We are very pleased and would definitely stay there again. ##### alejandra R. Stayed 4 nights in Aug 2025 ### 10/10 Excellent #### Bruce P. May 3, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay Great location. Very nice pool. Recently renovated so appliances are all new. Location close to the village yet far enough so it is quiet. Greatly appreciated condiments being left in the refrigerator. A lot of rentals make you remove everything when you leave. Nikki was very responsive to our questions. ##### Bruce P. Stayed 14 nights in Apr 2025 ### 10/10 Excellent #### Iosif B. Sep 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Beautiful place ##### Iosif B. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Sarah O. Mar 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Sarah O. Stayed 6 nights in Feb 2025