Title: Dragonfly - Southern charm on the North end of Anna Maria Island - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=32062406&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Dragonfly - Southern charm on the North end of Anna Maria Island Family-friendly vacation home in Anna Maria with a hot tub ## Photo gallery for Dragonfly - Southern charm on the North end of Anna Maria Island ![Fridge, microwave, oven, stovetop - Dragonfly - Southern charm on the North end of Anna Maria Island (Anna Maria)](https://images.trvl-media.com/lodging/33000000/32070000/32062500/32062406/303a0380.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - Dragonfly - Southern charm on the North end of Anna Maria Island (Anna Maria)](https://images.trvl-media.com/lodging/33000000/32070000/32062500/32062406/899304e2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, DVD player, table tennis - Dragonfly - Southern charm on the North end of Anna Maria Island (Anna Maria)](https://images.trvl-media.com/lodging/33000000/32070000/32062500/32062406/3a06860b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Dragonfly - Southern charm on the North end of Anna Maria Island (Anna Maria)](https://images.trvl-media.com/lodging/33000000/32070000/32062500/32062406/44dbaeb0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby, sun loungers, beach towels - Dragonfly - Southern charm on the North end of Anna Maria Island (Anna Maria)](https://images.trvl-media.com/lodging/33000000/32070000/32062500/32062406/f9b37704.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located across from famous Bean Point Beach, Dragonfly is a tranquil retreat with glimpses of sparkling turquoise waters from upper floor bedrooms. Unwind in the pool with spa and sundeck or enjoy al fresco dining in the outdoor kitchen. ## Reviews 10 Exceptional ### Entire home 5 bedrooms4 bathroomsSleeps 82884 sq ft ## Popular amenities - Parking available - Dryer - Washer - Fireplace ## 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. ### Dragonfly - Southern charm on the North end of Anna Maria Island Dragonfly is a private retreat located right across the street from the sugary white sands of famous Bean Point Beach in Anna Maria, Florida. Glimpse sparkling turquoise waters from upper floor bedrooms, frolic in the pool with spa and sundeck, and outdoor kitchen, or create culinary delights in the gourmet kitchen with dual-zone wine cooler and Thermador gas range. Wide open decks with retractable privacy and sun screens plus generously sized rooms enhance guest comfort and offer plenty of space for relaxing moments or celebratory events. PLEASE NOTE: This property is offered exclusively through VRBO/Home Away and its affiliated entities. Fraudulent bookings through any other service or website are invalid and subject to immediate cancellation without return of deposit. THIS PROPERTY DOES NOT RENT ON OR THROUGH CRAIGSLIST. ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car recommended - Onsite parking options include a garage ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room ### Entertainment - DVD player - Games - Smart TV with cable/satellite channels - Stereo ### Outdoor areas - Barbecue grill - Fenced yard - Garden - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Iron/ironing board ### Location highlights - In a village - Near a health/beauty spa - Near the marina - Near the sea ### Things to do - Bicycles - Golf - Heated pool - Kayak - Table tennis - Water sports equipment - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Hiking/biking trails nearby - Horseback riding nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Surfing/bodyboarding nearby - Swimming nearby - Water skiing nearby - Wildlife walks nearby - Windsurfing nearby ### 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 - Deadbolt lock ### General - Bicycles - Garden - Housekeeping (on request) - Unit size: 2,884 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/106000000/105880000/105874200/105874177/ebc7152d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Brand New Bayfront Home! 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Steps from the Beach Holmes Beach - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 29 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-23&endDate=2025-12-24&selected=106558861&PinnedHotelID=106558861&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 10:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Check-out instructions The host requires you complete the following before checking out: Load and start the dishwasher Gather used towels Remove personal items and take out the trash Turn off the lights and lock the doors HONOR THE 10AM CHECK OUT TIME The housekeeping staff arrives at 10am to prepare the house for the next guests. ON DEMAND SERVICES Make sure you have logged out of all apps on the TVs (if applicable). GARBAGE & LEFTOVER FOOD: You may leave unused food/drinks in the kitchen. Please discard all restaurant leftovers. LINENS: It is not necessary to strip the sheets from the beds or wash towels. RETURN ITEMS TO THEIR PLACE: Return all furniture and décor that was moved during your stay to its original locations, including outdoor furniture. This is a private home. Thank you for your respect! Failure to complete these may result in a negative review from the host. ### Rules The signed Rental Agreement ("RA") must be returned to Manager within 7 days of receipt. Rental is subject to cancellation until the RA is received. In the event the language in the Rental Agreement ("RA") conflicts with the language found on this website, the language of the RA shall control Violation of Occupancy or Noise restrictions by city ordinance and the Dragonfly RA shall be considered a default subject to eviction without refund ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: Well-behaved children are always 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 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, 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 ### We should mention A car is recommended for transportation to and from this property ### Property is also known as Dragonfly ern Charm Anna ia's Dragonfly Southern Charm on Anna Maria's Famous North Shore Discounts April MAY Rates Reduced! Dragonfly Southern Charm on Anna Maria's Famous North Shore ## 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%7C27.53711%2C-82.74303&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=L0C8MVjRz9JqDRJWGm13CCxSGp0=) Anna Maria, FL #### What's nearby - Bean Point Beach \- 2 min walk \- 0.2 km - Anna Maria Beach \- 2 min walk \- 0.2 km - Bayfront Park \- 7 min walk \- 0.7 km - Anna Maria City Pier \- 16 min walk \- 1.4 km - Anna Maria Island Museum and Historical Park \- 18 min walk \- 1.6 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 35 min drive #### Restaurants - ‪The Ugly Grouper - ‬8 min drive - ‪The Sandbar Restaurant - ‬3 min drive - ‪The Waterfront Restaurant - ‬17 min walk - ‪Ginny's & Jane E's - ‬3 min drive - ‪North Shore Cafe - ‬16 min walk ## Frequently asked questions ### Does Dragonfly - Southern charm on the North end of Anna Maria Island have a pool? ### Is Dragonfly - Southern charm on the North end of Anna Maria Island pet-friendly? ### How much is parking? ### What time is check-in at Dragonfly - Southern charm on the North end of Anna Maria Island? ### What time is check-out at Dragonfly - Southern charm on the North end of Anna Maria Island? ### Where is Dragonfly - Southern charm on the North end of Anna Maria Island located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Dragonfly - Southern charm on the North end of Anna Maria Island Reviews 10 ### 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 Cleanliness ### 10 Location 10 - Excellent 184 8 - Good 2 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ## Reviews ### 10/10 Excellent #### elena g. Aug 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Location of this home for beach access and amenities was excellent. Quiet, peaceful and beautiful home. The pool is a plus with children and adds to the entire beach experience. The walk down the block to amazing sunsets with my family are memories we will have. ##### elena g. Stayed 7 nights in Aug 2025 ### 10/10 Excellent #### betty Q. Jun 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Anna Maria stay at the dragonfly My immediate family stayed at the house and my siblings with their families rented other homes closer to downtown Anna Maria ![](https://a.travel-assets.com/ugc/hotel-reviews/fc2971b1-a447-4686-8e53-930a6c458d75-1751134823191.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/b8ef6399-4c5a-4010-b04c-a30d9a3cd119-1751134822128.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/7c604c8e-a27d-4c47-85b6-7071c9dd991e-1751134804989.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/1f69153e-a479-4677-a418-ee4e26f853cc-1751134826316.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### betty Q. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Nick Rowe Aug 4, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Anna Maria July 25 a really excellent find, house in a great location, every toy you need all available.Any problems sorted by a very attentive manager.thoroughly recommended ##### Nick Rowe Stayed 7 nights in Jul 2025 ### 10/10 Excellent #### Verified traveller Jul 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Incredible Home! This is our second time back to the Dragonfly! It simply can’t be beat. They provide everything you need to enjoy the pool and beach. Tons of chairs, towels, toys, etc. We have never been to a rental that is so well stocked and so well taken care of. The home is beautiful and the location is perfect. We will be back! ##### Verified traveller Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Tammi H. Feb 25, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Vacation 2025 Dragonfly is a very well kept property in a very convenient location. Can’t wait to visit again ##### Tammi H. Stayed 7 nights in Feb 2025 ### 10/10 Excellent #### Susan L. Apr 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfection This is our 7th year renting Dragonfly for three weeks and we’ll be back till we die. It is fabulous. I cannot recommend this property enough. ##### Susan L. Stayed 22 nights in Mar 2025 ### 10/10 Excellent #### Jenny P. Feb 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Dragonfly We stayed at the Drafonfly for a full week. We couldn’t have been happier with the location, accommodations, cleanliness and presentation of the entire property. The site management Dan & Goose were always available and extremely nice! We highly recommend and will stay again! ##### Jenny P. Stayed 8 nights in Feb 2025 ### 10/10 Excellent #### gt a. Jul 30, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic house and location! Great house, great pool, Bean Point is the best beach in the world! ##### gt a. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Nancy C. Jul 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous house and amenities Our stay was great. The property had everything we needed for a wonderful family vacation and exceeded our expectations. We would certainly stay there again. ##### Nancy C. Stayed 7 nights in Jul 2024 ### 10/10 Excellent #### Debbie K. May 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Place We loved every minute of our stay at Dragonfly. We couldn’t have asked for more comfortable or more beautiful accommodations. It’s our new favorite! ##### Debbie K. Stayed 7 nights in May 2024 ### 10/10 Excellent #### Ray G. Mar 26, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### AMI star We have rented several houses on AMI and this was by far the best. The location to the beach and the house itself are just great. But the attention to detail of what renters might need in a beach house was top notch. The bikes, the beach toys and equipment and the kitchen supplies, the games, the towels and pool equipment made our stay so easy and luxurious. This property is so great for kids with the putting area, the spa tub, the ping pong table and lots of other yard games and balls. We had great check-in help and when we needed help with the pool temp we had immediate response from the management team. Really, there’s not one negative thing to say. Thank you for this lovely stay. ##### Ray G. Stayed 7 nights in Mar 2025 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### Janet G. Sep 24, 2017 #### A royal vacation at the Dragonfly. The Dragonfly thought of everything to make our stay wonderful. A beautiful property made us feel like royalty!!! ##### Janet G. Stayed 5 nights in Sep 2017 ### 10/10 Excellent #### Leesa R. Oct 11, 2018 #### Wonderful Vacation Home This home was beautifully decorated & equipped with everything you need for your stay. It is a short walk to the beach. Our family especially enjoyed the pool & big porch & patio areas. ##### Leesa R. Stayed 5 nights in Sep 2018 ### 10/10 Excellent #### Wayne C. Nov 26, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Love the place, it is.special in so many ways, well equipped with many recreational l alternatives. Terrific, loved it. Definitely a 5 star fun rental!! ##### Wayne C. Stayed 7 nights in Nov 2023 ### 10/10 Excellent #### Nicholas W. Dec 29, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### AWESOME This place is everything is shows and more, our family enjoyed staying here and will be coming back to this property again! ##### Nicholas W. Stayed 5 nights in Dec 2021 ### 10/10 Excellent #### Laurel W. Oct 8, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Family & Friends Getaway This was the perfect hours for our 3 families to come visit AMI. We had adults and kids under 3 and the house set up was perfect. The owners thought of every detail for amenities, we can't wait to visit again! ##### Laurel W. Stayed 3 nights in Oct 2020 ### 10/10 Excellent #### Susan L. Apr 6, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Heaven We have been renting this property for six years now and I’ve already booked it for 2025\. The hosts are like family, the property is spectacular and the property managers are perfect. ##### Susan L. Stayed 16 nights in Mar 2024 ### 10/10 Excellent #### TAMMIE R., LUTZ Aug 8, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### It’s the most amazing rental we’ve ever experienced. It is definitely our home away from home. It’s always the best vacation EVER! See you next June!!! ##### TAMMIE R. Stayed 8 nights in Jul 2021 ### 10/10 Excellent #### Lynn G. Jul 30, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Property Anyone with small children to adults will love this property. The proximity to the beach was perfect. The rental company was amazing! We had such a good time, we have already booked for next year! ##### Lynn G. Stayed 7 nights in Jul 2022 ### 10/10 Excellent #### steve c. Jan 8, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Annual Visit to AMI Me and my family have been staying in December at AMI about 7 years consecutively with 4 of those at Dragonfly. We all had a great time again this year. The house is in excellent condition with all the nice amenities as usual. We enjoyed the usual activities at AMI. We spent lots of time at the beach and walking to the shops and restaurants. The property managers Goose and Dan were great to work with as usual. They were very responsive always especially when we needed the combinations to the bike locks :). Its a great house, location, and great support system. ##### steve c. Stayed 10 nights in Dec 2024 ### 10/10 Excellent #### John N. Jan 13, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### absolutely the perfect beach house! This is, by far, the best beach house we have ever rented. It is perfect in every way. A fabulous property - so very clean and comfortable. Every luxury your family needs for a perfect vacation. ##### John N. Stayed 5 nights in Jan 2021 ### 10/10 Excellent #### Stephanie H., Minneapolis, MN Dec 23, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful as always This is our third visit to the property. The layout, amenities and proximity to the beach are perfect for a large family. We will be staying again next year. ##### Stephanie H. Stayed 7 nights in Nov 2019 ### 10/10 Excellent #### Laura W. Dec 10, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing property - everything you need! We loved staying at Dragonfly. The property has everything you could possibly need, both inside and out. We loved the pool, hot tub, and being a short walk from the beach. The new putting green was fun for all ages. We can't wait to visit again! ##### Laura W. Stayed 7 nights in Dec 2022 ### 10/10 Excellent #### Gretchen N. Jul 1, 2018 #### Beautiful house, comfortable bedrooms, awesome pool and decks, exceptional kitchen The special amenities-bikes, chairs, umbrellas, floats and sand toys and sand wagon were especially appreciated. ##### Gretchen N. Stayed 7 nights in Jun 2018 ### 10/10 Excellent #### Sallie F., Bradenton, Florida Aug 18, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great fun despite the rain Even though there were a lot of rainy days, we loved the house and all the amenities. Beautifully furnished with so much to do, we enjoyed every day. The owners are lovely people and make sure everything is taken care of. ##### Sallie F. 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