Dragonfly - Southern charm on the North end of Anna Maria Island
5.0
Outstanding(176 Reviews)House in Anna Maria Island, FL
8 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Extensively renovated in 2016, 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.
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.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Garden
Family friendly
Map of Anna Maria Island, FL
Reviews
5.0
Outstanding(176 Reviews)5.0
Great house, great pool, Bean Point is the best beach in the world!
5.0
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.
5.0
We just returned home from a truly amazing vacation at Dragonfly. From the moment we arrived, we could tell that this property was the perfect choice for our family. The beautiful house was spotless, the condition of the property was impeccable, and it was very evident that much thought went into how to make a guest welcomed and valued. We found the 'extras' that were provided to be special and allowed our family to relax and focus on the special time we had there together. We especially enjoyed the amazing pool area, grilling at the outdoor kitchen area, the fantastic bikes, and all the added touches that often are not offered at a rental home. All amenities were in tip-top shape, giving us so much to do and enjoy during our vacation. We have stayed on AMI several times over many years, and this home and property exceeded all others. The property managers, Goose and Dan, were highly attentive and very personable; they responded quickly to any communication we had with them, both before and during our stay. We look forward to being able to visit Dragonfly again for another glorious getaway! Thank you for sharing your beautiful home with us!
5.0
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!
5.0
I have stayed at several properties at AMI. This by far exceeded all of them. The home and amenities are top notch. Items are labeled and extremely organized. Little things like kleenex, condiments and surplus of trash bags were included. We truly only needed to concern ourselves with food and beverages. Homes like this should be the norm!!!
5.0
We had an amazing time at Dragonfly. The house, location, and property manager was absolutely perfect. The house had everything from bikes to old bay seasoning. The management team thought of everything. We hope to be back soon. Such a wonderful family vacation. Thank you!
5.0
Dragonfly is the perfect beach home for a family vacation! Everything from the fabulous pool with all the toys, the putting green, bikes for all, and game room were planned with fun in mind! The kitchen was incredibly stocked with all the necessities, and all the bedrooms were roomy and extremely comfortable. And it is just steps away from the most beautiful stretch of beach on the island! The description was accurate, but we were still pleasantly surprised by this lovely home. Our family loved our time at Dragonfly and the warm welcome upon arrival. We will definitely come again! Best vacation home for a lovely stay at the beach.
5.0
Terrific, loved it. Definitely a 5 star fun rental!!
5.0
Our family had a fantastic week at Dragonfly - our 5th year! House is lovely and has every possible amenity you could need. We love Bean Point Beach and you can not beat Dragonfly's location for beach access. Pool and hot tub, plus bikes, ping pong, foosball and putting green kept all occupied happily during our non-beach time. Property managers are wonderful and so helpful and communicative.
We have made such wonderful memories here and hope to return next year!
5.0
This is our second year in a row staying at Dragonfly. The house is beautiful and the management team is exceptional! They are so friendly and approachable! It’s refreshing to have actual people to talk with instead of answering machines as we had with other rentals in the past. They reached out to welcome us and responded immediately to any questions and concerns we had.
5.0
Our family had a truly magnificent time at Dragonfly. The owners have equipped their home with many well thought-out amenities which resulted in hours of enjoyment during our stay. The Dragonfly home, the pool, the location, the town, the hosts (Dan and Goose) were all top notch. It was a wonderful week from start to finish. A big "thank you" to all who helped make that happen.
5.0
Our family loved our stay. The house was very well appointed and comfortable.We enjoyed the quick access to the beach and the heated pool. The gourmet kitchen was an absolute delight. The house, deck and other outdoor spaces had an abundance of comfy furniture and plenty of tables which we appreciated. Another wonderful amenity was the rolling screens for the upper deck, they made it possible for us to be comfortable when the sun was on the west side of the house. We would definitely stay here again
5.0
We’ve been renting this property for five years. It is perfect. It never disappoints. Each year it gets better and better and harder to leave. It’s rented for next year already. ♥️
5.0
This is a very nice house with all the features needed to have a wonderful time with family at a great beach community. The proximity to the beach, the yard with putting green, the pool and hot tub plus more was enjoyed by all of our party. The property managers were thorough and respectful. They make this property work for great vacationing. Thanks Goose and Dan!
5.0
Beautiful home, perfect set up with pool and property.
5.0
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!
5.0
Just when we thought “Dragonfly” couldn’t get any better—it did! The owners added more privacy landscaping and a putting green! And the upper deck is now screened-in for more shelter from the cool breezes/hot sun. Several other upgrades, too! This beautiful property is well-managed and maintained, well-stocked, and immaculate which our family greatly appreciates. We will be returning next year!
5.0
We loved having our tiny wedding here! It was truly amazing! This property is stunning. The property manager was very nice. There were kayaks, beach toys, bikes! games galore, etc. We barely left the house outside of walking to the most amazing beaches in both directions.
5.0
We had the unique opportunity and pleasure to host our wedding at dragonfly which turned out to be an awesome en vent. The only challenges we’re dealing with city ordnances but myself/Lori/Dan did our best to work through this and everything went to plan. We are very grateful to them and our time at dragonfly. The home is awesome
5.0
It's hard to find another house of that size in AMI that is so well equipped for the guests in every belonging, wonderful "beachy" decorated - and has such a terrific property management. Thank you so much Greg & Beth, Goose & Dan! Your 4 are our dream team for a splendid vacation. Your Stoebers & friends
5.0
We had a wonderful vacation staying at this lovely home. The location, the house and its decor, the amenities and the property management are all completely five-star and top-notch. The house is decorated beautifully and has everything you need to be comfortable and enjoy the many many things the property and beach have to offer. This was by far our best VRBO stay yet ( and we’ve had many great experiences!)
5.0
This was a fantastic vacation and this home was perfect for our entire family. We had reserved this about 2 years ago and during that time we lost two family members unexpectedly. So this was a wonderful family time to enjoy and appreciate all we have and come together with our kids and grandkids. This home had EVERYTHING, and I mean EVERYTHING we could need and more. There were sand toys, chairs, umbrellas, kayaks, beach wagons, cooler, bikes, helmets, games of all kinds and wonderful indoor and outdoor gathering areas that our family made full use of. The home was beautifully decorated and the amenities were all there. Really you only needed to pack your clothes (and swim wear). Nice location and easy access to beach and nearby piers. It was extremely hot while we were there and stormed a few times, but there were plenty of games for us to enjoy inside or on the porches. The property managers checked on us first day and also after one of the storms. We were given a bottle of wine and a gift certificate for the nearby ice cream store...very nice welcome gifts. Thank you. Our family is already talking about booking this home again.
5.0
This was a family trip planned pre Covid and put off for a few years.My Children and their children.Age range of the Grand Kids 5-19.
The property is just opposite the beach access to Bean Point,which is by far the nicest beach on the island.Perfect location.Can walk to the Rod and Reel Pier.
The proerty had great facilities and every possible need catered for from table Tennis to Kyaks.Enough bikes for the family and a pool that became to focus of our stay.The children were in it all day.
The attention to detail was remakable,even down to providing right handed and left handed putters for the putting green.
Would recommend this property .
5.0
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!
5.0
The Dragonfly was beyond our expectations thos house was amazing and had everything you need.
The house is amazing just bring your suitcase and enjoy. We have never stayed at a house so we’ll equipped wish other properties would take notes!! We will def be back!! Thank you for an amazing week!!
5.0
Very nice clean beautiful home with so many amenities. Wish it had a golf cart as well. Thats the only thing missing that we would have enjoyed using. But great home with a beautiful pool. Loved staying there.
5.0
Beautiful Experience
Very nice clean beautiful home with so many amenities. Wish it had a golf cart as well. Thats the only thing missing that we would have enjoyed using. But great home with a beautiful pool. Loved staying there.
5.0
Bean Point Spectacular
Dragonfly is one of the most beautiful, well-cared for and well-equipped properties we’ve ever rented. We admired this fabulous property a few years ago while on a walk up to Bean Point and knew it would be perfect for our family. It is like checking into your own private resort! From the moment you arrive your vacation begins! The house has everything! You just need to pack clothes , a bathing suit and sunscreen. So many beach chairs, bikes, an umbrella, outdoor & indoor games, plenty of covered outdoor seating and the pool/hot tub is amazing! Also, the property managers are so professional and friendly to work with. Goose met us upon arrival and was quick to respond with any questions we had. Working with them took the stress out of our vacation. We hope to return soon!
5.0
A little heaven on earth.
There are no words for this beautiful home. We’ve rented four years and will continue to rent Dragonfly for our family. ❤️
5.0
Dragonfly
The house was stocked with everything you could possibly need in the kitchen and for the pool. Very clean. Comfortable beds. Responsive management. Pool was perfect for little kids. Beautiful. Love the balcony/porch with TV.
5.0
This was simply amazing. We traveled as a group with eight. Four adults and four children. We had two 6 year-old girls and two 3 year-old boys. The safety and security around the pool and the ability to see them playing in the pool from almost every spot in the house made it feel like an actual vacation. I had ZERO fear that someone was in danger or that someone maneuvered a gate an escaped.
As a mom, I squeezed in everything I possibly could into our suitcase just to ensure the kids were entertained (puddle jumper, toys, etc). There was zero need for this. They have puddle jumpers, lifejackets, dive toys, sand toys, bikes, goggles, and beach wagons. Moms- EVERYTHING you need is there. And… everything is HIGH QUALITY. No dollar store pool noodles at this rental :)
It doesn’t end there. When you stay for a week at a house, you usually have to buy all that your regular refrigerator at home holds. Mainly, condiments that you will likely use two times and then need to throw away when vacation ends. Here, they have individually wrapped packages of mustard and ketchup. They have every spice that you could need. So there was no need for us to buy any of that either! The laundry room had multiple bottles of detergent and stain remover and dryer sheets. The kitchen cupboards had plastic bags and aluminum foil. The toilet paper and paper towel was actually good quality as well. The caliber that goose and gander rentals maintain clearly exceed any other experience I’ve ever had at renting a home.
We also landed earlier than check in. This was zero issue. I expressed that we might be early and that we would likely have an entire car full of groceries as we had a store pick up before we got onto the island. Lori and Dan (property managers) allowed us access to the garage fridge while the cleaning crew was there. Dan even helped unload our groceries!
If that wasn’t enough, after checking out, we realized we left some clothes in the dryer. We contacted them (and by no surprise), they promptly replied and had the clothes folded and ready when we turned around to pick them up.
Before we even checked out, I attempted to book it for the following year. Unfortunately, it was already booked 14 months out. Also, it seems the secret of Anna Maria Island is getting out, as the prices for renting houses are increasing! This perhaps seems to be our last hurrah on the island as we can no longer afford such extravagance. It was great while it lasted
5.0
Idyllic
This was simply amazing. We traveled as a group with eight. Four adults and four children. We had two 6 year-old girls and two 3 year-old boys. The safety and security around the pool and the ability to see them playing in the pool from almost every spot in the house made it feel like an actual vacation. I had ZERO fear that someone was in danger or that someone maneuvered a gate an escaped.
As a mom, I squeezed in everything I possibly could into our suitcase just to ensure the kids were entertained (puddle jumper, toys, etc). There was zero need for this. They have puddle jumpers, lifejackets, dive toys, sand toys, bikes, goggles, and beach wagons. Moms- EVERYTHING you need is there. And… everything is HIGH QUALITY. No dollar store pool noodles at this rental :)
It doesn’t end there. When you stay for a week at a house, you usually have to buy all that your regular refrigerator at home holds. Mainly, condiments that you will likely use two times and then need to throw away when vacation ends. Here, they have individually wrapped packages of mustard and ketchup. They have every spice that you could need. So there was no need for us to buy any of that either! The laundry room had multiple bottles of detergent and stain remover and dryer sheets. The kitchen cupboards had plastic bags and aluminum foil. The toilet paper and paper towel was actually good quality as well. The caliber that goose and gander rentals maintain clearly exceed any other experience I’ve ever had at renting a home.
We also landed earlier than check in. This was zero issue. I expressed that we might be early and that we would likely have an entire car full of groceries as we had a store pick up before we got onto the island. Lori and Dan (property managers) allowed us access to the garage fridge while the cleaning crew was there. Dan even helped unload our groceries!
If that wasn’t enough, after checking out, we realized we left some clothes in the dryer. We contacted them (and by no surprise), they promptly replied and had the clothes folded and ready when we turned around to pick them up.
Before we even checked out, I attempted to book it for the following year. Unfortunately, it was already booked 14 months out. Also, it seems the secret of Anna Maria Island is getting out, as the prices for renting houses are increasing! This perhaps seems to be our last hurrah on the island as we can no longer afford such extravagance. It was great while it lasted
5.0
Amazing AMI Home
Dragonfly was perfect for our February trip to AMI. The location is directly across from beach access to beautiful Bean Point, and easily accessible to walk, golf cart or bike to Pine Ave. or the Rod & Reel and Anna Maria piers for shopping, dining & ice cream! Our group enjoyed the heated pool with hot tub, game room garage & outdoor area. The house has lots of space, the beds were very comfortable and the home was well stocked with everything we needed. We had a wonderful beach vacation experience!
5.0
Everything we needed and more!
We’ve been drooling over this place each time we visit AMI and this time we finally stayed here! The beds were soft and comfortable, the location cannot be beat, the amenities and games left us not needing anything. The hot tub and heated pool was perfect for the cool January weather that happened during our stay. Thank you for the use of this home! It was perfect for us all! We hope we can come again!
5.0
This place is everything is shows and more, our family enjoyed staying here and will be coming back to this property again!
5.0
Another Great Stay!
Another awesome week in AMI! House is amazing and the hosts are fantastic. Love how the house is set up and organized. Could not be a run any better. House was perfect for the family, including outdoor area and being so close to the beach. Can't wait to rent Dragonfly again!
5.0
Incredible stay!
We stayed at Dragonfly over Christmas and New Years with family including an infant, toddlers, and adults in their 30s to 60s. Every single one of us was blown away by this property. The house itself is incredibly well-appointed, and had so many thoughtful amenities. Working with Goose and Dan could not have been easier - they were thorough, responded quickly, and always seemed genuinely happy to help. Proximity to the beach was wonderful and the house came equipped with all the beach gear we could have needed. I’ve stayed at many VRBO properties and this has by far been the best. Thank you for a great stay, we look forward to more trips to Anna Maria in years to come!
5.0
AWESOME
This place is everything is shows and more, our family enjoyed staying here and will be coming back to this property again!
5.0
Dragonfly met all of our needs for a family vacation. It was immaculate, extremely well equipped, and beautiful. It’s like a mini-resort all to yourself. The property management team was exceptional. Kudos to the Dragonfly owners and support staff. We’ll be back!
5.0
Perfection
Dragonfly met all of our needs for a family vacation. It was immaculate, extremely well equipped, and beautiful. It’s like a mini-resort all to yourself. The property management team was exceptional. Kudos to the Dragonfly owners and support staff. We’ll be back!
FAQs
How much does this house cost compared to others in Anna Maria Island?
The average price for a rental in Anna Maria Island is $625 per night. This rental is $1,395 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Dragonfly - Southern charm on the North end of Anna Maria Island. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Dragonfly - Southern charm on the North end of Anna Maria Island. Enjoy the water!
Is Dragonfly - Southern charm on the North end of Anna Maria Island pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Dragonfly - Southern charm on the North end of Anna Maria Island?
We found 13 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
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in Holmes Beach16 guests · 9 bedrooms · 8 baths
Pool · Pets allowed · Kitchen or Kitchenette
This attractive House in Anna Maria Island, $2,249 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
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