Dragonfly

Q: Does Dragonfly - Southern charm on the North end of Anna Maria Island have a pool?

Yes, this property has a pool. Pool types include heated pools.

Q: Is Dragonfly - Southern charm on the North end of Anna Maria Island pet-friendly?

No, pets are not allowed at this property.

Q: Where is Dragonfly - Southern charm on the North end of Anna Maria Island located?

This family-friendly Anna Maria vacation home is located by the sea, just steps from Bean Point Beach and Anna Maria Beach. Palmetto Avenue Beach and Bayfront Park are also within 10 minutes.

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

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

Stayed 7 nights in Feb 2025

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.

Stayed 7 nights in Jul 2024

10/10 Excellent

Jenny P.

Feb 17, 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!

Stayed 8 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.

Stayed 22 nights in Mar 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!

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!

Stayed 7 nights in May 2024

10/10 Excellent

courtney s.

Dec 30, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical Christmas

Beautiful home, perfect set up with pool and property.

Stayed 7 nights in Dec 2022

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.

Stayed 16 nights in Mar 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.

Stayed 7 nights in Mar 2025

10/10 Excellent

Cyndi N.

Aug 15, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Property

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!)

Stayed 7 nights in Aug 2022

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!!

Stayed 7 nights in Nov 2023

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.

Stayed 10 nights in Dec 2024

10/10 Excellent

steve c.

Jan 16, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI Dragonfly

Dragonfly is an excellent residence, nice furniture, well equipped, great floor plan, good location, very well managed and maintained. No complaints

Stayed 13 nights in Dec 2023

10/10 Excellent

Debbie H.

Jan 29, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Family Vacation

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!

Stayed 4 nights in Jan 2024

8/10 Good

Kerry T.

Sep 4, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family return to Anna Maria

Wonderful house, beautifully kitted out, equipped with everything you might need! The property managers were extremely helpful and responsive. The only very small negative is that because of the location of the house and the amount of development work currently underway, it was occasionally noisy around the pool area during the day - although this wouldn’t put us off returning to the property.

Stayed 7 nights in Aug 2024

10/10 Excellent

steve c.

Jan 13, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Making Memories at Dragonfly 2022/23

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!

Stayed 12 nights in Dec 2022

10/10 Excellent

Ina G.

May 28, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful!

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

Stayed 7 nights in May 2023

10/10 Excellent

Tim L., Columbus, Ohio

Jul 6, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI's Finest

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.

Stayed 7 nights in Jun 2023

10/10 Excellent

Sarah W.

Oct 23, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another Perfect Stay at Dragonfly!

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!

Stayed 7 nights in Oct 2023

10/10 Excellent

Lynn G.

Jul 31, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Rental

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.

Stayed 7 nights in Jul 2023

10/10 Excellent

Tami H.

Jan 3, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Treasure on Anna Maria Island

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.

Stayed 4 nights in Dec 2023

10/10 Excellent

ANDREA CLAUDIA S., Pforzheim, Germany

Sep 12, 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

We just came home - and will hopefully be back SOON!!

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

Stayed 10 nights in Aug 2022

10/10 Excellent

Susan L., USA

Apr 11, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Heaven on Earth

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. ♥️

Stayed 24 nights in Mar 2023

10/10 Excellent

Jeannine S.

Apr 15, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Oasis

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!!!

Stayed 7 nights in Apr 2024

Dragonfly - Southern charm on the North end of Anna Maria Island

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Dragonfly - Southern charm on the North end of Anna Maria Island Reviews

Exceptional

10

10

Reviews

10/10 Excellent

betty Q.

Anna Maria stay at the dragonfly

betty Q.

10/10 Excellent

Tammi H.

Family Vacation 2025

Tammi H.

10/10 Excellent

Nancy C.

Fabulous house and amenities

Nancy C.

10/10 Excellent

Jenny P.

Dragonfly

Jenny P.

10/10 Excellent

Susan L.

Perfection

Susan L.

10/10 Excellent