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

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

The large private pool area is THE place to be on a sunny day!
Gorgeous evening view! (photo taken prior to turf & putting green installation).
Cornhole game spotted from above!
Aerial of patio space (Photo taken prior to turf and putting green installation)
The pool area is a great place to relax after sunset.

Reviews

10 out of 10

Exceptional

5 bedrooms3+ bathroomsSleeps 82884 sq ft

Popular amenities

  • Parking available
    Parking available
  • Hot Tub
    Hot Tub
  • Washer
    Washer
  • Kitchen
    Kitchen
  • Air conditioning
    Air conditioning
  • Fireplace
    Fireplace

Explore the area

Map
Anna Maria, FL
  • Bean Point Beach
    1 min walk
  • Anna Maria Beach
    1 min walk
  • Bradenton Beach
    3 min walk
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    35 min drive

Rooms & beds

5 bedrooms (sleeps 8)

Master Suite

1 King Bed

Northeast Bedroom

1 King Bed

Northwest Bedroom

1 Queen Bed

Southeast Bedroom

2 Twin Bunk Beds

Southwest Bedroom

1 King Bed

3 bathrooms, 1 half bathroom

Eastern Guest Bath

Bathtub or shower · Toilet

Master Bath

Bathtub · Toilet · Shower only

Powder Room

Toilet

Western Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining Area

About this property

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

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.

Property manager

Dan & Goose Pekarek of Goose & Gander Boutique Property Management & Guest Care
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM

Children

Children allowed: ages 0-17
Well-behaved children are always welcome

Events

No events allowed
Up to 50 w/permit approval from City of Anna Maria

Pets

No pets allowed
Pets are prohibited on the property; no exceptions

Smoking

Smoking is not permitted
Smoking/vaping on the property is prohibited
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

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
Note from host: Up to 50 w/permit approval from City of Anna Maria
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

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Anna Maria

Located in Anna Maria, this vacation home is near the beach. The area's natural beauty can be seen at Anna Maria Beach and Bradenton Beach. Traveling with kids? Consider AMI Paddleboard Adventures, or check out an event or a game at LECOM Park. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Anna Maria, FL

What's nearby

  • Bean Point Beach - 1 min walk
  • Anna Maria Beach - 1 min walk
  • Bradenton Beach - 3 min walk
  • Anna Maria City Pier - 16 min walk
  • Anna Maria Island Museum and Historical Park - 18 min walk

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 35 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪Rod & Reel Pier - ‬5 min walk
  • ‪Sandbar Seafood & Spirits - ‬3 min drive
  • ‪Two Scoops - ‬16 min walk
  • ‪The Waterfront Restaurant - ‬17 min walk

Frequently asked questions

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.

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

No, pets are not allowed at this property.

What time is check-in at Dragonfly - Southern charm on the North end of Anna Maria Island?

Check-in begins at 4:00 PM.

What time is check-out at Dragonfly - Southern charm on the North end of Anna Maria Island?

Check-out is at 10:00 AM.

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. Bradenton Beach and Bayfront Park are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 174 out of 177 reviews" "
Rating 8 - Good. 2 out of 177 reviews" "
Rating 6 - Okay. 0 out of 177 reviews" "
Rating 4 - Poor. 1 out of 177 reviews" "
Rating 2 - Terrible. 0 out of 177 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

gt a.

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

Nancy C.

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

Holly F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise Awaits at Dragonfly!
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!
Stayed 7 nights in Jun 2024

10/10 Excellent

Debbie K.

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

Jeannine S.

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

10/10 Excellent

Susan L.

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

Debbie H., Geneva, Illinois

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

10/10 Excellent

steve c.

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

Tami H.

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

Wayne C.

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

Sarah W.

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.

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

Tim L., Columbus, Ohio

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

Ina G.

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

Susan L., USA

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

steve c.

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

courtney s.

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

Laura W.

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!
Stayed 7 nights in Dec 2022

10/10 Excellent

Laura Gail K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
All we expected—and more!
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!
Stayed 7 nights in Nov 2022

10/10 Excellent

Wendy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Breathtaking
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.
Stayed 7 nights in Nov 2022

10/10 Excellent

daniela m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Home and Goose Was Great
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
Stayed 4 nights in Nov 2022

10/10 Excellent

ANDREA CLAUDIA S., Pforzheim, Germany

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

Cyndi N.

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

Marcy R., Rossburg, OH

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything you could think of and more!!
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.
Stayed 7 nights in Jul 2022

10/10 Excellent

Keith E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Most Fantastic Stay
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 .
Stayed 14 nights in Jul 2022

About the host

Hosted by Dan & Goose Pekarek of Goose & Gander Boutique Property Management & Guest Care

Host profile image

Why they chose this property

This home was built in an extraordinary location: across North Shore Drive from one of the most famous beaches in Florida - Bean Point. Rooms are large and comfortable, and the property offers privacy as well as plenty of room to play. Extensive renovations have created a delightful environment to experience all of the best aspects of the Florida beach lifestyle.

What makes this property unique

A coveted location on North Shore Drive across from Bean Point is the key attraction of this property. A new swimming pool with sundeck and spa, a Thermador gourmet kitchen, and an oversized deck and covered patio are additional assets that make Dragonfly an exceptional venue for family gatherings, weddings, and the creation of priceless memories.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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