See all properties
Entire home

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 8267.9 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace

Explore the area

Map
Anna Maria, FL
  • Bean Point Beach
    ‪1 min walk‬
  • Anna Maria Beach
    ‪1 min walk‬
  • Anna Maria City Pier
    ‪16 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 Single 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

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

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Living area

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, (217 reviews)
Beautiful, Gulf-Front Home on Bean Point--Halcyon House

House Rules

Check out before 10:00 AM
default

Children

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

Events

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

Pets

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

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
On-site parties or group events are strictly prohibited
Note from host: Up to 50 w/permit approval from City of Anna Maria
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Anna Maria

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

What's nearby

  • Bean Point Beach - 1 min walk - 0.1 km
  • Anna Maria Beach - 1 min walk - 0.1 km
  • Bradenton Beach - 3 min walk - 0.3 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, FL (SRQ-Sarasota-Bradenton Intl.) - 35 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪Rod & Reel Pier - ‬6 min walk
  • ‪Two Scoops - ‬16 min walk
  • ‪Sandbar Seafood & Spirits - ‬3 min drive
  • ‪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-out at Dragonfly - Southern charm on the North end of Anna Maria Island?

Checkout is at 10:00 AM.

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

This family-friendly Anna Maria holiday home is located by the sea, just steps away 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 labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 180 out of 183 reviews
Rating 8 - Good. 2 out of 183 reviews
Rating 6 - Okay. 0 out of 183 reviews
Rating 4 - Poor. 1 out of 183 reviews
Rating 2 - Terrible. 0 out of 183 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Susan L.

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

Ray G.

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

Tammi H.

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

Jenny P.

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!
Stayed 8 nights in Feb 2025

10/10 Excellent

Paul R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Dec 2024

10/10 Excellent

steve c.

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

8/10 Good

Kerry T.

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

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

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
Tell us how we can improve our siteShare feedback