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

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Fridge, microwave, oven, stovetop
5 bedrooms, iron/ironing board, travel cot, free WiFi
Terrace/patio
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Fireplace

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 manager

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

Languages

English

Add dates for prices

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 transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • 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

  • Smoke-free property
  • Note from host: Smoking/vaping on the property is prohibited

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
  • Snorkelling 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

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  • Ocean view
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 228 reviews
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Policies

Check-in

Contactless check-in and check-out are available

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed
Note from host: Pets are prohibited on the property; no exceptions

Children and extra beds

Children are welcome
Note from host: Well-behaved children are always welcome

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
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 transport 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
Anna Maria, FL

What's nearby

  • Anna Maria Beach - 2 min walk - 0.2 km
  • Bean Point 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
  • Bradenton Beach - 1 min drive - 0.4 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪Rod and 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.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 181 out of 184 reviews
Rating 8 - Good. 2 out of 184 reviews
Rating 6 - Okay. 0 out of 184 reviews
Rating 4 - Poor. 1 out of 184 reviews
Rating 2 - Terrible. 0 out of 184 reviews

10/10

Cleanliness

Reviews

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

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

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

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

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

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

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
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Janet G.

A royal vacation at the Dragonfly.

The Dragonfly thought of everything to make our stay wonderful. A beautiful property made us feel like royalty!!!
Stayed 5 nights in Sep 2017

10/10 Excellent

Leesa R.

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.
Stayed 5 nights in Sep 2018

10/10 Excellent

Nicholas W.

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!
Stayed 5 nights in Dec 2021

10/10 Excellent

Lynn G.

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!
Stayed 7 nights in Jul 2022

10/10 Excellent

TAMMIE R., LUTZ

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!!!
Stayed 8 nights in Jul 2021

10/10 Excellent

Gretchen N.

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.
Stayed 7 nights in Jun 2018

10/10 Excellent

Sallie F., Bradenton, Florida

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.
Stayed 7 nights in Aug 2019

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

Janine W.

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

Amazing!

We had an amazing stay at Dragonfly! Our family hosted a small event, around 30 people, and it was Perfect! The amenities by far exceeded our expectations and the owners really have every detail in the home so perfect! Can't wait to come back!
Stayed 4 nights in Feb 2021

10/10 Excellent

Martha M.

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

Perfect!

Had a fabulous time at Dragonfly! The house, pool and proximity to the beach was absolutely perfect! Very nicely appointed house! Hope to come back next year!
Stayed 5 nights in Apr 2021

10/10 Excellent

James R.

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

Couldnt ask for more!

Top notch service. Everything was clean and furnished. No complaints.
Stayed 5 nights in Feb 2021

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

Tammie R., LUTZ

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

THIS HOUSE HAS EVERYTHING ALL YOU HAVE TO BRING IN YOUR CLOTHES. IT WAS AMAZING.

ABSOLUTELY THE BEST HOUSE WE HAVE EVER RENTED AND WILL RETURN AGAIN EVERY SUMMER NOW.
Stayed 7 nights in Aug 2020

10/10 Excellent

Tonya P.

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

We LOVE Dragaonfly!

Amazing location on the quiet end of the island, just steps out to Bean Point (best beach on the island). The house and pool area are spacious and accommodated our large group very comfortably. The deck is our favorite hang out spot. The owners thought of everything to make our stay wonderful, we highly recommend staying at this property.
Stayed 7 nights in Apr 2021

10/10 Excellent

Peggy T., Minier, IL USA

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

Ideal for family

Property is even better than pictured. The house is well stocked, very kid friendly, with great outdoor areas and plenty of extras to entertain all ages. The managers of the house went above and beyond to accommodate our requests for extra services. Highly recommend this property.
Stayed 7 nights in Dec 2019

10/10 Excellent

Verified traveller

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

Great time!

We had an awesome time at Dragonfly! It is a perfect house for hanging out with family. Close to the beach, close to the restaurants, etc. And the house itself has everything you need: great kitchen, outdoor space, pool and hot tub, beach equipment, ping-pong, multiple refrigerators / freezers, laundry, etc. Amazing place. And great and timely service too.
Stayed 9 nights in Dec 2019