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

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Exterior
Fridge, microwave, oven, stovetop
Beach nearby, sun-loungers, beach towels
Outdoor dining
Interior

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 8268 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View map
Anna Maria, FL
  • Place, Bradenton Beach
    ‪1 min walk‬
  • Place, Bean Point Beach
    ‪2 min walk‬
  • Place, Anna Maria Beach
    ‪2 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪47 min drive‬

Room options

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About the area

Anna Maria

When you stay at this vacation home in Anna Maria, you'll be by the sea, just steps from Bean Point Beach and Anna Maria Beach. .This family-friendly vacation home is 14.3 mi (23.1 km) from IMG Academy and 7.7 mi (12.4 km) from Coquina Beach.
View more Holiday homes in Anna MariaOpens in a new window

What's nearby

  • Bradenton Beach - 1 min walk - 0.1 km
  • Bean Point Beach - 2 min walk - 0.2 km
  • Anna Maria Beach - 2 min walk - 0.2 km
  • Bayfront Park - 7 min walk - 0.7 km
  • Anna Maria City Pier - 16 min walk - 1.4 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬10 min drive
  • ‪The Ugly Grouper - ‬8 min drive
  • ‪The Sandbar Restaurant - ‬3 min drive
  • ‪The Waterfront Restaurant - ‬17 min walk
  • ‪Ginny's & Jane E's - ‬3 min drive

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.

NOTICE:
There is a motion activated video security camera above the garage. The area under surveillance is exposed to the street with no expectation of privacy in this area.

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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a private pool. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A Smart television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected.
Enjoy recreation amenities such as a hot tub or take in the view from a garden.
Guests will find features like internet access and onsite parking.

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

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

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Contactless check-out available

Special check-in instructions

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

Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:

Load and start the dishwasher

Gather used towels

Remove personal items and take out the trash

Turn off the lights and lock the doors

HONOR THE 10AM CHECK OUT TIME The housekeeping staff arrives at 10am to prepare the house for the next guests. ON DEMAND SERVICES Make sure you have logged out of all apps on the TVs (if applicable).

GARBAGE & LEFTOVER FOOD: You may leave unused food/drinks in the kitchen. Please discard all restaurant leftovers. LINENS: It is not necessary to strip the sheets from the beds or wash towels.

RETURN ITEMS TO THEIR PLACE: Return all furniture and décor that was moved during your stay to its original locations, including outdoor furniture. This is a private home. Thank you for your respect!

Pets

Pets not allowed

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
Onsite parties or group events are strictly prohibited
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
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 transportation 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

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

Reviews

10

Exceptional

Rating 10 - Excellent. 187 out of 190 reviews
Rating 8 - Good. 2 out of 190 reviews
Rating 6 - Okay. 0 out of 190 reviews
Rating 4 - Poor. 1 out of 190 reviews
Rating 2 - Terrible. 0 out of 190 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Joseph B.

Liked: Cleanliness
Couldn’t have been a better stay!
Stayed 7 nights in Apr 2026

10/10 Excellent

Carol B.

Liked: Cleanliness
Best house we have ever rented. Hosts thought of everything and provided it. We stayed here with our 2 and 4 year old grandkids and there were booster seats, toys, crib options, AND the downstairs play space was a life saver in the coldest week we have ever spent in FLA.
Stayed 10 nights in Jan 2026

10/10 Excellent

steve c.

Liked: Cleanliness
Dragonfly was in excellent condition, maintained spotlessly as usual. We had another memorable time there and appreciate the efforts by Goose and Gander Property Management to make sure we were happy with the house and amenities.
Stayed 10 nights in Dec 2025

10/10 Excellent

elena g.

Liked: Cleanliness
Location of this home for beach access and amenities was excellent. Quiet, peaceful and beautiful home. The pool is a plus with children and adds to the entire beach experience. The walk down the block to amazing sunsets with my family are memories we will have.
Stayed 7 nights in Aug 2025

10/10 Excellent

Nick Rowe

Liked: Cleanliness

Anna Maria July 25

a really excellent find, house in a great location, every toy you need all available.Any problems sorted by a very attentive manager.thoroughly recommended
Stayed 7 nights in Jul 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness

Incredible Home!

This is our second time back to the Dragonfly! It simply can’t be beat. They provide everything you need to enjoy the pool and beach. Tons of chairs, towels, toys, etc. We have never been to a rental that is so well stocked and so well taken care of. The home is beautiful and the location is perfect. We will be back!
Stayed 7 nights in Jun 2025

10/10 Excellent

betty Q.

Liked: Cleanliness

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

Susan L., USA

Liked: Cleanliness

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

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

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

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
Stayed 5 nights in Dec 2024

10/10 Excellent

steve c.

Liked: Cleanliness

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

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

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

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., Pennsylvania

Liked: Cleanliness

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

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

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., USA

Liked: Cleanliness

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

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

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

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

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

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