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

Anna Maria, Florida
$1136 avg/night Minimum Stay 4 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 4 nights

Min Stay

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 andoffer 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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2884 Sq Ft (268 Sq M)
  • KITCHEN

    Blender Coffee Grinder Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Golfing On Site Hiking/biking Trails Nearby Horse Riding Nearby Jet Skiing Nearby Kayak On Site Kayaking Nearby Marina Nearby Power Boating Nearby Snorkeling Nearby Water Skiing Nearby Water Sports Equipment Windsurfing Nearby
  • ENTERTAINMENT

    DVD Player Games Stereo Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa Near The Sea
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Carol B.

    Submitted Feb 9, 2026

    Stayed Jan 28, 2026

    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.

  • steve c.

    Submitted Jan 11, 2026

    Stayed Dec 26, 2025

    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.

  • elena g.

    Submitted Aug 28, 2025

    Stayed Aug 9, 2025

    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.

  • Nick Rowe

    Submitted Aug 4, 2025

    Stayed Jul 25, 2025

    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

  • Submitted Jul 22, 2025

    Stayed Jun 7, 2025

    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!

  • betty Q.

    Submitted Jun 28, 2025

    Stayed Jun 21, 2025

    My immediate family stayed at the house and my siblings with their families rented other homes closer to downtown Anna Maria

  • Susan L.

    Submitted Apr 7, 2025

    Stayed Mar 15, 2025

    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.

  • Ray G.

    Submitted Mar 26, 2025

    Stayed Mar 8, 2025

    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.

  • Tammi H.

    Submitted Feb 25, 2025

    Stayed Feb 18, 2025

    Dragonfly is a very well kept property in a very convenient location. Can’t wait to visit again

  • Jenny P.

    Submitted Feb 17, 2025

    Stayed Feb 6, 2025

    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!

  • steve c.

    Submitted Jan 8, 2025

    Stayed Dec 26, 2024

    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.

  • Kerry T.

    Submitted Sep 4, 2024

    Stayed Aug 24, 2024

    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.

  • gt a.

    Submitted Jul 30, 2024

    Stayed Jul 20, 2024

    Great house, great pool, Bean Point is the best beach in the world!

  • Nancy C.

    Submitted Jul 11, 2024

    Stayed Jul 1, 2024

    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.

  • Holly F.

    Submitted Jun 10, 2024

    Stayed Jun 1, 2024

    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!

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Total

Includes taxes and fees
$1,136+
View details